Holiday rentals near Jiminy Peak Mountain Resort
We found 648 holiday rentals — enter your dates for availability
If you are looking to stay near Jiminy Peak Mountain Resort, scroll through and discover private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Jiminy Peak Mountain Resort
Showing deals for:25 Jul - 1 Aug
Image gallery for The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
1010 out of 10 rating
Exceptional
(18 reviews)
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Chatham, NY
8% off
Price is NZ$4,936
NZ$4,936
NZ$705 per night
includes taxes & fees
Image gallery for Renovated, Five Bedrooms In Historic Williamstown
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Renovated, Five Bedrooms In Historic Williamstown
Williamstown, Massachusetts
7% off
Price is NZ$10,187
NZ$10,187
NZ$1,455 per night
includes taxes & fees
Image gallery for Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
1010 out of 10 rating
Exceptional
(39 reviews)
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
Hancock, MA
13% off
Price is NZ$9,117
NZ$9,117
NZ$1,302 per night
includes taxes & fees
Image gallery for Secluded Family Home in Serene Stockbridge Woods
1010 out of 10 rating
Exceptional
(20 reviews)
Secluded Family Home in Serene Stockbridge Woods
South Lee, MA
8% off
Price is NZ$7,660
NZ$7,660
NZ$1,094 per night
includes taxes & fees
Image gallery for Huge Beautiful House-fits 2 families-16 Acres -Low rates- 2 min from Jiminy Peak
9.89.8 out of 10 rating
Exceptional
(68 reviews)
Huge Beautiful House-fits 2 families-16 Acres -Low rates- 2 min from Jiminy Peak
Williamstown, MA
12% off
Price is NZ$5,372
NZ$5,372
NZ$767 per night
includes taxes & fees
Image gallery for In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.68.6 out of 10 rating
Excellent
(10 reviews)
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Hancock, MA
8% off
Price is NZ$3,818
NZ$3,818
NZ$545 per night
includes taxes & fees
Image gallery for Central Haus (Group getaway on a quiet street)
1010 out of 10 rating
Exceptional
(11 reviews)
Central Haus (Group getaway on a quiet street)
North Adams, MA
12% off
Price is NZ$3,556
NZ$3,556
NZ$508 per night
includes taxes & fees
Image gallery for In town 2 bedroom, one bath carriage barn. Sleeps 5.
1010 out of 10 rating
Exceptional
(30 reviews)
In town 2 bedroom, one bath carriage barn. Sleeps 5.
Williamstown, MA
8% off
Price is NZ$4,832
NZ$4,832
NZ$690 per night
includes taxes & fees
Image gallery for Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown
North Adams, MA
8% off
Price is NZ$4,623
NZ$4,623
NZ$660 per night
includes taxes & fees
Image gallery for Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock, MA
8% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Image gallery for Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Austerlitz, NY
9% off
Price is NZ$12,536
NZ$12,536
NZ$1,791 per night
includes taxes & fees
Image gallery for 2 Bedroom Deluxe Condo at Bentley Brook, Jiminy Peak Ski Mountain!!
1010 out of 10 rating
Exceptional
(5 reviews)
2 Bedroom Deluxe Condo at Bentley Brook, Jiminy Peak Ski Mountain!!
Hancock, MA
8% off
Price is NZ$9,288
NZ$9,288
NZ$1,327 per night
includes taxes & fees
Image gallery for Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass
Pownal, VT
23% off
Price is NZ$7,359
NZ$7,359
NZ$1,051 per night
includes taxes & fees
Image gallery for 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
9.89.8 out of 10 rating
Exceptional
(7 reviews)
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Hancock, Massachusetts
8% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Image gallery for Cozy Cabin on Lake Mahkeenac
8.88.8 out of 10 rating
Excellent
(10 reviews)
Cozy Cabin on Lake Mahkeenac
West Stockbridge, MA
8% off
Price is NZ$4,130
NZ$4,130
NZ$590 per night
includes taxes & fees
Image gallery for Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
1010 out of 10 rating
Exceptional
(69 reviews)
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock, MA
8% off
Price is NZ$5,419
NZ$5,419
NZ$774 per night
includes taxes & fees
Image gallery for Escape for the weekend!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Escape for the weekend!
East Nassau, NY
8% off
Price is NZ$1,728
NZ$1,728
NZ$247 per night
includes taxes & fees
Image gallery for WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
9.29.2 out of 10 rating
Wonderful
(11 reviews)
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock, Massachusetts
8% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Image gallery for Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock, MA
8% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Image gallery for Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
9.49.4 out of 10 rating
Exceptional
(55 reviews)
Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
New Ashford, MA
17% off
Price is NZ$3,137
NZ$3,137
NZ$448 per night
includes taxes & fees
Image gallery for Mountainside Condo Ski In Ski Out
9.09.0 out of 10 rating
Wonderful
(24 reviews)
Mountainside Condo Ski In Ski Out
Hancock, MA
22% off
Price is NZ$1,701
NZ$1,701
NZ$243 per night
includes taxes & fees
Image gallery for Star Gazer Farm
1010 out of 10 rating
Exceptional
(14 reviews)
Star Gazer Farm
East Nassau, NY
8% off
Price is NZ$2,622
NZ$2,622
NZ$375 per night
includes taxes & fees
Image gallery for Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
9.69.6 out of 10 rating
Exceptional
(26 reviews)
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock, MA
8% off
Price is NZ$3,552
NZ$3,552
NZ$507 per night
includes taxes & fees
Image gallery for 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
9.49.4 out of 10 rating
Exceptional
(6 reviews)
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock, Massachusetts
8% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Jiminy Peak Mountain Resort
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Jiminy Peak Mountain Resort
Find the best place to stay - Jiminy Peak Mountain Resort
Vacation Village in the Berkshires
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
1,799 reviews(1,799 reviews)
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
COZY CABIN IN BERKSHIRES RESORT
Sleeps 5 · 2 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
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All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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