
Family-friendly vacation rentals in Westerly
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Top-rated family-friendly rentals in Westerly
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Popular amenities for Westerly family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Flora @ Norwich Inn & Spa
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.

Cozy private apt 8 mins from UCONN - solar powered
This is a wonderful place to stay if you are visiting UConn or the surrounding area. Keri and Jason were fabulous hosts and very responsive to my needs. Keri even anticipated needs by offering to have a fresh cup of coffee ready for me on the AM. Everything was perfect for my stay and there was definitely a comfortable feel. I will definitely be staying here in the future.

Private Oasis W/Stunning Vinyard and Pool Views
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!

Perfect New England Getaway has a pool/ hot tub
Absolutely beautiful home with every amenity and comfort. You can tell how much love and care went into this place- every piece of furniture and detail is the highest quality. It’s even more spacious and beautiful than it looks in the photos. It was perfect for our group with young kids and it was great they provided a pack and play so we didn’t have to pack one. The hosts were easy to communicate with and flexible. They even let us check out late on our final day. We opted to enjoy the beautiful yard and home longer rather than venture out because we were so comfortable. We cannot wait to come back in the summer as the pool and yard set up is incredible. Thank you for a wonderful stay!

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.

1800 Historical East Hampton Home, 1 Mile to Town!
Cozy and pretty home, all ready for a chill weekend. Cindy is super nice and easy to work with. Very generous too. The 2 pups loved the fenced in yards. Kitchen/dining room space is big and bright and awesome to hang out or read in the corner nook. I am sure the backyard and pool would be great in summer. Beds were comfortable. Thank you Cindy!

Newly Renovated w/ Pool, Hot tub & Fireplace
We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.

Peaceful Spa Escape minutes to Mohegan Sun Casino
Over all amazing experience!! Very relaxing and helps you enter a peaceful state of mind. The villa was comforting and clean. The hot tub is mostly private and no one there but when there the people in the neighborhood are lovely and give you plenty of recommendations locally. I highly recommend for a nice relaxing getaway!!
Family- and pet-friendly home rentals

Boutique Hotel Special pricing available
I've been to Newport many times on day trips, but never for an overnight. My partner had never been to Rhode Island, so I thought it would be fun to stay in downtown Newport and explore while also visiting with family in Providence. Pelham Court could not be more convenient. Perfectly located across from the waterfront, the property is safe, secure and convenient. A big plus is off-street parking. Our one-bedroom unit was awesome. Spacious, well-appointed and very comfortable. Although we were in the middle of everything, we had peace and quiet. The Pelham Court team were awesome: responsive, friendly, helpful and ready to offer local insights, including when we just wanted to stay in and order pizza. I would highly recommend this as your Newport getaway that's close to everything. Great accommodations, great location, and great professional support.

Large estate with pond near beaches
This was a fabulous destination! We were looking for a big place to have a special anniversary party weekend with extended family, and this house had everything we needed. Plenty of bedrooms upstairs and first floor, many common gathering areas, large kitchen and dining room tables, and lots of Space. (And this doesn't even include the explorable property outside.) The dozens of photos in the listing were very helpful, as well as the detailed descriptions. We had specific needs for elderly relatives with disabilities, and owner Lynne was so responsive in her replies to my many messages with varied questions. Truly, Lynne, you deserve a gold star from Airbnb for promptness and offering up ways and help that made our stay both easier and fulfilling.

Affordable In-Law Apartment in Brooklyn, CT
I fell in love with this apartment, the living room, kitchen, bathroom and bedroom were excellent, very cozy and endless amenities, the only complaint I have is the ceiling of the room but it is understandable and is not a big deal and they did not tell us where to put the garbage so we had to leave it in front of the door in the garage but other than that a very good experience in this beautiful place, I recommend it!

House on Little River / Writer Retreat
Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!

⚓️ Top Notch Newport Location! SuperHost! 🏡
The location is absolutely perfect, just a short walk away from shops, restaurants, and the water. The hosts were very responsive when needed and even helped a friend out when they left something at the house. The house itself fit our needs very well. It was very clean and comfortable and had everything we needed to enjoy our time in Newport. I would and hopefully plan to stay at this property again. Thank you, Sean and Erica, for everything!

Cozy Farmhouse Retreat in North Fork, NY
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

3 bedroom near Wesleyan, downtown
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!

Casa Bungo | Walk to Surf Lodge, Beach & Town!
We had a wonderful stay at Steffen & Sara's charming bungalow! The location was incredibly convenient, check in was a breeze, and the house was comfortable, well-appointed, and inviting. The house was meticulously clean and well-maintained. Steffen & Sara were incredibly responsive and accommodating, making sure we had everything we needed for a great stay. We would absolutely stay here again and highly recommend it to anyone looking for a great place to stay in the area!
Family-friendly home rentals with a pool

Casino Wine Down House
Friendly and prompt responder. Really clean. The kids more than loved the game room. And I personally loved the decor. Only objection is it’s kinda out of the way and you’d have to drive to do any activities, but other than that a really great stay.

Private & Pristine with Pool and Kid’s Playard
We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

The Perfect North Fork Escape
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

Modern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

8 Bedroom, 4 full bath residence with 40' pool
This was our first time at the Barn. There were 8 of us. We had plenty of room. Plenty of parking. MaryBeth and Doug are extremely friendly. We enjoyed hearing about the history of the Barn. Will definitely book there again next year.

Exclusive Sag Harbor Compound
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!

Waterfront carriage house studio
John was a perfect host! Friendly, responsive and made us feel welcome. I took my 9 year old son and we had a great time fishing off the dock and kayaking. The kitchenette is lacking if you want to cook any meals but it didn’t matter in our case. Absolutely beautiful location!

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.
Quick stats about vacation rentals that are family-friendly in Westerly
Total rentals
210 properties
Nightly prices starting at
$83 CAD before taxes and fees
Total number of reviews
8K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
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- Beach
- Charlestown Beach
- Southampton Beach
- Brown University
- Easton Beach
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Shinnecock Hills Golf Club
- Giants Neck Beach
- Blue Shutters Beach
- TPC River Highlands
- Clinton Town Beach
- Roger Williams Park Zoo
- Amagansett Beach
- Oakland Beach
- Shennecossett Beach
- South Shore Beach
- Attawan Beach
- Clinton Beach
- Groton Long Point Main Beach
- Baker's Beach Club