Vacation rentals with a pool in Chesapeake Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chesapeake Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake Beach rentals with a pool
House rentals with a pool
Home in Gloucester Point
4.99 out of 5 average rating, 147 reviewsYork River Vacation Home
Mar 16 – 23
Home in Norfolk
4.75 out of 5 average rating, 117 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
Sep 16 – 23
Home in Virginia Beach
4.83 out of 5 average rating, 106 reviewsStunning Views of Back Bay & Seconds to the Beach
Oct 26 – Nov 2
Home in Virginia Beach
4.97 out of 5 average rating, 33 reviewsCondo with pool & beach access!
Sep 24 – Oct 1
Home in Norfolk
4.96 out of 5 average rating, 27 reviewsThe Seaglass Cottage
Sep 27 – Oct 4
Home in Virginia Beach
4.92 out of 5 average rating, 71 reviewsTHE OLD BEACON 3 I Beach Living
Oct 27 – Nov 3
Home in Virginia Beach
4.94 out of 5 average rating, 93 reviewsCountry Comfort Close to the Beaches
Oct 23 – 30
Home in Norfolk
4.95 out of 5 average rating, 57 reviewsGorgeous Vacation House
Oct 21 – 28
Condo rentals with a pool
Condo in Virginia Beach
4.84 out of 5 average rating, 239 reviewsBeautiful Beachfront Condo
Sep 20 – 27
Condo in Williamsburg
4.95 out of 5 average rating, 130 reviewsKingsmill 1bed/1ba on Golf Course 9th Fairway
Oct 20 – 27
Condo in Virginia Beach
4.92 out of 5 average rating, 66 reviewsOceanfront/Boardwalk Complex, Beach, Pool, Balcony
Dec 11 – 18
Condo in Virginia Beach
4.98 out of 5 average rating, 44 reviewsOceanfront Studio: Boardwalk, Beach, & Pool Views
Jul 19 – 26
Condo in Virginia Beach
4.87 out of 5 average rating, 38 reviewsOcean front best beach, boardwalk, dolphins!
Nov 2 – 9
Condo in Virginia Beach
4.98 out of 5 average rating, 54 reviews2BD/2BR Beachfront Condo Near Wildlife Refuge
Oct 20 – 27
Condo in Norfolk
5.0 out of 5 average rating, 5 reviewsYour Perfect (near) Beach Place
Jul 30 – Aug 6
Condo in Virginia Beach
4.97 out of 5 average rating, 62 reviewsParadise at the Beach
Aug 25 – Sep 1
Destinations to explore
- Outer Banks Vacation rentals
- Virginia Beach Vacation rentals
- Richmond Vacation rentals
- Norfolk Vacation rentals
- Williamsburg Vacation rentals
- Nags Head Vacation rentals
- Myrtle Beach Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- Rentals with pools United States
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- Rentals with pools Virginia Beach
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