Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Bungalows
Cabins
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Yachts
Boats
Castles
Villas

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Massachusetts Ski Vacation Rentals(701)

701 Results
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(29)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night minimum stay
(53)
$440 - $450
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(22)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(13)
$500
per night
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
(10)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(7)
$700 - $971
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
3 - 7 night minimum stay
(6)
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(22)
$750 - $857
per night
2 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(9)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 night minimum stay
(10)
$50 - $150
per night
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night minimum stay
(6)
$258 - $600
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
4 - 7 night minimum stay
(9)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(3)
$183 - $400
per night
3 - 30 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 30 night minimum stay
(51)
$200
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(28)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
  • 4 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 8
7 night minimum stay
(3)
$275 - $1,200
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 16
3 - 7 night minimum stay
(4)
$2,100 - $2,400
per week
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night minimum stay
(14)
$8,000 - $9,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$550 - $825
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(8)
$7,000 - $15,000
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 18
3 night minimum stay
1 Review
$3,600 - $15,000
per month
30 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
30 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 17
(6)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
$320 - $350
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
2 night minimum stay
(16)
  • 4 BR,
  • 3 BA,
  • Sleeps 15
2 - 5 night minimum stay
(9)
 

Recent Massachusetts Reviews

Worth everyone of the 5 stars

5 of 5
The only difference between this picture and what was actual was the abundance of flowers and landscaping that we had the pleasure of enjoying. The rooms were clean, well kept, and very comfortable. The only noise we were ever aware of was the subway noises which "were not" annoying. The subway was 1 1/2 blocks from DH. Louis was a wonderful host and the fresh flowers that he provided were very much enjoyed. I would have no problem personally recommending this property and only hope I get the opportunity to travel to Boston again and get to stay at DH. Louis' travel hints and recommendations were also top notch. Louis as a host and his property are definitely worth the 5 stars.
  • Submitted: Oct 19, 2014
  • Stayed: Oct 2014

Beautiful Apartment

5 of 5
Wow - what can we say... great apartment, great hospitality!!! We've had a fantastic holiday and it's been made even better by returning to a beautiful, relaxing home after a busy day out. We'd love to return and will be telling our friends and family about you! Thank you! Kent, UK
  • Submitted: Oct 15, 2014
  • Stayed: Oct 2014

Wonderful house, great view!

5 of 5
Stayed with a group of 10 for our wedding in the area. The house is beautiful and well built, with unreal views of the mountains. A short trek to town or the trail up Greylock. Very comfortable, fantastic kitchen, 2 master bedrooms that were great, and numerous other beds and pullouts. All-in-all a great rental experience. Only tiny complaint is the door alarm announces every time a door opens which is a bit annoying.
  • Submitted: Oct 4, 2014
  • Stayed: Sep 2014