Vacation 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.
Vacation 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 Cobbs Creek
4.99 out of 5 average rating, 134 reviewsBlue Heron WaterSide
Dec 1 – 8
Home in Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
Dec 19 – 26
Home in Ocean City
4.94 out of 5 average rating, 221 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Jan 22 – 29
Home in Gloucester Point
4.99 out of 5 average rating, 146 reviewsYork River Vacation Home
Feb 1 – 8
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Virginia Beach
4.88 out of 5 average rating, 115 reviewsHalf house w/pool & new patio all to yourself
Apr 24 – May 1
Home in Virginia Beach
4.96 out of 5 average rating, 163 reviewsSalida del Sol, North End Beach
Oct 30 – Nov 6
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Feb 2 – 9
Condo rentals with a pool
Condo in Virginia Beach
4.88 out of 5 average rating, 176 reviewsOceanfront Gem VaB Studio Exceptional Views
Jan 17 – 24
Condo in Ocean City
4.79 out of 5 average rating, 351 reviewsOcean-Front Beach Condo with Ocean and Bay views
Oct 8 – 15
Condo in Ocean City
4.91 out of 5 average rating, 258 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Jan 29 – Feb 5
Condo in Ocean City
4.85 out of 5 average rating, 102 reviews2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym, HBO
Oct 25 – Nov 1
Condo in Ocean City
4.97 out of 5 average rating, 227 reviewsDirect Oceanfront with a View and Amenities Galore
Nov 27 – Dec 4
Condo in Ocean Pines
4.96 out of 5 average rating, 109 reviewsWaterview Retreat
Apr 25 – May 2
Condo in Rehoboth Beach
4.89 out of 5 average rating, 121 reviewsRight on Silver Lake walk to the beach and town!
Dec 19 – 26
Condo in Virginia Beach
4.85 out of 5 average rating, 109 reviewsNEW! Beach Paradise Studio on the Boardwalk w/Pool
Sep 24 – Oct 1
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