Vacation Rentals By Owner In Cape Charles, VA

$397.9

Steps away from Savage Neck Dunes nature preserve! Cozy home come and enjoy!

Cape Charles, Virginia, United States

Experience Cape Charles like a local in this 3-bedroom adult only house. With 2 queen beds and 1 king bed, this delightful property offers a cozy retreat for guests. Steps away from nature trails that lead to a white, sandy beach & bird watching. Less than a 15 minute drive to Cape Charles historic district which offers art galleries, shopping, dining, marinas, public beaches, parks, pickle ball courts and so much more. Enjoy a wine flight at Chatham Vineyards, less than 15 miles north. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

3

Bed

2

Bath

6

Sleeps

$508.23

/ Nightly

Private Vacation Home

4-bedroom house with historic charm in Cape Charles!

Cape Charles, Virginia, United States

Stay at Sandy Union, a fully restored historic 4BR/2BA home in Cape Charles. Enjoy modern comforts—quartz kitchen, hardwoods, smart TVs—blended with vintage charm. Relax on 2 porches, stroll to the beach, shops & dining. Features a 1st-fl suite, cozy family room, WiFi, A/C and parking. Perfect for family getaways or friends’ retreats. Discover Cape Charles from this inviting coastal gem! - please note, this home is not suitable for infants/children under 2 - very steep narrow stairs.

Bed

Bath

Sleeps

$299.4

/ Nightly

Private Vacation Home

The Reserve Lodge” Fish-Beach-Play-Stay

Cape Charles, Virginia, United States

The Reserve Lodge is a 1926 Bank built to service the Rail Road that ran from Maryland to Kiptopeke to meet the ferry that ran from Kiptopeke to Virginia Beach. The look and feel of the old bank is still present but it has been updated to be a beautiful rental property. It hosts a full modern kitchen, 2 full size bathrooms, 2 sleeping areas, dining area and living room. All hardwood floors and large Kitchen CountersbrPerfect Locationbr“Escape The Ordinary” Virginia’s Eastern Shore...brExperience our Quaint Historic Bank LodgebrOpen Concept designbrLocated 3 miles above Kiptopeke State Park which has public boat ramps, beautiful beach, hiking trails and wildlife viewing.brBike path is located next to property so you can bring your own bikes or use our 3 provided bikes to use, path starts at our lodge and ends at the Wildlife Refuge near the CBBT, path is completley paved.brThe Reserve Lodge is located 5 miles south of Cape Charles and gives you the chance to get away from the town but be close enough to enjoy the town.

Bed

Bath

Sleeps

$549.45

/ Nightly

Private Vacation Home

Bicycles, Beach Toys, Kayaks, Chairs & Umbrella - 6 blocks to Beach!

Cape Charles, Virginia, United States

You will be in awe this newly-renovated Victorian home located in historic Cape Charles. Come relax in the rocking chairs or take a nap on the 2nd floor sleeping porch.brbrThis home has 4 large bedrooms and 4 bathrooms. It offers families all the comforts of home. With a large eat-in kitchen, family room, game room & dining room on the 1st floor, there is plenty of room for all! The bedrooms on the 2nd & 3rd floors are large and comfortable. There is a reading nook on the 2nd floor and the 3rd floor offers another sitting area in addition to full bath and sleeping for 6.brbrWe are just 6 blocks from the free beach and fishing pier. Please use our beach toys, kayaks, 6 beach chairs & umbrella. brbrTake a short walk to the town center where you can enjoy restaurants & shops. There are 5 adult bicycles for guest use.brbrLinens (sheets, pillows, blankets) and towels (bath towels, hand towels & washcloths) are provided. Please bring your own beach towels.brbrNo smoking. No pets.brbrSleeps 12 comfortably.

Bed

Bath

Sleeps

$604.98

/ Nightly

Private Vacation Home

Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops

Cape Charles, Virginia, United States

Welcome to Cape Glen Haven in the Historic District of Cape Charles, where the porch sitting is top notch! The 1933 Craftsman style home has a fully fenced backyard and is Pet Friendly! Snuggle up next to the fire pit under the twinkle lights and your very own game barn which features, (pool table, skee-ball, ping pong, and corn hole). Plan a day at the beach that's just a short 2 block walk or enjoy Central Park right outside your door. The towns Restaurants and Shops are just stroll down the street (2 blocks away) with boutique shops and restaurants that you can enjoy watching the sunset over the bay. We are right next to Central Park fountain, sit on the porch and listen to concerts in the park!brbrInside Space:brEnter from the porch you walk into the historic Craftsman style family room w/ smart TV and sectional sofa. The dining room is on your left, with extendable table and plenty of seating. Continue into the fully stocked kitchen. 1st floor Laundry room is just off the kitchen. The back door off the Kitchen leads to a utility room w/ 1/2 Bathroom. Continue out the backdoor to the fully fenced backyard. The private outdoor shower is on your right. brUpstairs there are 3 bedrooms and a newly remodeled full bathroom. King bed in the Master, Queen bed in the 2nd room which has its own porch w/ seating area. The 3rd bedroom upstairs has 1 custom bunk bed and one single loft bed(all twin size).brbrOutside Space:brThe front porch has lots of seating including a large porch swing and several Adirondacks.brThe fenced backyard is designed for family fun regardless of the weather. A fire pit, Adirondacks, picnic table, fenced yard to keep kids and pets safe and of course the Game Barn! The Game Barn has a porch with swings, pool table/ping pong, Skeeball, wine barrel chairs, and mini fridge! There is also an outdoor shower attached to the back of the house for rinsing off after a beach day.

Bed

Bath

Sleeps

$430.68

/ Nightly

Private Vacation Home

The Sandpiper: Exceptional Private Family Fun #Private Pool

Cape Charles, Virginia, United States

*Instant accepance of bookings for 4+ star rated customers*brThe best of the Eastern Shore of VA. Privacy close to the beach with a private pool and lots of room. This house is just steps away from Kiptopeke State Park, so no matter what you love; beach combing, swimming, sun bathing, hiking, biking, bird watching.... it's all here for you. THIS FAMILY ORIENTED RETREAT is loaded with extras that will be Shore to please.... Don't miss out on the best experience for your dollar available...brVacation and feel good about it..... We have gone SOLAR!!!! In late 2023 we installed solar and now produce more power onto the grid then we consume.... So you can vacation and know you are helping preserve the beautiful Eastern Shores natural resources. Vacation Green

Bed

Bath

Sleeps

$768.2

/ Nightly

Private Vacation Home

Spacious 5-bedroom 3.5 bath house in Cape Charles Historic District-PET FRIENDLY

Cape Charles, Virginia, United States

Welcome to Tideswell! Just blocks from the beach and an easy walk to the park, Mason Avenue shops, cafés, and restaurants, this beautifully restored historic home makes it effortless to relax, reconnect, and explore.brbrWith extra-large bedrooms (3 king, 1 queen, 2 singles) and 3.5 bathrooms, everyone has room to spread out—and privacy when they want it.brbrRoom for EveryonebrbrSecond Floorbr• 3 bedrooms — each with a king-size bedbrThird Floorbr• 1 bedroom with queenbr• 1 bedroom with two single bedsbr• Plus a pack ’n play for little travelersbrbrDesigned for GatheringsbrbrRelax in two separate living rooms on the main floor—close the pocket doors for a movie night or keep things airy and open for conversation. Enjoy meals together in the formal dining room, the sunny breakfast room, or gathered around the kitchen island. The gourmet kitchen features a rare gas stove—a chef’s favorite in Cape Charles.brbrPorches Made for Slow LivingbrbrFrom sunrise coffee to sunset cocktails, this home invites you outside:br• Expansive wrap-around front porchbr• Screened-in side porchbr• Charming sunporch off the kitchenbr• Cozy spots for reading, chatting, and just breathing in the breezebrbrUpstairs, a kid-friendly sitting area and bunk room offer a private spot for TV time while everyone else enjoys the porch or the backyard.brbrOutdoor Amenitiesbrbr• Gas grillbr• Firepitbr• Pergolabr• Shady, fenced-in yard (great for pups & play)brbrPet PolicybrbrCape Charles is wonderfully walkable for dogs—but please know:br• Dogs must be supervised at all times outsidebr• Local leash laws are strictly enforcedbr• Dogs are not allowed on the beach during daytime hoursbr• Please use provided dog blankets if they’re on furniturebr• A pet gate is provided to block stairs for smaller pupsbr• Please clean up after your pet—bags & outdoor bins providedbrbrWe’ve created a home that’s comfortable, thoughtful, and full of spaces to gather—from cushy sofas to deep porch chairs perfect for reading, napping, or just “shooting the breeze.”brbrWe hope you love your stay—and if you need anything at all, just reach out.

Bed

Bath

Sleeps

$481.28

/ Nightly

Private Vacation Home

Modern spacious home one block from the beach

Cape Charles, Virginia, United States

We are excited to share our home away from home with you! This is a 3 bedroom, 2.5 bathroom, spacious home. The first floor provides lots of open space with a fully equipped kitchen, dining room and living room as well as a cozy breakfast nook 1/2 bathroom and full laundry room. Our house has cable, Wi-Fi and a large SmartTV for you to access all of your own media. On the second floor you’ll find the master bedroom with a queen bed and bathroom. Additionally upstairs you have two guest rooms. There’s a queen bed in the first guest bedroom, two twins in the second guest bedroom, and a hallway bathroom to be shared. There is a TV in each bedroom. In the upstairs hallway closet you will find an assortment of puzzles and games for quiet afternoons along with extra towels/linens. There’s a large deck on the back of the house to enjoy grilling out and two front covered porches with rocking chairs to sip your coffee (or cocktail) while enjoying views of the water. brbrOur home is ideally located only one block from the beach and only a couple of mins from restaurants, local shops, bakeries, brewery/vineyards and marinas.brbrCape Charles is perfect for families with young children, as the water is calm and shallow, but equally fun for anyone looking for a beach getaway. Sunsets on the bay are a must see! brbrCape Charles is poised for day trips to Chincoteague, Virginia Beach, Williamsburg and Busch Gardens.brbrAll linens are provided and a pack n play is available if needed.brbr*7 night stay (Sunday - Sunday) required during the peak season (June - August)*br*3 night minimum stay required outside of the peak season*

3

Bed

2

Bath

8

Sleeps

$420.67

/ Nightly

Private Vacation Home

Charming 2-bedroom home - 2 blocks from the beach!

Cape Charles, Virginia, United States

Charming duplex unit in Historic Cape Charles. Located just 2 blocks from beach and a 5 minute walk to the center of town! This home features 2 bedrooms and 2 full bathrooms. The master bedroom has a queen sized bedroom and en-suite, dresser and tv provided. The second bedroom has a set of twin bunk beds and a twin trundle bed, closet and tv. Fully stocked kitchen and in unit laundry. Front and back porch for sitting and relaxing with your morning coffee or after a long day at the beach.

Bed

Bath

Sleeps

$881.86

/ Nightly

Private Vacation Home

Waterfront, walk to Beach-5BR w/ Views, Decks, Firepit & Amenities

Cape Charles, Virginia, United States

Welcome to Oyster Republic!brbrPerfectly positioned in The Colony village of Bay Creek Golf Resort, Oyster Republic is a stunning 5-bedroom, 3-bath waterfront retreat just one minute from the soft sand beach. Wake up to sparkling views over the tranquil freshwater lake stretching toward the Chesapeake Bay—and end your days with breathtaking sunsets right from your own balcony.brThis spacious and beautifully furnished home comfortably accommodates your entire group. The second-floor primary suite offers a king bed, private bath, and its own balcony overlooking the water—your own peaceful escape. Additional sleeping spaces include a queen and king bedroom on the first floor, a fun bunk room with two sets of bunk beds on the second floor, and a charming third-floor tower room with a daybed and panoramic views. Heated tile floors in the upstairs bathrooms add an extra touch of comfort.brbrThe light-filled, open-concept living area creates the perfect space to relax and reconnect. The gourmet kitchen—featuring granite countertops, stainless steel appliances, and island seating—makes everything from casual breakfasts to evening cocktails effortless. Take in the coastal breeze from the screened porch with seating for eight, or unwind on the expansive deck with your morning coffee or evening drink. Head up to the third-floor balcony, complete with seating and a tabletop fire pit, where you can truly soak in the views. Inside, enjoy a foosball table and a third-floor lounge with TV, wet bar, and mini fridge—ideal for entertaining. Step outside to enjoy the large yard with cornhole and lawn games, or stroll down to the lakefront firepit for a cozy evening under the stars. After a day at the beach, rinse off in the convenient outdoor shower.brbrAs a guest of Oyster Republic, you’ll enjoy access to Bay Creek’s exceptional amenities, including two private soft sand beaches, a community pool, tennis and pickleball courts, and miles of scenic nature trails with a kayak launch. For those seeking even more, optional access to the Bay Creek Life Center (featuring pools, fitness center, and member lounge) is available for an additional fee. 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. brbrLocated just minutes from the charming Historic District of Cape Charles, you’ll find an array of dining, shopping, and entertainment—from fresh seafood and waterfront dining to boutique shopping, live music, festivals, and year-round events. Cruise around town by golf cart and experience why this beloved coastal destination continues to capture hearts.brbrWhether you’re planning a family getaway, group retreat, or relaxing beach escape, Oyster Republic delivers the perfect blend of comfort, style, and unforgettable coastal charm.

5

Bed

3

Bath

13

Sleeps

$495.24

/ Nightly

Condo

Compass Rose Retreat | Pools, Golf, Private Beach & More!

Cape Charles, Virginia, United States

Welcome to your next happy place in the heart of the Bay Creek community — Compass Bay Retreat! This charming three-bedroom, two-bathroom condo that's ready and waiting for you to arrive and start enjoying your best coastal vacation.brbrThis gem sits in one of Virginia's Eastern Shore's most sought-after communities within Cape Charles, and honestly, it's easy to see why. Bay Creek is home to world-famous golf courses, sparkling pools, a fitness and life center, scenic walking trails, and private beaches. Yeah, you read that right — private beaches. Whether you're teeing off at sunrise, taking a sunset stroll along the shore, or just lounging poolside with a good book, there's never a shortage of ways to unwind here.brbrInside, you'll find a comfortable layout with three bedrooms that give everyone their own space to spread out and relax. The primary bedroom is a peaceful retreat after long days spent exploring the shore, and the two full bathrooms keep morning routines running smoothly — even when the whole crew is getting ready at once.brbrPet owners, rejoice! Your four-legged friends are welcome here, so bring the whole family along for the adventure. There's plenty of room for everyone to feel right at home.brbrThe location is tough to beat. You're just a short drive from the Cape Charles Natural Area Preserve, perfect for nature lovers who enjoy birdwatching and hiking. Grocery runs are a breeze with Food Lion nearby, and the iconic Chesapeake Bay Bridge-Tunnel is within easy reach for those days when you want to explore beyond the shore.brbrThis is the kind of place where weekdays feel like weekends and every evening ends with a golden sky over the bay. Don't let this one slip by - book your stay today!brbrSPECIAL NOTES:brThis rental home is NO SMOKING and NO PETS.brLinens and towels are included with your reservation.brUsage of the Bay Creek Resort amenities and golf cart requires an additional fee of $75 per day*.brbrBAY CREEK RESORT AMENITIES:brWaterfront area perfect for kayaks, canoe, fishing or crabbing.br27 hole World-class golf course (requires additional golf fee).brGolf lessons and clinics available for all skill levels.brMember lounge will billiards and entertainment.brCardio and weight training studio.brTwo outdoor pools w/ decks and furniture.br350 acre Nature Preserve w/ trails and wildlife viewing.brClubhouse with private restaurant and dining experiences.brStructured activities and programs such as bird watching, paddleboarding, beach yoga, kid's camps & more. brbr*Fee is subject to change without prior notice or authorization. Bay Creek Amenity offerings can be seasonal and may change without prior notice or authorization.brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.br- No pets are permitted on the premises. 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.

Bed

Bath

Sleeps

$1002.35

/ Nightly

Private Vacation Home

Cape Charles Golf Home in Bay Creek - Palmer & Nicklaus Courses + Private Beach

Cape Charles, Virginia, United States

brWelcome to your perfect getaway in Cape Charles’ exclusive Bay Creek community, where championship golf meets coastal relaxation. This spacious 5-bedroom, 4.5-bath home is ideal for families, friends, or golf groups looking for comfort, convenience, and fun — both on and off the course.brbr A Golfer’s ParadisebrbrPlay where legends have designed. Bay Creek boasts 27 holes award-winning golf courses by Arnold Palmer and Jack Nicklaus, both just minutes from your door.brGuests can enjoy access to tee times year-round, with mild off-season weather perfect for a quieter, more relaxed round. After a day on the fairways, unwind in your private game room with shuffleboard, foosball, pool table, and a full bar setup — perfect for a friendly post-round competition.brbrGolfers’ Highlightsbrbr• 27-holes designed by Palmer & Nicklausbr• Clubhouse dining and pro shop just a short golf-cart ride awaybr• Mild spring and fall weather — ideal for off-season playbr• Nearby practice range, lessons, and golf cart rentalsbrbrbrComfort & Space for EveryonebrbrbrThis 3,600 sq ft home comfortably sleeps up to 12 guests. Enjoy an open-concept kitchen and living area, multiple gathering spaces, and a covered porch for morning coffee or evening drinks.brThe primary suite features a king bed, soaking tub, and walk-in shower, while additional bedrooms offer queen, full, and bunk options for flexible sleeping arrangements.brbrbrBeyond the GreensbrbrYour stay can include access to Bay Creek’s private beach, resort pool, and walking trails. Paddleboards are provided for guests who want to explore the calm waters of the Chesapeake Bay. Cape Charles’ charming downtown shops and restaurants are just a quick golf-cart ride away.brbrbrEssentialsbrbr• Check-in: 4:00 PMbr• Check-out: by 10:00 AMbr• No pets / no smoking / no partiesbr• Minimum age to rent: 26

Bed

Bath

Sleeps

$1154.74

/ Nightly

Private Vacation Home

Sunset Serenity: 3500 sqft Waterfront Oasis On Private Beach - Sleeps 16

Cape Charles, Virginia, United States

Waterfront luxury meets natural beauty at Sunset Serenity! This spacious and elegant vacation home is your gateway to breathtaking bay views, majestic sunsets, and unforgettable wildlife encounters with dolphins and soaring eagles.brbrFrom the moment you step inside, you'll be captivated by the serene ambiance and thoughtful design. Relax on the inviting deck as the sun dips below the horizon, sip a glass of wine in your private hot tub, or stroll down to your private sandy shore for a peaceful escape.brbrWith 4 large bedrooms, including two luxurious primary suites, Sunset Serenity promises comfort and style for every guest. Your perfect getaway awaits!

Bed

Bath

Sleeps

$248.24

/ Nightly

Guest House

Private Guesthouse on Secluded Waterfront Farm

Cape Charles, Virginia, United States

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to urban centers. Our twenty acre waterfront farm has plenty of nearby walking or biking and a dock onto a secluded arm of Plantation Creek, an inlet of the Chesapeake Bay. It's a perfect home base for couples or small families looking for a memorable trip to the Eastern Shore.

Bed

Bath

Sleeps

$515.0

/ Nightly

Private Vacation Home

Saint of Circumstance - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brNew to vacation rentals for 2022! Great location! A short walk to shops and restaurants and 5 and a half blocks to the beach! brbrSaint of Circumstance, Home Features:br• 3 Bedroom, 2.5 Bath - Available for up to 8 Guests!br• Walk to Shops & Only 5.5 Blocks to Beachbr• Dining for 8, Additional Bar Seatingbr• Backyard Shower, Grill & Patio Seatingbr• 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:brGreat location! A short walk to shops and restaurants and 5 and a half blocks to the beach! 2-story beach house with open front porch. Open living area with spacious living room that flows into dining area and kitchen. Dining table seats 8 and kitchen bar seats 3. 1/2 bath and utility room add to the functionality of the first floor. Upstairs there are 3 light filled bedrooms along with 2 full baths. Plenty of off street parking. Private backyard with outdoor shower, grill and patio area.brbrCome visit Cape Charles at Saint of Circumstance- 1 king en suite, 1 queen, and 4 twin beds (2 bunk beds).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

$418.11

/ Nightly

Private Vacation Home

HISTORIC DISTRICT 1st Flr Primary Suite, Outdoor Living, Great Location & Views!

Cape Charles, Virginia, United States

*From Memorial Day weekend through Labor Day weekend, 7-day rentals are required. During this period, please only select Sundays as check-in and check-out days.* brbrThe Cape Charles Beach Bungalow, features a 1st floor primary suite! This 3 bedroom (+ sleeping loft), 2.5 bath (+ outside shower) home is located in the Historic District, providing sunset views from the comfort of the covered front porch. Decorated in clean, simple Old Cape Charles Style, no detail has been overlooked! All furnishings are new, or carefully restored - not grandma's hand-me-downs! brbrThe Cape Charles Beach Bungalow features a downstairs primary suite with a full bath, queen bed and smart TV. The open living, dining and kitchen areas allow for easy first floor living. A luxury sectional sofa maximizes seating around a wall-mounted smart TV. The dining table seats 7-8, plus seating for 4 at the kitchen island. The fully stocked and equipped kitchen includes under-cabinet lighting, brightening prep areas. Recessed lights (inside and outside) are controlled by dimmers, allowing for individualized lighting control. Also downstairs, a 1/2 bath is directly inside the front door/covered porch. As a newly built home, there are lots of conveniently located electrical outlets. brbrLocated upstairs are two private bedrooms + a sleeping loft/secondary living area. One private bedroom has a queen bed and one private bedroom has two twin beds. The sleeping loft has two double/full platform beds (perfect for kids & teens), as well as another smart TV. The upstairs rooms share a full bath, with plenty of hooks for towels. All beds have new mattresses and lots of pillows. Solid surface flooring downstairs, carpeting upstairs. brbrOutside, rinse off in the corrugated metal shower, enjoy swinging in the Nags Head Hammocks swings, and gather with friends and family in the mature, tree-shaded back yard, which has seating for 10! The covered front porch has a comfortable second dining area, providing sunset views. brbrAs seen in the photos, the beach is located at the top of Washington Avenue, a direct walk or cart ride from the Bungalow. Renting a golf cart A dedicated outlet to recharge your ride is conveniently located on the front corner of the home. brbrThis child friendly home also includes: Wi-Fi + Cable, Washer/Dryer, Pack N Play, Toddler Mattress (w/sheets), Portable High Chair, Children's Step-Stools, Children's Toys, Board Games/DVDs/Books, Beach Towels (10 - Guest must launder, if used ), Outdoor Gas Grill, Toaster, Crock-pot, Blender, Traditional Coffeepot & Keurig, Small Food Processor, Hairdryers (2), Iron/Ironing Board, Assorted Beach Chairs and Beach Toys. brbrBath towels and bed linens are provided. Upon arrival, guests will receive a starter bag of dishwasher pods, laundry pods, trash bags and a new kitchen sponge. Each bathroom will have a new roll of toilet paper and hand soap. The kitchen will have a roll of paper towels, liquid dish soap and hand soap. brbrNo pets, no smoking (strictly enforced). brbrThe Cape Charles Beach Bungalow is on a quiet block including year-round residents. Please be considerate of our neighbors. This home is suitable for families and mature adults only.brbrGUESTS ARE REQUIRED TO SIGN A BASIC SHORT TERM RENTAL AGREEMENTbrbrThe Town of Cape Charles requires a $4/night fee, which is shown as 'Administrative Fee'. brbrFor additional photos and information, please visit our Facebook Page: Cape Charles Beach Bungalow. Thank you!

Bed

Bath

Sleeps

$715.23

/ Nightly

Private Vacation Home

1886 Charming Cassat Cottage in Cape Charles, VA

Cape Charles, Virginia, United States

The Captain's Cottage was originally built in 1886 and has recently undergone extensive renovations to create a home of charm, history, and comfort. Located a block away from Cape Charles's Central Park, four blocks from the beach, and two blocks from Mason Avenue, the Captain's Cottage is in a prime location in Cape Charles.brbrThe Captain’s Cottage is a historic cassat cottage consisting of four bedrooms and two full baths. There are six beds to comfortably sleep up to nine guests total. The Mermaid bedroom has a queen-size bed; the Seahorse bedroom has a full-size bed; the Nautical bedroom has a twin-size bed and a twin-day bed trundle; the Captain’s Quarters bedroom has a king-size bed as well as its own private balcony. Each bedroom also has its own TV available for streaming and ample bedroom storage during your stay. There is a full bathroom on each floor. The downstairs bathroom features a relaxing soaking tub and a double-headed shower. The upstairs bathroom has a standing shower and a brand new single vanity with storage. Towels, shower essentials, and a hairdryer will be provided during your stay.brbrDownstairs there are two living spaces to gather, stream your favorite shows and movies, and relax. Off the living spaces, there is a small sitting room that features a built-in cabinet bar to enjoy a drink with friends and family. The bar will be equipped with a cocktail maker set, glasses, and an ice bucket. From the sitting room, you will find the beautiful eat-in kitchen outfitted with brand new stainless steel appliances, quartz and marble countertops, and a kitchen island with two barstools. The farmhouse table was originally from an estate sale on the Eastern Shore. The kitchen has all your essentials including a Keurig, french press, hot water kettle, toaster, pots, pans, utensils, spices, plates, and drinkware. Off the kitchen, there is a mudroom that has a washer and dryer, and beach essentials including beach towels, beach chairs, and a wagon.brbrIn the fenced-in backyard, there is a beautiful new patio, dining, fireplace, and grill all under the outdoor cafe lights. The outdoor dining table was handmade by a local craftsman. Off the back patio, there is an outdoor shower to rinse off after visiting the beach. The front of the house has a wrap-around front porch with comfortable seating and a swing to enjoy coffee or tea in the morning.brbrThe Captain’s Cottage is centrally-located and ready to host your next stay in the small beach town of Cape Charles, VA.brbrParking is available in the back driveway behind the home. The driveway may fit 1-2 cars and/or a golf cart rental. There is a plug on the side of the shed to charge golf cart batteries. There is also free street parking in front of the home.brbrDuring the off-season (October-April), the Captain's Cottage offers discounted stays when you book for 28 nights or more - perfect for remote workers, travel nurses, or anyone looking for a relaxing extended stay on the Eastern Shore!

Bed

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Sleeps

$628.54

/ Nightly

Private Vacation Home

Lily's Pad - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brDiscover your dream home in this stunning new construction, featuring a gourmet kitchen that’s a chef’s paradise. This 3-bedroom, 2.5-bath residence combines modern luxury with historic charm, nestled in a picturesque town just moments from the beach.brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: Where You'll Be (Located under the map!)br*This is a no pet/animal home.brbrThe Space:brLily's Pad, Home Features:br• 3 Bedroom, 2.5 Bath - Available for up to 7 Guests!br• Gourmet Kitchen, High End Appliancesbr• Cozy Fire Pit in Backyardbr• Private Driveway & an EV Charging portbr• Free WiFi & Smart TVsbrbrThe heart of the home, the gourmet kitchen, boasts high-end appliances, ample counter space, and elegant cabinetry—perfect for culinary enthusiasts and entertaining guests. An open-concept living area flows seamlessly from the kitchen, creating a warm and inviting space for gatherings. Step outside to your own outdoor oasis, complete with a cozy fire pit—ideal for evenings under the stars, roasting marshmallows, or simply unwinding with friends and family. The spacious yard invites relaxation and outdoor activities, making it perfect for enjoying the coastal breeze. The primary suite offers a serene retreat with an ensuite bath, while two additional bedrooms provide comfort and versatility. With well-appointed bathrooms and thoughtful design throughout, this home meets all your needs.brbrWith the beach, local shops, and historic sites just a short stroll away, this exceptional property beautifully blends convenience and charm. This home has a private driveway and is also equipped with an EV Charging port. Don’t miss the chance to make it your own!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.

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Sleeps

$367.83

/ Nightly

Private Vacation Home

Two Blocks to Beach and Town and ON Central Park!

Cape Charles, Virginia, United States

Offered for the very first time as a Vacation Rental the historic Parkside duplex has been recently renovated to include all the best amenities. This home sits ON the Cape Charles Central Park, giving you not only wonderful views of the park, but a perfect place for kids to run and play, families to walk, picnic and enjoy all the concerts and park festivals. It is also only two blocks to the beach and two blocks to the historic downtown – truly the best location! brbrIn peak summer we have full weeks available (Sun-Sun) or partial (Sun-Thurs). We will open corresponding weekends once the weekdays book. Follow our instagram account for long weekend openings (Thurs-Sun) @parksidecapecharles.brbrParkside is a duplex. Please note that we will ask for guests to be mindful of noise and be respectful of guests in the adjoining property. If you would like to rent both sides please reach out and we will send you the other sides VRBO listing. brbrThe first floor living room has an open living room - dining room floor plan, a wall mounted smart TV, and plenty of seating in both the dining and living area. The kitchen is the perfect size for a family to enjoy meals at home, with plenty of storage space. First floor also has a half bath and laundry area. Upstairs, the master bedroom offers a california king bed and a wall mounted TV. The 2nd upstairs bedroom has a queen bed. The upstairs bathroom is a jack and jill full bath. brOne of the best features of this home is the outdoor living spaces.The porch has two deep porch chairs and overlooks the historic Cape Charles school and the park. . The backyard includes a brick patio, seating areas, string lights and overlooks the park. The backyard shed has all the beach gear needed for your stay, yard games and more. The shed also has a flip down smart TV to enjoy your favorite entertainment. brbrJust added for 2023 - we have large 7x3 1/2 foot private outdoor shower with Hot and Cold water, a spraying wand and plenty of room to wash off your kids. brbrParking is on the street. If you are pulling a boat, it is best not to park your boat trailer on the street. Please to contact the Cape Charles Harbor Master for info. to store your boat safely at the Cape Charles Harbor. PHONE # 1-757-331-2357. brThe location of Parkside is central to everything in Cape Charles. Once you arrive you can park your car and walk or golf cart everywhere during your stay. brbrWe have an EZ GO golf cart that is available for an additional fee. Cost is $60/day or $300/week. The golf cart is only available to guests staying at Parkside North. Please let us know when you book that you would like to rent the cart with your stay. brbrA sanitized and clean home will greet you when you arrive. The linens will be fresh, beds will be made up, and bath towels are included. Our heating and cooling systems were just installed in March 2022. We provide all guests with starter paper products, cleaning supplies and laundry supplies. We are also available 24/7 for any issues or concerns should any arise during your stay. br brWe want to be sure you have a perfect vacation at Parkside! Reach out anytime with questions!

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Sleeps

$229.96

/ Nightly

Apartment

Cozy Cape Charles Apartment: Walk to Beaches!

Cape Charles, Virginia, United States

Small-town charm and waterfront fun await at this Cape Charles vacation rental! This 2-bedroom, 2-bath apartment is a unit in a quiet quadruplex and serves as the perfect home base to relax in after days out in the sun. Take a short walk to the Cape Charles Beachfront or Boat Ramp to get close to the beautiful blue water, visit the Cape Charles Historic District for delicious restaurants and unique shops, or explore nature in the Kiptopeke State Park. Then, have a movie night with the Smart TV!brbr-- THE PROPERTY --brbrFree WiFi | Boating | Smart TV w/ CablebrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Additional Sleeping: Crib, Pack ‘n PlaybrbrOUTDOOR LIVING: Near ocean + marina, walk to beaches, shared grillbrINDOOR LIVING: En-suite bathroom, walk-in closet, high chair, bathtub/showerbrKITCHEN: Refrigerator, microwave, stove/oven, dishwasher, coffee maker, cooking basics, dishware/flatwarebrGENERAL: Central A/C + heating, ceiling fans, linens/towels, complimentary toiletries, washer/dryer, hair dryer, hangers, iron/board, trash bags/paper towelsbrFAQ: Step-free access, long-term tenants on-sitebrPARKING: Driveway (2 vehicles), garage (2 vehicles), RV/Trailer parking allowedbrbr-- THE LOCATION --brbrON THE WATERFRONT: Cape Charles Beachfront (2 miles), Cape Charles Boat Ramp (2 miles), Cape Charles Town Harbor & Marina (2 miles), Kings Creek Marina & Resort (2 miles) brCAPE CHARLES HISTORIC DISTRICT (2 miles): Boutiques, art galleries, waterfront restaurantsbrAREA ATTRACTIONS: Bay Creek Resort & Golf Club - Jack Nicklaus & Arnold Palmer 18-hole courses (2 miles), Kiptopeke State Park (8 miles), Eastern Shore of Virginia National Wildlife Refuge (9 miles)brAIRPORT: Norfolk International Airport (37 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This vacation rental unit is located on the bottom floor of a quadruplex home. Other units with long-term tenants are located on the top floor and in the unit next to this property. They all have completely separate and private entrancesbr- NOTE: Plenty of room for RV and boat parking

2

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2

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4

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