Vacation Rentals By Owner In Cape Charles, VA

Welcome to Cape Charles Cottage in the historic district! We are 6 blocks to the beach and 4 blocks to Mason Avenue (shops, restaurants). The town is very walkable or golf cartable! We can host up to 10 guests with 4 bedrooms and a bonus room with a daybed w trundle that pulls to side by side twins. One bedroom has an ensuite bathroom and the others share a hall bath with a tub/shower. Kitchen is fully equipped, fenced yard, outdoor shower, fire pit, grill & shed with beach gear.brbrOur home is designed as family getaway so you can pack light! Parents will appreciate convenient amenities like a high chair, full sized crib, kids books, games and toys. But our house isn't just for kids. Adults can enjoy our 2 stand up paddle boards, beach chairs, plus a grill, fire pit, and Adirondack chairs in our big, shady backyard. Rinse off in the outdoor shower after a day at the beach! We also provide two beach cruisers for your use as well as a kid's bike.brbrAlthough our house has a cozy cottage feel, many people have commented on how spacious it feels, with plenty of room for everyone to spread out. In terms of the bedroom setup, there is a bedroom on the main floor with a queen bed (note you will need to go upstairs for the shower/bath). On the second floor, you'll find our family suite a bedroom with an ensuite bathroom and a connected bonus room with a daybed that can fold into 2 side by side twins (ideal for kids)! Also, on the second floor are two additional bedrooms, one with a queen bed and one with a king. There is another bathroom on the second floor with a tub/shower combo. There is a powder room on the main level by the kitchen.brbrWith two smart TVs you can easily access all your favorite streaming apps — one in the living room and one in the kid's room upstairs. You'll find smart speakers throughout, allowing you to choose a soundtrack for your beach week. Easily check in with our smart lock accessed via passcode.brbrWalk, bike or golf cart around town to shops, bakeries, a park with a playground that hosts summer concerts, restaurants, a candy store, a distillery, a bookstore, a shaved ice shack, a cidery, and of course the beautiful beach! With its gentle waves and soft sand, this beach is ideal for relaxing. Make sure you don't miss the sunset, it's gorgeous here. Custom, 6-seater golf cart are available for convenient transportation throughout the community complete the ultimate experience (additional fee of $100 per day or $600 per week required).brbr- There is a golf cart at the property that is available for guest use for an additional fee of $100 per day. br- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Cape Charles Cottage | Historic District 4BR Walk to Beach, Firepit, Outdoor Shower & Pet Friendly

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$307.58

Beach, beach, beach! Many local shops, cafes, and restaurants that can be easily strolled to in this cozy historic beach town. Reserve now to take advantage of our beautiful fall weather, uncrowded beaches and fresh seafood. This lovely 2 bedroom, 1 bathroom condo, Beach Retreat is in the heart of the quaint Cape Charles Historic Area on the Eastern Shore of Virginia, only one block from the beach, Beach Retreat is a cozy, yet spacious second story two bedroom unit that requires steps to access. This unit has a charming beachy theme and is located in a historic brick building on Mason Avenue, the town’s historic thoroughfare, perfect for great people watching and access to all of the boutiques, restaurants and shops. In June 2012, Cape Charles was named “One of the Best Little Beach Towns” by Southern Living Magazine. Beach Retreat is only about a block from that beautiful Cape Charles town beach. This is the perfect vacation rental for a romantic or adventure filled getaway--any time of the year! It’s outfitted with very comfortable furniture and includes a dining room with seating for four. The 1st bedroom offers a high-end king-sized mattress and the 2nd bedroom offers a comfortable twin mattress. Full kitchen including dishwasher, built-in microwave and ceramic top stove. Sliding doors from both the living room and bedroom lead out to the spacious veranda. Be sure to check out all of the amenities for this lovely 2 bedroom apartment! Enjoy a cup of morning joe out on the veranda with panoramic views of the Cape Charles harbor or walk a short block to the delightfully delicious Cape Charles Coffee House for breakfast or lunch. So, if you are looking for a snug nest for a simple and relaxing vacation, Beach Retreat is truly a great choice!brbrAsk us about our special Golf Packages at Bay Creek Golf Resort to play on the amazing Nicklaus & Palmer golf courses!brbrLicensed Virginia Real Estate Agents have a financial interest in this rental property.brbrBlue Heron Vacation Rentals is a local, family-owned real estate firm specializing in vacation rentals in the Cape Charles, VA Located on Virginia’s Eastern Shore.brbrBlue Heron Vacation Rentals does not discriminate based on race, color, religion, sex, national origin, elderliness, familial status or disability. Blue Heron Vacation Rentals affirms its policy of equal housing rental opportunities pursuant to state and federal fair housing laws.brbrInformation herein is believed to be accurate but is subject to errors & omissions, may contain approximations and is not warranted. Availability and prices are subject to change. Blue Heron Vacation Rentals represents the Landlord of this property and isbrbrLicensed in Virginia.brbrPlease note that the Landlord is a licensed Virginia real estate broker.

Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$561.7

Summary:brCoastal Charmer - 4 bedroom, 2 bath, sleeps 8-10 with 2 sets of bunk beds. - Completely Renovated! Cozy and comfy interiors, with an amazing backyard for outdoor dining or relaxing under the stars around the stone firepit!brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbr*This is a no pet/animal home.brbrThe Space:brCoastal Charmer, Home Features:br• 4 Bedroom, 2 Bath - Available for up to 10 Guests!br• Wraparound Porchbr• Exterior Seating and Firepitbr• Back from the Beach An Outdoor Shower!br• Free WiFi & Smart TVsbrbrCome fall in love with all Cape Charles has to offer. Relax in this coastal living family home a short walk to Cape Charles beach or the shops on Mason Avenue. Enjoy the wraparound porch with plenty of seating. Harvest your own rosemary or mint or simply enjoy the aroma on the front porch.brbrWalk in the front door and watch TV in the family room with plenty of comfortable seating. Or walk thru the brand new kitchen with purified water at the sink. Grab a snack to eat at the eat-in area or more formal dining area with shiplap wall. Behind the kitchen is a large laundry room with a full washer and dryer, and a full bathroom. Continue to the backyard for outdoor seating near the grill. Enjoy the corn hole/sombo games for backyard fun. Coming back from the beach Rinse off in the outdoor shower out back before going back in to relax. Beautiful hardwood floors throughout.brbrUpstairs there are 4 bedrooms and another full bathroom. Bedroom one has 2 sets of bunk beds and sleeps 4. Bedrooms two and three have a Queen bed in each and bedroom four has 2 twin beds. New broadband internet for faster, more reliable service. Two night minimum during the off season. During the summer months, Coastal Charmer accepts weekly rentals. Please give us a call with any special requests.brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties 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 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.

Coastal Charmer - Chesapeake Properties

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$728.96

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!

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

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

Select Dates for Price

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.

The Pelican - Chesapeake Properties

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$340.26

Nestled in the vibrant heart of Cape Charles, this exquisite one-bedroom condominium represents bayside town living at its most refined. Recently transformed through meticulous renovation, the home seamlessly blends simplistic sophistication with coastal charm to create an atmosphere of understated luxury.brbrThe thoughtfully designed interior showcases an open living space with a fireplace and large TV, a sumptuous primary bedroom featuring a king-size bed that promises restful nights after sun-soaked days. Step through the doors onto your private balcony, where panoramic views of downtown and the marina create an ever-changing tableau of maritime activity and small-town vibrancy.brbrCulinary enthusiasts will appreciate the full kitchen appointed with premium new appliances, inviting both casual meals and ambitious dinner preparations. The custom-tiled bathroom elevates daily routines to spa-like experiences, reflecting the property's commitment to refined comfort.brbrLocation defines true luxury, and this residence delivers magnificently. Mere blocks from the shimmering shores of the Chesapeake Bay, you'll find yourself effortlessly immersed in the coastal lifestyle. The convenience of having Cape Charles' most coveted attractions just steps from your door cannot be overstated—savor artisanal spirits at the local distillery, browse distinctive boutiques and art galleries, indulge in gourmet ice cream, or select from diverse dining options.brbrFor the discerning individual seeking a harmonious blend of tranquility and accessibility, this sanctuary offers a rare opportunity to embrace the quintessential Cape Charles experience. brbrPLEASE NOTE: 'Pocahontas' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- No pets are permitted. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Pocahontas | Downtown Condo w/ Balcony, Marina Views + Fireplace Near Cape Charles Beach

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$355.94

Welcome to this freshly renovated, two-bathroom condominium in the heart of charming Cape Charles. Ideally positioned just blocks from the beachfront, this beautifully curated home offers a comfortable balance of modern upgrades and downtown accessibility.brbrStep into an open living area that features a cozy fireplace and large television, perfect for unwinding after a day by the shore. The full kitchen is outfitted with brand-new appliances, ready to handle everything from your morning coffee to your evening seafood feast.brbrTake advantage of the rooftop terrace which offers relaxation while overlooking downtown and the Bay after a long day at the beach. Complete with a wet bar area under a pergola, this is sure to become one of your favorite hangout spots. brbrThe primary bedroom offers a private retreat with its own balcony — an ideal spot for enjoying gentle breezes. An adjacent custom-tiled bathroom adds convenience and a touch of refinement.brbrOutdoor enthusiasts and leisurely strollers alike will appreciate the condo's proximity to the Cape Charles Beachfront, mere minutes away on foot. The neighborhood's inviting walkability extends to nearby restaurants, the Cape Charles Distillery, ice cream parlors, boutique shops, and local art galleries. And when everyday errands call, a well-stocked supermarket is just a short drive away.brbrIf convenience, style, and coastal charm are on your checklist, this condo just might check every box. With a location that makes spontaneous ice cream excursions and sunset beach walks a regular thing — it isn't just a rental, it's a lifestyle. brbrPLEASE NOTE: 'Princess Anne' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- No pets are permitted. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles to Beach

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$338.01

Nestled in the heart of historic Cape Charles, this exquisite one-bedroom condominium embodies coastal living at its finest. This newly constructed residence represents the pinnacle of architectural refinement, where simplicity meets sophistication in a harmonious blend of form and function.brbrStep into a meticulously designed living space where each detail has been thoughtfully curated. The living room features a fireplace and large TV, while the bedroom showcases a sumptuous king-sized bed, large TV and private balcony overlooking downtown - all complemented by a custom bathroom featuring splendid tile work. Truly a sanctuary of tranquility after a day of bayside adventures.brbrWhat truly distinguishes this property is its coveted upper-level position, affording the most captivating vistas of both the charming downtown area and the magnificent Chesapeake Bay beyond. As the golden light of sunset bathes the water in amber hues, you'll appreciate the privileged perspective this elevation provides.brbrThe crown jewel of this condo is undoubtedly the rooftop terrace — an oasis where you can sip morning coffee or evening cocktails while overlooking the shimmering waters. The full wet bar sheltered beneath an elegant pergola makes entertaining a delight rather than a duty. One might say it's the perfect spot to raise a glass to coastal living without raising your stress levels!brbrThe unparalleled location places you mere steps from Cape Charles' most coveted attractions. Stroll to boutique shops where local artisans display their crafts, savor culinary delights at nearby restaurants, or indulge in handcrafted spirits at Cape Charles Distillery. For sweeter cravings, premium ice cream awaits just around the corner.brbrThe pristine beach, with its gentle waves and golden sands, lies just a few blocks away — no need to concern yourself with traffic. Similarly, the picturesque harbor invites leisurely promenades as boats gently rock against the backdrop of a painted sky.brbrThis remarkable vacation home doesn't merely offer accommodations; it presents a lifestyle—where luxury meets location in perfect equilibrium. Come and see for yourself! brbrPLEASE NOTE: 'Delmarva' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- This property is pet friendly with a pet fee per pet. All pets must be disclosed prior to arrival. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Delmarva | Luxury Cape Charles Condo w/ Rooftop Terrace, Chesapeake Bay Views & Fireplace

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$432.21

Newly available on the vacation home market, this two-bedroom, one-and-a-half-bath condominium offers a refined living experience in the heart of downtown Cape Charles. Seamlessly blending quality craftsmanship with simplistic, yet thoughtful, design - this home delivers an ideal mix of comfort and coastal charm.brbrStep inside to find a sun-splashed living room enhanced by skylights, an ambient fireplace, and a wall-mounted TV—perfect for relaxed evenings or rainy-day movies. The open layout flows effortlessly into the primary suite with king bed and the custom-tiled primary bathroom, revealing attention to detail at every turn. Upstairs, a second bedroom includes an adjoining powder room, offering privacy and convenience for discerning guests.brbrWhere this home truly shines is outdoors. Ascend to the rooftop terrace, where panoramic views of the marina and Chesapeake Bay stretch before you. Entertain under the pergola-covered wet bar—ideal for sunset toasts or brunches with a coastal breeze. The terrace transforms the condo into an entertainer's dream or a quiet retreat to recharge under the sky.brbrSituated mere steps from Cape Charles beachfront, you'll be soaking in the salt air faster than you can say “flip-flop.” With boutique shops, the Cape Charles Distillery, local restaurants, and ice cream parlors within strolling distance, this bayside sanctuary keeps daily conveniences charmingly close. Even grocery runs are a breeze, with a Food Lion just minutes away.brbrWhether you're hosting friends for rooftop cocktails or simply kicking back by the fireplace with a book, this home invites you to relax, recharge, and delight in the Cape Charles lifestyle. brbrPLEASE NOTE: 'Maryland' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- No pets are permitted. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Maryland | Rooftop Terrace w/ Marina Views, Walk Downtown Cape Charles + Cozy Fireplace

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$435.66

Experience vacation living at its finest in this newly renovated two-bedroom, one-and-a-half-bathroom condominium nestled in the heart of Cape Charles. This thoughtfully designed retreat features an open floor plan complemented by a full kitchen with brand-new appliances for the culinary enthusiast.brbrThe inviting living room showcases eye-catching skylights that flood the space with natural light, while a large television and cozy fireplace create the perfect atmosphere for relaxation. The comfortable primary bedroom offers a king bed and connects to a custom-tiled bathroom, while the upstairs bedroom includes an adjoining powder room for added convenience.brbrWhat truly distinguishes this property is its spectacular rooftop terrace, complete with a wet bar sheltered by an elegant pergola — ideal for entertaining guests or enjoying breathtaking sunset views over the Chesapeake Bay.brbrThe condo offers unparalleled convenience, situated just blocks from Cape Charles' pristine beachfront and within easy walking distance to the town's vibrant center. Imagine strolling to local restaurants, browsing unique boutique shops and art galleries, or treating yourself at the Cape Charles Distillery — all without needing to use your car.brbrWhether seeking a peaceful weekend getaway or an extended coastal retreat, this charming condominium offers the perfect blend of modern comfort and small-town bayside living. brbrPLEASE NOTE: 'Virginia Lee' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- No pets are permitted. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Virginia Lee | Rooftop Terrace, Fireplace, Skylights, Walk to Beach & Downtown Cape Charles

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$318.44

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.

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

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$438.85

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.

Cooper's Landing - Chesapeake Properties

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$399.04

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.

Sol Mate: Sunset Cape Charles Shore Retreat

Cape Charles, Virginia, United States

2

Bath

8

Sleeps

Exceptional(24)

$392.56

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.

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

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$982.6

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.

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

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$685.1

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.

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

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$879.62

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.

Down by the Bay - Chesapeake Properties

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$508.56

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.

Fins Up - Chesapeake Properties

Cape Charles, Virginia, United States

Bed

Bath

Sleeps

$390.43