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House vacation rentals in Cape Charles

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Top-rated house rentals in Cape Charles

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Top guest favorite

Four black Adirondack chairs are positioned in a grassy area facing a tranquil body of water. Lush green reeds frame the water's edge, with a blue sky and scattered clouds above. A small dock is visible in the distance, adding to the serene setting.

Home in Belle Haven

4.97 out of 5 average rating, 120 reviews

Bay Breeze Home on private waterfront

On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

The red brick duplex features a welcoming front porch with white rocking chairs on both sides. Two main entrances are visible, framed by classic black shutters, while the well-maintained yard is accented with small plants. The evening sky casts a gentle light over the structure.

Home in Cape Charles

4.93 out of 5 average rating, 135 reviews

Stylishly Renovated | Golf Cart Avail. | Bakery!

Nectarine 15 is centrally located. Next door, you’ll find the Coastal Bakery. A great place for breakfast or Treat. Relax on the charming front porch and soak in the calm, historic vibe of Cape Charles. A Quick walk to historic Downtown, Take a swim in the bay or cast a line off the dock. Central Park is also nearby, offering a great spot for a family picnic while the kids enjoy the playground. Golf carts are available to rent(Cart Rentals are only available during the House rental period)

The exterior of the cottage features a charming design with a sloped roof and textured blue siding. A welcoming porch is supported by white railings, inviting visitors to relax. Surrounding greenery adds to the serene atmosphere, complemented by clear skies overhead.

Home in Cape Charles

4.98 out of 5 average rating, 249 reviews

Bay Breeze on Tazewell (Sun-Sun rental June-Aug.)

Bay Breeze on Tazewell is a recently remodeled Cassatt cottage with historic charm and modern amenities. The home includes a fabulous, sunny kitchen stocked to meet your needs. We provide fresh linens and towels for your stay. In the shed, you will find lots of items for the beach, a wagon, and bikes which we are happy to share. Bay Breeze is just a short walk to the beach, various restaurants, boutiques, and marina. If our home is not available, try our new Airbnb home ...Harbor View!

A peaceful porch features four white rocking chairs with coral-striped cushions, positioned against a light blue wall. The smooth wooden floor enhances the inviting atmosphere, making it a perfect spot for relaxation.

Home in Cape Charles

4.96 out of 5 average rating, 110 reviews

Cape Charles Retreat - 2 Blocks from Beach/Town

Welcome to Cape Charles Retreat! Come on up to the porch, grab a lemonade and settle into the porch swing for some much deserved rest and relaxation. Cape Charles Retreat is a beautiful 100+ year old American Foursquare located two blocks from the beach, Central Park, and town! Our home has been restored to preserve much of its original charm while adding modern amenities and outfitted with everything you’ll need for a great beach vacation. So grab your bathing suit and come for a visit!

Home in Cape Charles

4.97 out of 5 average rating, 116 reviews

Wander Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

Top guest favorite

Home in White Stone

4.99 out of 5 average rating, 118 reviews

1891 Coastal Charmer: fully renovated farmhouse

Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

Top guest favorite

A charming beach cottage displays a light yellow exterior with classic shutters and a welcoming porch. An American flag is mounted on the porch, and neatly landscaped greenery frames the entrance, creating an inviting approach to the home.

Home in Cape Charles

4.99 out of 5 average rating, 109 reviews

Sun & fun at Sundrop

This gracious beach cottage is the perfect place for you and your family/friends to unwind and enjoy. The sun drenched living room and dining room with wood floors throughout are made for lounging, book reading and family gatherings. We have games and movies aplenty for the kids as well as a collection of outdoor toys to play in the fenced backyard. The kitchen is fully stocked and the high-speed wifi and Roku TV are ready if you need to check email or unwind with a movie.

The exterior of the home features a welcoming yellow door framed by blue and white stripes. Surrounded by green foliage, the porch includes a wooden ramp for accessibility. Large windows provide a glimpse of the interiors, softly illuminated by warm lighting.

Home in Cape Charles

4.85 out of 5 average rating, 108 reviews

"Live Life Sunnyside Up" - Minutes From The Beach!

Welcome to "Live Life Sunnyside Up" on the Shore! Take a trip off the busy beaten path and kick your feet up at our little slice of paradise. Kid friendly with plenty of amenties for you and your family. On a quiet street, less than 4 miles from the historic town of cape charles and beach, get ready to take a load off and enjoy the many treasures Cape Charles has to offer! Just 5 short minutes from the Oyster Boat Ramp, fishermen are sure to find their honey hole here!

The exterior of a two-story home features a light yellow facade with white shutters. A welcoming front porch is adorned with a seasonal wreath and multiple steps leading up to the entrance, while well-maintained landscaping surrounds the base.

Home in Cape Charles

4.95 out of 5 average rating, 111 reviews

Sunshine Rays | Parking | Outdoor Fire Pit/Shower

Situated on a peaceful block of Cape Charles' charming historic district, Sunshine Rays was designed as a retreat for families visiting the Eastern Shore. With space for up to eight guests, an incredible backyard, and thoughtful amenities throughout, it's the perfect base for your Cape Charles getaway. We are just six blocks from the beach and even closer to our Central Park and the town's main street with all of its restaurants, bakeries, and shops.

Top guest favorite

The duplex features a light blue exterior with a welcoming front porch. Rocking chairs are arranged alongside the entrance, inviting relaxation. The well-maintained lawn is complemented by tidy landscaping and a concrete pathway leading to the front steps.

Home in Cape Charles

4.96 out of 5 average rating, 255 reviews

Steps to the Sea at Salt Box

Escape to The Salt Box, a charming 1915 duplex just one block from the beach in the heart of Cape Charles' Historic District. This cozy, private retreat sits on a peaceful, tree-lined street and is a short stroll to the beach, pier, shops, restaurants, and more! Check out our local Guidebooks or text us anytime—we're happy to share our favorite local spots! Looking for even more space? You can also book the other half of our duplex, Salt Box II!

Top guest favorite

A spacious two-story house features a light exterior with a welcoming front porch. The porch is adorned with rocking chairs and an American flag. The pathway includes brick accents and is framed by well-maintained grass, adding to the overall charm of the property.

Home in Cape Charles

4.92 out of 5 average rating, 123 reviews

HGTV House! 2 Blocks to Beach- 2024 New Bathroom!

Welcome to Liberty on the Bay (featured on HGTVs Beachfront Bargain Hunt) Our 4 bedroom/2 bathroom (sleeps 10) stunner includes original hardwood floors, a fully updated kitchen, and two outdoor showers. The beautiful front porch is perfect for people-watching or simply escape to the private backyard to relax under the magnolia tree. This spacious house is a quick 5-minute stroll to either the historic town or the beach.

A charming two-story beach house is presented with yellow siding and blue shutters. A white picket fence surrounds the front yard, while fish-shaped decorations adorn the exterior. A welcoming porch features a green front door, inviting guests to relax in the coastal atmosphere.

Home in Cape Charles

4.93 out of 5 average rating, 214 reviews

Inviting house nearby beach and shops!

Uncover Cape Charles' enchanting charm at Heron House. This stylish retreat suits couples, small families, or friends looking for a delightful getaway. Enjoy the private backyard, stocked kitchen, and all amenities for beach fun, fishing, kayaking, shopping, and more. Recharge in this cozy haven with beach chairs, umbrellas, and adult bikes. Your ultimate beachside escape is here! Non-Smoking & Pet Free

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Cape Charles house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The cottage's covered porch features multiple ceiling fans and comfortable seating, surrounded by lush greenery. A wide staircase leads up to the entrance, while a blue bean bag chair rests on the manicured lawn, providing a casual outdoor lounging area.

Home in Heathsville

5 out of 5 average rating, 17 reviews

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

A spacious living area features a large sectional couch, a coffee table, and a massage chair. Natural light floods the space through sliding glass doors, illuminating the wood flooring. The open layout connects to a kitchen and dining area, enhancing the communal feel.

Home in Cape Charles

4.89 out of 5 average rating, 18 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

A spacious deck extends towards the waterfront, surrounded by lush trees. Lounge chairs and seating areas are positioned for relaxing views of the calm water. A sunroom is visible to the right, offering additional indoor space. The overall setting invites outdoor leisure and tranquility.

Home in Cobbs Creek

4.98 out of 5 average rating, 159 reviews

Blue Heron WaterSide

Top guest favorite

A spacious living area is decorated with a warm color palette, featuring a cozy gas fireplace and a large arched window overlooking nature. A welcome sign is placed on a table beside comfortable seating, with decorative elements creating an inviting atmosphere.

Home in Irvington

4.99 out of 5 average rating, 119 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

A two-story blue house with white trim and black shutters is showcased. A covered porch is featured at the front, surrounded by manicured hedges and a spacious lawn. Neighboring houses are visible in the background under a clear blue sky.

Home in Cape Charles

4.89 out of 5 average rating, 28 reviews

Sunshine Baydream Cape Charles

A clear blue pool is depicted, bustling with activity. A child is seen jumping into the water, wearing a safety vest. Surrounding the pool, a spacious deck provides ample room for lounging. A building is visible in the background, offering changing facilities and amenities.

Home in Cape Charles

4.93 out of 5 average rating, 82 reviews

Bay Creek (Pool!) Meets Historic Cape Charles!

The cottage features distinctive gothic architecture with arched windows, nestled among trees. A welcoming front porch is visible, with comfortable seating inviting guests to relax. Lush greenery surrounds the exterior, enhancing the peaceful wooded setting.

Home in Irvington

4.97 out of 5 average rating, 142 reviews

Magical wooded cottage pool +priv hottub walk2town

Home in Deltaville

5 out of 5 average rating, 34 reviews

Waterfront 4BR | Pool & Peaceful Deltaville Views

House rentals with free parking

A modern two-story home features a welcoming front porch with white railings. Large windows allow natural light to fill the exterior, complemented by manicured lawns and blooming shrubs. A circular driveway leads to the entrance, inviting guests into a comfortable and spacious environment.

Home in Cape Charles

4.94 out of 5 average rating, 18 reviews

"Awenasa" Luxury Beach Retreat

A two-story house features a light grey exterior with a distinctive gabled roof. The front porch is decorated with patriotic bunting and potted plants, while ceiling fans are overhead. A small American flag is displayed, adding a welcoming touch to the entrance.

Home in Cape Charles

5 out of 5 average rating, 3 reviews

The Love Shack

Top guest favorite

The charming brick house features a welcoming front porch with white railings. Lush greenery and colorful blooms adorn the front yard, framed by neatly manicured shrubbery. Natural light brightens the exterior, highlighting the multi-pane windows and the peaked roof.

Home in Cape Charles

4.95 out of 5 average rating, 92 reviews

Celebrating 100 years!

Top guest favorite

The exterior of the house features a two-story structure with a gray roof and white wooden siding. A welcoming front porch is highlighted by two entry doors, while a well-maintained lawn is surrounded by a white picket fence and mature trees.

Home in Cape Charles

5 out of 5 average rating, 41 reviews

Fully Renovated in 2023

The exterior of a two-story house is showcased, featuring white siding and classic black shutters. Soft sunlight filters through the trees, casting a gentle glow on the well-maintained landscaping. A serene sunset adds warm tones to the sky, enhancing the tranquil atmosphere.

Home in Cape Charles

4.94 out of 5 average rating, 54 reviews

Beautiful views and just ONE HOUSE from the beach

Top guest favorite

The exterior of a light blue two-story house is shown, featuring a welcoming front porch with a white railing. A mint green front door is centered, flanked by large windows. Lush greenery lines the walkway, enhancing the inviting appearance of the home.

Home in Cape Charles

5 out of 5 average rating, 51 reviews

Breakwater Cottage

Top guest favorite

A two-story beach house stands amidst lush greenery, featuring a spacious wrap-around porch with multiple seating areas. Large windows allow for ample natural light, while the light-colored exterior complements the serene surroundings. The property is partially surrounded by trees, enhancing privacy.

Home in Machipongo

5 out of 5 average rating, 88 reviews

Private Country Beach Retreat

Top guest favorite

The exterior of a blue house features a welcoming porch with two teal chairs. Yellow flowers grow in front of the steps, adding a pop of color to the landscape. A grassy area and trees provide a natural backdrop, enhancing the serene environment.

Home in Cape Charles

5 out of 5 average rating, 16 reviews

Fisherman's Getaway

Weekly house rentals

A charming, two-story red brick home features a wide front porch supported by white columns. An American flag hangs from the porch, while greenery is present in the foreground, contributing to the inviting exterior of the house.

Home in Cape Charles

4.79 out of 5 average rating, 38 reviews

Sycamore Sunset

Top guest favorite

The charming blue exterior of the house is complemented by white trim and a welcoming front porch. Rocking chairs are placed on the porch, and landscaped greenery frames the front walkway leading to the entrance. A clear blue sky enhances the inviting façade.

Home in Cape Charles

5 out of 5 average rating, 5 reviews

'25 Reno! 1 block to Shops & Park, 6 to beach

Top guest favorite

A charming two-story house features pastel-colored shutters and a welcoming front porch with white pillars. Lush greenery and blooming flowers surround the property, while the stone pathway leads to the entrance. A well-maintained yard enhances the inviting exterior.

Home in Cape Charles

4.94 out of 5 average rating, 31 reviews

Seaville. Cozy 3bed/3bath home. Stunning backyard

Top guest favorite

A charming beach cottage features a spacious front porch supported by white columns, offering a welcoming entry. Bright landscaping with fresh plants enhances the exterior, while a gentle ramp leads to the entrance. Windows are framed neatly, inviting natural light into the interior.

Home in Cape Charles

4.98 out of 5 average rating, 83 reviews

The Little Gem

A two-story house with a bright white exterior features a welcoming front porch, complete with white railings and two ceiling fans. The entryway is highlighted by a centered pink door, flanked by large windows. Lush green grass surrounds the home.

Home in Cape Charles

5 out of 5 average rating, 24 reviews

Cape Cousins

Top guest favorite

A beachfront cottage is situated on sandy terrain, framed by beach grass. The structure features a spacious porch overlooking the water, and the coastline extends toward a secluded jetty in the distance. Clear skies enhance the serene coastal atmosphere.

Home in Port Haywood

4.93 out of 5 average rating, 44 reviews

Anne's Beachfront Shangri-La

An open living area showcases exposed brick walls and modern finishes. A mounted flat-screen TV is positioned above a cozy fireplace, while a wooden coffee table sits in front. The space is illuminated by natural light from overhead fixtures, enhancing the inviting atmosphere.

Home in Cape Charles

5 out of 5 average rating, 4 reviews

Delmarva - New condo in downtown Cape Charles!

Top guest favorite

A charming duplex exterior features a light yellow facade with blue shutters and a welcoming covered porch. White steps lead to two front doors, flanked by lush greenery, including flowering hydrangeas. The evening sky adds a soft hue in the background.

Home in Cape Charles

4.95 out of 5 average rating, 95 reviews

The Shore House on Madison - Pet Friendly Unit!

Quick stats about house rentals in Cape Charles

Total rentals
220 properties
Nightly prices starting at
R1,750 ZAR before taxes and fees
Total number of reviews
5.4K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
40 properties have a pool

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