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Vacation rentals in Tolland

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Top-rated vacation rentals in Tolland

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Cabin in Tolland
Lake View Cabin in the Berkshires
Cozy log cabin nestled into a hillside with wonderful view of the lake (Cranberry Pond). Located in the Berkshire Mountains of southwestern Massachusetts the cabin comfortably sleeps 6 people in 2 queen beds and 2 twin beds. ( If you want to have 8 people in your party we also have a sleeper sofa with a queen bed foldout that is located in the living room). Our grand children love sleeping on it! There is a full kitchen complete with all utensils, dishes, glasses, a microwave and coffee maker. There is a full bathroom on the first floor and a half bath located in the basement. We have added an enclosed "outside shower" with hot and cold water with enough room for changing if you wish. (It is great for rinsing off after a day at the beach or for a "starlit evening shower"). The cabin features a lovely covered deck equipped with Adirondack chairs, a gas grill and a dining table all of which overlook Cranberry Pond. Great for enjoying outside dining with beautiful sunsets. The cabin also has free WIFI and free Netflex access. The cabin is a one minute walk from the beach area. The beach has a men's and a women's restroom facility on site and is bordered by the boat and kayak storage areas. The cabin rental includes unlimited use of a row boat, a kayak and a Sunfish sailboat (specific information will be provided for the use of each watercraft). "Please note"...The Wildwood Association does not allow any outside boats to be brought in to the complex for use in the two lakes. The Association works very hard in keeping the lakes weed free and by limiting the boats brought in they have kept the lakes in fantastic shape. Cranberry Pond is great for fishing (Bass, crappies, bluegills, sunfish, pickerel, and bullheads are plentiful). There is a second pond called Otter pond that is located about a ten minute walk from the cabin. This pond is stocked every year with trout and has a small intimate beach and also has a men's and women's bath house. A good place for the kids to go looking for frogs and salamanders.
$220 per night
Chalet in Otis
Mid-Century Glass Octagon Chalet in Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior. You can cozy up around the wood-burning fireplace, while gazing through the floor to ceiling windows onto the serene garden and woodlands, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates.
$277 per night
Home in Tolland
Entire Home in Private Lake Community
Enjoy the simple pleasures of a lakeside vacation in the heart of the Berkshire Mountains, where you can spend the day swimming or boating, exploring new towns and attractions, or just spending a lazy afternoon reading on the porch. The house is just a five minute walk to either the lake or small pond where you can swim, fish or canoe (canoe and life jackets provided). The pond is stocked with trout. A place for the kids to go looking for frogs and salamanders.
$200 per night

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Cottage in Otis
Peaceful Getaway in the Berkshires
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Cozy lakeside cottage
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Cottage in Becket
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Cabin in East Otis
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
$163 per night
Home in Otis
Relaxing Cozy Cottage-Fireplace, skiing, hiking
$221 per night
Home in Otis
Idyllic family retreat - spacious lake home,
$296 per night
Home in Otis
The Meadows House @ Otis Ridge w/ 7-person hot tub
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Home in Monterey
Perfect winter getaway! Close to skiing!
$138 per night
  1. Airbnb
  2. United States
  3. Massachusetts
  4. Hampden County
  5. Tolland