Villa holiday rentals in Eastern Shore of Virginia

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Popular amenities for villa rentals in Eastern Shore of Virginia

Private villa rentals

Villa in Ocean Pines
4.44 out of 5 average rating, 68 reviews

Luxe Homey Get-Away Beach Cove

GaryRating, 5 stars8 months ago
it was nice to be kind of like in the woods, but only minutes from THE BEACH 🤩⛱️
Guest favourite
Villa in Claremont
4.92 out of 5 average rating, 50 reviews

River Retreat with Eagle's Eye View

LoriRating, 5 stars4 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
Villa in Chincoteague
4.6 out of 5 average rating, 20 reviews

Waterfront cottage with the most peaceful view!

DavidRating, 5 stars7 months ago
The property was peaceful and beautiful, the Host went above and beyond to make sure we were comfortable and had everything we needed. The property is smack in the middle of a wonderful chunk of paradise.
Superhost
Villa in Chincoteague
4.62 out of 5 average rating, 13 reviews

Surfers Villa

Maurice DejongRating, 5 stars4 months ago
Hands down one of my best stays to date. I travel 300+ days out of the year for work and to have a place that feels like home to myself and my employees is important. The reef went above and beyond that expectation.
Superhost
Villa in Chincoteague
4.14 out of 5 average rating, 7 reviews

Shallow Waters Villa

LeslieRating, 5 stars20 months ago
The REEF accommodations we had were great. Super great location right before the entry to the national refuge (beach and park) and all the great shops and water park in the other direction. The pool was heated and had toys for the kids. There’s 2 water park passes to use as well! There’s plenty of bikes to grab and go around the island for the whole family! Ed was super responsive and helpful all of the time! Couldn’t ask for a better host.
Guest favourite
Villa in Williamsburg
4.75 out of 5 average rating, 12 reviews

Quiet Villa with Bowling Alley, Pools, +Mini Golf

SamanthaRating, 5 stars3 months ago
Great stay! Spacious, clean, functional. Kids loved the pool and bowling.
Superhost
Villa in Chincoteague
4.44 out of 5 average rating, 9 reviews

Shipwreck Villa

SaudiaRating, 5 stars26 months ago
It was very fun I had a great time the host had great communication and the place was very clean thank you
Guest favourite
Villa in Chincoteague
4.76 out of 5 average rating, 17 reviews

Palm Villa

KatieRating, 5 stars9 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

Guest favourite
Villa in Bel Alton
5 out of 5 average rating, 8 reviews

Leo Farm Villa - Beautiful Country Retreat

TaneishaRating, 5 stars8 months ago
This was an amazing place to stay!
Guest favourite
Villa in Chincoteague
4.94 out of 5 average rating, 17 reviews

Sunset Bay 105-Waterfront POOL & BOAT SlIP

RobinRating, 5 stars10 months ago
We loved staying in this first floor condo with a view of the bay. One morning while sitting on the deck, dolphins swam by, it was a very beautiful view of the sunset each evening, and I enjoyed watching all of the birds around the docks. We had an issue with the lock, and our host quickly had it resolved and was very polite.
Top guest favourite
Villa in Millville
5 out of 5 average rating, 10 reviews

Firepit/Beach Shuttle/Pools/Office/Smart TVs

JhoannaRating, 5 stars9 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.
Villa in Selbyville
5 out of 5 average rating, 4 reviews

Fenwick Island-GOLF CART-Bayfront pool and beach!

VeronicaRating, 5 stars10 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 favourite
Villa in Norfolk
4.97 out of 5 average rating, 36 reviews

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

LaToyaRating, 5 stars5 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!
Villa in Princess Anne
4.82 out of 5 average rating, 138 reviews

Waterfront Retreat & Guest House

LaurenRating, 5 stars3 months ago
Beautiful big house with unique charm, in a beautiful area with the Chesapeake as the back drop. Great location for family to meet mid point from NJ, PA, and Virginia. The huge family table in the breezeway was a great place to gather for meals and games. The house worked for one of our family members with mobility issues with full bathrooms, and bedrooms on the 1st floor and no stairs to get in the back door. Went for over a 4 mile walk around the town one morning, beautiful landscapes, birds, boat docks, and a park. We enjoyed the fire pit, grilling food in winter, the dock on the property, hearing the church bells from a distance. Kyle is a great host! Would definitely return.

Villa rentals with a pool

Superhost
Villa in Chincoteague
4.63 out of 5 average rating, 8 reviews

Sol Villa

ArmandoRating, 5 stars5 months ago
loved the place....went to work nasa ...quite...neat...perfect...clean.....didn't have any problems...
Guest favourite
Villa in Millville
4.88 out of 5 average rating, 51 reviews

Spacious Villa 3 miles to Bethany Beach Water Acc

JenniferRating, 5 stars8 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!
Villa in Bethany Beach
4.88 out of 5 average rating, 34 reviews

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

AnntoinetteRating, 5 stars9 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!!
Villa in Dagsboro
4.63 out of 5 average rating, 59 reviews

Dagsboro Retreat Beautiful 4 Bed and 1 Bath Villa

RyanRating, 5 stars8 months ago
Gerald was great, exactly what we were expecting as we were in town for a baseball tournament.
Superhost
Villa in Chincoteague
4.7 out of 5 average rating, 10 reviews

Sand Dollar Villa

AudreyRating, 5 stars12 months ago
We ended up staying at the Reef because our original plans had us staying at a place that was just awful. I’m so glad this space was available; we felt totally at home. It was clean, comfortable, and convenient to any destination we had. I messaged the host asking if we could check in earlier in the day and she responded right away; we were able to do so and that was so accommodating to our timeframe. We are so pleased that we stayed at the Reef. The amenities were great: grills and picnic tables outside were a nice touch and the indoor pool was open as well.
Villa in Ocean View
4.5 out of 5 average rating, 6 reviews

3BR dog-friendly resort community stay, water view

TrindaRating, 5 stars16 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.
Villa in Sussex County
4.93 out of 5 average rating, 15 reviews

Luxury Bishop's Landing Villa Near Bethany Beach

JimRating, 5 stars32 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!
Villa in Sussex County
5 out of 5 average rating, 3 reviews

2 miles to Bethany Beach! Linens & towels included

JosephRating, 5 stars8 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.

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