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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
Home in Sandisfield
Luxury on the river@Fish Camp/Close to Tanglewood
Relax with the entire family in this beautiful new home built on the Farmington River. Enjoy luxurious, natural open spaces with fireplace, full size kitchen 2 brms, walk out deck and so much to explore Within short distances enjoy entertainment to Tanglewood, Jacobs PIllow, Becket for Arts. Enjoy family friendly outdoor activities such as hiking at the Colebrook Reservoir or Kayaking on the Otis Reservoir. Don't forget about Fall Foliage and snow skiing. We are located for all diversities.
$255 per night
Home in Tolland
Entire Home in a Private Lake Community
Welcome to Wildwood! The perfect place for those that truly want to relax in the foothills of the Berkshires all year round. Wildwood is a private, wooded, lake community where you'll enjoy 5 sandy beaches, all within 1 mile from the house and swimming in the pristine waters of Cranberry and Otter Pond. At Wildwood, you'll have access to tennis courts, hiking trails, shuffle board, basketball courts, pickle ball, swimming, kayaking, fishing, or just lounging around.
$252 per night

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Apartment in Otis
Enjoy every season the Berkshires have to offer.
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Home in Otis
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Guesthouse in New Hartford
Four Seasons New Hartford Airbnb
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Home in Feeding Hills
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$99 per night
Home in Otis
Summertime Oasis in the Berkshires
$130 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Hampden County
  5. Tolland