Villa holiday rentals in Eastern Shore of Virginia

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!

Family · Location · Biking

Kingsmill Resort! Williamsburg, Va! 3Bed 3Bath

Luxurious 3-bedroom condo in Kingsmill Resort with 3 full baths, fully equipped kitchen, and announcing our BRAND NEW FULL-SIZE WASHER 7 DRYER!! We believe these are the only full-size washer/dryers in all of the Kingsmill Resort Condominiums! And our guests are absolutely loving these !! The condo sleeps 8! Right next door to Busch Gardens, minutes from Water Country and Colonial Williamsburg, Jamestown, and Yorktown. Picturesque, gated golf course community; playgrounds, tennis courts, etc.

Family · Location · Sleep quality

3 Mi to Boardwalk: Bethany Beach House w/ Patio!

Ready for some fun in the sun? Head to this light and airy vacation home near Delaware’s beautiful beaches! Located just a few miles drive from Bethany’s bustling boardwalk and beach, this 3-bed, 2.5-bath home is a great place to visit when you’re in the mood for a seaside getaway. Spend your days beach hopping—hit Bethany in the morning, then drive north to Dewey and Rehoboth, or South to Fenwick Island and Ocean City. Sun, surf, and soothing breezes await at this Millville vacation home.

Location · Family · Accuracy

Beautiful 2BR Snug Harbor Waterfront villa!

It is a beautiful WATERFRONT, newly renovated villa overlooking the Assateague lighthouse, the National Park, the Wildlife Refuge and the spot where the wild ponies hang out! There is a marina right on the premises with motor boat, kayak and SUP rentals as well as organized guided kayak tour, nature boat tours and sunset cruises. The villa has fully stocked kitchen with full size fridge, stove, oven, coffee maker, toaster, pots, pans, utensils etc. Bring the family and enjoy our island!

Value · Location · Walkability

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.

Family · Location · Nearby

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.

Value · Family · Beach

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

Family · Value · Amenities

Cozy, New Villa - Bethany Beach, DE

Cozy, family-friendly Villa located less than 1.5 miles from Bethany Beach. Welcome to the perfect vacation retreat in Ocean View, Delaware! This new villa (built in 2024) offers everything you need for an unforgettable getaway. Located on the first floor with pond views, 3-bedroom, 2-bathroom villa; 1300 square feet of luxurious living space. Enjoy access to the Beach Club community and all of the amenities. Located 1.5-mile from Bethany Beach and 3 great golf courses.

Location · Family · Pool

Palm Villa

The Palm 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

Location · Family · Biking

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 “

Family · Location · Backyard

Couple Retreat|Hot tub, Patio Fireplace, Trails

Fern and Forest is a boutique woodland retreat in Caret, Virginia, just minutes from the charming waterfront town of Tappahannock. Nestled along the iconic Coastal Highway, this restored 1960s motel has been reimagined as a luxurious three-suite hideaway. Inspired by the surrounding coastal woodlands and Tidewater heritage, the Foxtail Suite features three bedrooms with ensuite baths, a full kitchen, and inviting gathering spaces both indoors and out.

Family · Location · Check-in

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.

Family · Value · Indoor spaces