
House holiday rentals in Tolland County
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Top-rated house rentals in Tolland County
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Popular amenities for house rentals in Tolland County
House rentals with a pool

Cedar Ridge: House or House+Apartment
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!

Clinton Beach House & Cottage w/ Pool, Near Shore
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!

Perfect New England Getaway has a pool/ hot tub
Absolutely beautiful home with every amenity and comfort. You can tell how much love and care went into this place- every piece of furniture and detail is the highest quality. It’s even more spacious and beautiful than it looks in the photos. It was perfect for our group with young kids and it was great they provided a pack and play so we didn’t have to pack one. The hosts were easy to communicate with and flexible. They even let us check out late on our final day. We opted to enjoy the beautiful yard and home longer rather than venture out because we were so comfortable. We cannot wait to come back in the summer as the pool and yard set up is incredible. Thank you for a wonderful stay!

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
It was a Beautiful and a comfortable home, definitely will recommend to friends and family

Cottage with pool in beautiful Stonington CT!
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!

Casino Stay & Play House
Place was nice and comfy and he was very responsive.

Beauty and the Beach!
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!

Breathtaking Panoramic Waterfront
Karen’s Branford property was fantastic for our group of 11 friends. Unbeatable views from multiple wrap around decks and many windows. Multiple spaces for gathering and a wonderful kitchen for cooking. We truly had a great stay and would happily return.
Weekly house rentals

Sunshine House
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

Bluebird - Home by Columbia Lake
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!

Grammy's Lake House w/ Private Waterfront Access
A wonderful sanctuary for us. Beautiful views. Nile was an incredibly responsive host. Would stay there again.

Bespoke Cottage on Mill Pond
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!

East Hampton Lake Lodge
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!

Charming Farmhouse w/ Pool & Fishing Pond!
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!

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

Cozy Home in Somers!
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!
Private house rentals

Rustic wood by state forest
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.

The Cozy Retreat-5 minutes from UCONN
Thank you for being accommodating on our stay at your excellent home.

Cottage on lake, 10 min to UConn
Gina’s property was perfectly situated for visiting our son at UCONN. It was extremely clean, plenty of amenities, super comfortable and an all around great experience. She was quick to respond to questions and accommodating to our requests. Highly recommend this property. Thank you for a great stay and we will certainly be back!

Spectacular Lakefront Getaway
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.

The Highland House at Amston Lake
We enjoyed staying here, we loved the firepit with provided wood and the clean spaces. There is only one bathroom so plan around that if you're in a large group. Also nice location by the lake, and the kitchen was exactly what we needed for the weekend!

Eve's Country Retreat
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.

LakeLife
Very nice location and house exactly as described. Quiet and peaceful.
Destinations to explore
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- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Six Flags New England
- Burlingame State Park
- Douglas State Forest
- Mystic Seaport Museum
- Mount Sugarloaf State Reservation
- Yale University Art Gallery
- Yale Golf Course
- Barbara Pine Memorial Beach
- Jacobs Public Beach
- Grove Beach
- Orient Beach State Park
- Garvan Point Beach
- Attawan Beach
- Orient Beach
- Eastern Point Beach
- Groton Long Point Main Beach
- Fenway Beach