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
4.67 out of 5 average rating, 15 reviews

Crush Villa

ShayRating, 5 stars1 month 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.
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 stars9 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 stars9 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
A picturesque villa is set beside a tranquil pond, with vibrant red roses in the foreground. Lush greenery frames the property, while a grand entrance features classical columns. Soft clouds drift in a blue sky, enhancing the serene atmosphere of the surroundings.
Villa in Williamsburg
4.75 out of 5 average rating, 12 reviews

Quiet Villa with Bowling Alley, Pools, +Mini Golf

SamanthaRating, 5 stars4 months ago
Great stay! Spacious, clean, functional. Kids loved the pool and bowling.
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.
Superhost
A functional kitchen is displayed, featuring a white refrigerator, microwave, and coffee maker. Dark wood cabinetry lines the walls, complemented by a light-colored countertop. A door leads outside, allowing natural light to illuminate the space, while a window invites fresh air.
Villa in Chincoteague
4.5 out of 5 average rating, 8 reviews

Coral Villa

ArthurRating, 5 stars8 months ago
We had a great time ! The location was excellent, however a bathroom door needs fixing, but we got a good price for location!!! Thanks
Superhost
A spacious living area features a sleeper sofa adorned with soft pillows, positioned near a dining table and a fully equipped kitchen in the background. Natural light streams in through a window, illuminating the cool tile flooring and the inviting staircase.
Villa in Chincoteague
4.95 out of 5 average rating, 21 reviews

Flamingo Villa

CelenaRating, 5 stars9 months ago
The managers were best that I have ever experienced, and I will only go back because the managers were amazing.

Luxury villa rentals

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.
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 stars9 months ago
This was an amazing place to stay!
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 stars46 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!!!
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, 37 reviews

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

LaToyaRating, 5 stars6 months ago
We had an absolutely wonderful stay at Roshana's place! From the moment we arrived, Roshana made us feel incredibly welcome. The accommodation was exactly as described, if not better. The space was spotless, well-decorated, and equipped with everything we needed for a comfortable stay. Roshana went above and beyond to ensure we had a great experience. The location was perfect, close to all the attractions and restaurants, yet in a quiet and peaceful neighborhood. Communication with Roshana was seamless. She was always quick to respond and very helpful with any questions I had. I truly appreciated her hospitality and attention to detail. I highly recommend staying at Roshana's place if you're visiting Norfolk. I would definitely stay here again on my next trip!
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
New place to stay

Sojourn The Lighthouse Beach Front Resort Villa

TaraRating, 5 stars1 month 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.
Guest favorite
A tranquil beach scene captures the riverfront at sunset, with soft, sandy shores leading to calm waters. Wooden docks extend into the water, silhouetted by the setting sun. Gentle waves reflect light, offering a serene atmosphere for relaxation.
Villa in Hague
4.98 out of 5 average rating, 53 reviews

Sea Glass Paradise

KellynRating, 5 stars3 weeks ago
The house is great! The WiFi works well for the occasional work meeting or for streaming shows. The outdoor space was just what we were looking for. Also, Frank was super responsive if we had a question. Thank you so much for hosting us!
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
4.82 out of 5 average rating, 140 reviews

Waterfront Retreat & Guest House

MelissaRating, 5 stars1 month ago
This was our second time staying at Kyle’s place and we loved it again! Great communication, beautiful property and perfect for our large group. Definitely will stay again!

Villa rentals with a pool

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 stars6 months ago
loved the place....went to work nasa ...quite...neat...perfect...clean.....didn't have any problems...
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!
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 stars10 months ago
Absolutely awesome place very close and convenient to all activities- bigger than I expected and 💯 delighted- I could not have been more pleased - very grateful!!
Guest favorite
An indoor pool is depicted with calm water reflecting the surroundings. The pool area includes light-colored walls and windows that allow natural light to enter. A ladder is visible for easy access to the water.
Villa in Chincoteague
4.76 out of 5 average rating, 17 reviews

Palm Villa

KatieRating, 5 stars10 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 🙂
Villa in Sussex County
4.93 out of 5 average rating, 15 reviews

Luxury Bishop's Landing Villa Near Bethany Beach

JimRating, 5 stars33 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
4.5 out of 5 average rating, 6 reviews

3BR dog-friendly resort community stay, water view

TrindaRating, 5 stars17 months ago
Beautiful condo and community. Went for an off-season getaway and was very happy they are dog friendly. The condo was clean and spacious. There were LOTS of steps to the second floor. Not a problem for us, just something to be aware of. We did not use any of the resort amenities but the community was quiet and a great place to walk the dog. Since it was a winter getaway, was hoping to cozy up by the fire however there was a tag on the mantel saying the gas was off due to a valve leak. It was dated 2021, so I guess they aren’t concerned with getting it fixed. I would stay here again.
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 stars9 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.

Destinations to explore