House vacation rentals in Cape Charles

The exterior of the home is shown, featuring a welcoming porch with ornate detailing and a pair of rocking chairs. Lush greenery, including bushes and flowers, enhances the inviting atmosphere. The blue siding and white trim reflect the home's historic charm.

4.98 out of 5 average rating, 111 reviews

Bayside Bonanza | Off-street Parking | EV Charger

"Bayside Bonanza" is special. Ideally located with the main street of Cape Charles around the corner in either direction, and a 5 minute walk to the bay or Central Park. There's nothing like sitting on the front porch swing, sipping morning coffee or an evening cocktail. The home is bright and cozy, with efforts made to keep as much of the original 1890's charm as possible. We're family owned and managed, and it's our priority to help you have the most relaxing and enjoyable vacation possible!

A green, two-story house with a prominent red door and white trim is visible. A spacious front porch features white railings, while a golf cart is parked nearby. A side door ramp enhances accessibility, and well-kept landscaping adds to the home’s welcoming appearance.

4.97 out of 5 average rating, 143 reviews

Family Reunion on the Bay

Unpretentious, clean & family-friendly. Bright open-plan for easy living. Generous seating throughout. Loads of games, toys. Ideal for extended families. Side-door ramp, 1st-floor ADA bedroom, step-in shower w/seat & grab bar nearby. Backyard fire pit, picnic tables, grill, corn hole. Free firewood, propane, stand-up paddleboard, beach chairs. 3 IMPORTANT NOTES: 1. bedrm #5 reduced to 4 beds in 2026 2. Absolutely NO PETS ALLOWED! ($750 fine) 3. Only 7-day Sat.-to-Sat. rentals June thru Aug. 30.

4.97 out of 5 average rating, 136 reviews

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

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.

4.94 out of 5 average rating, 171 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)

4.99 out of 5 average rating, 119 reviews

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

Private Country Beach Retreat

Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home

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.

4.97 out of 5 average rating, 275 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!

5 out of 5 average rating, 101 reviews

The front of the house is framed by a large tree, with a pathway leading to the entrance. The porch features a bench for seating, and greenery surrounds the property, creating a welcoming outdoor setting.

Home in Onancock

Egret’s Point on the Creek

Egrets Point on the Creek, is a beautiful and peaceful place to relax and plan your Eastern Shore exploration. Whether you are enjoying the fire pit by the creek, or taking a nap in the hammocks, canoeing, walking or exploring historic Onancock, life by the creek is sweet. Chincoteague to the north, Cape Charles to the south. Excitement abounds. Coastal exploration, boating, fishing, fine dining, artisan shops, art galleries, farmers markets and sandy beaches. Come and enjoy!

Superhost

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.

4.84 out of 5 average rating, 122 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 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.

4.97 out of 5 average rating, 299 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!

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.

4.95 out of 5 average rating, 112 reviews

It’s porch season! Welcome to the MT Nest!

Welcome to The MT Nest! Relax in our charming 100 year old Sears house in the heart of historic Cape Charles. Enjoy mornings on the porch in the shade of majestic trees. Walk to the beach in the afternoon. Then stroll a few blocks to restaurants and shops in the evening. Central park across the street offers summer concerts, a playground, and a splash fountain. Enjoy the quiet and slow your life down for a few days of bliss!

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.

4.94 out of 5 average rating, 116 reviews

The Shore House on Madison - Pet Friendly Unit!

The Shore House on Madison was fully renovated in 2019 and located in the Cape Charles Historic District within walking distance to the beach, park, the shops and restaurants. Our pet friendly unit can host up to 7 guests with 3 bedrooms, 2 full baths and 1 outdoor shower. Bedroom #1 includes 1 Queen bed, TV and work desk. Bedroom #2: 1 Queen bed. Bedroom #3: Bunk Bed (1 double / 1 twin). Fenced in backyard with patio.

A cozy outdoor seating area is presented on the porch, featuring a woven chair and a glass-topped table. A bottle of wine rests on the table, accompanied by two stemmed glasses, inviting moments of relaxation and enjoyment.

4.94 out of 5 average rating, 216 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

Popular amenities for Cape Charles house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 212 reviews

A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.

Home in Gloucester Point

York River Vacation Home

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.

4.96 out of 5 average rating, 49 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

4.93 out of 5 average rating, 131 reviews

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

Home in Norfolk

Gorgeous Vacation House

4.98 out of 5 average rating, 168 reviews

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

Blue Heron WaterSide

4.99 out of 5 average rating, 128 reviews

Home in Irvington

The Rosé Retreat: Pool-Screened Porch-RELAX

An aerial view captures a vibrant Victorian-style home featuring teal and yellow siding. A striped awning provides shade over the front porch, where two chairs sit beside potted plants. Neatly trimmed hedges line the walkways, and a neighboring home adds to the charming streetscape.

5 out of 5 average rating, 37 reviews

East of the Sun Victorian - Private Pool

4.96 out of 5 average rating, 171 reviews

Home in Irvington

Magical wooded cottage pool +priv hottub walk2town

The exterior of a vibrant orange house is shown, featuring multiple balconies and a spacious patio area with outdoor seating. A hot tub is visible on the patio, surrounded by landscaping. Nearby, additional homes can be seen, highlighting the neighborhood's character and layout.

4.86 out of 5 average rating, 35 reviews

New Hot Tub~1st Floor King Bed~Fire Pit~Bunk Room!

Weekly house rentals

A two-story blue house is framed by white trim and windows, showcasing a welcoming front porch and a white picket fence. A golf cart is conveniently parked in front, with a patio umbrella visible on the side, indicating outdoor leisure space.

4.95 out of 5 average rating, 95 reviews

Historic, Pet Friendly Cottage-Three Little Birds

Superhost

A newly constructed two-story home showcases a light green exterior with white trim. A welcoming front porch is highlighted by wide steps leading up to the main entrance. Lush greenery surrounds the house, enhancing the serene outdoor environment.

5 out of 5 average rating, 3 reviews

Charming Bayside Retreat – Walk to Beach & Life Ce

A historic Victorian home is depicted with a red brick exterior and white trim. The large wrap-around porch features multiple columns, offering ample shaded seating space. The well-maintained lawn and surrounding greenery complement the home's stature, creating a welcoming facade.

4.95 out of 5 average rating, 40 reviews

Beach Front Home 5 Bedrooms 9 beds 2 kings 3 baths

The exterior view of a blue house is presented, featuring a front porch with white railing. Two large windows on the front allow natural light to fill the interior. A grassy lawn surrounds the home, with trees visible in the background under a clear blue sky.

5 out of 5 average rating, 25 reviews

Luxury country living

A classic Victorian-style home features distinct blue siding and white accents, framed by a welcoming porch. A paved walkway leads through a well-maintained garden with vibrant flowers, suggesting a charming entrance to a spacious and inviting interior.

4.97 out of 5 average rating, 39 reviews

Large Charming Renovated Cape Victorian for 12

A front porch features a welcoming blue door and cozy seating area with two chairs and a swing. Pillows adorn the chairs, creating a comfortable spot to relax. The porch is surrounded by white railings and offers a glimpse of the neighborhood.

5 out of 5 average rating, 88 reviews

Walk 2 Beach & Restaurants~Central Park~ King Bed!

A modern, multi-level home is surrounded by lush green landscaping. Two golf carts are parked under a blue canopy by the driveway, ready for use. The exterior features a blend of light gray and turquoise siding, with multiple windows enhancing the inviting look.

5 out of 5 average rating, 26 reviews

The Strand: Free Golf Carts & Pool, 1 Blk to Beach

An inviting front porch features a pastel blue-green siding with a vibrant coral door. Two white adirondack chairs sit beside a small potted plant, while a pink swing offers a warm touch, enhancing the welcoming entrance to the home.

4.92 out of 5 average rating, 91 reviews

The Peach House: close to the shops, beach + park

Private house rentals

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.

5 out of 5 average rating, 9 reviews

'25 Reno! 1 block to Shops/Park, 1st floor bedroom

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.

4.81 out of 5 average rating, 32 reviews

"Awenasa" Luxury Beach Retreat

Superhost

A renovated Victorian house is displayed, featuring a welcoming front porch with comfortable seating. Lush greenery and flower planters accompany the entrance. Light-colored siding contrasts with a bold red roof, and large windows allow ample natural light to illuminate the inviting space.

4.93 out of 5 average rating, 70 reviews

The Grand Escape - Featured on HGTV

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.

5 out of 5 average rating, 35 reviews

Cape Cousins

4.94 out of 5 average rating, 53 reviews

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

Anne's Beachfront Shangri-La

5 out of 5 average rating, 12 reviews

Home in Exmore

Eastern Shore Escape

5 out of 5 average rating, 51 reviews

Fully Renovated in 2023

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.