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House holiday rentals in Westerly

Find and book unique houses on Airbnb

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Popular amenities for Westerly house rentals

House rentals with a pool

Guest favourite
Home in Montville
4.92 out of 5 average rating, 272 reviews

Casino Wine Down House

EsperanzaRating, 5 stars4 days ago
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
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars3 weeks ago
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.
Superhost
Home in East Hampton
4.84 out of 5 average rating, 98 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars6 days ago
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!!
Guest favourite
Home in Montville
4.93 out of 5 average rating, 162 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

SamRating, 5 stars2 weeks ago
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.
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars4 days ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.
Guest favourite
Home in Southampton
4.96 out of 5 average rating, 170 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars1 month ago
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.
Guest favourite
Home in East Hampton
4.93 out of 5 average rating, 153 reviews

Large heated pool, games room, near private beach

KarlaRating, 5 stars2 weeks ago
A beautiful house to always spend time with important people.
Superhost
Home in Exeter
4.9 out of 5 average rating, 130 reviews

Nature's Nook

TijeRating, 5 stars3 weeks ago
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

Guest favourite
Home in Westerly
4.93 out of 5 average rating, 94 reviews

Charming home just a few miles from the beach!

MichelleRating, 5 stars2 weeks ago
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 !!!
Superhost
Home in Westerly
4.82 out of 5 average rating, 45 reviews

The Oyster Shell

HayleyRating, 5 stars1 week ago
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!
Superhost
Home in Westerly
4.85 out of 5 average rating, 20 reviews

Charming, bright gateway

LaurenRating, 5 stars2 weeks ago
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
Top Guest favourite
Home in Westerly
5 out of 5 average rating, 8 reviews

Watch Hill Cottage-Sunset Serendipity

LeslieRating, 5 stars9 months ago
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.
Top Guest favourite
Home in Stonington
4.96 out of 5 average rating, 52 reviews

Home Away From Home - 3bdr 1 ba

AudreyRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in Charlestown
5 out of 5 average rating, 70 reviews

2 Acre Lakefront Getaway (Kayak/Firepit/Fishing)

RobertRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Westerly
4.96 out of 5 average rating, 26 reviews

Cozy red log cabin at the beach

WayneRating, 5 stars2 days ago
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.
Top Guest favourite
Home in Westerly
5 out of 5 average rating, 41 reviews

Renovated cottage with theater 0.2 mi from beach!

SharonRating, 5 stars2 weeks ago
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

Guest favourite
Home in Westerly
4.98 out of 5 average rating, 54 reviews

Private chic waterfront retreat-newly renovated.

CharlesRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Narragansett
4.98 out of 5 average rating, 86 reviews

Seaside Serenity

MargaretRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Mystic
5 out of 5 average rating, 21 reviews

Mystic Harbor Retreat *Walk to River & Downtown*

ShannonRating, 5 stars2 days ago
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!
Guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
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!!
Superhost
Home in Stonington
4.93 out of 5 average rating, 14 reviews

Comfortable 3 bedroom home on large wooded lot

TamraRating, 5 stars9 months ago
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.
Guest favourite
Home in Westerly
5 out of 5 average rating, 22 reviews

Misquamicut Beach House, 1 Mile From the Ocean!

AaronRating, 5 stars2 weeks ago
This was my second time staying at this property. Everything was extremely clean and welcoming, no issues at all. I will stay again!
Top Guest favourite
Home in South Kingstown
5 out of 5 average rating, 80 reviews

Simple Cottage-Beach Pass Included

KeithRating, 5 stars6 days ago
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!
Top Guest favourite
Home in Stonington
5 out of 5 average rating, 20 reviews

The Office

MelissaRating, 5 stars2 weeks ago
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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