Family-friendly vacation rentals in Tolland County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Tolland County family-friendly rentals

Family-friendly home rentals with a hot tub

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
Guest suite in Mansfield
4.96 out of 5 average rating, 205 reviews

Cozy private apt 8 mins from UCONN - solar powered

TerryRating, 5 stars1 month ago
This is a wonderful place to stay if you are visiting UConn or the surrounding area. Keri and Jason were fabulous hosts and very responsive to my needs. Keri even anticipated needs by offering to have a fresh cup of coffee ready for me on the AM. Everything was perfect for my stay and there was definitely a comfortable feel. I will definitely be staying here in the future.
Guest favorite
Cottage in Ledyard
4.89 out of 5 average rating, 195 reviews

Waterfront cottage overhanging the water!

RobertRating, 5 stars1 month ago
We had a beautiful stay at the cabin. The views are stunning and the hot tub was glorious. A lovely escape into nature.
Guest favorite
Villa in Norwich
4.89 out of 5 average rating, 209 reviews

Romantic Spa Retreat minutes to Mohegan Sun Casino

DyllonRating, 5 stars1 week ago
My wife and I were looking for a nice quiet and peaceful spot near Mohegan, and this was by and far the best space to be in for a short holiday. Very relaxing and full of light. Loved!
Superhost
Home in Northampton
4.88 out of 5 average rating, 632 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

KatherineRating, 5 stars3 weeks ago
A peaceful location with chill activities for all ages...we enjoyed the phonograph, the retro Atari, the hot tub, the window bird feeder, and watching birds in the spacious yard and conservation area. Herons, hawks, and songbirds viewed. The hot tub was sparkling clean, and the linen robes were a thoughtful touch. Wifi worked great. We arrived late but instructions for entry were crystal clear. Virginia answered my questions promptly and warmly. Definitely a winner.
Guest favorite
Home in Ashford
4.87 out of 5 average rating, 78 reviews

Large secluded house in the Woods; Pool, hot tub!

TalRating, 5 stars8 months ago
We came as a group of friends with a baby to stay at Blake and Tracy's house, and we had a great stay. They were very communicative and accommodated all our requests to ensure our stay was excellent. They asked in advance if it would be okay for their child to stay in his room inside the house, and we agreed. We didn’t see him at all during our stay, and it didn’t disturb us in the slightest. The fact that Blake and Tracy live right next door was convenient, as they were readily available for anything we needed, but we never felt their presence. We will definitely come back!
Home in Madison
4.79 out of 5 average rating, 38 reviews

Beautiful 1820 Colonial, Madison, CT

AngieRating, 5 stars10 months ago
My husband and I stayed with our 19-month-old son for three nights and it was a perfect choice! Susan had a toys and books that he loved, as well as a sandbox and pool outside - and the home was stocked with everything we needed for our stay. We used the location as a jumping off point for other activities and then had quiet afternoons at the house while my husband rode his bike (we saw lots of other cyclists!). If you are vegan or vegetarian, check out the Shoreline Diner in Guilford - it was delicious.
Guest favorite
Home in Norwich
4.81 out of 5 average rating, 208 reviews

Grand 9 BR Near Casinos

DebraRating, 5 stars3 days ago
Once again a wonderful time was held by all 12 adults and 4 kids ! We can’t wait to book again next year!!!!! Thanks Anna!!!!!

Family- and pet-friendly home rentals

Guest favorite
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars4 months ago
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.
Top guest favorite
Home in Stonington
4.98 out of 5 average rating, 387 reviews

Historic Seaside 4BR Mystic Home | Walk to Seaport

JamieRating, 5 stars1 week ago
Great Gull property is amazing! We loved staying at this seaside inspired home. The thoughtful design reflected the area, and the location was amazing—5 minutes away from the aquarium, walkable to restaurants, and near historic downtown too. We loved the lake just steps away from the house, and were pleasantly surprised that they provided kayaks and bikes too! We also didn’t realize there was a little cottage in the back with bunks and a bathroom—my kids loved staying in here! This was a fun treat. Everything about the house was so comfortable and well stocked and furnished. Thank you for being a great host!
Guest favorite
Home in Feeding Hills
4.89 out of 5 average rating, 968 reviews

Farm Fresh Feeding Hills

MelissaRating, 5 stars3 days ago
We enjoyed staying at Nancy’s place, it was super comfortable and our dog loved it too! There was plenty of space to walk our dog and we really enjoyed watching the animals from the back porch!
Top guest favorite
Apartment in Northampton
4.95 out of 5 average rating, 241 reviews

Cedar Wet Room w Soaking Tub

AlexRating, 5 stars3 months ago
It was very peaceful, great get away from the city. Good for the dogs. The copper tub is amazing, we could not get enough of it. And the dual showers felt so good. It felt very homey. Mr. John was a a great host.
Guest favorite
Guesthouse in Sprague
4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

PamelaRating, 5 stars7 months ago
Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!
Guest favorite
Loft in Northampton
4.97 out of 5 average rating, 270 reviews

Light-filled Studio Apt. Near Smith

IsaiahRating, 5 stars3 months ago
Anna, bubba (the cat), and I visited the crows nest for the second time (and my third). It was wonderful, we love staying at the crows nest! It feels like we’re right at home and our cat loves running up and down the stairs. Theres plenty of hiking to do around, which was super fun to do in the snow. Carol and Robin let us know about a possible parking ban and where to park if that occurred (in their driveway), which we really appreciated!
Guest favorite
Guesthouse in Groton
4.94 out of 5 average rating, 443 reviews

Quiet studio with sleeping loft and deck

DiannaRating, 5 stars1 week ago
I will book again and again. The comfort of the bed and shower was fantastic. The appliances were updated and I will recommend this little piece of solitude Heaven. It’s like a wee nature refuge and Perfect location. The hosts were attentive and kind. A million thanks!
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!

Family-friendly home rentals with a pool

Superhost
Home in New London
4.88 out of 5 average rating, 179 reviews

Waterview Cove 1 @ Ocean Beach: 6 Queen 1 Sofa Bed

CraigRating, 5 stars1 week ago
This place is perfect for a large group with lots of queen size beds. Easy walk to Ocean beach.
Guest favorite
Home in Montville
4.92 out of 5 average rating, 268 reviews

Casino Wine Down House

MarkavaRating, 5 stars3 days ago
Friendly and prompt responder. Really clean. The kids more than loved the game room. And I personally loved the decor. Only objection is it’s kinda out of the way and you’d have to drive to do any activities, but other than that a really great stay.
Superhost
Home in New London
4.91 out of 5 average rating, 178 reviews

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

DanielRating, 5 stars4 months ago
Great spot, would definitely stay again.
Top guest favorite
Apartment in Northampton
4.98 out of 5 average rating, 306 reviews

Sunny Inspirit Apartment in best downtown location

ZeneRating, 5 stars2 weeks ago
This place was cozy! I loved the rainfall showerhead so much that I now want one. My favorite part was the informational binder supplied, as this was my very first time in the area. My daughter is attending Smith in the fall, and we came to check out the area. I did love the porch as well. Perfect view when it was raining and snowing.
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars1 month ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Guest favorite
Guest suite in Brooklyn
4.93 out of 5 average rating, 182 reviews

Affordable In-Law Apartment in Brooklyn, CT

OmarRating, 5 stars1 month ago
I fell in love with this apartment, the living room, kitchen, bathroom and bedroom were excellent, very cozy and endless amenities, the only complaint I have is the ceiling of the room but it is understandable and is not a big deal and they did not tell us where to put the garbage so we had to leave it in front of the door in the garage but other than that a very good experience in this beautiful place, I recommend it!
Superhost
Apartment in Brooklyn
4.85 out of 5 average rating, 217 reviews

8 Bedroom, 4 full bath residence with 40' pool

JudieRating, 5 stars6 months ago
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.
Guest favorite
Home in Brimfield
4.88 out of 5 average rating, 72 reviews

Luxury Home * Pool * Fireplace

DanaRating, 5 stars3 months ago
We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything

Destinations to explore