Villa holiday rentals in Eastern Shore of Virginia

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Top-rated villa rentals in Eastern Shore of Virginia

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Villa in Millville

5 Mi to Bethany Beach | Pools, Shuttle + Fire Pit

Book your Millville by the Sea getaway just about 5 miles from Bethany Beach, with pools, seasonal beach shuttle access, a BBQ grill, and a fire pit for relaxed coastal nights. This family-friendly Delaware beach rental gives you the best of both worlds: easy access to Bethany Beach, boardwalk dining, golf, and resort-style community amenities without staying in the busiest beach blocks. After a day in the sun, unwind with dinner on the grill, time by the fire pit, and room to settle in for a true beach-week escape. A 7-night minimum stay is required, with Saturday check-ins preferred. Other Things to Note: • Millville by the Sea Resort Fee: $175 per stay (required for community access); collected at the time of reservation • HOA registration paperwork must be completed at least 12 days prior to arrival to access community amenities • Community amenities are HOA-managed and hours/availability may vary • Parking accommodates up to 4 vehicles (2 garage + 2 driveway) • Linens and bath towels are provided; please bring your own beach towels

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
4.95 out of 5 average rating, 37 reviews

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.

Villa in Norfolk
4.9 out of 5 average rating, 50 reviews

Spacious 4 bedrms, pool, close proximity to beach

Gorgeous 4 bedroom 2.5 bath home with inground pool (2018 liner!) on a large lot!. Minutes from beach, bases, and interstate. This home offers bright, natural light throughout, hardwood floors, granite countertops, stainless steel appliances, updated lighting, and storage galore. The master bedroom features a beautiful en suite complete with a tub separate shower and double sinks. The owner had a concrete surround installed at the pool for better enjoyment of this private backyard oasis.

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A tiki-style gazebo with a thatched roof is positioned near the waterfront, overlooking calm waters as the sun sets in the background. Soft, warm colors fill the sky, reflecting on the water's surface, while wooden posts line the shore.
Villa in Chincoteague
4.58 out of 5 average rating, 43 reviews

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!

Top guest favourite
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
4.89 out of 5 average rating, 114 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.

Top guest favourite
Villa in Ocean City
4.99 out of 5 average rating, 94 reviews

Walk to the Beach! PingPong-Fenced Yard-N64-Bikes!

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Record player - Pet ramp Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Guest favourite
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
4.89 out of 5 average rating, 57 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.

Guest favourite
A serene view of a private beach meets the calm waters of the bay under a clear blue sky. Gentle waves lap at the sandy shore, with a wooden dock extending into the water. Soft grasses frame the beach area, contributing to the tranquil atmosphere.
Villa in Montross
4.85 out of 5 average rating, 123 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

Top guest favourite
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, 10 reviews

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.

Top guest favourite
Villa in Caret
5 out of 5 average rating, 13 reviews

Romantic 1BR Escape|Cozy, Elevated, Unforgettable

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 Oak Suite is a studio apartment that features an ensuite bath, a kitchenette with cooktop, and a cozy gathering space both indoors and out.

Guest favourite
The living area features a brown sofa with light cushions, a dark coffee table, and a textured rug. A sliding glass door leads to an outdoor space, while a staircase ascends in the background. An air conditioning unit and a small dining table are also visible.
Villa in Chincoteague
4.78 out of 5 average rating, 18 reviews

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

Superhost
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
4.77 out of 5 average rating, 53 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 “

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