Holiday rentals near Jiminy Peak Mountain Resort
We found 646 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:1 Aug - 8 Aug
Image gallery for Summertime at Left Bank Lodge
1010 out of 10 rating
Exceptional
(6 reviews)
Summertime at Left Bank Lodge
Hancock, MA
8% off
Price is NZ$10,415
NZ$10,415
NZ$1,488 per night
includes taxes & fees
Image gallery for Imagine Being Lakeside This Summer! Book Now!
1010 out of 10 rating
Exceptional
(14 reviews)
Imagine Being Lakeside This Summer! Book Now!
Lenox, Massachusetts
16% off
Price is NZ$19,110
NZ$19,110
NZ$2,730 per night
includes taxes & fees
Image gallery for A MAGIC SPOT: Booking all year Weekly, monthly discounts available
9.69.6 out of 10 rating
Exceptional
(30 reviews)
A MAGIC SPOT: Booking all year Weekly, monthly discounts available
Stephentown, NY
8% off
Price is NZ$3,424
NZ$3,424
NZ$489 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$5,358
NZ$5,358
NZ$765 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$3,906
NZ$3,906
NZ$558 per night
includes taxes & fees
Image gallery for Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds
Hancock, MA
5% off
Price is NZ$3,675
NZ$3,675
NZ$525 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$2,774
NZ$2,774
NZ$396 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$4,856
NZ$4,856
NZ$694 per night
includes taxes & fees
Image gallery for Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
Hancock, MA
7% off
Price is NZ$4,826
NZ$4,826
NZ$689 per night
includes taxes & fees
Image gallery for Berkshire Rural Retreat
1010 out of 10 rating
Exceptional
(21 reviews)
Berkshire Rural Retreat
Canaan, NY
8% off
Price is NZ$5,773
NZ$5,773
NZ$825 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$4,670
NZ$4,670
NZ$667 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$2,774
NZ$2,774
NZ$396 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$9,503
NZ$9,503
NZ$1,358 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$4,151
NZ$4,151
NZ$593 per night
includes taxes & fees
Image gallery for Private Berkshire Cabin on 27acres near Jiminy Peak.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Private Berkshire Cabin on 27acres near Jiminy Peak.
Williamstown, MA
13% off
Price is NZ$3,997
NZ$3,997
NZ$571 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$7,396
NZ$7,396
NZ$1,057 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$2,774
NZ$2,774
NZ$396 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$12,564
NZ$12,564
NZ$1,795 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$2,774
NZ$2,774
NZ$396 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$5,696
NZ$5,696
NZ$814 per night
includes taxes & fees
Image gallery for Private apartment in beautiful country barn
1010 out of 10 rating
Exceptional
(18 reviews)
Private apartment in beautiful country barn
Richmond, MA
12% off
Price is NZ$2,625
NZ$2,625
NZ$375 per night
includes taxes & fees
Image gallery for Get away and get back to nature!
1010 out of 10 rating
Exceptional
(5 reviews)
Get away and get back to nature!
East Nassau, NY
8% off
Price is NZ$1,716
NZ$1,716
NZ$245 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$3,739
NZ$3,739
NZ$534 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$2,774
NZ$2,774
NZ$396 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Jiminy Peak Mountain Resort
Map Attractions
1
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
1,802 reviews(1,802 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)
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)
Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Sleeps 4 · 1 bedroom · 1+ bathroom
8.68.6 out of 10
Excellentexcellent
10 reviews(10 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value