Villa vacation rentals in Eastern Shore of Virginia

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Top-rated villa rentals in Eastern Shore of Virginia

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Superhost

A spacious living area features a high ceiling with multiple windows allowing natural light. Comfortable seating includes a blue sofa and an armchair, while a decorative coffee table sits at the center. A fireplace and green plants enhance the serene environment.

Villa in Williamsburg

4.61 out of 5 average rating, 18 reviews

Cheerful 2 Bedrooms 2 Baths @ Kings Creek Resort

Relax in 2 bedroom unit the whole family at this stylish & peaceful family oriented resort. With so much to do on the property and Lots of attractions just few minutes away. Water Country just next door. Bush gardens, colonial Williamsburg, only few minutes away. Close to shopping, restaurants and beaches. You can’t regret staying at this beautiful resort with your family and friends. You will always want to come back and spend some quality time enjoying with the whole family & friends. Book it

Guest favorite

A sandy pathway leads from a wooden boardwalk through grassy dunes towards the beach. The open sky is filled with fluffy white clouds, and the calm water of the bay is visible in the distance.

Villa in Norfolk

4.96 out of 5 average rating, 28 reviews

LOVE n the Air! 5StarBeachVilla+CoffeeBar+W/D+WiFi

See YouTube: Zoe Bay Properties 5 Star Beach Villa video tour. VA is for lovers and you'll love our family-friendly spacious beach villa at tip of Willoughby Spit, Willoughby Bay on 1 side of the Spit, Chesapeake Bay the other. Only 3-minute walk to beach. No direct beach views, just marina. Fully stocked kitchen, coffee/ tea bar, gameroom, corn hole and the essentials! 4 BR 2 full BA w/tubs, 65" Smart TV w/ROKU, fast WIFI w/elite streaming. Beach cart/chairs/umbrella. Fire pit, outdoor seating.

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!

Our safe, family friendly neighborhood is located on the Assawomen Bay, in the west Fenwick Island area. We are a waterfront community, GOLF CART, bikes, large pool, clubhouse, gym, beach, dock overlooking the bay with beautiful views. House offers all high end amenities. Take advantage of all that bay-life living has to offer here. In addition, we are a quick 2 mile drive to all ocean beaches along the famous Route 54. All of the very best restaurants that the beach has to offer are right here!

Two adirondack chairs are positioned on a balcony, facing a golf course with lush green grass and a serene lake. A small table holds two cocktails, complemented by the backdrop of trees and a clear sky.

Villa in Ocean Pines

5 out of 5 average rating, 4 reviews

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

Golfer's paradise on River Run golf course in Berlin, MD! 8 miles to Ocean City! Located overlooking a lake on the 4th hole in the River Run Golf Community. This well decorated duplex is in an ideal location. The beaches, amusements, restaurants, casino, movies, and shopping outlets are all within 15 minutes. You can enjoy the pool, tennis & golf on site in the River Run community. This duplex has 4 BDRM's & 3 full baths. The maximum occupancy allowed for this rental is eight people. NO PETS.

Superhost

Waterfront views are presented, featuring a marina with multiple docks extending into the water. Colorful buildings line the shore, reflecting a blend of styles. Natural landscaping with shrubs enhances the scene, while clear skies and sunlight create a bright atmosphere.

Villa in Chincoteague

4.82 out of 5 average rating, 17 reviews

Sunset Bay Villa 315-Downtown, Pool, Gym, Sunsets!

Located just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge. Sunset Bay Villa #315 is walking distance to Historic Downtown Chincoteague, Restaurants, Shopping & Carnival Grounds. Open concept, kitchen, living room & dining room. Enjoy sunset views from the deck off the Living Room & Primary King bedroom. King bedroom features jetted tub & separate shower & double sink. Queen bedroom & pyramid bunk bedroom share hall bath. Great fitness room next to pool area!

Guest favorite

A spacious living area features light wooden flooring, a comfortable white sofa, and a coffee table. Natural light floods through the windows, illuminating the adjacent kitchen area, which includes modern appliances and a dining space. A ceiling fan and wall-mounted TV enhance the inviting atmosphere.

Villa in Virginia Beach

4.88 out of 5 average rating, 100 reviews

Beach House Just Blocks From Oceanfront Boardwalk.

This 3 story town-home (similar to a Duplex House) is the perfect getaway to enjoy a day at the beach! Only 5 minutes walk to the Oceanfront Boardwalk, you can enjoy an evening walk or have dinner at one of hundreds of restaurants in the area. First master bedroom and 2 other rooms are at second floor. Second master bedroom is third floor. Also we provide key less entry for all door inside, outside the house. Beach chair, grill, etc.... also available for you during the time you stay.

Guest favorite

A charming lakefront home is situated on a well-maintained lawn, featuring a mix of shrubs and trees. The exterior showcases a combination of brick and siding with gabled roofs and an arched window. The driveway leads to a two-car garage.

Villa in Virginia Beach

4.84 out of 5 average rating, 37 reviews

Executive Lakefront Oasis - Center of Va. Beach

Lakefront home with huge deck over the water. This amazing 4 bedroom 3 bath home just got updated. Minutes from the beach, make this location ideal. Beautiful screened in porch for enjoying the lake views. At night, the landscape lighting in the front and back gives an elegant touch. Close enough to enjoy the beach and you'll appreciate the quite relaxing lake when it's time to wind down and make memories with the family. There's a large park directly across the street for the kids.

Superhost

An aerial view showcases a spacious recreational area featuring two red tennis courts in the foreground. A large blue swimming pool and community building are visible in the background, surrounded by green lawns and mature trees, offering ample space for various outdoor activities.

Villa in Montross

4.84 out of 5 average rating, 109 reviews

Beach Retreat

Relax with the whole family at the Beach Retreat! Enjoy the beautiful Sunrise and Sunsets in the Hot tub overlooking your own private beach! There is plenty to do in the Northern Neck of Virginia! We have Wineries, a Brewery, historical sites, boating, swimming, fires on the beach, bike rides, kayaking, plenty of Summer and Fall Festivals and so many great places to eat on and off the river! The Northern Neck of VA is a hidden gem! Just a 90 minute drive from the DC area

Superhost

A fully equipped kitchen is presented with white cabinetry and a clean countertop. A stainless steel sink is flanked by a coffee maker and toaster. An electric stove with a white finish features four burners, providing essential cooking space for guests.

Villa in Chincoteague

4.7 out of 5 average rating, 10 reviews

Sand Dollar Villa

The Sand Dollar Villa @ The Reef Features two bedrooms upstairs and 1/2 bath. Each bedroom has a Queen Bed Downstairs has a fully equipped kitchen, bathroom with a shower and a sleeper sofa in the living room The Reef Vacation Villas has an indoor pool, bikes, stand up paddle boards, corn hole, and Two passes to MAUI JACKS WATERPARK just a short walk away Stay with us and beat the traffic to the beach since we are located just over a half mile from the beach

A charming house is set within a lush green landscape, framed by well-maintained gardens featuring various plants and trees. The exterior showcases a blend of siding and screen-enclosed areas, with a spacious lawn inviting outdoor activities.

Villa in Gloucester County

4.76 out of 5 average rating, 41 reviews

Stay, Play, Relax, and Explore …

Plan your visit to the Historical Triangle , 15 minutes from the Revolutionary war museum in Yorktown, with battlefields and victory center nearby Just down the road from Bush Gardens Williamsburg about 20 min York river ,Yorktown or beach front dining all easily accessible . Marina, boat ramp , restaurant directly across the street from the property . That is just some of what we have here and just up the road from here at “Stay Play Relax and Explore “

Guest favorite

An outdoor dining area is shown, featuring a light blue picnic table surrounded by four matching chairs. A patio umbrella stands upright in the center, offering shade. A tall tree is visible in the background along with a white fence that encloses the space.

Villa in Ocean City

4.93 out of 5 average rating, 40 reviews

Cheery & Cozy Beach Villa - Walk to Beach

This Villa Offers All The Items You Want For A Perfect Vacation! Beautiful Spacious 3 BR 2 Bath With Sleep Sofa To Sleep Up To 8 Comfortably. Master BR Has A King Bed With A Private Bath. BR 2 has A Queen Bed and BR 3 Has Twin Bunk Bed. Both Have Windows Facing The Coastal Hwy. The Second Full Bathroom Is In The Hallway. Located At 90th St It Is Convenient To A Supermarket And Within Walking Distance To Popular Restaurants.

Superhost

A private retreat is visible with two houses positioned along a sandy beach. A wooden pier extends toward the water. Lush green trees frame the property, providing a serene atmosphere. The main house features a spacious facade, while the guest house presents a charming design, both overlooking the waterfront.

Villa in Princess Anne

4.78 out of 5 average rating, 151 reviews

Waterfront Retreat & Guest House

Enjoy a relaxing private retreat with an amazing view of the water. Come to stay at the house the whole time enjoying sunsets, kayaking, building sand castles, playing in the water, and making great meals or venture to many nearby towns with great restaurants, hikes, golfing, breweries, bike paths, and more. Enjoy your own private 100 ft pier and sandy beach. **great wifi in main house and guesthouse