Kid-friendly holiday rentals in Middlesex County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Middlesex County kid-friendly rentals

Child-friendly house rentals

Superhost
Home in Westbrook
4.85 out of 5 average rating, 201 reviews

Family-Friendly Cottage by The Shore

SrishtiRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Clinton
4.94 out of 5 average rating, 143 reviews

Amazing 2BR Riverfront Gem

MarcRating, 5 stars1 week ago
Ned's cottage was clean, well appointed and very comfortable. It was exactly what my wife and I were looking for in the Clinton area for our short stay. The cottage is a short drive to grocery stores, coffee shops, downtown Clinton, great water view restaurants and a very good vineyard which also has terrific food! Thanks Ned!
Top Guest favourite
Home in Vernon
4.99 out of 5 average rating, 152 reviews

Luxe Bolton Lake

LukeRating, 5 stars1 week ago
Super clean, quiet and comfortable with lots of great touches. We didn’t get the best weather for lake life but the house made up for it nicely. Look forward to staying again someday!
Superhost
Home in Westbrook
4.79 out of 5 average rating, 125 reviews

The Dragon Fly Garden

DeannaRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Haddam
4.97 out of 5 average rating, 29 reviews

The Farmhouse Stay

MarisaRating, 5 stars2 weeks ago
Chelsea was communicative and helpful about her beautiful house. It had all we needed, was well appointed, beautifully decorated and in a gorgeous natural setting. We spent time lounging in the living room as a family and it was so comfortable. Top notch! Grab this place now!
Guest favourite
Home in Southington
4.95 out of 5 average rating, 116 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

AnthonyRating, 5 stars1 month ago
We were looking to stay somewhere peaceful and relaxing to celebrate a graduation, and this property hit every mark. In a weird way, the photos dont do it justice with how nice the property is and how comfortable it was to stay in. The host was also very responsive and reasonable with our check in / check out. 10/10 will try to come back one day!
Top Guest favourite
Home in East Haddam
5 out of 5 average rating, 24 reviews

Pet-Friendly Getaway in Historic East Haddam Home

LaurenRating, 5 stars2 weeks ago
Me and a few friends spent the weekend at Lauren’s since we had a wedding in East Haddam. Lauren’s home was lovely, and we especially loved the friendly chickens in the backyard! The beds were extremely comfortable and the home was perfect for our needs. Thank you so much for having us!
Guest favourite
Home in East Hampton
5 out of 5 average rating, 19 reviews

CT River Retreat - Modern Home with CT River Views

BrianaRating, 5 stars1 week ago
We had an amazing stay at Peter’s home by Saint Clement’s Castle for our wedding weekend! From start to finish, Peter was an exceptional host—friendly, responsive, and incredibly flexible with the details of our stay, which helped make a busy and emotional weekend so much smoother. The home itself was spotless, modern, and thoughtfully maintained. Every room felt comfortable and inviting, and the clean, updated aesthetic made it the perfect place to relax between events and get ready for our big day. It truly felt like a peaceful retreat during a very special time in our lives. We couldn’t have asked for a better experience and would absolutely recommend Peter’s place to anyone visiting the area—especially for events at Saint Clement’s. Thank you again, Peter!

Kid-Friendly apartment rentals

Guest favourite
Apartment in Old Lyme
4.89 out of 5 average rating, 198 reviews

Private apartment in historic Old Lyme mansion

BridgetRating, 5 stars2 weeks ago
I can’t say enough good things about our stay at Holly’s place! We were traveling with 2 adults, an 18 year old and significant other and 2 teenagers and the amount of space was perfect! Everyone had room to spread out. The apartment had all the things you love about old homes, but all the updates that make life easier. The homemade banana bread that Holly left for us was such a personal touch and it was delicious. Erica greeted us with a warm welcome even though we arrived well past midnight. My daughter enjoyed reading in the cozy sitting area by the window. It was fun to watch the Hallmark movie that was filmed there. We fast forwarded the cheesy parts and enjoyed seeing the house in the movie. The area is peaceful and quaint. There’s a Dunkin about 5 minutes away, too which made our early mornings a little easier. Highly recommend if you’re traveling with a family!
Top Guest favourite
Apartment 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
Apartment in New Britain
4.95 out of 5 average rating, 193 reviews

Spacious Cozy Guest Suite

AlbertRating, 5 stars6 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.
Guest favourite
Apartment in Middletown
4.94 out of 5 average rating, 805 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

AndreaRating, 5 starstoday
Mark’s place was clean and neat. I love that there was a little light and a charging station by the bed. I also loved that there was a full length mirror, which came in handy for getting dressed for my event. Thanks for the use of your space.
Top Guest favourite
Apartment 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.
Guest favourite
Apartment in Brookfield
4.92 out of 5 average rating, 281 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Jose CarlosRating, 5 stars2 weeks ago
The place was really nice and the host was great! Don’t get discouraged if the power goes out during your stay cause apparently that’ll happen 2-4 times a year according to the host. Other than that I highly recommend
Guest favourite
Apartment in Glastonbury
4.89 out of 5 average rating, 438 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars3 weeks ago
Alice’s place was great! We’ll be back again for sure.
Guest favourite
Apartment in Middletown
4.82 out of 5 average rating, 163 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

ElisaRating, 5 stars1 week ago
The apartment was beautiful and as soon as we walked in I could feel myself relax. The view is stunning and the apartment is warm and inviting. We reserved the apartment on very short notice and Mark was so helpful and responsive. Highly recommend!

Child-Friendly Holiday Condos

Top Guest favourite
Condo in Hartford
4.99 out of 5 average rating, 127 reviews

Posh Pad in The Business District

JamesRating, 5 stars1 week ago
Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.
Top Guest favourite
Condo in Norwich
4.98 out of 5 average rating, 108 reviews

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

MelindaRating, 5 stars6 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!
Superhost
Condo in New Britain
4.82 out of 5 average rating, 126 reviews

New Britain "Joy of Small Space" Condo

AdamRating, 5 stars1 week ago
Muna was incredible start to finish with my stay. Helpful, communicative and accommodating. Place was perfectly as described. Genuinely recommend a stay at her place!
Guest favourite
Condo in Middletown
4.94 out of 5 average rating, 154 reviews

Entire place to yourself Cromwell/Middletown Line

PamRating, 5 stars4 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
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!
Top Guest favourite
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.
Superhost
Condo in Greenport
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month 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
Condo in Greenport
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.

Destinations to explore