House holiday rentals in Tolland County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Tolland County

House rentals with a pool

Superhost
Home in Stonington
4.9 out of 5 average rating, 101 reviews

Homestead Near Mystic, Casinos & Beaches

AnnmarieRating, 5 stars1 week ago
We were so much more than pleased with everything about this warm, welcoming and beautiful home. It was perfect for our friends gathering. Keith was very accommodating and very responsive. The area is close to so many different attractions. I would highly recommend staying here
Guest favourite
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!
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!
Top guest favourite
Home in Stonington
4.97 out of 5 average rating, 221 reviews

Perfect New England Getaway has a pool/ hot tub

JenniferRating, 5 stars1 week ago
We had such a nice time at Tracey and Patrick's. The house was perfect for our family and two little dogs. There was plenty of space for everyone, and anything we could've possibly needed was there and easy to find. The location was perfect in a nice quiet neighborhood that was just a short distance drive from anything you might want to do during your vacation. What a wonderful . We all agreed we would definitely like to visit again and would certainly stay at Tracey and Patrick's if available. Thank you so much for all the great memories! Jen & Co.
Guest favourite
Home in Montville
4.94 out of 5 average rating, 153 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

JohnRating, 5 stars5 days ago
Great place to stay! Felt like I was right at home, Andrew is great and very responsive, would highly recommend to anyone staying in the area
Top guest favourite
Home in Stonington
5 out of 5 average rating, 37 reviews

Cottage with pool in beautiful Stonington CT!

SofiaRating, 5 stars7 months ago
We had the best long weekend trip at Tulip Tree Cottage! Terri was a very responsive host - she gave us instructions for check-in and the house guide a few days before we were set to arrive. The home is even more beautiful in person! You can tell they put a lot of love and care into it. It’s very homey, comfortable, and had everything we needed. It was also spotless and wonderfully decorated. The area is close to Westerly and Mystic, so we had a great time exploring both. The pool was refreshing and a treat to come home to. I wish we could’ve stayed longer. We’ll definitely be back!
Guest favourite
Home in Montville
4.95 out of 5 average rating, 148 reviews

Casino Stay & Play House

AmandaRating, 5 stars4 weeks ago
Place was nice and comfy and he was very responsive.
Guest favourite
Home in New London
4.89 out of 5 average rating, 130 reviews

Beauty and the Beach!

CarriRating, 5 stars1 month ago
Carlos is a friendly and responsive host. Our family enjoyed everything about his place and we felt right at home. All 6 of us were very comfortable in this spacious and well appointed home in a nice neighborhood close to everything in the area. We would definitely stay here again!

Weekly house rentals

Home in Andover
4.78 out of 5 average rating, 27 reviews

Sunshine House

CaitlinRating, 5 stars3 weeks ago
I was visiting for my dad’s funeral and with all the chaos I had to deal with, Wendy was so lovely accommodating checkin and checkout. The house is so sweet and traditional New England place and the shop next to the house has so many lovely things. The reason Airbnb exists is because of families like Wendy
Guest favourite
Home in Columbia
4.96 out of 5 average rating, 28 reviews

Bluebird - Home by Columbia Lake

KimberlyRating, 5 stars8 months ago
My family and I had a wonderful relaxing vacation at Chris's Bluebird house. It was exactly what we wanted and needed. The house is quite large however, it is amazingly cozy. Our favorite spots were the deck overlooking the pool and the spacious living room with a beautiful floor to ceiling stone fireplace. Even our little kids were impressed. I do also have to mention the pool table and the basketball court were a big hit. The decor was also perfect. We loved the organic yet eclectic casual style. We immediately felt at home. We were so lucky to have the best weather the week we stayed. The kids enjoyed the pool so much. Our youngest member of the family, Liam, learned to swim in Chris's pool. It was so cute to see his cousin's cheering him on. He did so good. It will be a summer they will all remember. Overall it was the perfect family vacation for my family. The hardest part was having to leave. Book this house... you will love it just as much as we did!
Home in East Hampton
4.64 out of 5 average rating, 44 reviews

Grammy's Lake House w/ Private Waterfront Access

LizRating, 5 stars2 months ago
A wonderful sanctuary for us. Beautiful views. Nile was an incredibly responsive host. Would stay there again.
Guest favourite
Home in Coventry
4.93 out of 5 average rating, 55 reviews

Bespoke Cottage on Mill Pond

CherylRating, 5 stars19 months ago
What a beautiful historic home. Stayed for a nearby wedding and it was the perfect choice. Communication was wonderful and home had everything we needed. Home was clean and beautifully decorated. Loved our stay!
Home in East Hampton
5 out of 5 average rating, 5 reviews

East Hampton Lake Lodge

RobinRating, 5 stars5 months ago
This area is where I grew up, and I love East Hampton. I return 2-3x a year, and this was the best visit we’ve had come by home in a long time. It was worth the price, even though it was off season and we spent a lot of time visiting family over the holiday. Beautifully and thoughtfully appointed, it was better than we expected! A lot of work went into this place and it really shows. Parking was sparse but we worked everything out. (Our travel plans required us to pull a car trailer at the last minute.) Our hosts were very accommodating with our dog, which is very much appreciated. Wonderful experience. We’d love to return!
Guest favourite
Home in Bolton
4.94 out of 5 average rating, 51 reviews

Charming Farmhouse w/ Pool & Fishing Pond!

RandiRating, 5 stars4 weeks ago
I honestly can hardly believe how great this place was in relation to how competitive the pricing was. On a beautiful farm - isolated away for peace and quiet while also being 5-10 minutes from some shops and areas in town. During our visit there was a lot of rain and gloom which led to perfect "cozy" days in the soothing farmhouse with family. We had a 6 yr old and 2 yr old with us, so they were always excited to splash in the mud and go see / feed baby cows, chase ducks, look at the chickens. I was hoping to see horses based on the pictures but they weren't there during our stay. Anyone we met while adventuring around the animals was so friendly. The store is a quick walk from the rental, and lots of locals come and go to buy the delicious dairy products. We loved the sweet cream ice cream! Coming with a 2 yr old, I really appreciated that they have a really nice high chair that can be adjusted for age / size! Not easy to travel with something like that. Would stay here again!
Guest favourite
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!
Guest favourite
Home in Coventry
5 out of 5 average rating, 21 reviews

The Sunny Cove Cottage

DanRating, 5 stars6 months ago
A wonderful stay on the lake. This house is cute and decorated wonderfully. Really gets you in the mood for enjoying the water. I was there during a cold snap and a funeral so not the best of times, and yet the house and its views were a solace. I hope to come back some time and get to enjoy the lake more! The dirt road to the house isn’t bad at all. Wouldn’t take a Ferrari down it but any normal car would be fine.

Private house rentals

Home in Chaplin
4.6 out of 5 average rating, 5 reviews

Rustic wood by state forest

ErinRating, 5 stars9 months ago
The listing is well named, it was a nice rustic place in the woods. Very functional, worked very well for 4 adults and 2 children. Clean, with labeled drawers and cupboards in the kitchen. Bathroom was very clean too. If we ever needed to return to the area we would stay here again. The only, very slight issue is that there were no curtains on the windows in the bedrooms. everything else worked quite well for us.
Home in Mansfield
4 out of 5 average rating, 4 reviews

The Cozy Retreat-5 minutes from UCONN

MichaelRating, 5 stars1 month ago
Thank you for being accommodating on our stay at your excellent home.
Home in Coventry
New place to stay

Cottage on lake, 10 min to UConn

JamieRating, 5 stars2 weeks ago
Gina was an excellent hostess! The cottage was beautiful inside and had all the listed amenities! We loved the special touches and felt right at home. Communication was excellent and Gina was considerate that we were traveling a distance and might need a flexible checkin. The entire experience was great and we will definitely return in the future!
Home in Ellington
4.72 out of 5 average rating, 18 reviews

Urban Hideaway Suite

BrandonRating, 5 stars4 months ago
Great experience! The accommodation is super cozy and comfortable. Plenty of space, perfect BnB stay. Would absolutely return
Guest favourite
Home in Somers
4.74 out of 5 average rating, 19 reviews

Cozy Home in Somers!

GregRating, 5 stars4 weeks ago
Very comfortable and well appointed house with all amenity needs. If you need something close to hospital and local access very accommodating. Five star A+ based on experience and owners flexibility!
Home in East Hampton
5 out of 5 average rating, 7 reviews

Spectacular Lakefront Getaway

JulieRating, 5 stars34 months ago
What a great place for a vacation! The house is beautiful and has everything you need. The lake views from the two decks are great, the yard was perfect for my son to run around and lake access was easy Rich was fantastic, very easy to get in touch with and super accommodating! I would definitely recommend staying here.
Guest favourite
Home in Hebron
5 out of 5 average rating, 14 reviews

The Highland House at Amston Lake

MattRating, 5 stars3 weeks ago
We stayed here with our 2 kids for a long weekend and the house was perfect for us! It was spotless when we walked in, looked exactly like the photos, and had neat little touches that kept our two young kiddos entertained! David was very easy to communicate with and was very responsive to any questions we had. 10/10 would stay here again.
Home in Ellington
4.5 out of 5 average rating, 6 reviews

Eve's Country Retreat

ChristineRating, 5 stars4 months ago
I was able to host Christmas for my elderly parents and family. This meant a lot after serving 5 years abroad during the holidays. Eve's retreat is a special place. I would love to return to in t he future.

Destinations to explore