Holiday rentals with a pool in Eastern Shore of Virginia

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Popular amenities for Eastern Shore of Virginia rentals with a pool

House rentals with a pool

Top guest favourite
Home in Gloucester Point
4.99 out of 5 average rating, 184 reviews

York River Vacation Home

AdamRating, 5 stars1 week ago
We had a wonderful stay here! Everything was exactly as described. Eugene was really responsive when communicating and super friendly! I would highly recommend staying here if you get the chance. Thank you again for such a relaxing place to stay!
Superhost
Home in Norfolk
5 out of 5 average rating, 4 reviews

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

AngelaRating, 5 stars1 week ago
Family vacation for almost a week and everyone loved it! We definitely recommend families to come to the Blue Octopus for their next visit to Ocean View-Willoughby Spit. Friendly, clean and with all the amenities for the whole family.
Top guest favourite
Home in Virginia Beach
4.94 out of 5 average rating, 66 reviews

Paint The Beach Pink! Full House | Private Pool

WyattRating, 5 stars5 days ago
Check in was super easy, the AC was on when we arrived which was great after a long Uber. The pool felt nice and the whole backyard area was fantastic. We ended up using the bikes a lot more than we thought which was a lot of fun. It's a quick bike ride to the boardwalk and walking didn't take too much longer. Bradley was very quick to respond whenever I had a question about anything. If we come back to Virginia Beach we will definitely be checking the availability of this house!
Guest favourite
Home in Cape Charles
4.9 out of 5 average rating, 10 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

ThomasRating, 5 stars2 weeks ago
Nate was very responsive from booking , all the way through our stay. He was very flexible due to our circumstances and juggling vacation with 2 young children and 2 labradors. I would recommend this home to anyone with a family or pets as it offers the interior space that cape Charles historic homes lack while maintaining the same proximity to the town’s attractions.
Top guest favourite
Home in Virginia Beach
4.94 out of 5 average rating, 108 reviews

Country Comfort Close to the Beaches

MaryJaneRating, 5 stars1 month ago
I can't say enough positive things about Alice and her home. She was incredibly welcoming, and made my entire weekend a delight. Her home is beautiful, and it was a very comfortable stay. But Alice's kindness and generosity really went above and beyond. Thank you again!
Guest favourite
Home in Greenbackville
4.91 out of 5 average rating, 87 reviews

Stunning waterfront panoramic view getaway house

BrianRating, 5 starstoday
Had a fantastic time on our vacation. Nick is a very responsive host and it’s obvious that he takes a lot of pride in this house. The views from the house are hard to beat. The neighborhood is very quiet and perfect for couples as well as families. There is plenty to explore within a short distance of the house. The kids had a blast crabbing in the back yard. We have been in several locations on the east coast and we were very pleased with the area, house, and host. We will definitely be back. Thanks again Nick for opening up your house and providing my family with a vacation we won’t forget.
Top guest favourite
Home in Irvington
5 out of 5 average rating, 44 reviews

Blue Oyster: Perfect Getaway, Pool, Kayaks, Quiet

Debra MaryleeRating, 5 stars5 days ago
The gothic style cottage is a perfect, inviting, poetic, lovely setting. Three of us stayed. With three bedrooms and baths it was the perfect size. We all loved it. We played games, went out to remarkable local restaurants and use the bikes. Super fun place to take a mini vacation. Irvington is a very culturally rich, yet quaint area. The meadow in front of the house is picturesque as well as the view from the screened in porch. In the morning having my coffee, listening to the birds was a memorable highlight. Thank you for providing a quality, clean, well-appointed, refreshing stay for us. Will keep this on my list of stays to repeat, thank you again. Debra
Guest favourite
Home in Deltaville
5 out of 5 average rating, 28 reviews

Waterfront 4BR | Pool & Peaceful Deltaville Views

ShawnaRating, 5 stars5 days ago
We thoroughly enjoyed this Beautiful River Home! Very clean with lots of amenities. The Host was very welcoming, informative and responsive. Would definitely stay here again.

Apartment rentals with a pool

Superhost
Apartment in Virginia Beach
4.84 out of 5 average rating, 286 reviews

Beautiful Beachfront Condo

JeffreyRating, 5 stars6 days ago
The only issue we had was our code for the building and parking did not work at first! Pam was very quick to resolve! There are no elevators in parking garage, I would take my stuff in at the entrance and then park! Dolphin run staff was not much help! We had a second car that we were supposed to get a parking permit for. They just told us to park and not worry about signs that clearly stated towed with no permit. Our car did NOT get towed!
Top guest favourite
Apartment in Williamsburg
4.95 out of 5 average rating, 164 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

AmyRating, 5 stars1 week ago
Crystal's condo was spotless and an easy place to stay. Crystal was very proactive and made us feel welcome. her dinner suggestions were superb too! perfect for a weekend getaway in a resort atmosphere. Thank you so much, we highly recommend!
Guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

JasonRating, 5 stars1 month ago
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.
Guest favourite
Apartment in Virginia Beach
4.86 out of 5 average rating, 138 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

AnitaRating, 5 stars2 months ago
We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.
Guest favourite
Apartment in Rehoboth Beach
4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

ShahlaRating, 5 stars2 weeks ago
We had a perfect stay at Jonathan’s place. Very clean & nicely decorated condo in a quiet, relaxed location which is an easy drive to Rehoboth. Comfortable beds. Convenient to the bike trail which we rode to Lewes & Cape Henlopen. I just found the single-gear bike was very hard to peddle so I’d recommend you plan on renting a newer one if you want to enjoy your ride (unless, of course, you want a challenging workout!)
Guest favourite
Apartment in Virginia Beach
4.87 out of 5 average rating, 237 reviews

Ocean Escape

JamesRating, 5 stars1 week ago
My family really enjoyed our vacation. It was a great location to the beach and a private pool. It was our first vavation w/ an 18month old and 1 on the way. Randy was very quick to respond to any questions. A+
Guest favourite
Apartment in Ocean City
4.97 out of 5 average rating, 126 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

DianeRating, 5 stars1 week ago
My husband and I decided to go on a getaway last minute. We found Seth’s place and were able to book the unit for the days we had available. It was great and met all of our expectations. We have been to OC and Fenwick many times and knew this is where we wanted to stay. It did not disappoint and we hope to rent again in the near future.
Top guest favourite
Apartment in Rehoboth Beach
4.98 out of 5 average rating, 235 reviews

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

TimRating, 5 stars5 days ago
The place was very clean and exactly as described in the listing. The host was very communicative and made the check-in process easy. It had everything we needed for a comfortable stay. Would definitely stay here again!

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