Search Vacation Homes in Tolland

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 120 Vacation Homes in Tolland with updated reviews, rates, and availability.

Welcome to family fun and dining, directly on the lake!

"Very nice, well equipped, absolutely beautiful view!!!!!!"

"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."

SAR 639 total

includes taxes & fees

17 Nov - 18 Nov

"Very spacious location. Ideal fit for our plans. "

SAR 1,379 total

includes taxes & fees

21 Nov - 22 Nov

"It was nice stay!"

SAR 1,503 total

includes taxes & fees

18 Nov - 19 Nov

"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...

SAR 2,016 total

includes taxes & fees

18 Nov - 19 Nov

Welcome to the Chateau Loches at Longmeadow,The home of vacation entertainment.

"Several colleagues and I stayed here for a conference in Springfield. While the location was fairly convenient and the house was very clean, there were areas that could be improved upon. We loved having several bathrooms but there was only one roll of toilet paper in each bathroom and no extras for replacements. We ended up having to buys some. Instead of having king beds in every room, it would be nice to have one king bedroom and to have multiple beds in the other bedrooms. The basement is...

SAR 4,047 total

includes taxes & fees

17 Nov - 18 Nov

SAR 2,399 total

includes taxes & fees

19 Nov - 20 Nov

"The house is in a beautiful location and is setup wonderfully to joyfully cook a big meal with a group of people. The house is comfortable and inviting, if a bit worn down (chipping paint, rust, and some dusty shelves). The beds are comfortable as are the sitting and living rooms. The jetted bathtub in the pictures was out of order and there are instructions not to use the wood stoves. The hosts have very distinct instructions and their personality was clearly showcased. "

SAR 2,031 total

includes taxes & fees

18 Nov - 19 Nov

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Tolland

"We reserved this delightful house for a family gathering, and it was everything we'd hoped for and more. Lots of space for everyone, and terrific for entertaining - there's a spacious deck, a gaming area upstairs, and an entire basement for recreation (pool, table tennis, air hockey, or just relaxing). The kitchen had everything we needed and was thoughtfully laid out and equipped. The host was helpful and responded almost immediately to the few questions I had. And, the neighborhood and...

"Family gathered from several different states for a large wedding event. We all enjoyed being able to be together in one place. The house wasn’t perfectly spotless and stained carpets and too many things on the walls but nothing terrible. It was all easily overlooked because we were all together with lots of room to spread out if needed."

SAR 3,479 total

includes taxes & fees

18 Nov - 19 Nov