Vacation rentals with a pool in Westerly
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Westerly
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 Westerly rentals with a pool
House rentals with a pool
Home in Stonington
4.88 out of 5 average rating, 84 reviewsHomestead Near Mystic, Casinos & Beaches
Home in North Fork
4.97 out of 5 average rating, 201 reviewsPrivate Oasis W/Stunning Vinyard and Pool Views
Home in East Hampton
4.93 out of 5 average rating, 107 reviewsPrivate & Pristine with Pool and Kid’s Playard
Home in Sag Harbor
4.81 out of 5 average rating, 134 reviewsThanksgiving! Sag Harbor Gem!
Home in Westerly
4.87 out of 5 average rating, 69 reviews5BR: Pool Table, Swim Spa, BBQ - Elegant Modern
Home in North Fork
4.94 out of 5 average rating, 66 reviewsModern farmhouse w/ pool, beach, horses and winery
Home in Stonington
5 out of 5 average rating, 37 reviewsJoin us for a holiday weekend!
Home in Exeter
4.9 out of 5 average rating, 127 reviewsNature's Nook
Condo rentals with a pool
Condo in Norwich
4.95 out of 5 average rating, 20 reviewsNear Casino-KING Bed-Heated Pool/Jacuzzi/Sauna-Spa
Condo in Montauk
4.91 out of 5 average rating, 23 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Condo in Montauk
5 out of 5 average rating, 20 reviewsSun N Sound Resort, Montauk, NY
Condo in Norwich
5 out of 5 average rating, 73 reviewsKING bed! Hot tub! Pool! Spa! Casinos! Hot tub!
Condo in Norwich
4.93 out of 5 average rating, 29 reviewsCozy Vacation Villa 5 minutes from Mohegan
Condo in North Fork
4.88 out of 5 average rating, 147 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in North Fork
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo in North Fork
4.9 out of 5 average rating, 113 reviewsSeaside Escape w Pool, Private Beach & Patio
Home rentals with a private pool
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Home in East Hampton
4.98 out of 5 average rating, 128 reviewsExplore the Water & Woods at a Relaxing Retreat
Bungalow in East Hampton
4.93 out of 5 average rating, 107 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
Home in East Hampton
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.93 out of 5 average rating, 61 reviewsSouthampton Quiet Private Home/Pool 6min to Villag
Home in Southampton
4.95 out of 5 average rating, 20 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Quick stats about vacation rentals with a pool in Westerly
Total rentals
20 properties
Nightly prices starting at
$170 before taxes and fees
Total number of reviews
540 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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