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Kid-friendly vacation rentals in Windham County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Windham County kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Woodstock
4.96 out of 5 average rating, 45 reviews

Mid-Century Modern Lakefront Cabin

AmyRating, 5 stars3 weeks ago
A great location with a beautiful view. We enjoyed watching the sunset every night during dinner. The kitchen had absolutely everything we needed to cook all our meals. One of the best stocked kitchens we have experienced at an airbnb. Overall a wonderful stay and we are looking forward to returning.
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 38 reviews

Country Lake Oasis

AnitaRating, 5 stars2 weeks ago
Memorial Day weekend was cloudy, cool and windy, so my husband, elderly mother and I were especially pleased to have a nicely appointed and welcoming home base for hanging out. From a large screen TV down to the smallest of decorative details, Nicole has thought of everything to make for a relaxing stay. Having rented other places, I particularly appreciated spotless cookware, new bath towels, comfortable beds, and to top it all off an espresso machine! My tea drinking husband kept the electric tea kettle warm all morning. All this and a very nice, peaceful water view with great bird watching. We look forward to returning.
Top guest favorite
Home in Hampton
5 out of 5 average rating, 27 reviews

Connecticut Country Escape

BrookeRating, 5 stars1 day ago
What a GEM of a place!!!! Book this house you will not regret it for a second!!!! First the house is so spacious and easily fit our two families on our weekend getaway and it was perfect!! The fish pond was perfect for our kids entertainment they stayed down there for hours fishing, we did have one rainy day and still managed to get some playing on the porch inbetween the rain storms. Porch is huge with a beautiful table for eating outside. I loved the entertainment room in the lower level we were still able to play games and the husbands played pool, they have a great restaurant style booth seating down there which is perfect for kiddos to eat or do crafts! Absolutely loved the layout of this home. Every room was big with big closets too! Easily could’ve fit a pack n play in each one. This house was built to perfection and to house some amazing memories and that’s just what we got some beautiful memories and a weekend of fun!!! Absolutely will be back!!! Great hosts!!!
Superhost
Home in Woodstock
4.86 out of 5 average rating, 28 reviews

3-bedroom cottage in serene Lake Bunggee area

LexieRating, 5 stars3 weeks ago
We had the most wonderful stay in Woodstock while vending at the Brimfield flea market. It was so nice to have a peaceful getaway during the show to sleep well at night. The kitchen was fully stocked with all essential cookware and even seasonings/sauces to assist our meals. Same with the bathroom! The house was cozy and clean, clear and easy instructions in the manual. Mike messaged frequently to check on us and was very kind. Can’t wait to come back to this little woodsy oasis!
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 238 reviews

Cedar Ridge: House or House+Apartment

HilaryRating, 5 stars3 weeks ago
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!
Guest favorite
Home in Coventry
4.98 out of 5 average rating, 110 reviews

Cozy cottage 5 minutes from UConn

TiffaniRating, 5 stars1 week ago
Wonderful and peaceful stay for a relaxing girls weekend. Outstanding clean and comes with everything you may need. The space is kid friendly, and extremely beautiful. Would definitely stay again.
Guest favorite
Home in Brimfield
4.89 out of 5 average rating, 196 reviews

Little House Inn - Brimmy - Private Home

StuRating, 5 stars4 days ago
Thanks so much for a great stay! Cheryl was a fabulous host and answered any questions promptly. Very welcoming and clean, with thoughtful extras! We appreciated the muffins and OJ.
Guest favorite
Home in Montville
4.91 out of 5 average rating, 128 reviews

Thames River Cottage · Near Casinos + USCGA

MelRating, 5 stars2 weeks ago
Great space, accurate description

Kid-friendly apartment rentals

Guest favorite
Apartment in Stafford
4.94 out of 5 average rating, 154 reviews

Modern Industrial Apartment with rooftop access

JoeRating, 5 stars3 weeks ago
Elisa was super helpful and accommodating. We had a very enjoyable stay and felt very rested and comfortable. Truly felt like a home away from home. If we are back in the area we will 100% try and stay here again.
Top guest favorite
Apartment in Brimfield
4.98 out of 5 average rating, 169 reviews

Quiet & Cozy Main Street Retreat

ConnieRating, 5 stars2 weeks ago
From start to finish, Christina was so kind and responsive. I really felt like she went above and beyond to take care of me ❤️
Top guest favorite
Apartment in Pawtucket
4.98 out of 5 average rating, 107 reviews

Private and Comfy - whole building to yourself!

BiancaRating, 5 stars1 week ago
I loved this little stay, it was very peaceful and lovely. Matthew was an excellent host and the snacks and breakfast options were a lovely addition to the amenities. Matthew is a really thoughtful and lovely host, I'd love to stay here again on my next visit to Providence/Pawtucket :)
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 stars2 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
Apartment in Sturbridge
4.96 out of 5 average rating, 107 reviews

Main Street Suite

TianaRating, 5 stars3 weeks ago
Excellent experience!! I would stay here again for sure. The place was spotless and so cozy.
Superhost
Apartment in Pawtucket
4.83 out of 5 average rating, 158 reviews

Maiden Nest Private Master Suite

DamianRating, 5 stars4 days ago
Exactly what the description says. Great unit, and had no issues with check in.
Top guest favorite
Apartment in Wilbraham
4.98 out of 5 average rating, 110 reviews

Western Mass Retreat!

AnneRating, 5 stars3 weeks ago
Heather as always is the perfect host. She replinished supplies and changed sheets . I was there longer than my other visits. The space is back from the road and attached to her home,so it was quiet most of the time. School buses going to a nearby school could be heard briefly in the morning..around 7. I loved the paint colors ..new this time.
Superhost
Apartment in Norwich
4.9 out of 5 average rating, 112 reviews

Private Space with Full Kitchen

MonicaRating, 5 stars2 days ago
Beds were very comfortable. Took me a minute to find lights in bedroom but I didn’t look for them until it was already dark. Little kitchen table…and a bit wobbly but it was clean. Bathroom had large walk-in shower which was quite nice. Simple/easy Airbnb.

Kid-friendly condo rentals

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
Condo in Hartford
4.99 out of 5 average rating, 126 reviews

Posh Pad in The Business District

KimberlyRating, 5 stars2 weeks ago
We loved our stay at Obi’s apartment in Hartford. It was spacious and comfortable for our family of 4. Street parking was easy. Obi is a great host! We’d love to stay here again the next time we’re in the area.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 108 reviews

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

MelindaRating, 5 stars2 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 favorite
Condo in Middletown
4.93 out of 5 average rating, 153 reviews

Entire place to yourself Cromwell/Middletown Line

OleksandrRating, 5 stars4 days ago
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)
Guest favorite
Condo in Pawtucket
4.87 out of 5 average rating, 104 reviews

🏡🏡🤩😍 Beautiful apartment perfect location.💎💜

EmilyRating, 5 stars3 weeks ago
Host was responsive and helpful, instructions were clear. The apartment was clean and very nice, we enjoyed eating dinner on the porch. It was easy to drive to downtown Providence and Gillette Stadium. It was easy to get to and a lot of space for parking (we all arrived mostly separately and there was space to park all 3 cars). Also, we were all very impressed by the shower and the water pressure lol. A great location and great Airbnb!! I would def recommend this spot and would come back! 😊
Top guest favorite
Condo 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.
Top guest favorite
Condo 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!
Superhost
Condo in Providence
4.79 out of 5 average rating, 718 reviews

“New England Scholar” style retreat in Providence!

DavidRating, 5 stars1 week ago
This was a great place. We found it cozy and comfortable. It is in an older, quaint neighborhood within shouting distance to Brown University. There are plenty of restaurants and things to see within walking distance. Providence is a cool town.

Destinations to explore