Family-friendly holiday rentals in Block Island

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Block Island family-friendly rentals

Family-friendly home rentals with a hot tub

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

Villa Flora @ Norwich Inn & Spa

ChristianRating, 5 stars1 month 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 favourite
Guest suite in Mansfield
4.96 out of 5 average rating, 208 reviews

Cozy private apt 8 mins from UCONN - solar powered

BillRating, 5 stars1 month ago
We have been staying here over the last 4 years, when we visit UConn, and will miss it now that our daughter has graduated. Keri is wonderful host, welcoming & accommodating. Her home in the woods is a refuge, comfortable, peaceful, and minutes from campus.
Top guest favourite
Home in Cutchogue
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month 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!
Superhost
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars3 weeks ago
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!
Top guest favourite
Cottage in Southampton
4.96 out of 5 average rating, 188 reviews

Secluded Southampton Cottage w/Pool & Spa

AlinaRating, 5 stars2 weeks ago
We had a fantastic girls weekend in Southampton and loved Anthony's cottage. It was so beautifully decorated and cozy. We throughly enjoyed mornings with coffee and books in the sun room.
Top guest favourite
Home in Stonington
4.97 out of 5 average rating, 228 reviews

Perfect New England Getaway has a pool/ hot tub

DestinyRating, 5 stars3 days ago
Had booked a girls getaway at Tracy and Patrick’s place and it was perfect, even with gloomy weather! The house perfectly matches all pictures and descriptions and has everything you’ll need and more for the perfect relaxing and fun getaway! We even got a cute surprise visit from their furry friends which is always loved!! There are also shops and beaches a short drive away, we just didn’t happen to go visit because we were enjoying our cozy time at the home. Thank you again Tracy and Patrick:) we would totally recommend and want to come back!
Guest favourite
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.
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

Family- and pet-friendly home rentals

Guest favourite
Home in Montville
4.92 out of 5 average rating, 274 reviews

Casino Wine Down House

EsperanzaRating, 5 stars1 week 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 stars1 month 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.
Guest favourite
Guest suite in Brooklyn
4.93 out of 5 average rating, 190 reviews

Affordable In-Law Apartment in Brooklyn, CT

LyndaRating, 5 stars4 weeks ago
Thank you so much! Really enjoyed my time in brooklyn.
Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 215 reviews

Rex- East Hampton Cottage- 5 stars

LoelRating, 5 stars1 week ago
I had a very nice stay at the Rex. It is dog friendly and very clean. Although my space was private, there are other rentals nearby and it had a camp like feel. I would stay there again if need be.
Guest favourite
Bungalow in Montauk
4.91 out of 5 average rating, 619 reviews

Montauk Oceanview with Fireplace (2)

AdrienneRating, 5 stars3 weeks ago
Loved the stay! Exactly what we thought it was - extremely convenient and cozy. Plenty of beaches to walk to and the food options were plentiful. Would definitely stay again.
Guest favourite
Home in Plymouth
4.96 out of 5 average rating, 159 reviews

1 of a Kind Pond-Front Home, Minutes from Downtown

AngelaRating, 5 stars3 weeks ago
The house is amazing! It has everything that you would need and is so comfortable. The property is peaceful, and it feels like you’re on your own little island while still being minutes from stores and restaurants. We had a perfect weekend celebrating some milestone birthdays in our family.
Guest favourite
Home in Stonington
4.87 out of 5 average rating, 116 reviews

Waterfront Cottage with Dock

NilaniRating, 5 stars2 weeks ago
Paul’s cottage was perfect! It had all the necessities and great amenities. We loved the backyard and game room. There’s plenty to do just within the house. It is the perfect location, close to Mystic and right by the water. Paul was a great host and very responsive. He went out of the way to make sure we had a good stay. Perfect host, perfect place! Highly recommend to anyone visiting the area.
Top guest favourite
Flat in Middletown
4.99 out of 5 average rating, 289 reviews

Lovely private setting near beach

RachelRating, 5 stars3 weeks ago
We loved staying here. It was so comfortable and incredible location. We had such a great time and felt right at home. We are so grateful!

Family-friendly home rentals with a pool

Superhost
Home in New London
4.88 out of 5 average rating, 179 reviews

Waterview Cove 1 @ Ocean Beach: 6 Queen 1 Sofa Bed

CraigRating, 5 stars2 months ago
This place is perfect for a large group with lots of queen size beds. Easy walk to Ocean beach.
Guest favourite
Home in East Hampton
4.91 out of 5 average rating, 113 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars2 weeks 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!
Guest favourite
Home in Cutchogue
4.87 out of 5 average rating, 127 reviews

The Perfect North Fork Escape

JodieRating, 5 stars3 weeks ago
Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars10 months ago
Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.
Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

AlissaRating, 5 stars6 days ago
We LOVED: 1) The location! The driveway is long & sand/gravel but you could drive it in a sedan fine. 2) The amenities! The pack n play was a HUGE lifesaver! 3) This location is mostly child friendly. 4) The view is phenomenal! When we woke up & opened the curtains for the first time, we were in awe! 5) The host was extremely helpful. The hot water went out once, but she was over in 5 minutes to fix it. Some feedback: 1) The windows in the ceiling in the master bed! They're HUGE and BRIGHT. 2) The bugs. Ants. Spiders. It was a struggle. NOW I WILL SAY - I brought this up to the host on day 3 and they were more than willing to come help how they could. The house is located in the middle of the forest, but it was a lot. If it weren't for an m&m left under the nightstand in the bedroom by a previous guest, it probably wouldn't have been so bad. 3) the coffee maker was pretty rough when we got there.. a simple over site by the crew. Overall, I would definitely consider this location again
Superhost
Flat in Brooklyn
4.85 out of 5 average rating, 221 reviews

8 Bedroom, 4 full bath residence with 40' pool

Maria ChristinaRating, 5 stars2 weeks 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!
Superhost
Guest house in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars9 months ago
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!
Top guest favourite
Cottage in Montauk
4.93 out of 5 average rating, 164 reviews

Montauk Cottage Escape

HannaRating, 5 stars2 weeks 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!

Destinations to explore