Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak 7.9 km from Pittsfield
Apartment in Hancock MA
8.9
Excellent
Info Categories
Apartment with Swimming Pool

Private Pool    Outdoor Pool  

Apartment near Ski Resorts

Apartment with Ski To Door Access

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Cozy Ski in out Cabin in Berkshire Resort 7.9 km from Pittsfield
Vacation Home in Hancock MA
10
Excellent
Info Categories
Vacation Home with Swimming Pool

Private Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

EV charging stations  

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Cozy Cabin on Mountain Resort 7.9 km from Pittsfield
Vacation Home in Hancock MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home with Ski To Door Access

Vacation Home near Ski Resorts

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Mountain View Suite on Jiminy Peak Ski On Off -New 7.9 km from Pittsfield
Apartment in Hancock MA
8.5
Very Good
Info Categories
Apartment with Swimming Pool

Indoor Pool    Private Pool  

Apartment near Ski Resorts

Apartment with Ski To Door Access

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Relaxation Suite Jiminy-Must See Sleeps 4 8.0 km from Pittsfield
Apartment in Hancock MA
7.6
Good
Info Categories
Apartment with Swimming Pool

Indoor Pool    Private Pool  

Apartment near Ski Resorts

Apartment for Adults Only

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Wellspring by AvantStay Indoor Pool Views 8.4 km from Pittsfield
Vacation Home in Richmond MA
Info Categories
Vacation Home with Swimming Pool

Indoor Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

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Rockspring by AvantStay Huge Berkshires Estate 10.1 km from Pittsfield
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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9.0
Excellent
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

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Country Charmer 11.2 km from Pittsfield
Vacation Home in Lee MA
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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Stockbridge Retreat with Pool and Hot Tub! 12.6 km from Pittsfield
Vacation Home in Stockbridge MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

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Magical Country Retreat in the Berkshires 15.9 km from Pittsfield
Vacation Home in Great Barrington MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

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Magical Country Retreat in the Berkshires 15.9 km from Pittsfield
Vacation Home in Great Barrington MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Vacation Home with Parking

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Monterey Home with Hot Tub, Pool and Game Room! 16.9 km from Pittsfield
Vacation Home in Monterey MA
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

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Berkshire Vacation Rentals: Private Oasis: 16 Acres Pool 18.5 km from Pittsfield
Vacation Home in Chatham NY
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

Vacation Home for Adults Only

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Serene Berkshires Oasis with Pool and Sculpture Garden 18.7 km from Pittsfield
Vacation Home in Otis MA
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

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Berkshire Vacation Rentals: Mountain View Estate Sleeps 18 19.1 km from Pittsfield
Vacation Home in North Egremont MA
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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Berkshire Vacation Rentals: Private Estate Heated YEARROUND Outdoor Pool 19.6 km from Pittsfield
Vacation Home in North Egremont MA
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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Summer and Fall in Sheffield with Monthly Special Pricing Available 24.0 km from Pittsfield
Vacation Home in Sheffield MA
10
Excellent
Info Categories
Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

Vacation Home near Ski Resorts

Dog Friendly Vacation Home

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Private Pool (18)
  •     Pool (18)
  •     Outdoor Pool (15)
  •     Heated Pool (5)
  •     Indoor Pool (3)
  •     Ski (17)
  •     Dog Friendly (7)
  •     Parking (6)
  •     Adult Only (5)
  •     Ski In Ski Out (4)
  •     EV charging stations (1)
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