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Massachusetts Ski Cottage Rentals(77)

77 Results
$185 - $300
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(18)
$1,200
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(12)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
(17)
$175 - $571
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(21)
$300
per night
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
(4)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(5)
$165 - $185
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(24)
  • 4 BR,
  • Sleeps 6
2 night minimum stay
(16)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(7)
$129 - $189
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(17)
$200
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
1 Review
$175 - $250
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(3)
$169 - $275
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night minimum stay
(28)
$300
per night
3 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
3 - 14 night minimum stay
$125 - $150
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
2 Reviews
$200 - $250
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 night minimum stay
(21)
$110 - $150
per night
2 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(6)
$1,100 - $1,505
per week
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 7 night minimum stay
(9)
$165 - $180
per night
3 - 4 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(11)
$200 - $225
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(10)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
$190 - $249
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
1 - 2 night minimum stay
(7)
$83 - $199
per night
2 - 90 night minimum stay
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 4
2 - 90 night minimum stay
(14)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
 

Recent Massachusetts Reviews

Perfect Berkshires HQ

5 of 5
Loved this tidy, quaint and comfortable ouse and the beautiful natural setting. Bare minutes to all that Great Barrington has to offer. The owners were a delight to work with and we would definitely stay here again!
  • Submitted: Oct 25, 2014
  • Stayed: Oct 2014

Luxury and space in idyllic surroundings

5 of 5
The cottage was beautiful, with every convenience. Ruth and Gareth, the owners in the house next door, had thoughtfully provided a comprehensive supply of food and drink items to ease us into the evening and our first breakfast. They were also more than helpful when we had a problem operating the drier, and quickly dried our things themselves. The gardens around the house were lovely with views of the river. The Red Lion Inn is a beautiful old place with lots of interesting curios and fantastic food. We also ate extremely well at Once Upon a Table just a few yards further down Main Street. When you stay here you must make time to visit the Norman Rockwell Museum and the Shaker Village (food was great here too) Both of which are superb. I have already recommended the cottage and area to friends and colleagues.
  • Submitted: Oct 16, 2014
  • Stayed: Sep 2014

Western Massachusetts gem!

5 of 5
Thank you Lisa for providing an abundant amount of information in advance about the cottage, Heath, and the surrounding communities. It was very helpful to know what to bring and where to visit for our family weekend that included 4 adults, 3 children and a Labradoodle! The cottage was wonderfully stocked with linens, blankets and kitchenware that clothes and food were all we needed to think about bringing. Your home was warm and inviting and we all enjoyed relaxing in the living room by the fireplace. The children were fascinated by your attention to detail with the unique decor and had fun exploring inside and out, discovering all sorts of "treasures"! We would highly recommend the Serenity Cottage. Lisa is a delight to work with! Thanks again!!
  • Submitted: Oct 8, 2014
  • Stayed: Oct 2014