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Kid-friendly holiday rentals in Old Saybrook

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Old Saybrook family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Old Saybrook
4.94 out of 5 average rating, 17 reviews

Seas the Day at the CT Shoreline

ZackRating, 5 stars8 months ago
Alexandra’s place was a great stay for our weekend get away. Short walk to the beach and near anything else you might need. Alexandra was very responsive and accommodating to any questions we had.
Guest favourite
Home in Westbrook
4.96 out of 5 average rating, 25 reviews

Barnacle Bay Beach House

TiffanyRating, 5 stars5 days ago
It was easy to find, plenty of parking, nice backyard space, the house was as described and pictured. We felt right at home!
Guest favourite
Home in Westbrook
4.96 out of 5 average rating, 48 reviews

Zion's Light Beach Cottage

JimRating, 5 stars5 months ago
We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.
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!!
Top guest favourite
Home in Old Saybrook
4.97 out of 5 average rating, 124 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

MaryRating, 5 stars2 weeks ago
Laurie was an amazing host, very responsive! We wanted to bring our dog with us for the weekend and the fenced in yard added to the great experience! The place is much larger than the photos with plenty of living room space for the family. The kitchen was well equipped, with everything needed! We appreciated her hospitality and friendliness and would definitely stay again!
Guest favourite
Home in East Lyme
4.93 out of 5 average rating, 29 reviews

Stylish Retreat Waterviews

HillaryRating, 5 stars1 week ago
From the kayaks to the coffee, our stay was glorious! I loved waking up every morning to the gorgeous view of the Niantic River. The indoor and outdoor spaces were comfortable and there are so many amenities. Location is perfect- a short walk to the boat dock and back entrance to the Oswegatchie Hill Trail. I’d love to go back!! Thank you Cindy!
Superhost
Home in Essex
5 out of 5 average rating, 4 reviews

Mid-Century 4 bedrooms with Water View & Access

PriyaRating, 5 stars1 week ago
We had a wonderful weekend at Aude's home in Essex. The setting was beautiful and the house itself was immaculate. It is a 7 minute drive to the center of town, which was convenient. The host was very responsive and quick to fix any concerns we brought to her attention. I would definitely return to this Airbnb!
Guest favourite
Home in Lyme
4.92 out of 5 average rating, 331 reviews

Stunning, peaceful and private home

KimRating, 5 stars2 months ago
The house was great and we were able to get Ubers to go to dinner. Beautiful house and stocked with everything you would need. We were on a girls weekend and had trouble with the locks but we just used the key. It could have just been us. We had a wonderful time and enjoyed the home.

Family-friendly apartment rentals

Superhost
Flat 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.
Guest favourite
Flat in East Lyme
4.96 out of 5 average rating, 120 reviews

Lakefront Luxury on Pattagansett

KaiRating, 5 stars3 weeks ago
Staying at Kevin’s place was such a reset from Manhattan. It was cozy, comfortable and very breathtaking. Kevin has great response time and is willing to assist you while you stay. Will definitely be back soon!
Guest favourite
Flat in New London
4.9 out of 5 average rating, 172 reviews

Ocean Breeze

GraceRating, 5 stars1 week ago
David's place was perfect for my weekend stay in New London with a very convenient and quiet location. The apartment was spacious, the bed was very comfortable, the kitchen had everything we needed, and the bathroom was clean and well appointed (I especially loved the clawfoot tub). David was easy to communicate with and proactive with instructions and sharing information. I would definitely stay here again!
Top guest favourite
Flat in Chester
4.98 out of 5 average rating, 167 reviews

Charming Chester Retreat - Cottage

JackieRating, 5 stars1 week ago
Wow!!! This is the nicest airbnb I have ever stayed in. The property is beautiful and peaceful, surrounded by trees with lots of privacy. The cottage itself is immaculate (I’m very particular about cleanliness). The dining area is stunning with skylights and beautiful trees outside and great light! The hosts were also so welcoming and friendly, they included so many nice touches for my baby including a pack and play/travel crib, diaper changing area, and toys! I hope to stay here again every time we come to this area!
Top guest favourite
Flat in New Britain
4.95 out of 5 average rating, 193 reviews

Spacious Cozy Guest Suite

AlbertRating, 5 stars4 days ago
We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.
Top guest favourite
Flat in Deep River
4.93 out of 5 average rating, 147 reviews

Lovely Garden-Level Apartment in Heart of Town

ElizabethRating, 5 stars1 week ago
Lovely town and environment. Very spacious and fully equipped apartment. The two bedrooms are separated from each other by the big kitchen, a little reading room and the living room…so good privacy. Two TVs. Comfy beds! The small town is an easy and pleasant walk. It’s a ground floor apartment under the owners house, so be prepared for the patter of little dog feet above. We did not see the owners but communication was terrific. Great place to stay in the vicinity.
Top guest favourite
Flat in Branford
4.99 out of 5 average rating, 109 reviews

Downtown Branford Retreat - Quiet yet Central Apt

JudithRating, 5 stars5 days ago
Andrew‘s apartment in the center of Brantford was very clean and neat. The bathroom was beautiful. All the appliances were new and updated. check-in was easy, It’s in a great location. We loved staying there. Thank you, Andrew.
Guest favourite
Flat in Chester
4.93 out of 5 average rating, 371 reviews

Chester Village 'Pied-à-terre' above art gallery

ElizabethRating, 5 stars1 week ago
Wonderful stay in the center of a charming town. Apartment is tastefully decorated. Bed is super comfy. Host responsive and helpful. Overall A+ stay.

Family-friendly apartment rentals

Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 108 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

MelindaRating, 5 stars5 days ago
The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!
Guest favourite
Apartment in Middletown
4.94 out of 5 average rating, 154 reviews

Entire place to yourself Cromwell/Middletown Line

PamRating, 5 stars2 days ago
Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 182 reviews

Peaceful Oasis steps from Mohegan Sun

EricRating, 5 stars2 weeks ago
We had a great time and the property was immaculate! The hosts came by with extra towels quickly upon request and it was a holiday. Recommended!
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars3 weeks ago
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.
Superhost
Apartment in North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars4 weeks ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favourite
Apartment in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Guest favourite
Apartment in Norwich
4.88 out of 5 average rating, 234 reviews

The N-V ...The Spa at the Norwich Inn.

CaitlinRating, 5 stars2 months ago
We stayed in town for an event at Mohegan Sun. The flexible check in was helpful as we got in late at night. The place was clean and welcoming.
Top guest favourite
Apartment in Norwich
4.93 out of 5 average rating, 169 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

NicolleRating, 5 stars1 day ago
We recently stayed at Kelly’s place and everything was great! The place was clean, comfortable, and exactly as described. Communication was smooth, and check-in was easy. We really enjoyed our stay and would definitely recommend it to others. Thank you, Kelly!

Quick stats about holiday rentals that are kid-friendly in Old Saybrook

  • Total rentals

    40 properties

  • Nightly prices starting at

    $141 SGD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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