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 Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Oct 19 – 26
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Jan 15 – 22
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
May 26 – Jun 2
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 20 – 27
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Oct 31 – Nov 7
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Oct 24 – 31
Home in Exeter
4.89 out of 5 average rating, 109 reviewsNature's Nook
Nov 5 – 12
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Sep 12 – 19
Condo rentals with a pool
Condo in Norwich
4.99 out of 5 average rating, 167 reviewsModern & Cozy Villa with low cleaning charge!
Jul 2 – 9
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Apr 23 – 30
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 20 – 27
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Aug 1 – 8
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Apr 16 – 23
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
Dec 5 – 12
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Nov 3 – 10
Condo in Norwich
4.98 out of 5 average rating, 59 reviewsSpa-KING bed-Casino-HotTub-Pools-Massage chair
Dec 13 – 20
Home rentals with a private pool
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Jan 2 – 9
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Jan 18 – 25
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 7 – 14
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 5 – 12
Quick stats about vacation rentals with a pool in Westerly
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
720 reviews
Nightly prices starting at
$120 before taxes and fees
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