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Villa vacation rentals in Eastern Shore of Virginia

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Eastern Shore of Virginia villa rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Superhost
A light blue two-story building features white railings and a spacious deck. Large windows provide natural light, while air conditioning units are positioned for comfort. A gravel area surrounds the property, enhancing accessibility and outdoor space.
Villa in Chincoteague
4.67 out of 5 average rating, 9 reviews

Sol Villa

Superhost
A living area is depicted, featuring a sleeper sofa with a patterned cover and a wooden coffee table. A flat-screen television is positioned on an entertainment unit. A sliding glass door leads to an outdoor space, while stairs ascend to the upper level.
Villa in Chincoteague
4.67 out of 5 average rating, 18 reviews

Crush Villa

The exterior of a spacious home is surrounded by greenery, featuring large windows that invite natural light. A gravel driveway leads to the entrance, which is accented with steps and a circular front window.
Villa in Ocean Pines
4.43 out of 5 average rating, 72 reviews

Luxe Homey Get-Away Beach Cove

Villa in Lewes
New place to stay

Serenity By The Beach!

Guest favorite
A spacious entryway is highlighted by a decorative chandelier above a patterned area rug. Dark wooden doors and large windows frame the entrance, offering natural light. Slate and hardwood flooring create a blend of textures, while wooden chairs are positioned against the wall.
Villa in Claremont
4.92 out of 5 average rating, 52 reviews

River Retreat with Eagle's Eye View

A serene pond is framed by lush greenery and features a gentle slope leading to the water's edge. Reflections of surrounding trees are visible on the calm surface. The landscape is open, revealing a spacious field beyond the pond.
Villa in Queenstown

Nature Retreat

Superhost
A compact bathroom is presented with neutral-colored walls and a tiled floor. A round mirror is mounted above a small pedestal sink, and a toilet is positioned against the wall. A shelf is located above the sink, providing additional storage.
Villa in Chincoteague
4.62 out of 5 average rating, 13 reviews

Surfers Villa

Superhost
The image captures a waterfront view of the condo complex, showcasing a series of boats docked at wooden piers. Calm water reflects the blue sky, while landscaped areas with low-growing plants line the docks. The colorful buildings of the complex are visible in the background.
Villa in Chincoteague
4.85 out of 5 average rating, 20 reviews

Sunset Bay 105-Waterfront w/ Boat Slip, Pool & Gym

Luxury villa rentals

A spacious living area is furnished with a comfortable dark sofa and a light green armchair. A wooden coffee table centers the room, complemented by a TV on a stand. The room features a fireplace and leads to an open kitchen area visible in the background.
Villa in Williamsburg
4.94 out of 5 average rating, 34 reviews

Kingsmill Resort! Williamsburg, Va! 3Bed 3Bath

Guest favorite
A modern kitchen is featured, equipped with high-end appliances including a double oven and gas cooktop. A 15-foot white quartz island provides seating, complemented by sleek white barstools. Large windows allow natural light to brighten the space, creating a welcoming atmosphere.
Villa in Frankford
4.83 out of 5 average rating, 6 reviews

Summer Breeze - NEW 4BR Villa near Bethany Beach

A spacious deck overlooks the water, featuring potted plants and an umbrella for shade. The marina is visible in the background, showcasing boats docked along the waterfront against a clear blue sky.
Villa in Hampton

Luxe 5-Star Waterfront Retreat - Water-Beach Views

Guest favorite
The exterior of the home displays a charming two-story design with a mix of dark and light siding. Large windows allow natural light to enter, while the inviting entrance features a well-maintained front yard with a young tree and a driveway leading to a one-car garage.
Villa in Ocean View
5 out of 5 average rating, 7 reviews

Spacious Retreat Near the Beach.

A bright living area features a wall-mounted television above a white fireplace. Two cozy chairs are positioned beside a pastel-colored sofa. Natural light enters through large windows, while a sliding glass door provides access to a screened-in porch with additional seating.
Villa in Cape Charles

BRAND NEW immaculate villa

The exterior of the twinhouse displays a blend of blue and white siding, featuring a porch with seating and a vibrant front door. A well-maintained garden borders the front, contributing to the welcoming appearance of the home.
Villa in Selbyville
4.54 out of 5 average rating, 13 reviews

Bayside * 5BR Luxury Home

Top guest favorite
A bright living area is presented, featuring two white sofas and a dark wood coffee table at the center. Large windows allow natural light, showcasing views of the pond outside. A patterned rug complements the space, adding a playful element to the decor.
Villa in Selbyville
5 out of 5 average rating, 8 reviews

Fenwick Island-GOLF CART-Bayfront pool and beach!

Guest favorite
A private inground pool is surrounded by a wooden fence, creating an enclosed space. The pool features a concrete deck with steps leading in, and several trees provide a natural shading. The area is well-maintained, highlighting a tranquil setting within the backyard.
Villa in Norfolk
4.91 out of 5 average rating, 43 reviews

4 Bedroom house with POOL, 5 mins. walk to BEACH!

Villa rentals with a pool

Guest favorite
A serene lap pool is surrounded by lush greenery and colorful flower pots. Comfortable seating areas are positioned nearby, allowing for a peaceful outdoor retreat. Large windows reflect natural light, creating a bright atmosphere throughout the space.
Private room in Washington
4.93 out of 5 average rating, 798 reviews

Capitol Hill elegant, charming room

Guest favorite
Villa in Millville
4.88 out of 5 average rating, 51 reviews

Spacious Villa 3 miles to Bethany Beach Water Acc

Guest favorite
A spacious lobby features a grand staircase with a wooden railing, illuminated by a stunning chandelier. Comfortable seating is provided by two chairs and a round table, while floral arrangements add a touch of elegance to the inviting atmosphere.
Villa in Williamsburg
4.8 out of 5 average rating, 15 reviews

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Top guest favorite
The living area features a dark blue sofa adorned with plaid and nautical-themed cushions. A matching upholstered chair is present, along with a decorative ottoman. Wall art depicting coastal scenes is mounted above, flanked by oars. Two lamps provide ambient lighting beside the sofa.
Villa in Bethany Beach
4.89 out of 5 average rating, 36 reviews

Sea Colony West-Summer Breeze, villa 2bdrm/2bth(8)

A balcony view is presented, overlooking the surrounding landscaped grounds and several white multi-unit buildings. Clear blue skies and wispy clouds can be seen above, while distant views of water and greenery add to the serene atmosphere.
Villa in Clarksville

Condo w/ water views and amazing amenities!

A spacious outdoor pool area is shown, surrounded by lounge chairs and shaded areas. Tall trees provide greenery in the background. A lifeguard chair is positioned next to the pool, with swim lanes visible, inviting guests for leisure and relaxation.
Villa in Bethany Beach

3BR Sea Colony Stay | Full Access to Resort Perks

Villa in Ocean Pines
5 out of 5 average rating, 4 reviews

Lakeview/Golf course front home - 4 Bed/3 baths

Top guest favorite
The exterior of the villa is shown, featuring a modern design with a combination of stone and painted siding. The first-floor unit is highlighted, showcasing a private entrance and a small patio area. Large windows offer a view of the well-kept landscaping.
Villa in Ocean View
5 out of 5 average rating, 9 reviews

Cozy, Brand New Villa - Bethany Beach, DE

Destinations to explore