
Kid-friendly vacation rentals in Old Saybrook
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Top-rated kid-friendly rentals in Old Saybrook
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Old Saybrook kid-friendly rentals
Kid-friendly house rentals

Family-Friendly Cottage by The Shore
Marie is an amazing host and her house feels so homely. I had a wonderful time with my family staying at her house. It was very clean and accurate as per the description.

Seas the Day at the CT Shoreline
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.

Barnacle Bay Beach House
It was easy to find, plenty of parking, nice backyard space, the house was as described and pictured. We felt right at home!

Zion's Light Beach Cottage
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.

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

The Dragon Fly Garden
We had a marvelous stay with our friends and dogs. The location and grounds were perfect for getting to our daytime event and the Dragonfly Garden was serene for relaxing in the evening enjoying tasty delivered dinners. Thanks, Todd. We will definitely stay there again when we are in the area!

Mid-Century 4 bedrooms with Water View & Access
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!

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
Amazing location on the beach, with the Sound a few steps away from the deck, yet still close to town. Loved the birdlife! Home was very clean and well stocked. Laura was easy to work with and responsive. A very enjoyable stay!
Kid-friendly apartment rentals

The Federal Suite at the Wisteria Rest
Very nice apt and perfect for a quick weekend getaway.

Lakefront Luxury on Pattagansett
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!

Ocean Breeze
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!

Charming Chester Retreat - Cottage
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!

Spacious Cozy Guest Suite
Radim was the perfect host. Responsive, friendly and knowledgeable about the area we were going to. Would definitely recommend a stay at Radim’s place.

King 1BR Apt with Cozy Den and Luxury Amenities
We arrived during Yale's commencement weekend, so - given that there's about 3x the square footage - the price was particularly attractive. The weather was cold and wet for May, so the gym was a welcome diversion. And, there's fresh ground, complimentary coffee, A good value, no?

Lovely Garden-Level Apartment in Heart of Town
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.

Chester Village 'Pied-à-terre' above art gallery
Wonderful stay in the center of a charming town. Apartment is tastefully decorated. Bed is super comfy. Host responsive and helpful. Overall A+ stay.
Kid-friendly condo rentals

CASiNO, Spa, Hot Tub, Pool, King bed, sauna
I am very familiar with the villas there so the layout is very similar to the one my parents bought. I think it was very nice to have the keypad to get in and out and everything was clean and it was very easy communicating with Kim.

Entire place to yourself Cromwell/Middletown Line
Great apartment! Furniture is comfy. Kitchen is fully stocked. Neighborhood is peaceful. During my stay the cutting boards were stored between the microwave and wall (took me a day to find them)

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

The Vacay Villa
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.

Peaceful Oasis steps from Mohegan Sun
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!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.

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

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf
such a good price for being about 4 minutes away from mohegan sun and around 20 minutes away from foxwoods. texted me with very clear instructions and didn’t have a problem the whole time, would happily stay here again :).
Quick stats about vacation rentals that are kid-friendly in Old Saybrook
Total rentals
40 properties
Nightly prices starting at
G$23,080 GYD 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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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Woodmont Beach
- Amagansett Beach
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Point Judith Country Club
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Blue Shutters Beach
- Bushnell Park
- Bayview Beach
- Long Island Aquarium