Home Vacation Rentals By Owner In Cape Charles, VA

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Private Vacation Home

Modest Junxtion | Renovated Cape Charles Home Walk to Beach w/ Firepit, Deck & Gourmet Kitchen

Cape Charles, Virginia, United States

Nestled in the heart of historic Cape Charles, this meticulously renovated family residence stands as a testament to thoughtful design and artistic vision. Originally conceived as a duplex, this home has been masterfully transformed into a spacious single-family haven, where European sophistication meets coastal charm.brbrThe first floor unfolds with an open-concept design, anchored by a gourmet kitchen that would delight any culinary enthusiast. Equipped with premium appliances and an impressive array of cooking accessories, including three distinct coffee-making options, the space beckons both casual cooks and seasoned chefs. The dining area comfortably seats eight, while a cozy coffee nook and music corner, complete with guitars and microphones, add playful touches to the living space. Through elegant French doors, discover an entertainment room featuring a carefully curated vinyl collection for music aficionados.brbrAscending to the second floor, two identical queen bedrooms offer serene retreats, while the California king guest room provides a luxurious escape with its distinguished wingback chair and footstool arrangement. A dedicated study space ensures connectivity with fiber optic internet, perfect for remote work or planning your next coastal adventure. The crown jewel of the upper level is the remarkably spacious family bathroom, spanning 250 square feet of pure indulgence.brbrThe outdoor space embraces coastal living with a welcoming front porch, expansive deck, and thoughtful amenities including a fire pit, and grill area. The corner lot location provides ample street parking, accommodating boats and extra vehicles with ease.brbrThis home's proximity to Cape Charles' treasured attractions enhances its appeal, with the historic district and beautiful beachfront just moments away. A decade of careful curation by its overseas owners has infused this residence with a distinctive London-inspired aesthetic, creating an unexpected and delightful fusion of sophisticated urban style and relaxed coastal living.brbr​​​​​​​- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. 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.
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Sleep 6

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Exceptional(1)

$238.0

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Mobile Home

Cozy RV with 1 bedroom in enchanting Cape Charles

Cape Charles, Virginia, United States

Luxury RV Retreat – Secluded Escape Near Cape Charles & Kiptopeke State ParkbrbrEscape to comfort and tranquility in this fully renovated 1-bedroom luxury RV, perfectly nestled in a quiet, private backyard setting in Cape Charles. Designed for relaxation and connection, this peaceful hideaway is ideal for couples or small families looking for a unique and cozy retreat.brbrInside, you'll find a queen-size bed, a comfortable living area with a futon, and a modern bathroom featuring a shower and bidet. The space is outfitted with all the essentials, including a marble-top kitchen, washer and dryer, WiFi, air conditioning, and heating—ensuring you enjoy both rustic charm and modern convenience.brbrStep outside to enjoy the secluded setting with an outdoor gas grill provided for your convenience—perfect for summer cookouts under the stars.brbrSet on a spacious concrete pad surrounded by nature, this RV offers the ideal setting to unwind, listen to birdsong, or share a romantic evening around the fire.brbrLocated just minutes from the pristine beaches of Kiptopeke State Park and the charming town of Cape Charles, you'll have easy access to hiking, kayaking, beachcombing, and seaside dining.brbrWhether you're escaping for the weekend or planning a memorable getaway, this hidden gem invites you to relax, recharge, and create unforgettable memories.
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Exceptional(23)

$336.02

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Condo

Family Friendly Cape Charles Getaway-3BR Condo Beach & Kiptopeke Park Access

Cape Charles, Virginia, United States

Escape to the Eastern Shore and unwind in this bright, spacious 3-bedroom, 2.5-bath coastal condo just minutes from beach access and Kiptopeke State Park. Designed for comfort and convenience, this home is perfect for families, couples, or small groups looking for a relaxed Chesapeake Bay getaway.brWake up to coastal air, enjoy coffee on the private outdoor space, and spend your days exploring nearby beaches, boating, fishing, kayaking, and scenic nature trails. Inside, you’ll find a fully equipped kitchen, comfortable living areas, air conditioning, washer/dryer, and dedicated parking — everything you need for a stress-free stay.brLocated close to Cape Charles’ charming downtown, guests love the easy access to local restaurants, shops, golf cart rentals, and waterfront dining. Whether you’re planning a quiet retreat or an adventure-filled vacation, this home offers the perfect balance of comfort, location, and coastal charm.brbrStaying at Tidewater Shore entitles you to unlimited visits to Kiptopeke State Park. Bring your boat! The community has a boat parking area (first come, first served)and right next door (Kiptopeke State Park) has a boat ramp! No boat, no worries; the park has a fishing pier and a beautiful white sandy beach.brbrTidewater Shore is just minutes away from the historic town of Cape Charles, which offers another beautiful public beach, restaurants, shopping, golf cart rentals, and specialty shops. Conveniently located just 3 miles from the Chesapeake Bay Bridge-Tunnel, one of the modern wonders of the world, for easy day trips to Virginia Beach and Williamsburg.br✔ Easy beach accessbrbr✔ Near Kiptopeke State Parkbrbr✔ Sleeps up to 7 comfortablybrbr✔ Outdoor balcony / spacebrbr✔ Parking includedbrbr✔ Family-friendly layoutbrbr✔ Close to town & attractionsbrbrPlease check out videos on Youtube that guest provided while vacationing and exploring Cape Charles and the Eastern Shore of VA: https://www.youtube.com/@GrM-o4zbrbrHere's a link to Tidewater Shore family vacation rental property near Kiptopeke State Park and Beach destination. Video tour is available for this 3 bedroom that sleeps 7 and free parking: http://tidewatershore.com/brbrIf available this property may rent weekly during the Summer months, Saturday to Saturday. If you have dates in mind, please do not hesitate to give us a call or email. We may consider adjustments. two night rentals are acceptable during the shoulder and off seasons.brbrBed linens and bath towels are provided, along with a starter pack of essentials including toilet paper, paper towels, dish soap, and laundry detergent to help you settle in comfortably.
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Exceptional(3)

$431.84

/ Nightly
Condo

Condo w/ Beach, Pool, Kayaks, Bikes & Golf Access

Cape Charles, Virginia, United States

Welcome to your home away from home in the beautiful Bay Creek community of Cape Charles. This well-appointed 3-bedroom, 2-bath condo was thoughtfully designed to give you a relaxing, convenient, and fun-filled vacation. The owners truly thought of everything to make your stay unforgettable. Looking to play a game of golf, we've got you covered...Ask about our Golf Membership with your reservation! Contact host for your golf tee-time. brThe condo sleeps up to six guests comfortably, with a king bedroom, a queen, and a room with two twin beds—ideal for families or groups of friends. The living room is outfitted with plush La-Z-Boy reclining sofas and a chair, perfect for unwinding after a day in the sun. The dining room seats six, with additional seating in the eat-in kitchen and two stools at the bar. A tankless hot water heater ensures you’ll always have a hot shower, no matter how many beach days you pack in.brStep into a fully stocked kitchen, where you’ll find all the essentials you need to cook and dine at home. Off the kitchen, a private balcony offers a peaceful place to sip your morning coffee or enjoy an evening breeze. The laundry room is stocked with useful extras—from light bulbs and batteries to a flashlight—just in case.brThis condo is built for fun. In the garage, you’ll find seven bikes, two paddleboards, a single kayak, and a tandem kayak. There are also plenty of beach chairs and a gas grill ready for use. Whether you're heading out on the water, riding through the scenic community, or simply relaxing at the beach, you’re fully equipped. brThe location couldn’t be better. You’re directly across the street from the condo’s private pool and just a short walk or quick two-minute drive to a second community pool. Bay Creek also offers a private beach, walking trails, and is just five minutes from the heart of downtown Cape Charles. If you’re feeling adventurous, rent a golf cart—Cape Charles is golf-cart friendly and easy to explore without a car.brDowntown offers a charming mix of restaurants, shops, bakeries, pubs, galleries, and more. There’s a seven-block-long public beach and a fishing pier where the town covers your fishing license—so cast a line and relax. During summer, the town hosts lively outdoor concerts. Bring your lawn chair or beach blanket and enjoy amazing music under the stars.brLooking for a day trip Virginia Beach is less than an hour away, Busch Gardens and Colonial Williamsburg are just over an hour’s drive, and you can head north to Chincoteague to see the famous wild ponies and ocean views.brFor added peace of mind, a Ring camera is installed at the front door.brThis is more than just a place to stay—it's your personal gateway to everything that makes Cape Charles so special. Come stay, explore, and create memories you'll want to relive year after year.brBed linens and bath towels are provided, along with a starter pack of essentials including toilet paper, paper towels, dish soap, and laundry detergent to help you settle in comfortably.
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Sleep 6

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Exceptional(19)

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Private Vacation Home

Latitude Adjustment - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brWe all need a little 'Latitude Adjustment'. Spacious 3 bedroom, 2 and a half bath home close to the town's central park, beach and shops!brbrLatitude Adjustment, Home Features:br• 3 Bedroom, 2.5 Bath - Available for up to 11 Guests!br• 5 Blocks from the Beachbr• Remodeled Kitchen, Stainless Steel Appliancesbr• Game Room with Foosballbr• Free WiFi & Smart TVsbrbr*Pet Friendly, fee applies per pet.brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: Where You'll Be (Located under the map!)brbrThe Space:brLatitude Adjustment is located in Cape Charles on Virginia's charming Eastern Shore. The house is situated a corner lot boosting beautiful mature trees that cascade plenty of shade for those lazy after the beach afternoons. Only five blocks from one-half mile of public beach along the Chesapeake Bay and the historic town's shops and restaurants.brbrA beautiful wrap around porch graces this 1910 house. Perfect for a peaceful, early morning coffee, or to catch a cool evening breeze. Inside, a large family/group can stay together under one roof and have ample space to spread out and relax. Original hardwood floors through out, pocket doors, grand entrance, all with original trim-work and walk up attic/3rd floor that has been finished to complete the home with a game room with foosball and large flat screen TV.brbrLatitude Adjustment has three bedrooms (sleeping 8), large dining area (seating 10), remodeled kitchen with stainless steel appliances, two full bathroom upstairs, and a half bath downstairs. Additional sleep options include a full sleeper sofa and a futon.brbrCape Charles and the Eastern Shore are wonderful to explore. Sporting enthusiasts can golf, kayak, or go horseback riding or bird watching nearby. Boating, jet-skiing and fishing are available from the Cape Charles Harbor and public fishing pier. Walk to beach, restaurants, shops, galleries, spa, fitness center, library, and Central Park.brbrWith so much to do and see on the Eastern Shore, come and spend a week or month at Latitude Adjustment and take in the best Virginia has to offer!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 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 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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Bath 2

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Sleep 11

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Exceptional(33)

$653.84

/ Nightly
Private Vacation Home

Family Retreat steps to Beach/Grill, Patio & Golf Cart option

Cape Charles, Virginia, United States

Leave the car behind and enjoy the best of Cape Charles on foot. This charming coastal cottage is just a short walk to the beach, shops, and restaurants. Relax on the patio, fire up the grill, and enjoy easy, laid-back beach living. Golf Cart optional. brbrThis one of a kind picturesque historic home is situated perfectly near the beach on the west end of Historic Cape Charles for your family vacation. The house is one block from the family friendly beach and ½ block to the business district with all the shopping and restaurants you could want. Park your car with the unlimited street parking available and you’ll never need to drive again during your stay at this massive retreat originally built in 1913. brbrDesigner decorated with nautical and timeless pieces in a bright and cheerful beach theme. The highlight of the house is its massive wraparound porch where you will spend your mornings sipping coffee and after a full day at the beach your evening happy hours watching the town stroll by. If porches and fresh air aren’t your thing then the newly added rear sun/screen room with views out to the harbor and bay will be your relaxing and socializing hotspot. The warm inviting parlor is perfect for reading, relaxing or visiting. Large farm-style dining room just off the kitchen is suitable for even the largest of family meals and gatherings. Family room has 55 Smart TV with NetFlix and AppleTV. Three large bedrooms and one kids “cabin”. The home is centrally heated and cooled and the bedrooms have remote control celling fans. Two full renovated baths on the second floor and one ½ bath on the main level. Corner lot has large yard for outdoor activities and sundeck and stone patio leading to the garage where you can store your beach gear in the evenings. Optional Golf cart can be included with your stay to scoot around to anywhere you’d ever need to go in town.
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