
House holiday rentals in Westerly
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Top-rated house rentals in Westerly
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Popular amenities for Westerly house rentals
House rentals with a pool

Casino Wine Down House
Beautiful, relaxing, clean Airbnb. Had an issue with the shower, which can happen anywhere, Mk was super responsive and came over quickly. Loved loved loved our stay here. Didn’t use the swimming pool due to weather but the screened deck with the Fire Pit and the superb game room saved the day. Thank you for hosting us will be back

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.

East Hampton Oasis - Pool and Hot Tub
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
AJ's home was great for our one night stay. The hot tub and outdoor patio were our favorites, and the interior also did not disappoint! AJ was a friendly and communicative host.

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Large heated pool, games room, near private beach
A beautiful house to always spend time with important people.

Nature's Nook
Adrienne’s place was great! The accommodations were as described. We really loved the serenity of the environment and how private it was. This place is aptly named “Natures Nook” and we loved walking the property and feeling immersed with nature even when inside. There were so many outdoor activities available to us. Although we didn’t get to take advantage of it all, would definitely book again if we are in the area!
Weekly house rentals

Charming home just a few miles from the beach!
Wonderful place to stay. 15 minutes to the beach. You can walk to stores, stop n shop, and restaurants. Beautiful backyard with plenty of outdoor seating. Would definitely stay here again !!!

The Oyster Shell
We absolutely loved our stay at the oyster shell! Perfect quiet location with everything you need both in the house and around the area! Justin even went the extra mile to help me get some belongings I accidentally left behind. Would highly recommend his home to everyone looking to stay in Westerly!

Charming, bright gateway
We had a great stay! Clean and comfortable space for 6 of us for a weekend! The barn door on the half bath upstairs leaves a bit to be desired though privacy wise haha

Watch Hill Cottage-Sunset Serendipity
Nicole and Meredith were great and their home was adorable and nicely appointed throughout the house. We loved spending the week there and felt right at home. I highly recommend this home for anyone looking for getaway or vacation.

Home Away From Home - 3bdr 1 ba
What a beautiful, clean home! This home is in a nice neighborhood and so charming. It had everything we needed to make our stay feel like a home away from home and also somewhat pampered with bath salts and plush bathrobes. The TV's in the bedrooms and the extra toy room were such a nice addition. Cindy was very responsive and flexible with our last minute questions. We thoroughly enjoyed our stay!

2 Acre Lakefront Getaway (Kayak/Firepit/Fishing)
Staying at Daniela’s place was great! Super easy to find and get into the peaceful house on the pond. Even though it was pet friendly, the house was spotless and had no wear or tear from previous visitors. It was great that they had child gates at stairs too! The dog loved going out in the canoe and swimming in the pond! Great place overall!

Cozy red log cabin at the beach
Dave's "cozy cabin" is very relaxing and easy to negotiate. We were very comfortable there and felt right at home ... at the beach. Can't say enough good things about it. We truly enjoyed staying at his cabin.

Renovated cottage with theater 0.2 mi from beach!
Amy’s Beachside retreat was absolutely beautiful , spotless , she was available always , very informative with her guest book for her quests to see what’s in the area , she went above and beyond I would highly recommend her vacation rentals. Amy answered every question I had before arriving during and after. Amy was very kind and takes quite pride in her vacation rental and goes out of her way for her vacationers ,My family had a wonderful time and appreciate the care she takes in her vacation home. Thank you so much!!!
Private house rentals

Private chic waterfront retreat-newly renovated.
We had a great time. House is perfect for a relaxing family getaway. Big yard with deck, overlooks golf course and pond, perfect for bird watcher and kayaking. Secluded setting, off the main road, yet close to beaches, restaurants and all major highways and attractions. Highly recommend. Marie was an excellent host, very attentive to our needs.

Seaside Serenity
This place was perfect for what I needed. It was cozy, comfortable, clean, simply and beautifully decorated, and well equipped. It was also a wonderful setting with great views in all directions. While the houses are quite close together, it is a quiet neighborhood and it helped that it wasn't high season. Lots to explore nearby and just as tempting to sit on the deck or lie in the hammock watching the world go by. This was more than I had initially planned to spend, and I'm so glad I went ahead with it anyway - very grateful for this spot!

Mystic Harbor Retreat *Walk to River & Downtown*
I loved how organized Kathy was with her communication and sharing of information. I didn’t have to search for a thing. Everything went as expected (which rarely happens in the real world)! We were very pleased with our visit and the space she provided for us. It was clean, comfortable and the location was fantastic!

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!

Comfortable 3 bedroom home on large wooded lot
The house was in a great location for access to Mystic, beaches, and other activities a little bit north. It was the perfect home for our needs. It was great to find nightlights in each bathroom and most bedrooms, as well as the hallway. The fire pit in the backyard was well-stocked with wood and a lighter. MOXIE Management was always quick to respond. We encountered a couple of minor issues while we were there, and they were very responsive and came by quickly. I would definitely stay there again if we are coming to the Mystic area.

Misquamicut Beach House, 1 Mile From the Ocean!
This was my second time staying at this property. Everything was extremely clean and welcoming, no issues at all. I will stay again!

Simple Cottage-Beach Pass Included
Had my future in-laws stay here for the proposal weekend and it was perfect! Annie was great to work with and the house was even better than the photos! Highly reccomend!

The Office
Our stay at Michaela’s was very comfortable and cozy! It’s very easy to find, was a breeze to check into, was spotless inside, and just as it appeared in photos and descriptions. It was wonderful that our mini golden doodle was welcome to stay with us and everything from the bed to the sofa and chairs were comfy. The location was perfect for our needs, (a wedding not far from the beach), and despite being on a main road, it was really not very loud at all. It’s a convenient location off the highway with ample parking and a grocery store across the street. We would happily stay again in the future!
Quick stats about house rentals in Westerly
Total rentals
170 properties
Total number of reviews
5.5K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Foxwoods Resort Casino
- Easton Beach
- Napeague Beach
- Cooper's Beach, Southampton
- Shinnecock Hills Golf Club
- TPC River Highlands
- Roger Williams Park Zoo
- Ocean Beach Park
- Point Judith Country Club
- Amagansett Beach
- Oakland Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- South Shore Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Fort Adams State Park
- Second Beach
- Clinton Town Beach