
Kid-friendly holiday rentals in Windham County
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Top-rated family-friendly rentals in Windham County
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Popular amenities for Windham County family-friendly rentals
Kid-friendly house rentals

Secluded 2 Acre Lake Front Home!
Beautiful place. We caught fish off the dock. Loved sitting in the kitchen,catching up with friends.

Country Lake Oasis
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.

Connecticut Country Escape
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!!!

Cedar Ridge: House or House+Apartment
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!

Cozy cottage 5 minutes from UConn
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.

Little House Inn - Brimmy - Private Home
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.

2-BR Simplistic Retreat Minutes from Downtown
Host went out of their way to make our stay special. We were down there for UConn graduation it was close to the school but far enough away to not be in all the traffic of graduation. Would highly recommended to other UConn parents and anyone visiting the area for school tours etc

Thames River Cottage · Near Casinos + USCGA
Pleasant stay, super clean and very responsive host
Family-friendly apartment rentals

Modern Industrial Apartment with rooftop access
Elisa’s place was exactly as described. It was clean, bright, and thoughtfully set up for comfort. We were in town for the Brimfield flea, which is just a quick 20 to 25 minute drive away, and having such a beautiful space to unwind made all the difference. The natural light, gorgeous wood floors, and multiple sleeping options easily suited our group and could accommodate up to six people. It’s a great find.

Quiet & Cozy Main Street Retreat
From start to finish, Christina was so kind and responsive. I really felt like she went above and beyond to take care of me ❤️

8 Bedroom, 4 full bath residence with 40' pool
This was our first time at the Barn. There were 8 of us. We had plenty of room. Plenty of parking. MaryBeth and Doug are extremely friendly. We enjoyed hearing about the history of the Barn. Will definitely book there again next year.

Main Street Suite
Excellent experience!! I would stay here again for sure. The place was spotless and so cozy.

Spacious Cozy Guest Suite
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.

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT
The place was nice and close to family. There are no real hotels in this area which made this convenient.

Western Mass Retreat!
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.

Lovely one bedroom near downtown Hartford.
Place was very nice and as described! It even felt more spacious than the pictures showed. You could definitely hear neighbors/people outside talking but that's to be expected. Putting on white noise at night worked perfectly to drown out any voices so it really wasn't an issue.
Family-friendly apartment rentals

Villa Flora @ Norwich Inn & Spa
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

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

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)

Historic Downtown Arcade Condo
This place was great! It was wonderful to stay in such a historic building. The apartment was very clean and tidy, the check-in/check-out instructions were very easy, and the host also provided suggestions for nearby restaurants. I definitely recommend this place!

🏡🏡🤩😍 Beautiful apartment perfect location.💎💜
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! 😊

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!

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.
Destinations to explore
- Boston Holiday rentals
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- Rentals with a firepit Windham County
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- Waterfront rentals Windham County
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- Family-friendly rentals Windham County
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- Flat rentals Windham County
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- Charlestown Beach
- Brown University
- Foxwoods Resort Casino
- Easton Beach
- Six Flags New England
- TPC River Highlands
- Roger Williams Park Zoo
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Point Judith Country Club
- Oakland Beach
- Blue Shutters Beach
- Bushnell Park
- Attawan Beach
- Groton Long Point South Beach
- Groton Long Point Main Beach
- Fort Adams State Park
- Clinton Town Beach
- Grove Beach
- Ninigret Beach
- Burlingame State Park
- Second Beach
- Island Park Beach