Kid-friendly vacation 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

Kid-friendly house rentals

Guest favorite
Home in Westbrook
4.96 out of 5 average rating, 47 reviews

Zion's Light Beach Cottage

JimRating, 5 stars4 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.
Superhost
Home in Guilford
4.88 out of 5 average rating, 49 reviews

The Davis House

WilliamRating, 5 stars4 months ago
Would absolutely book again. We were travelling as a family of four (teenager and an elementary schooler) to visit family in Guilford area. This was a great space for us, three bedrooms and baths, den, sitting room, kitchen, dining area. You could do this as a family of five pretty easily, maybe six if someone sleeps on a couch. There's a back porch we didn't use due to cold weather but I suspect is lovely in summer. The residence is well maintained and tastefully decorated, I suspect some of the wall decorations are at Sharon's store. Wi-fi and TV with tubi subscription, and there were some board games in the closet. Sharon noticed snow in the forecast and salted the driveway and walk before we arrived. We didn't experience any problems per se but Sharon was very responsive when we had questions. We had a really positive experience.
Top guest favorite
Home in Old Saybrook
4.94 out of 5 average rating, 50 reviews

Water Views and Walk to Beach

MeganRating, 5 stars4 months ago
We had the best stay. The house is beautiful, clean, and has everything you need. Jeff was very kind and responsive and we are looking toward to returning!
Superhost
Home in Clinton
4.91 out of 5 average rating, 11 reviews

Clinton Beach House & Cottage w/ Pool, Near Shore

HannahRating, 5 stars4 months ago
We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!
Guest favorite
Home in Guilford
5 out of 5 average rating, 49 reviews

Coastal Farmhouse walking distance to town

KarenRating, 5 stars5 months ago
Super cozy house with plenty of space for my family of 4. The kitchen is well stocked which made cooking very easy and enjoyable. We will recommend this spot to our friends in Guilford.
Top guest favorite
Home in Madison
5 out of 5 average rating, 54 reviews

Writer's Retreat & Explorer's Adventure!

KaityRating, 5 stars2 weeks ago
The house was charming and on the water. We had a lovely time even though the weather was cloudy and cold. There was a helpful blinder with instructions and recommendations. Definitely would return when the weather is warmer.
Guest favorite
Home in Clinton
4.96 out of 5 average rating, 26 reviews

Zaku’s Lake House

AliciaRating, 5 stars8 months ago
Mariza's house was not only beautiful on the inside, but on the outside aswell. We felt very welcome from the moment we stepped foot into her home. We had lots of room for everyone, which was nice. I would highly recommend it!
Guest favorite
Home in Lyme
4.92 out of 5 average rating, 330 reviews

Stunning, peaceful and private home

KimRating, 5 stars2 weeks 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.

Kid-friendly apartment rentals

Guest favorite
Apartment in Old Lyme
4.89 out of 5 average rating, 196 reviews

Private apartment in historic Old Lyme mansion

WendyRating, 5 stars7 months ago
There are a lot a reasons to use Airbnb, and one is that you can stay in the most interesting places. That's the reason to stay at the Ludington mansion. Incredible property. If you have any interest in history or architecture, this is your place. We stayed in the 3rd floor suite; of course, it's not a good choice if you can't manage the stairs, but since that was not a problem for us, we loved it. The space was as described: full of character and immaculately clean (if not always new). It was nice having two full baths. The next-door church bells didn't bother us. I can't think of anything we needed that wasn't there. We appreciated the host's suggestion for where to have dinner and were not disappointed. We ended the evening by streaming the (admittedly cheesy) Hallmark Christmas movie filmed on the property and spotting furnishings that were in our suite. We wished we could have stayed longer instead of just over-nighting while on the drive from Maine to NC.
Superhost
Apartment in Middletown
4.8 out of 5 average rating, 217 reviews

Beautiful Sunny Apartment in Historic Village

ShivamRating, 5 stars1 month ago
Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!
Guest favorite
Apartment in Deep River
4.82 out of 5 average rating, 203 reviews

Loft apartment, deck and great water view

JudyRating, 5 stars1 month ago
This was our 2nd stay at Andrea’s place. Very peaceful and convenient location for our visits to Connecticut. We come to visit family but the small river towns like Deep River offer much to do and excellent restaurants to boot. We highly recommend Andreas property!
Top guest favorite
Apartment in Chester
4.98 out of 5 average rating, 165 reviews

Charming Chester Retreat - Cottage

EricRating, 5 stars1 month ago
My wife and I absolutely loved this cottage. It far exceeded our expectations. I felt so much at home, I almost went out and picked up the mail!There were so many supplies in the kitchen, a thoughtfully laid out living room and bedroom, a heavenly soaking tub in the bathroom, and serene surroundings. Everything was thought of from tasteful decor to plenty of firewood for the wood-burning fireplace and even an unopened toothbrush and other toiletries in the bathroom (including 2-ply!! ) It raised my standard for future rentals. We are lucky enough to travel several times a year. When we do, we almost exclusively stay at Airbnb‘s. This one was by far the most comfortable we’ve stayed at in many years. Thank you very much for the perfect visit to Connecticut
Guest favorite
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Top guest favorite
Apartment in Guilford
4.99 out of 5 average rating, 272 reviews

Guilford Guest House- private studio apartment

MichelleRating, 5 stars2 months ago
Just got back from another great stay at Suzanne's Airbnb. As always, the unit was sparkling clean, very comfortable, and in a beautiful location. Suzanne is a great host - very friendly, quick to respond to questions, and always very accommodating. Thanks Suzanne for a great stay!
Guest favorite
Apartment in Middletown
4.94 out of 5 average rating, 791 reviews

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

ErinRating, 5 stars1 week ago
Mark was very responsive and accommodating! Very close to Wesleyan, comfortable home, everything you need.
Top guest favorite
Apartment in Deep River
4.93 out of 5 average rating, 144 reviews

Lovely Garden-Level Apartment in Heart of Town

CareyRating, 5 stars2 months ago
My girlfriends and I stayed for a girls’ weekend. The place was so clean and lots of personal touches. Beautiful flowers and a well stocked kitchen. We even had yummy chocolates available to us. The beds and lines were very comfortable. Fun games and lots of books and magazines to choose from. The home had a lot of character and antique charm. It is a quick walk to restaurants and shops. We had dinner at the Red Door and would highly recommend. Deep River roasters was our destination for breakfast. Coffee was sensational. And bagels tasty. Liz was so responsive, kind, and helpful for any questions we had. We will definitely be returning to stay.

Kid-friendly condo rentals

Superhost
Condo in Norwich
4.84 out of 5 average rating, 150 reviews

Villa Flora @ Norwich Inn & Spa

DebraRating, 5 stars7 months ago
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 102 reviews

CASiNO, Spa, Hot Tub, Pool, Private Villa, Kingbed

TattianaRating, 5 stars3 days ago
Kim’s place was perfect for what me and my daughter needed. We were in the area celebrating her 15th birthday. The villa was clean, and quaint. The decor of the room was peaceful and warm. And most importantly it was CLEAN, no complaints! Kim was responsive and proactive in her communication. Will definitely visit again in the future and recommend to any friends and family who might travel that direction.
Superhost
Condo in New Britain
4.82 out of 5 average rating, 122 reviews

New Britain "Joy of Small Space" Condo

Jennifer HRating, 5 stars1 week ago
We had a wonderful stay at this beautiful Airbnb. It was comfortable clean and had all the comforts of Home Muna was a wonderful host. Very accommodating and efficient. if I had to stay in this area again, I would certainly look to stay here
Superhost
Condo in Greenport
4.84 out of 5 average rating, 129 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

CynthiaRating, 5 stars2 weeks ago
Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 175 reviews

Peaceful Oasis steps from Mohegan Sun

JacquelineRating, 5 stars1 week ago
We loved our time at Christina’s villa! I mentioned to her that it was a mini honeymoon getaway and Christina left us a bottle of wine, chocolates, a nice card and some other snacks! The villa smelled extremely clean and nice upon entry. The extra amenities such as toothbrushes, and everything else you might have forgotten was a great added touch! We will definitely be back for another stay and will be recommending to others as well!
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 135 reviews

The Vacay Villa

JamieRating, 5 stars1 week ago
Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!
Guest favorite
Condo in Greenport
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Guest favorite
Condo in Norwich
4.88 out of 5 average rating, 233 reviews

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

CaitlinRating, 5 stars2 weeks 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.

Destinations to explore