Holiday rentals with a pool in Eastern Shore of Virginia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Eastern Shore of Virginia
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Eastern Shore of Virginia rentals with a pool
House rentals with a pool
Home in Ocean City
4.94 out of 5 average rating, 219 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
27 Feb – 6 Mar
Home in Cobbs Creek
4.99 out of 5 average rating, 134 reviewsBlue Heron WaterSide
4 – 11 Feb
Home in Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
13 – 20 Jan
Home in Berlin
4.78 out of 5 average rating, 174 reviewsOC, Md great amenities in community, near beaches
18 – 25 Apr
Home in Gloucester Point
4.99 out of 5 average rating, 146 reviewsYork River Vacation Home
3 – 10 Jan
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
4 – 11 Dec
Home in Virginia Beach
4.96 out of 5 average rating, 163 reviewsSalida del Sol, North End Beach
11 – 18 Jan
Home in Greenbackville
4.92 out of 5 average rating, 49 reviewsStunning waterfront panoramic view getaway house
4 – 11 Feb
Condo rentals with a pool
Condo in Ocean City
4.97 out of 5 average rating, 237 reviewsBluewater Couples Escape
7 – 14 Nov
Condo in Ocean City
4.85 out of 5 average rating, 101 reviews2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym, HBO
25 Oct – 1 Nov
Condo in Ocean City
4.89 out of 5 average rating, 152 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
19 – 26 Mar
Condo in Ocean Pines
4.96 out of 5 average rating, 109 reviewsWaterview Retreat
16 – 23 Jan
Condo in Ocean City
4.97 out of 5 average rating, 226 reviewsDirect Oceanfront with a View and Amenities Galore
27 Nov – 4 Dec
Condo in Virginia Beach
4.85 out of 5 average rating, 109 reviewsNEW! Beach Paradise Studio on the Boardwalk w/Pool
24 Sept – 1 Oct
Condo in Virginia Beach
4.88 out of 5 average rating, 150 reviewsOceanfront Jewel VB Studio Mesmerizing Ocean View
15 – 22 Sept
Condo in Ocean City
4.89 out of 5 average rating, 164 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
21 – 28 Jan
Destinations to explore
- Virginia Beach Holiday rentals
- Ocean City Accommodation & holiday rentals
- Richmond Accommodation & holiday rentals
- Rehoboth Beach Accommodation & holiday rentals
- Norfolk Holiday rentals
- Williamsburg Accommodation & holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Rentals with pools United States
- Rentals with pools Virginia Beach
- Rentals with pools Virginia
- Rentals with pools Ocean City
- Rentals with pools Richmond
- Waterfront rentals Eastern Shore of Virginia
- Rentals with a fire pit Eastern Shore of Virginia
- Rentals with a patio Eastern Shore of Virginia
- Fitness-friendly rentals Eastern Shore of Virginia
- Apartment rentals Eastern Shore of Virginia
- Family-friendly rentals Eastern Shore of Virginia
- Pet-friendly rentals Eastern Shore of Virginia
- Beachfront rentals Eastern Shore of Virginia
- Townhouse rentals Eastern Shore of Virginia
- Rentals with an EV charger Eastern Shore of Virginia
- Rentals with a washing machine and dryer Eastern Shore of Virginia
- Hotel rentals Eastern Shore of Virginia
- Rentals with breakfast Eastern Shore of Virginia
- House rentals Eastern Shore of Virginia
- Rentals with a kayak Eastern Shore of Virginia
- Rentals with outdoor seating Eastern Shore of Virginia
- Villa rentals Eastern Shore of Virginia
- Wheelchair accessible rentals Eastern Shore of Virginia
- Rentals with a hot tub Eastern Shore of Virginia
- Condo rentals Eastern Shore of Virginia
- Kid-friendly rentals Eastern Shore of Virginia
- Rentals with a fireplace Eastern Shore of Virginia
- Rentals with beach access Eastern Shore of Virginia
- Monthly Rentals Eastern Shore of Virginia
- Rentals with lake access Eastern Shore of Virginia
- Bed and breakfasts Eastern Shore of Virginia
- Cottage rentals Eastern Shore of Virginia
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom