Holiday rentals near Jiminy Peak Mountain Resort
We found 634 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:11 Jul - 18 Jul
Image gallery for Ski-In/Ski-Out at Left Bank Lodge
1010 out of 10 rating
Exceptional
(5 reviews)
Ski-In/Ski-Out at Left Bank Lodge
Hancock, MA
8% off
Price is £4,832
£4,832
£690 per night
includes taxes & fees
Image gallery for The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
1010 out of 10 rating
Exceptional
(19 reviews)
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Chatham, NY
8% off
Price is £2,296
£2,296
£328 per night
includes taxes & fees
Image gallery for Classic Stockbridge Cottage
1010 out of 10 rating
Exceptional
(13 reviews)
Classic Stockbridge Cottage
Stockbridge, Massachusetts
15% off
Price is £3,912
£3,912
£559 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 £1,764
£1,764
£252 per night
includes taxes & fees
Image gallery for Renovated, Five Bedrooms In Historic Williamstown
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Renovated, Five Bedrooms In Historic Williamstown
Williamstown, Massachusetts
7% off
Price is £4,592
£4,592
£656 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 £1,579
£1,579
£226 per night
includes taxes & fees
Image gallery for Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
1010 out of 10 rating
Exceptional
(11 reviews)
Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
North Adams, MA
8% off
Price is £1,438
£1,438
£205 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
12% off
Price is £4,299
£4,299
£614 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 £2,486
£2,486
£355 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 £1,414
£1,414
£202 per night
includes taxes & fees
Image gallery for Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
1010 out of 10 rating
Exceptional
(7 reviews)
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock, Massachusetts
8% off
Price is £1,414
£1,414
£202 per night
includes taxes & fees
Image gallery for Private Estate: 5 Bedrooms, Hot Tub, Tranquil Mood
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Private Estate: 5 Bedrooms, Hot Tub, Tranquil Mood
Williamstown, Massachusetts
15% off
Price is £6,342
£6,342
£906 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
(12 reviews)
Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown
North Adams, MA
8% off
Price is £1,685
£1,685
£241 per night
includes taxes & fees
Image gallery for 3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
9.69.6 out of 10 rating
Exceptional
(10 reviews)
3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
Williamstown, MA
15% off
Price is £1,546
£1,546
£221 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 £1,412
£1,412
£202 per night
includes taxes & fees
Image gallery for Cozy Condo Near MASS MoCA
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy Condo Near MASS MoCA
North Adams, MA
12% off
Price is £2,034
£2,034
£291 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 £2,894
£2,894
£413 per night
includes taxes & fees
Image gallery for Hudson valley and The Berkshires Cottage
1010 out of 10 rating
Exceptional
(5 reviews)
Hudson valley and The Berkshires Cottage
Hillsdale, NY
8% off
Price is £1,314
£1,314
£188 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 £4,384
£4,384
£626 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 £1,805
£1,805
£258 per night
includes taxes & fees
Image gallery for Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
1010 out of 10 rating
Exceptional
(11 reviews)
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Hillsdale, NY
22% off
Price is £1,546
£1,546
£221 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 £1,412
£1,412
£202 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 £3,345
£3,345
£478 per night
includes taxes & fees
Image gallery for Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock, MA
8% off
Price is £1,878
£1,878
£268 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
1,795 reviews(1,795 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)
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
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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