Vacation Home Rentals By Owner In Cape Charles, VA

$728.96

Gorgeous 4BR Home With Panoramic Sunsets & Walking Distance to Private Beach!

Cape Charles, Virginia, United States

OLD CROW'S NEST is a gorgeous 4 bedroom, 3 bath waterfront home just minutes from the uncrowded sparkling soft sand beach in Bayside Village at Bay Creek Golf Resort. Views, views, views across the little freshwater lake and out to the Chesapeake Bay. Free sunsets for all! When vacationing at Old Crow’s Nest, be ready to enjoy a Resort lifestyle! Comfortably furnished including 2 king-sized beds, this beach home is a great place to relax and unwind. The 2 outside decks overlooking the water are perfect places to just kick back with your morning coffee, afternoon iced tea or evening sunsets. The light-filled open floor plan and spacious great room with fireplace offer plenty of room for your whole group. First floor den offers a quiet space with a TV. Enjoy your meals in the lovely dining area overlooking the water. A spacious kitchen with breakfast bar seating is well equipped. On the 3rd floor, the Crow’s Nest awaits you with its amazing water views and sunsets! Equipped with table perfect for cards, chess, board games, etc. Fix snacks in the Crow’s Nest’s mini-kitchen or just relax on its queen sleeper sofa. * There is an outdoor camera on the second floor deck, however, it faces towards the bay at a high angle so none of the deck can be seen.brbrATTENTION GOLFERS! Take advantage of owner's full golf membership to access lower greens fees and reserve tee times!brbrAt Old Crow's Nest, guests will have full access of Bay Creek free amenities, including community swimming pool, tennis/pickleball courts, soft sand private beach, 350 acre Nature Preserve with trails & kayak launch. In order to access Bay Creek's Life Center (pools, fitness center & member lounge), you will need to pay an additional fee of $75 per night for the full duration of your stay, regardless whether you use it each day. You may book tee times at Bay Creek as well and pay a per person rate at the Pro Shop at the time of playing. You will receive an email with a form to fill out & submit for either choice. Come see why Bay Creek is 1 of only 17 places in the United States to earn Southern Living magazine’s prestigious “Inspired Community” award. brbrJust a few minutes from the Historic Area of Cape Charles offering casual and fine dining including fresh seafood, BBQ, pizza, Italian, sushi, American Southern-style cuisine, bakeries, fudge, amazing ice cream, and Hawaiian-style shave ice. Plus, boutiques, art galleries, library, Park with bandstand, fishing pier, museum, live theatre, free summer band concerts, 3rd Thursday festivities at the Cape Charles beach, 4th of July parades, Friday Night at Lemon Tree, Grand Illumination, Festive Fridays and lighted golf cart parade at Christmas and much more.brbrDrive, walk, or go by electric golf cart to get around town. Rentals for golf carts, kayaks, paddleboards, and jet skis are available in town. Cape Charles was recently named by Coastal Living magazine as one of the happiest beach towns in America!

Bed

Bath

Sleeps

Select Dates for Price

Private Vacation Home

The Pelican - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brbrThe Pelican - rooftop sunsets - walk to the beach! This home got a facelift! New paint, furniture, and décor! brbrbrbrPlease SEE: Other Things to NotebrbrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbrbr*This is a no pet/animal home.brbrPlease SEE: The Space for Bay Creek Complimentary AmenitiesbrbrbrbrThe Space:brbrThe Pelican, Home Features:brbr• 3 Bedroom, 2.5 Bath - Available for up to 8 Guests!brbr• TV Room & Cozy Two-Sided Fireplace, Shared with Screened Porch!brbr• Walk to They Oyster Farm & Marinabrbr• Remote Work Desk with a View!brbr• Free WiFi & Smart TVsbrbrbrbrOnly steps away from a private beach, come experience stunning sunsets over the Chesapeake Bay from the incredible rooftop deck!brbrbrbrThe Pelican is an elegant custom-built home in a private neighborhood that offers the best of both worlds. The popular Oyster Farm Restaurant and wedding venue is conveniently located on Kings Creek Marina at the end of the street. Or take a short golf cart ride to the historic downtown restaurants and shops!brbrbrbrThe sophisticated coastal style of the open concept first floor draws you in and is the perfect setting for quiet evenings or fun-filled family nights. There is a 65” smart TV, cozy leather sectional, and a two-sided gas fireplace, shared with the screened in porch. Step through the French doors onto the porch; perfect for morning coffee or an evening cocktail. The beautiful dining area seats 8 and is open to both the living room and kitchen. Make yourself at home in the chef appointed kitchen boasting a gas Wolf range and second wall oven. The coffee bar comes fully equipped with Keurig, drip, French press and pour over options. This level also has a large laundry room, fully fenced in backyard and an outdoor shower - perfect for washing off sand from the beach across the street!brbrbrbrThe first floor suite includes a luxurious king bed, television, a full private bath and access to the porch. The second floor has wonderful views, a children’s reading area, and two lovely bedrooms. These bedrooms offer privacy and are joined by a jack-and-jill bathroom. The front room includes a king bed with a WinkBed mattress, television, and a lovely view of the Chesapeake Bay. The second bedroom offers 2 twin bunk beds (4 twins total) and ample closet space. There are two twin cots available in the closet for additional sleeping (the two cots allow for a total of sleeping ten).brbrbrbrThe third-floor loft is the perfect place to enjoy panoramic views of the Bay and the Marina! This level includes a sitting area, library, and a large executive desk (an ideal office for working from home). During your stay, please take advantage of the carefully curated library. From here, step out onto the spacious rooftop deck – a perfect spot to settle in with a good book or enjoy conversation and a beverage while you watch the sunset.brbrbrbrTruly, Cape Charles is the best kept secret on the Eastern shore! Home to walkable sandy beaches, incredible sunsets, golfing, nature trails, restaurants, shops, outdoor activities and so much more! Come and discover all it has to offer during your stay at The Pelican!brbrbrbrComplimentary Access: Bay Creek AmenitiesbrbrThis home includes complimentary access to a variety of Bay Creek Resort amenities, perfect for active and nature-loving guests. Enjoy a junior Olympic-size pool, tennis and pickleball courts, a private community beach, and over 10 miles of scenic hiking and biking trails winding through a stunning 365-acre nature preserve.brbrbrbr *Please note: Access to the Bay Creek Life Center is not included, nor available for purchase.brbrbrbrGuest Access:brbrWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrbrbr• While the complimentary resort amenities of the Bay Creek Resort are included, please note the Members Life Center is not available to guests.brbrbrbrThe Neighborhood:brbrNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrbrbrThings to See:brbr• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!brbr• Local Restaurants & Shoppingbrbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, E&O Pub Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbrbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrbrbrAnnual Festivals & Events:brbr• Crabby Blues Festivalbrbr• Annual Crab Slambrbr• LOVEFestbrbr• Sounds of the Shorebrbr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)brbr• Free Concert in the Park (Summer Season)brbr• Grand Illumination (Dec)brbrbrbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrbrbrGetting Around:brbrCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrbrbrTraveling to/around Cape Charles, Virginia: brbr• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]brbr• STAR Transit, local fixed route and bus servicebrbr• Uber, Lyft brbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrbrbrAirports:brbr• Norfolk International Airport (about 45 min by vehicle)brbr• Newport News Williamsburg International Airport (PHF)brbr• Accomack County Airport (MFV)brbr• Norfolk Ns (Chambers Fld) Airport (NGU)brbr• Langley Air Force Base (LFI)brbrbrbrPopular Landmarks:brbr• Cape Charles Museum and Welcome Centerbrbr• Kiptopeke State Parkbrbr• Cape Charles Natural Area Preservebrbr• Cape Charles Lighthousebrbr• Cape Charles Town Beachbrbr• Cape Charles Brewing CompanybrbrbrbrInteraction with Guests:brbrOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.brbrbrbrWe follow the CDC Recommended Cleaning Guidelines. You can rest assured this property has been completely sanitized prior to check-in.

Bed

Bath

Sleeps

$318.44

/ Nightly

Private Vacation Home

Lil' Ms. Clementine 2-bedroom home in Historic District with Golfcart option

Cape Charles, Virginia, United States

This charming Victorian home features a fully equipped kitchen, cozy living area and an additional living area that can double as a game room, eating area or serve as a third sleeping space with a full size pullout couch and a door for privacy. The upstairs bedrooms accommodate 4 guests, the first bedroom features a luxurious king-size bed, The second bedroom is ideal for children or friends traveling together, with two twin beds. The front room has a full size pull out couch and privacy door. The back yard outdoor patio or the front porch are perfect for enjoying your morning coffee or evening cocktail. brOur original 1920s staircase adds a dash of vintage adventure to your stay — it’s steep, quirky, and full of character (just like the house!). While it’s a fun feature for most guests, it may not be ideal for those with mobility challenges — so please keep that in mind when booking. Message me for golf cart rental information.

Bed

Bath

Sleeps

$438.85

/ Nightly

Private Vacation Home

Cooper's Landing - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brGreat location! 2-story beach house just a short to the beach! Just 1 block! Charming beach cottage in sought after in-town location. Owner has strong eye for design which is evident throughout this meticulously maintained home with high-end finishes and a flexible open floor plan. Original wood floors. Plenty of charm. brbrCooper's Landing, Home Features:br• 3 Bedroom, 2 Bath - Available for up to 6 Guests!br• 1 Block from the Beachbr• Large Front Porch with Seatingbr• Remodeled Kitchenbr• Free WiFi & Smart TVsbrbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: Where You'll Be (Located under the map!)brbrThis is a no pet/animal home.brbrThe Space:brCooper’s Landing is located in Cape Charles on Virginia's charming Eastern Shore. The house is situated only 1 block from one-half mile of public beach along the Chesapeake Bay. A beautiful front porch graces this home. Perfect for a peaceful, early morning coffee, or to catch a cool evening breeze. Inside, the owners lovingly decorated and furnished the rustic interior. Antiques eclectically mix with modern furniture to create a cozy atmosphere perfect for family and friends. With three bedrooms (sleeps 5), dining area (seats up to 6), newly remodeled kitchen (additional seating for 2), one full bathroom upstairs, and a full bath downstairs. A landscaped patio with seating for 6 is the centerpiece of a fenced backyard.brbrPark and leave your car and hop on a golf cart rental to see all that Cape Charles has to offer. There are plenty of activities to enjoy like summer concerts in the park, beachcombing, boating, fishing, kayaking, paddleboarding, biking, antiquing, cider, wine or bourbon tastings, and visiting our new local craft brewery. There is even a local public library and historical society and museum dedicated to our special town. There is so much to do or you can choose to do nothing at all and relax at this lovely home. That is the best part of staying here.brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrThe Neighborhood:brNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrThings to See:br• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!br• Local Restaurants & Shoppingbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrAnnual Festivals & Events:br• Crabby Blues Festivalbr• Annual Crab Slambr• LOVEFestbr• Sounds of the Shorebr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)br• Free Concert in the Park (Summer Season)br• Grand Illumination (Dec)brbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrNorthampton County Short-Term Rental Registration No. #brbrGetting Around:brCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrTraveling to/around Cape Charles, Virginia: br• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]br• STAR Transit, local fixed route and bus servicebr• Uber, Lyft br• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrAirports:br• Norfolk International Airport (about 45 min by vehicle)br• Newport News Williamsburg International Airport (PHF)br• Accomack County Airport (MFV)br• Norfolk Ns (Chambers Fld) Airport (NGU)br• Langley Air Force Base (LFI)brbrPopular Landmarks:br• Cape Charles Museum and Welcome Centerbr• Kiptopeke State Parkbr• Cape Charles Natural Area Preservebr• Cape Charles Lighthousebr• Cape Charles Town Beachbr• Cape Charles Brewing CompanybrbrOther Things to Note:brPlease pay close attention to following the house rules. Non compliance could result in sizable fines.br- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.br- Age restrictions apply. Reservation holder must be 25 years of age.br- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. br- Known damages incurred during your stay must be reported to the property manager immediately. br- Before check in, we will send you detailed directions to ensure a seamless arrival.br- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.br- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.br- Some homes have cameras for external monitoring only.br- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. br- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.br- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host.br- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.br- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrInteraction with Guests:brOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.

Bed

Bath

Sleeps

$399.04

/ Nightly

Private Vacation Home

Sol Mate: Sunset Cape Charles Shore Retreat

Cape Charles, Virginia, United States

Sol Mate offers everything you need for an unforgettable small-town beach getaway! Located just two blocks from the beach, one block from Central Park, and a short stroll to shops and restaurants, this charming home is in the perfect spot to explore all that Cape Charles has to offer.brbrBuilt in 1932, Sol Mate combines historic charm with modern updates. Relax on the front porch, enjoy the coastal breeze, and soak in the Cape Charles vibe in this cozy, welcoming retreat.brbrnull.

2

Bath

8

Sleeps

Exceptional(24)

$392.56

/ Nightly

Private Vacation Home

Belle is a cute cottage blocks from shops, bay, cafes

Cape Charles, Virginia, United States

Spend your days at Belle of the Bay! brBelle is a cute cottage located within walking distance to breakfast cafes, shops, and restaurants. Just blocks from the beautiful Chesapeake Bay in the historic district of Cape Charles. brGuests will enjoy 4 bedrooms, 1.5 baths, and a large backyard perfect for entertaining.brHome sleeps 11.

Bed

Bath

Sleeps

$982.6

/ Nightly

Private Vacation Home

Now booking for 2025! Brand New Coastal Retreat in Bay Creek - Cape Charles

Cape Charles, Virginia, United States

You will undoubtedly make unforgettable family memories in this brand new Bayside Village home located in the beautiful, gated Bay Creek community — just a short walk to the Life Center and private beach! brbrThoughtfully designed with families in mind, this bright and spacious home features an open concept living area, an inviting kitchen/dining area perfect for meals together, and cozy spaces for everyone to relax after a day at the beach or exploring historic downtown Cape Charles! Children and adults alike will love the convenient access to the resort amenities and local attractions. brbrWith parents in mind, this rental is well equipped with the following items for families of small children:br- A high chairbr-A Pack 'N Playbr-Assorted Beach Toysbr-Two Small StoolsbrbrResort-Style Amenities:brYour reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern.brbr- Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores.br- Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus.br- Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center.br- Trails & Nature Preserve – Explore miles of scenic walking and biking trails.br-Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. br- Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites.brbrEnjoy being a short golf cart or car drive from the excitement in historic downtown Cape Charles then retreat back to the serenity of Bay Creek with all the resort amenities at your fingertips!brbr*Please note this rental is NOT pet friendly.

Bed

Bath

Sleeps

$685.1

/ Nightly

Private Vacation Home

Family Beach Vacation with Access to Book Golf in Bay Creek - Cape Charles

Cape Charles, Virginia, United States

Welcome to Fore Shore, your ideal blend of championship golf and coastal family fun, located in the exclusive Bay Creek community in Cape Charles. Whether you're chasing birdies on the fairway or building sandcastles with the kids, this beautifully appointed 3-bedroom townhome offers the perfect setting for memory-making on Virginia’s scenic Eastern Shore.brbrHome Features:br- 3 Bedrooms | 2.5 Bathrooms – Sleeps 8 comfortablybr- Open-concept living space with tall ceilings and abundant natural lightbr- Well equipped kitchen with lovely breakfast nookbr- Spacious sun parlor and outdoor patio with grill – ideal for family meals and post-round relaxationbr- Primary suite with king bed, spa-style bath, and spacious walk-in closetbr- Upstairs featuring two large guest bedrooms with one full bath and a cozy loft sitting areabr- Smart TVs, high-speed WiFi, central A/C, and washer/dryerbrbrResort-Style Amenities:brYour reservation will include Bay Creek Club access during your stay. You will have access to book golf at the private golf club, use the Life Center which includes a 5,000 square-foot fitness studio, a 2,800 square-foot member lounge, access to two outdoor pools (seasonal), a toddler splash pad (seasonal) and lawn games, an expansive private beach with weekend seasonal beach rental service, explore the 350-acre Nature Preserve and dine at the Coach House Tavern.brbr- Two Miles of Private Beach Access – Spend your days soaking up the sun on Bay Creek’s exclusive sandy shores.br- Championship Golf Courses – Enjoy 27 holes of award-winning golf designed by Arnold Palmer & Jack Nicklaus.br- Pools & Fitness Center – Spend the day poolside with entire family or keep up with your workout routine in the fully equipped fitness center.br- Trails & Nature Preserve – Explore miles of scenic walking and biking trails.br-Tennis/Pickleball Courts – Play tennis or pickleball on the community courts. br- Dining & Shopping Nearby – Enjoy Cape Charles’ charming restaurants, boutique shops, and historic sites.brbrEnjoy being a short golf cart or car drive from the excitement in historic downtown Cape Charles then retreat back to the peacefulness of Bay Creek with all the resort amenities at your fingertips!brbr*Please note this rental is NOT pet friendly.

Bed

Bath

Sleeps

$879.62

/ Nightly

Private Vacation Home

Down by the Bay - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brbrIt doesn't get any better than this...to watch the sunsets from the front porch! One of few beachfront homes in Cape Charles!brbrbrbrPlease SEE: Other Things to NotebrbrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbrbr*Pet Friendly, fee applies per pet.brbrbrbrThe Space:brbrDown by the Bay, Home Features:brbr• 5 Bedroom, 4 Bath - Available for up to 12 Guests!brbr• Unbeatable Views of Chesapeake Baybrbr• Cross the Street to the Beachbrbr• Free WiFi & Smart TVsbrbrbrbrThis large beachfront home has unbeatable views of the Chesapeake Bay and sleeps up to 12 people. This is a brand new vacation rental and one of few on the beach front in Cape Charles. This property has 4 full bathrooms (1 on each floor and 2 on the second floor) and 5 bedrooms (4 on the second floor and 1 on the 3rd floor).brbrbrbrGrab a towel & cross the street to the beach! This property has private parking behind the house and is great for families.brbrbrbrGuest Access:brbrWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrbrbrThe Neighborhood:brbrNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrbrbrThings to See:brbr• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!brbr• Local Restaurants & Shoppingbrbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbrbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrbrbrAnnual Festivals & Events:brbr• Crabby Blues Festivalbrbr• Annual Crab Slambrbr• LOVEFestbrbr• Sounds of the Shorebrbr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)brbr• Free Concert in the Park (Summer Season)brbr• Grand Illumination (Dec)brbrbrbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrbrbrGetting Around:brbrCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrbrbrTraveling to/around Cape Charles, Virginia:brbr• Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder]brbr• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Wave Ryders]brbr• STAR Transit, local fixed route and bus servicebrbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrbrbrAirports:brbr• Norfolk International Airport (about 45 min by vehicle)brbr• Newport News Williamsburg International Airport (PHF)brbr• Accomack County Airport (MFV)brbr• Norfolk Ns (Chambers Fld) Airport (NGU)brbr• Langley Air Force Base (LFI)brbrbrbrPopular Landmarks:brbr• Cape Charles Museum and Welcome Centerbrbr• Kiptopeke State Parkbrbr• Cape Charles Natural Area Preservebrbr• Cape Charles Lighthousebrbr• Cape Charles Town Beachbrbr• Cape Charles Brewing CompanybrbrbrbrOther Things to Note:brbrPlease pay close attention to following the house rules. Non compliance could result in sizable fines.brbr- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.brbr- Age restrictions apply. Reservation holder must be 25 years of age.brbr- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. brbr- Known damages incurred during your stay must be reported to the property manager immediately. brbr- Before check in, we will send you detailed directions to ensure a seamless arrival.brbr- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.brbr- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.brbr- Some homes have cameras for external monitoring only.brbr- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. brbr- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.brbr- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.brbrbrbr- Animals/Pets -- Dogs Only, Guidelines and Fee*brbrAnimals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. brbr-- The property allows for a maximum of 2 dogs at $150.00 per dog per stay.brbrbrbrFor the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrbrbrInteraction with Guests:brbrOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.

Bed

Bath

Sleeps

$508.56

/ Nightly

Private Vacation Home

Fins Up - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brCharming Coastal Escape Just Steps from Downtown Cape Charles! Fins Up offers a comfortable Cape Charles retreat just two blocks from downtown! This charming duplex features a spacious layout, private balconies, a cozy fire pit, and easy access to shops, dining, and the beach—perfect for a memorable coastal escape.brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: Where You'll Be (Located under the map!)br*Pet Friendly, fee applies per pet.brbrThe Space:brFins Up, Home Features:br• 2 Bedroom, 3 Bath - Available for up to 8 Guests!br• Well-Equipped Kitchenbr• Games, Books & Cozy Seatingbr• Shared Backyard with Fire Pitbr• Free WiFi & Smart TVsbrbrExperience simplicity and charm at Fins Up, a duplex tucked away on a quiet street yet only two blocks from downtown Cape Charles. Start your mornings on the front porch, where a rocking chair and a fresh cup of coffee make the perfect setup for watching golf carts buzz by as families head to the beach!brbrStep inside to a spacious, open-concept living area that flows into the dining room and fully equipped kitchen. With games, books, and cozy seating, it’s an ideal space to relax and make memories with loved ones.brbrUpstairs, two large bedrooms offer plenty of comfort and privacy. The primary king suite features a private bathroom and its own front balcony. The second bedroom includes a queen bed, a twin daybed with a trundle, a private bathroom, and a back balcony with a view of the concerts in Central Park. Both rooms provide ample storage, plus there’s a convenient hallway closet with a washer and dryer.brbrEnd your day in the shared backyard, a perfect spot for unwinding after exploring Cape Charles. Grill dinner, gather around the fire pit, or just relax and listen to live music from the park.brbrFins Up is the ideal home base for your Cape Charles vacation—quiet, comfortable, and close to everything!brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrThe Neighborhood:brMost who visit fall in love within a few minutes! Noted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrThings to See:br• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!br• Local Restaurants & Shoppingbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrAnnual Festivals & Events:br• Crabby Blues Festivalbr• Annual Crab Slambr• LOVEFestbr• Sounds of the Shorebr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)br• Free Concert in the Park (Summer Season)br• Grand Illumination (Dec)brbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrNorthampton County Short-Term Rental Registration No. #brbrGetting Around:brCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising.brbrTraveling to/around Cape Charles, Virginia:br• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]br• STAR Transit, local fixed route and bus servicebr• Uber, Lyftbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrAirports:br• Norfolk International Airport (about 45 min by vehicle)br• Newport News Williamsburg International Airport (PHF)br• Accomack County Airport (MFV)br• Norfolk Ns (Chambers Fld) Airport (NGU)br• Langley Air Force Base (LFI)brbrPopular Landmarks:br• Cape Charles Museum and Welcome Centerbr• Kiptopeke State Parkbr• Cape Charles Natural Area Preservebr• Cape Charles Lighthousebr• Cape Charles Town Beachbr• Cape Charles Brewing CompanybrbrOther Things to Note:brPlease pay close attention to following the house rules. Non compliance could result in sizable fines.br- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.br- Age restrictions apply. Reservation holder must be 25 years of age.br- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. br- Known damages incurred during your stay must be reported to the property manager immediately. br- Before check in, we will send you detailed directions to ensure a seamless arrival.br- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.br- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.br- Some homes have cameras for external monitoring only.br- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. br- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.br- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.brbr- Animals/Pets -- Dogs Only, Guidelines and Fee*brAnimals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. br-- The property allows for a maximum of 2 dogs at $150.00 per dog per stay.br- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrInteraction with Guests:brOur goal is that your vacation exceed your expectations. Chesapeake Properties communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.

Bed

Bath

Sleeps

$390.43

/ Nightly

Private Vacation Home

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Cape Charles, Virginia, United States

Welcome to Oyster Harbor Cottage, a place that defies expectations and redefines what a family getaway can be. This isn’t just a vacation rental—it’s a private playground, a nature escape, a launchpad for adventure, and a gathering space for unforgettable memories.brbrSet on the barrier banks near Cape Charles, this one-of-a-kind property invites you to explore, experience, and enjoy the outdoors like never before. Whether you're bringing kids, grandkids, boats, bikes, tents, or even a camper—there’s space, freedom, and fun waiting for everyone.brbrThere’s plenty of parking available for trucks, boats, and trailers. Guests will find ample space along the side of the house, plus over an acre of backyard that backs right up to the marina/boat dock—perfect for those bringing extra vehicles or watercraft.brbrInside the cottage, you’ll find comfortable sleeping arrangements for 11 guests, plus a large dining area that’s perfect for serving up big family-style meals. The game room keeps the excitement going with ping pong, air hockey, and foosball, while the living room turns into a cornhole arena for friendly indoor competition.brbrStep outside, and the options are endless. Head to the open field to enjoy softball, soccer, set up the net and play volleyball or badminton. There's space to set up tents, park a camper, and enjoy evenings by the fire pit under the stars— we believe in building memories, not limitations.brbrJust across the harbor, cast a line for fishing or crabbing, or bring your boat or yacht and anchor right in the harbor. From there, you can launch your own expedition to explore the barrier islands, collect seashells, and even claim your own private stretch of beach. A scenic trail leads you to the water’s edge, where you can watch the sunset melt into the bay or see the moon shimmering on the surface.brbrWildlife lovers will be in awe—deer, rabbits, and a chorus of birds are regular visitors. This is a place to reconnect—with nature, with family, and with the slower, sweeter rhythm of coastal life.brbrOyster Harbor Cottage is a destination in itself. It’s a place where families laugh, play, and eat together. A place where you can unplug from the world—or bring it with you and stream your favorite music under the stars.brbrThis isn’t your average rental. This is a family paradise. If you’re looking for space, freedom, and something totally different—this is it.brbrBed linens and bath towels are provided, along with a starter pack of essentials including toilet paper, paper towels, dish soap, and laundry detergent to help you settle in comfortably.

Bed

Bath

Sleeps

$1096.62

/ Nightly

Private Vacation Home

Privacy & tranquility at Beauty on the Beach, Beachfront!

Cape Charles, Virginia, United States

Pamper yourself to the privacy and tranquility of Beauty on the Beach - a magnificent manor nestled on 3+ acres of beachfront property offering postcard sunsets at the mouth of the Chesapeake Bay. If desired, for a small daily resort fee, your rental provides a unique opportunity to have member access and privileges to Bay Creek and its renowned Palmer and Nicklaus golf courses and other amenities of the resort. This beautiful home offers a light & airy, open concept floor plan that offers the best in luxury beachfront enjoyment to create your perfect beach vacation. Located on the Shore's best soft sand beach, enjoy a mile and a half stroll morning, noon, or night. Extensive porches offer ample outdoor seating perfect for dining al fresco and soaking in spectacular sunsets. Gorgeous, reclaimed walnut floors, exquisite spa-like bathrooms, gourmet kitchen, outdoor fireplace, spacious rooms, and so much more. The impressive custom window package brings the outside in and allows for dramatic and expansive views of the deep blue colors of the Chesapeake Bay. A rec room includes a large sectional sofa, a movie-theatre experience with digital projection, 8' screen, and surround sound. Also, a ping-pong table awaits your friendly competitions and bragging rights. A short drive to the charming and historic coastal town of Cape Charles offers shopping, dining, art galleries, marinas, jet ski, kayak, & bicycle rentals, fishing charters, boat ramps, and more! Virginia Beach is a short drive across the iconic Bay Bridge Tunnel.brAt Beauty on the Beach, guests may book golf tee times at Bay Creek as well and pay a per person rate at the Pro Shop at the time of playing. You will receive an email with a form to fill out & submit.

Bed

Bath

Sleeps

$434.11

/ Nightly

Private Vacation Home

Spacious Beach House: Oystermen's Pearl: Golf Cart Included

Cape Charles, Virginia, United States

Spacious beach house with a luxury touches: GOLF CART INCLUDED in price. Great place to escape with your family and enjoy the private amenities across town in Bay Creek (HOA pool, private beach access, tennis, pickleball courts) while being a short walk or golf cart ride to downtown Cape Charles. Marina Village boasts their own private beach just down the street. Enjoy 5 sleeping spaces and 3.5 baths with accommodations for 12 guests. brbrRelax on the screened in porch or enjoy the breeze from the crows nest on the 3rd floor. Relax with drinks from the full bar and enjoy the views and breezes on the third floor balcony. brbrThis home has everything you need to have a relaxing beach vacation with the comforts of feeling at home. Enjoy great outdoor spaces with a private fenced back yard, fire pit, three levels of decks, balconies, and a screened porch. brbrWe hope you come stay with us and fall in love with the neighborhood and town of Cape Charles!

Bed

Bath

Sleeps

$1093.31

/ Nightly

Private Vacation Home

Chesapeake Bay View

Cape Charles, Virginia, United States

6 Bedroom, 4.5 Bath, Sleeps 12-14. 1 king bed, 3 queen beds, 2 twin trundle beds. Single daybed bed on first floor. Folding mattress available in Sunrise closet. br brEscape To The Beautiful Virginia Eastern Shore And The Chesapeake Bay View!br brOur home is one of the three “grand old ladies” that were built across from the beach facing directly west into the sunset. Built in 1927 for a wealthy Cape Charles merchant, extensive renovations have been made to restore its grand character and create one of the most comfortable, as well as relaxing family rentals on the Virginia eastern shore. Enjoy a walk on the extensive sandy beach, lounge in the sun, kayak and paddle board, or build a sandcastle! Every evening you can view the fantastic sunset from the relaxing front porch! You may decide to eat in under the lights on the back patio or stroll to one of our fine restaurants. Fine shops, galleries, dining and entertainment are all within walking distance. The Town of Cape Charles Fishing Pier is an amenity for your family to enjoy a day of fishing or crabbing. The Town purchases an annual fishing license, so you do not need your own. You will need to register for the Virginia Fisherman Identification Program, which is a no-charge program. Registration is quick and easy.br brEach bedroom on the second floor has an on suite full bathroom and ROKU live streaming television. The third floor features two bedrooms, one full bath and a media room. The sixth bedroom is located on the first floor off the kitchen and has a single daybed. A single portable bed is available as well located in the closet of the Sunrise bedroom. brbrThe dining room seats 8 comfortably, but can seat 12 using the corners. The black buffet holds white china and gold ware that may be used. Please do not open or use the china cabinet china. brbrThe butlers pantry seats a table of 4. The wine glasses, cocktail glasses and beer glasses are available for use. The bottom cabinets contains china that is perfect for afternoon tea! brbrThe beautiful sun porch is equipped with a stately pool table for your enjoyment. Four kayaks are available for use during your stay, along with the required life vest and whistle. Sun bathe during the day and cool off under the breeze of the front porch in the evening, or sit fireside in front of the backyard fireplace! brbrIf you feel adventurous you can rent jet skis from Poseidon Watersports, take a kayak expedition with Southeast Expeditions or go horseback riding on the beach with Esperanza Riding Company! The Northampton YMCA offers vacation passes!brbrNote: Park on gravel lot off private drive behind the house and do not park in yard driveway. Golf cart parking and charging station available there as well.

Bed

Bath

Sleeps

$1102.7

/ Nightly

Private Vacation Home

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

Cape Charles, Virginia, United States

brWELCOME TO SUNSET DUNES!! brbrYou arrive by driving through a half-mile stretch of old-growth forest—unchanged since the first settlers arrived here centuries ago. Towering trees filter the light, slow your pace, and quietly prepare you for the sea air just ahead.brbrAs soon as you roll up the driveway, you’ll notice a striking Foo-Dog family flanking the home. Commissioned by the owner from China and hand carved from beautiful red marble. Together, they quietly guard the home—symbolizing protection, balance, and welcoming.brbrOnce you enter the home you’re immersed into a blend of coastal comfort, history and luxury with stunning views of the Chesapeake through the enormous windows. You've arrived. br brSunset Dunes is part of a ten-thousand-acre parcel granted in the early 1600s to Ensign Thomas Savage - The nations First Settler....ever. —born in 1594 and gifted to the Powhatan Indians at just fourteen years old by the sea captain who brought him to Virginia. Savage later became instrumental in facilitating trade between the Indigenous people and the European ships arriving from across the Atlantic.brMuch of what surrounds you remains unchanged… and carefully protected.brbrFrom the house, you have direct access to your own private beach, along with more than four miles of connected, white-sand shoreline—entirely walkable and rarely shared.brbrPart of this stretch passes through the 298-acre Savage Neck Dunes Nature Preserve, fronting on the bay and offering miles of winding walking trails through pristine dunes. All perfect for Morning walks, quiet afternoons and sunsets that seem to pause time. brbrThis is coastal living the way it once was—and rarely found anymore.brThis four-bedroom Cape Cod–style home blends elegant nautical design with a warm, rustic sensibility that is studded with original art and high end, elegant features throughout. brbrYou'll notice handmade and commissioned wildlife sculptures and historic and pre-historic artifacts—many discovered right here along Virginia’s Eastern Shore.brThis is a home that tells stories—subtlety, beautifully and authentically.brbrAt the heart of the home is a chef’s kitchen, anchored by a spectacularly long island with seating for six and multiple potential work stations for kitchen adventures or professional catch ups. brbrThe kitchen features a Wolf induction cooktop and convection oven, and is fully equipped for preparing a complete holiday meal—right down to baking and pastry tools. brbrA five-stage reverse osmosis water system boasts 99%+ purified drinking water and ice, while those who appreciate the character of excellent well-water will still enjoy it throughout the home’s standard faucets.brbrThe stunning kitchen backsplash is a work of art itself with one-of-a-kind, handmade Raku glass tiles that shift in color as light and perspective change.brbrThe open-floor plan offers sweeping, unobstructed views through expansive panoramic windows. The 8 top dining table is custom made Cherry with Kosmos granite from when the earth was formed and has additional kitchen storage cabinetry underneath and at each end. brbrAn easy on/off gas fireplace sits at the center of the living space, framed by a heavily carved mahogany mantle, and has a built-in fan that gently circulates warmth throughout the room.brbrIn winter months, the tile floors are heated, adding quiet comfort underfoot. You’ll notice there are no carpets or rugs throughout the main living areas, making it easy to keep sand and outdoor elements in check. Only the staircase is carpeted, thoughtfully done for safety.brbrFully updated bathrooms feature new vanities, medicine cabinets, vessel sinks and leathered Kosmos granite countertops.brbrThe first-floor bath showcases something truly rare—a sink carved from a fossil-rich slab quarried in Morocco, displaying intricate marine life fossils from the Devonian Age, dating back 360 to 420 million years. At Sunset Dunes History here isn’t behind glass—it’s woven into your everyday experience.brbrStep onto the screened porch with skylights—perfect for enjoying summer rain, coastal breezes, and beautiful sunsets leading to a spectacular night sky.brbrThe spacious patio invites grilling, outdoor dining, and sun-soaked afternoons.brAnd when the beach calls, it’s just 50 yards away, down a gentle, serpentine path lined with conch shells, leading you straight to the sand. brbrModern comforts are seamlessly integrated throughout the home.brEach bedroom includes charging stations, and Alexa provides on-demand access to over 100 million songs, curated playlists, podcasts, games, and puzzles—entirely guest-controlled with a simple power-up.brbrWarp Speed Starlink internet, newly added for 2026, ensures reliable connectivity even in this secluded setting.brbrFor those needing additional space, there is an apartment above the garage (available for a supplement) featuring a kitchenette, steam shower, personal sauna, and a private outdoor balcony—offering what many consider the best sunrise view on the property.brbrAs night falls, the sky reveals itself. Spectacular sunsets give way to moonsets, and an extraordinarily dark night sky—packed with stars and a clear view to constellations and the edge of the Milky Way.brbrThis is a place to slow down and reconnect—with nature, history, and with each other. Sunset Dunes will leave you with incredible memories for life.br brbrbrbrbrbrbrbrbrbrbrbrS

Bed

Bath

Sleeps

$938.28

/ Nightly

Private Vacation Home

Alyssa House

Cape Charles, Virginia, United States

pDiscover the charm of this beautiful historic home, perfectly situated just 5 blocks from the beach and only 2 blocks from the vibrant shops and restaurants of Cape Charles. Ideal for families and groups, this former Bed and Breakfast offers spacious, comfortable accommodations and plenty of inviting amenities./pbrbrp/pbrbrpstrongHighlights You'll Love:/strong/pbrbrp/pbrbrp• Enjoy the privacy and convenience of each bedroom featuring its own private bath./pbrbrp• Cook and gather effortlessly in the large, welcoming kitchen./pbrbrp• Relax and socialize in the spacious and cozy common areas./pbrbrp/pbrbrpstrongAdditional Details:/strong/pbrbrp/pbrbrp• Sleeps up to 12 adults (children over 2 counted as adults)./pbrbrp• Pet-friendly: one pet up to 60 lbs allowed with prior approval and a $200 deposit./pbrbrp/pbrbrpstrongFun & Convenience:/strong/pbrbrp/pbrbrp• Explore the scenic surroundings on foot, bike, or even by golf cart./pbrbrp• Convenient parking available for your vehicles./pbrbrp/pbrbrpLocated in the heart of Cape Charles’ historic beachfront community, this home offers the perfect blend of relaxation and local culture. Enjoy sun-soaked beach days, delightful dining, and charming shops all just a short stroll away./pbrbrp/pbrbrpReserve your stay now and make lasting memories in this welcoming and historic retreat!/p

Bed

Bath

Sleeps

$1116.13

/ Nightly

Private Vacation Home

Stella Blu - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brStella Blu offers the absolute best of our historic town!brbrStella Blu, Home Features:br• 4 Bedroom, 3.5 Bath - Available for up to 12 Guests!br• Less Than a Block from the Beach!br• Private Balcony Off Primary Suitebr• Fenced Backyard with Grillbr• Free WiFi & Smart TVsbrbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: Where You'll Be (Located under the map!)brbrThis is a no pet/animal home.brbrThe Space:brStella Blu features the historic charm of Cape Charles while providing modern amenities! This elegant home is located less than a block from the beach, offers a porch and balcony to watch the boats come in over the harbor, and is just steps from all of the action downtown.brbrUpon entrance, you're welcomed by a beautiful foyer that draws you into the main living room. An open concept allows you to entertain between the living room, dining room, and the main event - the kitchen. If you are a cook, you will never want to leave this space! The downstairs is complete with a half bath, laundry room, and a large screened in back deck.brbrUpstairs on the second floor, a primary bedroom greets you with a luxurious king bed and a view of the harbor with so much natural light. A private balcony is the perfect spot to enjoy a peaceful cup of coffee in the morning taking in the sunrise, or invite your family up for a cocktail at sunset! The bathroom includes a claw-foot tub, large tiled shower, and two separate granite vanities. Two more bedrooms await, both with equally as comfortable queen beds and a charming jack-and-jill bathroom. The third floor is perfect for another couple or the kids! This bedroom includes two built in full beds, a queen bed, and a full bath. The kids will love having their own space to hang out!brbrThe backyard is fully fenced in and is perfect for an evening of grilling and relaxing after a long day at the beach! The vacation of your dreams awaits at Stella Blu.brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrThe Neighborhood:brNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrThings to See:br• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!br• Local Restaurants & Shoppingbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrAnnual Festivals & Events:br• Crabby Blues Festivalbr• Annual Crab Slambr• LOVEFestbr• Sounds of the Shorebr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)br• Free Concert in the Park (Summer Season)br• Grand Illumination (Dec)brbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrNorthampton County Short-Term Rental Registration No. #brbrGetting Around:brCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrTraveling to/around Cape Charles, Virginia: br• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]br• STAR Transit, local fixed route and bus servicebr• Uber, Lyft br• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrAirports:br• Norfolk International Airport (about 45 min by vehicle)br• Newport News Williamsburg International Airport (PHF)br• Accomack County Airport (MFV)br• Norfolk Ns (Chambers Fld) Airport (NGU)br• Langley Air Force Base (LFI)brbrPopular Landmarks:br• Cape Charles Museum and Welcome Centerbr• Kiptopeke State Parkbr• Cape Charles Natural Area Preservebr• Cape Charles Lighthousebr• Cape Charles Town Beachbr• Cape Charles Brewing CompanybrbrOther Things to Note:brPlease pay close attention to following the house rules. Non compliance could result in sizable fines.br- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.br- Age restrictions apply. Reservation holder must be 25 years of age.br- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. br- Known damages incurred during your stay must be reported to the property manager immediately. br- Before check in, we will send you detailed directions to ensure a seamless arrival.br- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.br- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.br- Some homes have cameras for external monitoring only.br- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. br- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.br- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host.br- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.br- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrInteraction with Guests:brOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.

Bed

Bath

Sleeps

$450.43

/ Nightly

Private Vacation Home

Stunning Cape Charles Retreat ~ 1 Mi to Beach

Cape Charles, Virginia, United States

The whole family will enjoy a relaxing trip to this Cape Charles vacation rental. This 4-bedroom, 3.5-bathroom home offers a warm and open interior with a ping pong table and Smart TVs so everyone has something to do. There's also a deck with a grill and a fire pit to cozy around after a day out. Kiptopeke State Park is less than a mile away with a beautiful beach and incredible views of Chesapeake Bay. Make the trip to Cape Charles to experience excellent dining and shopping options.brbr-- THE PROPERTY --brbr2,300 Sq Ft | Stainless Steel Appliances | Ping Pong Table | Furnished Porch | Charcoal Grill | New Water Filtration SystembrbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds | Additional Sleeping: Queen Air Mattress, Pack ‘n PlaybrbrOUTDOOR LIVING: Furnished screened-in porch, large private yard, outdoor dining area, fire pit, bocce ball, cornhole, beach towels & chairsbrINDOOR LIVING: Smart TVs, 8-person dining table, gas fireplace, en-suites, walk-in closets, books, gamesbrKITCHEN: Central island w/ seating, dishwasher, refrigerator, stove/oven, microwave, coffee maker, toaster oven, blender, spices, cooking basics, ice maker, dishware & flatware, high chairbrGENERAL: Free WiFi, central A/C & heating, linens/towels, washer/dryer, detergent, ceiling fans, hair dryer, hangers, iron/board, trash bags & paper towelsbrFAQ: Stairs required for access, pet fee (paid pre-trip, 2 dogs max)brPARKING: Driveway (4 vehicles), garage (1 vehicle), RV/Trailer parkingbrbr-- THE LOCATION --brbrOUTDOOR ADVENTURE: Kiptopeke Beach (1.2 miles), Cushman's Landing (2.4 miles), Eastern Shore Of Virginia National Wildlife Refuge Visitor Center (3.1 miles), Cape Charles Town Harbor & Marina (9.8 miles), Cape Charles Beachfront (10.0 miles), Savage Neck Dunes State Natural Area Preserve (17.0 miles), Chesapeake Beach (25.6 miles), First Landing State Park (27.2 miles) brKIPTOPEKE STATE PARK (0.6 miles): fishing, dog-friendly beach, swimming & bathing beach, Chesapeake Bay, bathhouses, large boat ramp, kayak ramp, bike + kaya rentals, bird watching, hiking, biking trailsbrCAPE CHARLES HISTORIC DISTRICT (9.8 miles): Boutiques, art galleries, waterfront restaurantsbrAREA ATTRACTIONS: Chesapeake Bay Bridge Scenic Overview 1995 (4.1 miles), Tomb of Custis (4.7 miles), Cape Charles Museum (9.1 miles), Norfolk (34.9 miles), Virginia Beach (35.1 miles)brAIRPORT: Norfolk International Airport (29.8 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $75 fee (+ fees & taxes, dogs only, 2 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs to access

Bed

Bath

Sleeps

$474.26

/ Nightly

Private Vacation Home

Historic Spacious 4-bedroom corner house on the Park - Brickhaven by the Park

Cape Charles, Virginia, United States

Brickhaven By The Park - Step into a piece of history with this stunning updated 1917 home, gracefully preserving its original floors and intricate woodwork. Our spacious four-bedroom corner home is located right in the center of Cape Charles Historic District on the park. This spacious home with its ten-foot ceilings is just a short stroll from all that the town has to offer. Guest can enjoy central parks summer concerts right from the comfort of the front porch!brbrNot only is the location golden, but the home also combines timeless charm with modern comforts and amenities, featuring large bedrooms, a sunroom with a serene view of the backyard and a generous dining room ideal for family gatherings, central AC and heat, high speed internet, outdoor grill, smart tv and much more. Having 2 queen beds, 1 king bed, and 1 bunk bed (twin over full), guests will find a wonderful retreat to relax and recharge. This spacious home also has blackout curtains on every window to enjoy a good night's rest. Relax and unwind on the inviting wraparound front porch or gather in the cozy sunroom to challenge each other on Pac-Man or Asteroids arcade games.brbr4-Seater and/or 6-Seater golf carts available. A full-size baby crib or a travel crib is also available.brbrIt's easy to see why you'll be able to unwind at Brickhaven By The Park.brNote: Children 2 and under are do not need to be added to the guest total when booking.brLooking for something different Check out our other listing on VRBO: https://www.vrbo.com/1755657 - Anchors By The Park

Bed

Bath

Sleeps

$738.9

/ Nightly

Private Vacation Home

Luxury Beach Getaway in Cape Charles

Cape Charles, Virginia, United States

Welcome to your beach oasis in the charming beachfront town of Cape Charles, Virginia! Our 6-bedroom, 3-bath retreat is the perfect destination for those seeking coastal tranquility. With a spacious porch overlooking the park and a few blocks to the Chesapeake Bay, you'll experience the epitome of beach living in this charming town.brbrLess than a block from the Central park Relax on the large front porch and plug your golf cart in to charge out back, GOLF Cart included with 7 night bookings!brbrThe SpacebrBedrooms: 6 cozy bedrooms provide restful nights for up to sixteen guests. The two primary bedrooms boasts their own private charm, making it a perfect retreat.brLuxurious sleeping arrangements: On the second floor Bedroom 1 & 2 with king beds, Bedroom 3 with a queen, On the third floor Bedroom 4 with a queen with an extra living space, Bedroom 5 & 6 each with 2 queens. As well as an additional office/ game room.brBathrooms: Three well-appointed bathrooms ensure convenience and comfort. Fresh linens and toiletries are provided as a starter.brPorch: Enjoy the breeze and the historic town on our spacious porch. It's the ideal spot for morning coffee, evening cocktails, and al fresco dining.brbrGuest AccessbrYour stay includes access to the entire property, including the shared porch and private yard. Make the short walk to Cape Charles Beach and enjoy sun, surf, and sand. Beach chairs and umbrellas are provided for your convenience. To book the entire home book the three bedroom as well totaling 9 bedrooms and 22 guests.brbrOther Things to NotebrStay connected with high-speed Wi-Fi.brA washer and dryer are available for your convenience.brOn-site parking ensures hassle-free arrivals.brThe home is a duplex and shares a porch and yard with the 3 bedroom next door, but has clearly defined spaces.brbrBook the 3 bedroom as well for large family gatherings totaling 9 bedrooms.brExplore Cape Charles town center with its quaint shops and dining, just a short drive away.

6

Bed

2

Bath

14

Sleeps

Vacation Home Rentals By Owner In Cape Charles, VA

$728.96

$318.44

$438.85

$399.04

$392.56

$982.6

$685.1

$879.62

$508.56

$390.43

$1096.62

$434.11

$1093.31

$1102.7

$938.28

$1116.13

$450.43

$474.26

$738.9

Rent a place that suits your needs

Most popular vacation rentals in Cape Charles

$830.16

$888.36

$881.86

$879.41

$854.68

$853.70

$842.33

$790.10

$763.90

$768.20

Most Popular Cities in Virginia