256+ Vacation Rentals Near Jiminy Peak Mountain Resort |
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Old Mansions - Vacation Rentals in Jiminy Peak Mountain Resort

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1 From US $458
         

10.0 (41 Reviews)
Condo
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
  • Air Conditioner
  • Parking
  • Pool

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Cozy Ski in out Cabin in Berkshire Resort From US $323
         

10.0 (4 Reviews)
House
Cozy Ski in out Cabin in Berkshire Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ski Jiminy Peak Mt @Bentley Brook 2025: X-Mas Wk Fri 12/26 -Mon 12/29 3 nites From US $782
         

New
Condo
Ski Jiminy Peak Mt @Bentley Brook 2025: X-Mas Wk Fri 12/26 -Mon 12/29 3 nites
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2 From US $386
         

10.0 (36 Reviews)
Condo
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
  • Air Conditioner
  • Parking
  • Pool

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Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor From US $279
         

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10.0 (2 Reviews)
Apartment
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
  • Pool
  • Accessibility
  • Security/Safety

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Vacation Village in the Berkshires From US $123
         

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8.8 (2168 Reviews)
Condo
Vacation Village in the Berkshires
  • Air Conditioner
  • Parking
  • Pool

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Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn From US $236
         

10.0 (23 Reviews)
Apartment
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
  • Air Conditioner
  • Parking
  • Pool

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Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor From US $335
         

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10.0 (1 Review)
Apartment
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor
  • Air Conditioner
  • Parking
  • Pool

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Jiminy Peak Mountain Resort From US $211
         

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8.2 (987 Reviews)
Resort
Jiminy Peak Mountain Resort
  • Air Conditioner
  • Parking
  • Pool

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UNIQUE - 1BR Country Condo @ Jiminy Peak From US $563
         

10.0 (14 Reviews)
Condo
UNIQUE - 1BR Country Condo @ Jiminy Peak
  • Air Conditioner
  • Parking
  • Pool

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SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS! From US $300
         

10.0 (14 Reviews)
Condo
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
  • Air Conditioner
  • Parking
  • Pool

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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook From US $644
         

10.0 (13 Reviews)
Condo
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
  • Air Conditioner
  • Parking
  • Pool

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Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone From US $236
         

10.0 (8 Reviews)
Apartment
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
  • Parking
  • Pool
  • TV

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Family Lodge at Jiminy Peak - Pools & Adventure From US $714
         

10.0 (6 Reviews)
House
Family Lodge at Jiminy Peak - Pools & Adventure
  • Air Conditioner
  • Parking
  • Pool

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Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5 From US $574
         

10.0 (6 Reviews)
Condo
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
  • Air Conditioner
  • Parking
  • Pool

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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook From US $469
         

10.0 (5 Reviews)
Condo
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
  • Air Conditioner
  • Parking
  • Pool

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Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor From US $236
         

10.0 (5 Reviews)
Apartment
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
  • Air Conditioner
  • Parking
  • Pool

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IN/OUT SKIING CONDO , POOL, MOVIE THEATER/KIDS ACTIVITIES From US $384
         

10.0 (3 Reviews)
Condo
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/KIDS ACTIVITIES
  • Air Conditioner
  • Parking
  • Pool

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Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, poolnn From US $293
         

10.0 (3 Reviews)
Condo
Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, poolnn
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 From US $236
         

10.0 (3 Reviews)
Apartment
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
  • Air Conditioner
  • Parking
  • Pool

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Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor From US $236
         

10.0 (3 Reviews)
Apartment
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
  • Air Conditioner
  • Parking
  • Pool

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Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated From US $236
         

10.0 (3 Reviews)
Apartment
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
  • Air Conditioner
  • Pool
  • TV

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Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths From US $350
         

10.0 (1 Review)
Condo
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
  • Air Conditioner
  • Parking
  • Pool

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Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 From US $268
         

10.0 (1 Review)
Apartment
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
  • Air Conditioner
  • Parking
  • Pool

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★ Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Jiminy Peak Mountain Resort.

Weather in Jiminy Peak Mountain Resort

View the weather forecast for Jiminy Peak Mountain Resort before booking your Jiminy Peak Mountain Resort Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 21°F
March - May
High 69°F       Low 23°F
June - August
High 83°F       Low 59°F
September - November
High 80°F       Low 32°F

Top Attractions Around Jiminy Peak Mountain Resort, MA

Old Mansions offers a large selection of top attractions around Jiminy Peak Mountain Resort. Research things to do on your vacation before you visit Jiminy Peak Mountain Resort.


Williams College Bousquet Ski Area Mount Greylock Williamstown Theatre Festival Berkshire Museum Hancock Shaker Village Pittsfield State Forest October Mountain State Forest Savoy Mountain State Forest Topia Arts Center Kennedy Park Mount Greylock State Reservation Visitor Center Sterling and Francine Clark Art Institute Colonial Theater New Lebanon Library The Clark Art Institute 62 Center for Theater and Dance Canoe Meadows Wildlife Sanctuary Brodie Mountain East Hoosac Quaker Meetinghouse

Other Places to Stay Near Jiminy Peak Mountain Resort, MA


Hancock 186 Properties

Complexes around Jiminy Peak Mountain Resort, MA


Wyndham Bentley Brook 35 Properties Jiminy Peak 28 Properties Ski 25 Properties Village The Berkshires 1 Properties