Villa vacation rentals in Eastern Shore of Virginia

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Popular amenities for Eastern Shore of Virginia villa rentals

Private villa rentals

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
4.63 out of 5 average rating, 16 reviews

Crush Villa

ShayRating, 5 stars2 months ago
Overall we loved our stay at the Reef. The location was amazing and offered plenty of local food and shops to walk to. Vivian and Christian were so helpful and attentive. The villas were advertised as sleeps 6 but unfortunately our sofa was not a sleeper. They did offer an air mattress which was perfect for our needs and they are working on renovating and updating so I don’t hold it against them. We will definitely stay at the Reef again.
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
4.63 out of 5 average rating, 8 reviews

Sol Villa

ArmandoRating, 5 stars7 months ago
loved the place....went to work nasa ...quite...neat...perfect...clean.....didn't have any problems...
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
4.44 out of 5 average rating, 68 reviews

Luxe Homey Get-Away Beach Cove

GaryRating, 5 stars10 months ago
it was nice to be kind of like in the woods, but only minutes from THE BEACH 🤩⛱️
Guest favorite
The rear view of the Italianate home showcases a spacious, multi-level structure with a tile roof and wrap-around porch. Green lawns and trees frame the property, providing a serene backdrop. Large windows and multiple seating areas invite outdoor relaxation.
Villa in Claremont
4.92 out of 5 average rating, 50 reviews

River Retreat with Eagle's Eye View

LoriRating, 5 stars5 months ago
We had a wonderful stay celebrating family birthdays! The house was spacious and had plenty of bathrooms. It was decorated beautifully for the holidays. We especially enjoyed the porches overlooking the spectacular views!
Superhost
An inviting living space is presented, showcasing a spacious bed with crisp white linens. A wooden dining table is visible nearby, accompanied by chairs. Stairs lead to the upper level, while a doorway hints at the kitchen beyond. Natural light illuminates the room.
Villa in Chincoteague
4.5 out of 5 average rating, 12 reviews

Lighthouse Villa

RichardRating, 5 stars10 months ago
they nicely brought us extra towels, gave us complimentary tickets to the Maui Jack's water park and that was a very great part of our trip!!! the location was also amazing - because everything you can ever want is pretty much within walking distance. the grills outback came in very handy and the children spent plenty of time in the pool as well. one thing I'd wished for a little was a washer/dryer. I knew there wasn't one and I didn't ask more about it but had we stayed any longer I'd have needed one. thank you for making our stay amazing!
Guest favorite
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
4.94 out of 5 average rating, 18 reviews

Sunset Bay 105-Waterfront POOL & BOAT SlIP

LaurenRating, 5 stars10 months ago
Sherry’s condo was above and beyond what I expected. I use Airbnb exclusively for trips and this had to be one of the nicest places I’ve stayed. Beautiful views, watched dolphins while drinking coffee. It was perfect! We will book again.
Top guest favorite
A cheerful living space features light blue walls and a starfish-patterned rug. A navy blue couch is complemented by patterned curtains and decorative poufs. Two windows provide natural light, and a lamp stands on a side table. A wall sign conveys a family-oriented theme.
Villa in Millville
5 out of 5 average rating, 10 reviews

Firepit/Beach Shuttle/Pools/Office/Smart TVs

JhoannaRating, 5 stars10 months ago
Our family enjoyed our vacation and stay in Judie’s home. She was a very responsive host throughout our stay. The home had everything we needed and more- which made things very convenient for us. The kitchen was well equipped, the rooms were all comfy and cozy and very clean. Bathrooms had all toiletries including makeup remover! We literally did not need to pack any towels from home because Judie had everything! We traveled with two kids ages 3 and 4 so the fact that she had beach toys and chairs for them and a wagon in the garage for us to use was very convenient. It was overall less things I had to worry about packing. We love the Bishop’s Landing community pools; the one pool is within a short walking distance from Judie’s home. The location to stores and restaurants are easy and quick as well. This is our second year staying in Bishop’s Landing and we hope to be back again. Judie’s home would be at the top of our list.
Guest favorite
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
4.76 out of 5 average rating, 17 reviews

Palm Villa

KatieRating, 5 stars11 months ago
right in the middle of local shops, water park, and beach! this place was very clean and host was responsive and accommodating. can't beat the free water park tickets for the entire duration of our stay. water park was perfect for people with children 🙂

Luxury villa rentals

A modern twinhouse is showcased with a blue exterior and white trim. Balconies and multiple gabled roofs enhance its architectural interest. A paved driveway leads to the entrance, while well-maintained landscaping features shrubs and ornamental grasses.
Villa in Selbyville
4.67 out of 5 average rating, 3 reviews

Bayside * 5BR Luxury Home

ElizabethRating, 5 stars25 months ago
The rental house was just perfect for the reunion with our daughter's Uncles and Aunts who came for her wedding! Lots of room to gather, and to separate when needed. It's was clean when we arrived and, as Girl Scouts, hope it was even better when we left (if that was possible). We did take pictures of the smudges on the wall when we arrived on Friday. Other challenges were one of the shower heads upstairs and accessing the wifi (it could have been our service). But Tracey was right on any of the others. And YES! - we would consider the location again for a future gathering!
A white metal sign is displayed against a soft blue wooden wall, featuring the words 'THE ZEN COASTAL' and an elegant heron standing amidst reeds. The design captures a tranquil coastal aesthetic.
Villa in Lewes

***NEW IN 2022***: ZEN Coastal in Lewes Beach!

DennisRating, 5 stars24 months ago
We booked this house for our 50th wedding anniversary to celebrate with our two daughters, their husbands, and our 5 grandchildren. The house was perfect for our needs. As she described, it was 5 houses to the beach, and there were sufficient beach equipment that came with the house. We were all impressed with how well appointed the house was, particularly in the kitchen. While we enjoyed gathering in the common areas, there were several areas (glassed porches and balconies) where one could retreat for private time. We also enjoyed having crabs on the table on the ground level below the house. On the few occasions that I texted Anka she very promptly responded. We would definitely stay here again, but would more than likely arrange beforehand to have access to the elevator for ease of moving luggage to the bedrooms on the first and second floors and groceries to the second floor kitchen. Thank you Anka for sharing your lovely home with us.
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

NicholRating, 5 stars34 months ago
This AirBnB was amazing! The line of communication from the day that I booked to the day we left was so comforting. I had messages on the day of arrival, checking on us and then received a welcome message as soon as we arrived. We walked in to a perfectly clean and beautifully decorated home, that even offered snacks, drinks, and many supplies that made our stay so easy. G-I even gave us a recommendation for pizza delivery. The furniture and decor was inviting and so comfortable. The view from both the upper and lower decks was relaxing and the patio furniture offered a wide variety of options. Hampton is a smaller and quiet town and was very easy to navigate. We spent time at the beach, which was not busy and the parking was close and free. We also drive to Norfolk and Virginia Beach. The drive was not bad and we seemed to be centrally located to allow easy access to the major roads. All in all, this rental made our stay easy and enjoyable. I am going to be back in this area in April and if I need the space and comfort that this rental offered, I will definitely be rebooking.
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

TracyRating, 5 stars3 weeks ago
Great spot in the heart of the bay creek golfing community. Beautiful golf and water views. Loved it start to finish.
Guest favorite
The exterior of a spacious house is captured at twilight, showcasing a welcoming porch with steps leading to the entrance. Solar panels are visible on the roof, and a large driveway accommodates multiple vehicles. Lush greenery surrounds the property, enhancing the serene setting.
Villa in Bel Alton
5 out of 5 average rating, 8 reviews

Leo Farm Villa - Beautiful Country Retreat

TaneishaRating, 5 stars10 months ago
This was an amazing place to stay!
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, 4 reviews

Fenwick Island-GOLF CART-Bayfront pool and beach!

VeronicaRating, 5 stars11 months ago
This is our second time staying here and we loved everything about it! It’s so peaceful sitting out back on the porch overlooking the pond and it’s also wonderful sitting out by the pool that overlooks the bay. The small beach by the pool is the perfect place for families with little ones who don’t want to haul a bunch of stuff to the real beach. My 6 yr old daughter absolutely loves coming here and has already asked to come back this summer for a third trip. The house is beautifully decorated and has plenty of space for two families. It’s close to some great restaurants and having the golf cart is also a fun bonus to get everyone down to the pool/beach. Thank you Molly for another awesome stay!!
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
4.97 out of 5 average rating, 39 reviews

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

VanessaRating, 5 stars3 weeks ago
Great, spacious place. Home was very clean. Comfortably fit our family of 7. The pool was clean and plenty of spaces to sit outside. Would definitely stay again. Very close to the beach and various stores and restaurants.
The multi-level property features a bright exterior and spacious balconies with hanging chairs. Guests can be seen enjoying the outdoor space, while a child plays in the foreground on a grassy area leading to the entrance.
Villa in Norfolk
3 out of 5 average rating, 3 reviews

Sojourn The Lighthouse Beach Front Resort Villa

TaraRating, 5 stars2 months ago
We left another rental abruptly due to the area and the cleanliness and checked into this one on a whim. They were responsive and helpful. The house was clean. Good location. Outdoor shower didn’t work and there’s a motel next door but other than that things were pretty perfect. Two kitchens. Four floors. Great views. Kids loved it as did we.

Villa rentals with a pool

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

Spacious Villa 3 miles to Bethany Beach Water Acc

JenniferRating, 5 stars10 months ago
We stayed here for our annual trip to Bethany Beach. It was just far enough to get out of the crowd of tourists and close enough to ride bikes to the beach with our children 9yrs-13yrs. The villa was spacious and comfortable. Any concerns we could have had, April was there to assist and in a timely manner. We would def recommend this house to anyone especially with children. The house accommodated to everyone’s needs . Thank you guys for your hospitality!
Guest favorite
A clear outdoor pool is surrounded by a spacious deck featuring lounge chairs and potted plants. The two-story building in the background has a balcony that overlooks the pool area, enhanced by a row of windows and gabled roofs.
Villa in Williamsburg
4.75 out of 5 average rating, 12 reviews

Quiet Villa with Bowling Alley, Pools, +Mini Golf

SamanthaRating, 5 stars5 months ago
Great stay! Spacious, clean, functional. Kids loved the pool and bowling.
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
4.88 out of 5 average rating, 34 reviews

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

AnntoinetteRating, 5 stars11 months ago
Absolutely awesome place very close and convenient to all activities- bigger than I expected and đź’Ż delighted- I could not have been more pleased - very grateful!!
The open-concept kitchen and living area feature modern appliances, white cabinetry, and a large granite island with seating. Natural light floods the space through multiple windows, enhancing the airy feel. A comfortable seating arrangement is visible in the living area, promoting a warm gathering atmosphere.
Villa in Selbyville

Plush Villa in Bayside Resort Golf Club

MegRating, 5 stars47 months ago
5 STARS!!! This house is clean, spacious and so comfortable! Mark thought of everything that you could ever possibly need in the kitchen, bathrooms and bedrooms. My family of 4 adults had more than enough room, and the porch was wonderful! It was a great house to come home to at the end of the day! The gym, golf course, and pools in the complex were all beautiful and there was something to do every day! The community is gorgeous and we walked around the neighborhood several times! Close to the beach, restaurants and stores! The house is very large! The pictures do not do it justice! Thank you so much Mark for a wonderful house for our vacation! We didn't want to leave!!!
Villa in Sussex County
4.93 out of 5 average rating, 15 reviews

Luxury Bishop's Landing Villa Near Bethany Beach

JimRating, 5 stars34 months ago
Great townhouse, lots of space, good location near the pool. Amenities were good and as advertised - BBQ, full nice kitchen, living room, dining room area, three large bedrooms. Scott was always quick to respond and check-in/check-out was easy. Thanks again!
A light-filled living room is seen, featuring a gas fireplace and a large TV mounted above a stylish mantel. Ample seating includes a patterned armchair and a plush sofa. Open shelves display books and decorative items, while a coffee table centers the space, complemented by a cozy throw.
Villa in Ocean View
4.57 out of 5 average rating, 7 reviews

3BR dog-friendly resort community stay, water view

CiaraRating, 5 stars5 days ago
The perfect location for our family! Plenty of space, clean, and easy to access the beach.
A spacious living area features a light-colored sofa and armchair, with a glass coffee table at the center. A large dining table is arranged near the kitchen, and a flat-screen television is mounted on the blue wall above an electric fireplace, providing a cozy ambiance.
Villa in Sussex County
5 out of 5 average rating, 3 reviews

NEW -Blissful Bethany Vibes-pool, 2 miles to beach

JosephRating, 5 stars10 months ago
Mark’s home was absolutely amazing! Super clean! So spacious. Beautifully decorated. It was just as described. There are so many restaurant and recreational options nearby. The pool was so much fun. Parking was great, right out front with overflow parking. The arcade set up was so fun for my son. Huge TVs in every room. So amazingly clean and the beds were so comfortable! Neighborhood was private, quiet and safe. Will definitely stay again.
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

Spacious Retreat Near the Beach.

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