Vacation Rentals in Jiminy Peak Mountain Resort, MA: Compare 10+ Sites & Save

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  5.  Hancock
  6.  Jiminy Peak Mountain Resort

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127 Best Vacation Rentals in Jiminy Peak Mountain Resort (Starting from $168)

Family-Friendly Hancock Home Walk to Slopes!
Family-Friendly Hancock Home Walk to Slopes!
House
Hancock, MA, USA
0.5k from Jiminy Peak Mountain Resort center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms15 Guests
New to Booking
$1320
Average price / night
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Mountainside Condo Ski In Ski Out
Mountainside Condo Ski In Ski Out
Apartment
Hancock, MA, 01237, United States
0.3k from Jiminy Peak Mountain Resort center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
9.0

Fabulous

37 reviews

$168
Average price / night
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Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
House
Hancock, MA, USA
0.6k from Jiminy Peak Mountain Resort center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
8.5

Very Good

10 reviews

$618
Average price / night
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Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
House
Hancock, MA, 01237, United States
0.5k from Jiminy Peak Mountain Resort center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms12 Guests
10.0

Exceptional

45 reviews

$724
Average price / night
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Mountain View Suite on Jiminy Peak Ski On Off -New
Mountain View Suite on Jiminy Peak Ski On Off -New
Apartment
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Ski resorts

1 Bedroom4 Guests
9.4

Superb

19 reviews

$335
Average price / night
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1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor
Apartment
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Ski resorts

1 Bedroom4 Guests
7.7

Good

6 reviews

$335
Average price / night
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Gorgeous 3BR 3BA Sleeps 10  Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
House
Hancock, MA, 01237, United States
0.6k from Jiminy Peak Mountain Resort center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms10 Guests
9.8

Exceptional

74 reviews

$425
Average price / night
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Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor
Apartment
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$335
Average price / night
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Five-Star Family Friendly Townhouse in the Heart of Jiminy Peak
Five-Star Family Friendly Townhouse in the Heart of Jiminy Peak
House
Hancock, MA, 01237, United States
0.6k from Jiminy Peak Mountain Resort center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$672
Average price / night
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Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Apartment
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay, Family, Ski resorts

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$279
Average price / night
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Cozy Ski in out Cabin in Berkshire Resort
Cozy Ski in out Cabin in Berkshire Resort
House
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cabins, Cottages, Pet-friendly

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$323
Average price / night
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Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshire Retreat Anywhere
Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshire Retreat Anywhere
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$231
Average price / night
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Disney Wonderland Suite at Jiminy-Ski On Off Mtn - Must See Stitch and Mickey Magic
Disney Wonderland Suite at Jiminy-Ski On Off Mtn - Must See Stitch and Mickey Magic
Apartment
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Ski resorts

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$252
Average price / night
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Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby
Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Arcade, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
9.6

Exceptional

5 reviews

$231
Average price / night
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Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Apartment
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Ski resorts

1 Bedroom4 Guests
9.2

Superb

5 reviews

$252
Average price / night
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Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$268
Average price / night
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2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
House
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Ski resorts

2 Bedrooms7 Guests
1.0

Review score

1 reviews

$357
Average price / night
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Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
9.6

Exceptional

33 reviews

$231
Average price / night
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2 BR JIMINY PEAK w Mountain Views SLEEPS 7 Gorgeous
2 BR JIMINY PEAK w Mountain Views SLEEPS 7 Gorgeous
House
Hancock, MA, USA
0.7k from Jiminy Peak Mountain Resort center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$260
Average price / night
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Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
9.8

Exceptional

25 reviews

$231
Average price / night
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Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
9.8

Exceptional

22 reviews

$231
Average price / night
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Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom4 Guests
10.0

Exceptional

12 reviews

$231
Average price / night
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1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
9.4

Superb

6 reviews

$231
Average price / night
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Luxury Ski Retreat on Jiminy Peak Mountain, Berkshires, MA
Luxury Ski Retreat on Jiminy Peak Mountain, Berkshires, MA
House
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$1539
Average price / night
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Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$231
Average price / night
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Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Apartment
Hancock, MA, 01237, United States
0.7k from Jiminy Peak Mountain Resort center

AC, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$231
Average price / night
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Cozy 1-bedroom Suite in Jiminy Peak Resort, with Wi-Fi, Pool, Fitness & More!
Cozy 1-bedroom Suite in Jiminy Peak Resort, with Wi-Fi, Pool, Fitness & More!
Apartment
Hancock, MA, 01237, United States
0.8k from Jiminy Peak Mountain Resort center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
9.6

Exceptional

5 reviews

$274
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Jiminy Peak Mountain Resort.

Jiminy Peak Mountain Resort Vacation Rentals on the Map

Frequently Asked Questions

You can explore 127 verified vacation rentals in Jiminy Peak Mountain Resort. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Jiminy Peak Mountain Resort vary depending on the season, property size, and location. Rates typically start from around $168 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Jiminy Peak Mountain Resort include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Jiminy Peak Mountain Resort welcome pets. Currently, 18 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Jiminy Peak Mountain Resort often include amenities such as Fireplace/Heating, Wellness Facilities, and Pool. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.