
Holiday 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.
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Popular amenities for Westerly rentals with a pool
House rentals with a pool

3 BR/Pool. Walk to Beach & Town!
Great hidden little gem in MTK, close to town. Perfect space inside, and out. Pet friendly was an extreme plus. Will be back.

Secluded Oasis w/ Heated Pool - 10 mins to Newport
Beautiful, well decorated and SO clean. The location is ideal- only a few minutes to all the attractions in Newport. The heated pool was amazing since the weather was only in the 70s when we visited. The host was very responsive and helpful. I would definitely stay here again.

Niantic Getaway w/ Pool, Spa & Many Activities
We loved the home and yard. Beautiful is the best description with so many seating options. The house is bright and inviting. The hosts have done a great job decorating and providing so many amenities not even listed. I would recommend this beautiful home to anyone wanting a place to relax and enjoy what is there.

Modern East Hampton Home w/ Heated Saltwater Pool
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

Sunny, walk to beach, large pool
We had a lovely weekend at Rachel's cozy abode! The home was perfect for a few of us working remotely for the week. We were able to enjoy the peaceful backyard & pool and the house was stocked with all the kitchen essentials we needed to cook a few meals at home. The location of the house is also great--we enjoyed the quick drives to nearby beaches and our dinner outings. Rachel was communicative, kind, and responsive. We hope to be back for another getaway in the near future!

Modern farmhouse w/ pool, beach, horses and winery
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!

Exclusive Sag Harbor Compound
Ben is a super host. His home is absolutely beautiful and well managed. His thoughtful recommendations and well timed check ins and reminders were the height of polished professionalism. We felt right at home, down to the bins of toys in the living room that our toddler and baby played with every day.

Stylish Retreat near Mystic, Foxwoods, vineyards…
Scott’s house was absolutely gorgeous, and exactly as advertised. We walked in to a beautiful gift basket with local wine and the makings for s’mores, which was such a thoughtful touch. There was a handbook that explained where everything in the house was located and made some local recommendations like restaurants and things to do. The house was well-stocked and the outdoor area was thoughtfully furnished and spacious. It was very close to Foxwoods, a local winery, and Mystic Pizza II. We loved staying in Scott’s beautiful home, and highly recommend it!
Apartment rentals with a pool

Villa Flora @ Norwich Inn & Spa
Our stay was peaceful located in a great place , the home its self was perfect if we come back next year we will book this place again

Modern Loft Villa, 1 mile to Mohegan Sun
we have taped at other Villas. this one was wonderful. part of the reason I picked this one was due to sleeping arrangements. a bonus that I didn't get at other villas was a code to the back gate, which made an easy drive to Mohegan even easier. it was nicely decorated and Erin was very responsive when I had a few general questions

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

Cozy Vacation Villa 5 minutes from Mohegan
The stay was very peaceful, friendly neighbors. The scenery was great, Desiree was there for any concerns we had, and with timely response. I would anyone that want a pleasurable stay while in Norwich, this is the place to be. Thanks again, for a wonderful stay. William & Potreen

Seashore getaway - CT shoreline
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.

Mohegan Sun Escape-Hot Tub/Pool/Golf & Norwich Spa
Nat was incredibly friendly, welcoming, and easy to communicate with! Her cute and clean little condo was the perfect spot for my husband and I to get away for his 40th birthday weekend! Conveniently located near the casinos and our favorite- spas! Thank you Nat!

1BR Condo w/ Bay Views + Jacuzzi Tub
We had the best time. It's on the list to do again.

Deluxe Studio Apt@The Montauk Manor
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Home rentals with a private pool
East Hampton Ranch with Access to Clearwater Private Beach
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.

Explore the Water & Woods at a Relaxing Retreat
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!
Enchanting Home with Large Decks and Heated Pool
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Perfect Getaway at Sunny Modern Shampton Lake House
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!
Saltbox with Separate Poolhouse in Northwest Woods
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.
Quick stats about holiday rentals with a pool in Westerly
Total rentals
10 properties
Nightly prices starting at
$219 SGD before taxes and fees
Total number of reviews
590 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Foxwoods Resort Casino
- Easton Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Point Judith Country Club
- Ocean Beach Park
- Roger Williams Park Zoo
- Oakland Beach
- Amagansett Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Groton Long Point South Beach
- South Shore Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Second Beach
- Fort Adams State Park