Family-friendly holiday rentals in Stonington

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Stonington 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 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.
Superhost
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars4 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!
Home in Shelter Island
5 out of 5 average rating, 6 reviews

Designer Renovated Farmhouse with Pool

FrancisRating, 5 stars2 months ago
We really needed the solitude and my daughter and I had a fantastic rest. What a great place to hibernate in the winter! Great comfortable beds, well stocked kitchen In a beautiful space. It is a bird sanctuary with nice walks and brilliant cycling.
Guest favourite
Villa in Norwich
4.89 out of 5 average rating, 211 reviews

Romantic Spa Retreat minutes to Mohegan Sun Casino

MichelleRating, 5 stars1 month ago
This was just what we needed for our ten year anniversary weekend escape! It was the perfect mix of relaxation and fun with the spa, golf course, and Mohegan Sun only five minutes away with restaurants and shows galore. A gem of a place. Very communicative hosts as well. Highly recommend!
Home in Madison
4.79 out of 5 average rating, 39 reviews

Beautiful 1820 Colonial, Madison, CT

SarahRating, 5 stars12 months ago
We were all immediately happy at Susan’s place! Our two year old found the toy room and played happily, our eleven year old lived in the beautiful pool and my husband and I felt like we could really relax. The location is 5 minutes from town where you can get coffee and a bite, or 8 minutes from the beach/state park. The property feels private and the house is charming and well appointed. The pictures don’t do it justice, it’s really lovely.
Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

JonahRating, 5 stars2 weeks ago
This spot was a great find. Hadn't been to Shelter Island before. I found the location super convenient. Literally every place I went was 5 mins on GPS from her house. She was very clear about everything, responsive to emails, and everything was as described, however the pictures don't do it justice. Beautiful home and pool, people came to clean the pool early one morning during the stay and were not disruptive at all. There were beach chairs, umbrellas, pool floaties, games, netflix, literally everything you could want or need. Loved our stay!
Top Guest favourite
Home in North Fork
5 out of 5 average rating, 5 reviews

Delightful Cape House in Greenport

JeroenRating, 5 stars3 days ago
Kyra’s house is a fantastic place to stay. The location is within walking distance from the beach and town, and the place itself feels like home with an efficient layout. Patio and pool are really nice too. Would definitely recommend.

Family- and pet-friendly home rentals

Superhost
Apartment in East Haddam
4.79 out of 5 average rating, 286 reviews

The Federal Suite at the Wisteria Rest

DanRating, 5 stars1 month ago
Very nice apt and perfect for a quick weekend getaway.
Guest favourite
Home in Hopkinton
4.88 out of 5 average rating, 124 reviews

Large estate with pond near beaches

DaleRating, 5 stars1 month ago
Lynne's place is excellent. The house is vintage and not perfect, but it was exactly what we were looking for. There are lots of comfortable sleeping locations, several areas for people to spread out, multiple common areas for talking, 2 outside patio areas, and a fire pit with wood by the lake. The furniture is clean and comfortable throughout the house. Kitchen is fully stocked with plates, pans, accessories, etc. The outside grounds are beautiful and well kept. There are many natural borders to keep pets easily contained (no fence). Groceries and restaurants are about 10 minutes away, but when you are at Lynne's place, it is a very quiet area.
Top Guest favourite
Home in Narragansett
4.96 out of 5 average rating, 137 reviews

The Landing

TomRating, 5 stars3 days ago
We had a wonderful time here! What a perfect location. John was so accommodating. Definitely would rent again from him!
Guest favourite
Cottage in Charlestown
4.9 out of 5 average rating, 174 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

JoshuaRating, 5 stars1 week ago
The house was very nice and comfortable for 5 adults, a child, and 2 dogs. Being able to walk down the stairs from the deck and literally be on the beach was incredible. Fantastic space, gorgeous views, and luckily the perfect weather to enjoy it all! Can't wait to rent again next year!
Guest favourite
Apartment in Shelter Island Heights
4.91 out of 5 average rating, 250 reviews

Squire Chase House

GinaRating, 5 stars4 days ago
This was a very comfortable place to stay. Located conveniently close to the North Ferry. It’s above the local bookshop and has a wonderful balcony overlooking the town. Beds were comfortable, showers got nice and hot with good water pressure and couches were comfortable as well. There is also a great coffee shop right across the street. We loved our stay here and we are looking forward to booking again in the future. Highly recommend.
Guest favourite
Loft in Essex
4.94 out of 5 average rating, 443 reviews

Unique apartment in former art gallery.

JenniferRating, 5 stars1 month ago
We loved our stay! It was one of the coolest Airbnb stays our family has enjoyed. Lots of art and ambiance while also being very comfortable with all the amenities you could need. It is an open space (the bedroom walls don’t extend all the way to the ceiling), which didn’t bother us at all but something to be aware of. Thank you Pam!
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 107 reviews

Cozy Farmhouse Retreat in North Fork, NY

RachelRating, 5 stars3 weeks ago
My two girlfriends and I stayed at Marianne’s house for a weekend escape, and it was absolutely perfect! The house was clean, cozy, and easy to find. I especially loved the peaceful morning walks to the nearby coffee shop. Marianne was incredibly responsive and offered great recommendations for things to do in the area. Thank you so much, Marianne – we had a wonderful time!
Guest favourite
Home in Federal Hill
4.94 out of 5 average rating, 295 reviews

Providence’s #1 Home + Driveway + Fenced Backyard

LindsayRating, 5 stars3 weeks ago
Yosefa's place actually felt like a home instead of a personality-less Airbnb. We loved all of the plants and the colorful decor. The street that it's on is very quiet, but there are lots of things to do just a short walk away. We would definitely stay again!

Family-friendly home rentals with a pool

Superhost
Home in New London
4.88 out of 5 average rating, 180 reviews

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

AngellRating, 5 stars2 months ago
Beautiful home! Thank you for having us!
Guest favourite
Home in Montville
4.92 out of 5 average rating, 277 reviews

Casino Wine Down House

KelliRating, 5 stars1 week ago
We had a perfect weekend at Mk’s place! After a very rough start to our weekend at another unsuitable air bnb (for reasons I won’t mention) Mk was extremely accommodating and her place was perfect. I would stay here again and again! We were sad to have to leave!
Guest favourite
Home in North Fork
4.89 out of 5 average rating, 9 reviews

Quaint Chalet w/Salt-heated Pool

VaughnRating, 5 stars8 months ago
Wonderful weekend stay. Charming.
Guest favourite
Guest suite in Brooklyn
4.93 out of 5 average rating, 191 reviews

Affordable In-Law Apartment in Brooklyn, CT

BrendaRating, 5 stars2 weeks ago
Ashley and Michael were great hosts. Very attentive, clean home, and beautiful location. We were there for an entire week and felt right at home. Looking forward to one day going back!
Superhost
Apartment in Brooklyn
4.85 out of 5 average rating, 222 reviews

8 Bedroom, 4 full bath residence with 40' pool

KristenRating, 5 stars1 week ago
Great host. Great house. The history was very cool. Mary Beth was super responsive and helpful.
Guest favourite
Apartment in Glastonbury
4.9 out of 5 average rating, 439 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars1 month ago
Alice’s place was great! We’ll be back again for sure.
Guest favourite
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with NEW Pool

JoanneRating, 5 stars3 months ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.
Guest favourite
Condo in Montauk
4.83 out of 5 average rating, 179 reviews

Coastline View Studio

AlexaRating, 5 stars1 month ago
Fantastic weekend spent in Montauk! Close to everything. Matthew was quick to respond to my questions before we arrived. Would defiantly book again!

Quick stats about holiday rentals that are family-friendly in Stonington

  • Total rentals

    370 properties

  • Nightly prices starting at

    $99 NZD before taxes and fees

  • Total number of reviews

    20K reviews

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

Destinations to explore