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Family-friendly vacation rentals in Westerly

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westerly family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Condo in Norwich
4.84 out of 5 average rating, 151 reviews

Villa Flora @ Norwich Inn & Spa

ChristianRating, 5 stars3 weeks ago
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
Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars3 weeks ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Top guest favorite
Guest suite in Mansfield
4.96 out of 5 average rating, 207 reviews

Cozy private apt 8 mins from UCONN - solar powered

ShinjiRating, 5 stars4 weeks ago
The place was quiet, surrounded by beautiful woods, and truly relaxing—it was exactly what I needed. The bed was incredibly comfortable, and I slept so well each night. I also appreciated how responsive the host was to my questions via text. I would love to stay there again in the future. Thank you so much!
Guest favorite
Home in Sag Harbor
4.95 out of 5 average rating, 98 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

AnthonyRating, 5 stars1 month ago
We had a wonderful weekend. Great place to stay. Would recommend it highly.
Guest favorite
Home in East Hampton
4.94 out of 5 average rating, 163 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

JoshRating, 5 stars1 month ago
This was a great find for a long weekend! It was perfect for our dog as the front- and backyards are fenced in. Wonderful kitchen, great pool and close to town which made for a perfect stay. Cindy gives good recommendations on restaurants and activities and is very responsive if you have any questions.
Guest favorite
Villa in East Hampton
4.98 out of 5 average rating, 49 reviews

Luxe| Pool| GOLF Sim| HotTub| Movie|Arcade|Firepit

MoniqueRating, 5 stars6 days ago
We brought our three adult children here to reconnect and explore a new beach town, and this home was the highlight of our trip. It offered the perfect mix of fun and relaxation—truly the most amenities we've ever had at an Airbnb. We enjoyed nightly game competitions in the incredible game room with golf simulation, ping pong, Pac-Man, racing games, and more. The basement had board games and a basketball shootout we loved. The pool, hot jacuzzi, and dinners on the deck made for relaxing, memorable evenings. Ann Marie was kind, responsive, and a joy to work with. Her eye for design made the home feel like something out of a magazine. The beds were super comfortable, and the natural light throughout the home was beautiful. Thank you Ann Marie, for entrusting your incredible home to our family. The memories we have made are priceless and we are very grateful to have had this amazing opportunity! Our only regret was not getting around to do the Karaoke machine-Next time!
Superhost
Home in Southampton
4.83 out of 5 average rating, 210 reviews

Chic Southampton Retreat – Near Beaches & Village

JamesRating, 5 stars8 months ago
We loved our stay at Chandra’s place, it was peaceful, super comfy and was close to everything we needed. It was great to enjoy a few runs locally and come back to the private garden and hot tub in the evening. The property was beautiful and well stocked with towels, soft bedding and kitchen equipment. I’d love to come back again in the future
Guest favorite
Villa in Norwich
4.89 out of 5 average rating, 402 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

JamesRating, 5 stars1 month ago
Stay was great, enjoyed the Spa and the hot tub ! I wish the hot tub closing times were posted somewhere but other than that it was great ! Fire place was a also very cool and the fire starter that is supplied was very helpful

Family- and pet-friendly home rentals

Guest favorite
Apartment in Newport
4.88 out of 5 average rating, 328 reviews

Studio B, downtown studio apartment with parking

KathrynRating, 5 stars1 week ago
We loved our stay! It’s perfect distance to walk to dinner downtown. Off street parking was a huge plus. Brennan gave us a great recommendation upon our arrival! Love the touch of having snacks and drinks in the fridge. Overall perfect place to stay at in Newport!
Superhost
Apartment in East Haddam
4.79 out of 5 average rating, 284 reviews

The Federal Suite at the Wisteria Rest

DanRating, 5 stars1 month ago
Very nice apt and perfect for a quick weekend getaway.
Top guest favorite
Home in mystic
4.98 out of 5 average rating, 186 reviews

Charming Downtown Mystic Historic House

EllenRating, 5 stars3 weeks ago
We had a wonderful stay! The location couldn’t be better and the home was so comfortable and welcoming. All the information was clear and James was very responsive. We would definitely stay again!
Guest favorite
Guest suite in Brooklyn
4.93 out of 5 average rating, 189 reviews

Affordable In-Law Apartment in Brooklyn, CT

KathyRating, 5 stars1 month ago
We had an excellent stay while attending our son's graduation at UCONN. The place was clean and homey, perfect when traveling back and forth. Our plans changed and we did not bring our dog, and Ashley was kind enough to refund us. My son goes back to UConn in the fall for his master's, and we know where we will stay again next May.
Guest favorite
Home in Middletown
4.96 out of 5 average rating, 279 reviews

Rustic Retreat,unique home, minutes to Newport, RI

JamesRating, 5 stars3 days ago
This home is gorgeous and filled with timeless artifacts and family heirlooms. Beautiful spots to sit outside with a morning coffee. My partner and I made a point of staying in and cooking one night because we felt right at home and wanted to appreciate the ambiance. We enjoyed the privacy and proximity to Newport very much as well. Well outside any potential chaos of downtown yet only a couple minute drive to Easton Beach. Thank you so much!
Top guest favorite
Home in Noank
4.99 out of 5 average rating, 116 reviews

Unique Retreat w/Private Patio, 4 King Beds & BBQ

AriannaRating, 5 stars2 weeks ago
We had a great stay! The host was incredibly responsive, helpful, and proactive in communicating with us throughout the process. She went above and beyond to accommodate a request for check-in flexibility, which we really appreciated. The space itself was lovely and well-appointed. Overall, a wonderful experience and would definitely stay again!
Guest favorite
Home in Stonington
4.98 out of 5 average rating, 174 reviews

Historic charm & modern luxury in downtown Mystic

MelissaRating, 5 stars1 month ago
It was a really enjoyable stay. The house was clean and had everything we needed. The neighborhood was quiet and just a short walk to downtown mystic. We will definitely be back!
Guest favorite
Cottage in Montauk
4.91 out of 5 average rating, 598 reviews

Montauk Oceanview

SusanRating, 5 stars3 weeks ago
Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!

Family-friendly home rentals with a pool

Guest favorite
Home in East Hampton
4.92 out of 5 average rating, 112 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars5 days ago
Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely 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
Apartment in Brooklyn
4.85 out of 5 average rating, 220 reviews

8 Bedroom, 4 full bath residence with 40' pool

Maria ChristinaRating, 5 stars5 days ago
The hosts Marybeth and Douglas were so welcoming to us and accommodated our request to check- in earlier than scheduled! They were very friendly and provided extra stuff to make our stay feel so homely and comfortable! Everyone of us (13 people) truly enjoyed our stay at their beautiful, spacious and historical home!
Guest favorite
Home in Sag Harbor
4.86 out of 5 average rating, 266 reviews

Exclusive Sag Harbor Compound

RobertRating, 5 stars3 weeks ago
Benjamins place was a wonderful stay for our family. Coming from the City it was amazing to have so much grass with peace and quiet. It is a short walk to the Main Street and Sag Harbor downtown. We had planned to go out and enjoy some activities during the couple of days we stayed but instead found the place so relaxing we spent most of it in the home. The separate house was nice for a master bedroom and quiet. We would highly recommend this house to anyone wanting to have a relaxing and quiet vacation in the Hamptons near Sag Harbor. Hope to be back again!
Top guest favorite
Cottage in Montauk
4.93 out of 5 average rating, 163 reviews

Montauk Cottage Escape

HannaRating, 5 stars1 week ago
We absolutely loved our stay at Milton & Megan's Montauk house! It was perfect for a group of 4 (2 couples) there for a 4 day trip. The house is very quiet & peaceful, with lots of outdoor space, but also very walkable to town. The house was super clean, and everything was very easy to find. The bedrooms had lots of closet space, the TV was easy to set up, and all the amenities listed on the website were accurate. We'd love to come back again and stay. Thanks!
Guest favorite
Apartment in Glastonbury
4.89 out of 5 average rating, 438 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars3 weeks ago
Alice’s place was great! We’ll be back again for sure.
Guest favorite
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.
Top guest favorite
Condo in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
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!

Quick stats about vacation rentals that are family-friendly in Westerly

  • Total rentals

    210 properties

  • Nightly prices starting at

    G$12,549 GYD 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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