
Ski-in/Ski-out rentals near Jiminy Peak Mountain Resort
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals near Jiminy Peak Mountain Resort
Guests agree: these stays are highly rated for location, cleanliness, and more.

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Jiminy's GEM is everything you're looking for! The location is absolutely prime- steps from the highspeed 6pk lift with your balcony overlooking the beautiful mountain & apres fire pit. Enjoy 3 bdrms/3 full baths with enough beds to accommodate numerous families, sleeping a total of 10 people. Take advantage of a heated pool, hottub & gym when you're not enjoying the mountain. Summer and Leaf Peeping season are equally as entertaining and enjoyable. Let us make your trip better than imagined!

Freemans Grove Benevolent Society Walk to MoCA
Welcome to the Freeman's Grove Benevolent Society! Artist's apartment/gallery with kitchen, bath, one bedroom, and a sleeping nook. It is an open floor plan, for heating purposes there are curtains (no doors) on the bedroom and sleeping nook. Sleeps 4 people comfortably. The walk from MASS MoCA to the house is flat except the last block which is STEEP! The apartment is a flight and a half off the street, so be prepared for some stairs. A truly unique apartment and cabinet of curiosities. #fgbs

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4
You want to pop out of bed, walk outside, and be right on the mountain This 1BR 1 BA Ground Floor Unit Charming Mountain Yeti Decorated Suite right by the entrance features a king bed in the master bedroom, plus a fold out queen sofa bed in the living room. The kitchen comes complete with all your needs, incl Keurig, pots, pans, etc. The unit is equipped with board games , along with cable TVs that have all your favorite shows . The Inn amenities are yours including heated year round pool

Berkshire family getaway at Jiminy Peak!
Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

Jiminy Peak Ski Loft with Hot Tub
This ski-in/ski-out loft at Jiminy Peak offers all of the amenities you could ever possibly ask for! A spacious 1 bedroom loft that sleeps up to 4 (1 Queen Bed, 1 Pullout Couch) is stylish and comfortable. We are the new owners and we are regularly updating the furniture and decor. A full kitchen, full bathroom with tub, ski locker / equipment storage, laundry in unit, dedicated parking spot, access to 2 pools and 2 hot tubs, a sauna, skiing, mountain cart, ropes course, and more!

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow with Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Cable & Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

The Pinnacle House at Otis Ridge Ski Area!
Otis is the best town for a visit to the Berkshires. It is close to all the places you would want to visit like Jacob's Pillow, Tanglewood, Norman Rockwell Museum to start with. It is also close to hiking trails, swimming, shopping and great restaurants. This wonderful three plus bedroom home is located on the backside of Otis Ridge Ski Area. Wake up and take a walk on the ridge or just sit outside and have your morning beverage with the woods surrounding you.

Wyndham Bentley Brook
This premier Berkshires destination resort is located at the base of the ski slopes of Jiminy Peak Mountain Resort. After a day of skiing, snowboarding, hiking and other seasonal activities, return to your spacious two-bedroom resort suite designed for maximum rest and relaxation with a kitchen and spacious living/dining area. The resort's heated indoor and outdoor pool, game room, sauna, and activities center are sure to please.

400+ Airbnb Visits: Incredible Mountain Cabin
Our cabin is off the grid, NO running water (read this twice) or indoor bathroom, but it’s comfortable and has been enjoyed by 100’s of Airbnb travelers. There is electricity, but this cabin takes an adventurer in the winter months. Winter Stays take work! Don’t be surprised of shoveling and bringing in your gear! Our reviews speak for how great rental is for people, thank you for considering a stay at our cabin.

Jiminy Peak Country Inn - ski in/out condo MT view
Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.
Popular amenities for ski-in/ski-out rentals near Jiminy Peak Mountain Resort
Ski-in/ski-out house rentals

A Magic Spot: Booking year round.

Beautiful 4 Bedroom Townhouse in the Berkshires

Condo on the mountain

Berkshire Lake-side Retreat

Rustic home near skiing & lakes, walk to downtown

Riverfront Rustic 1824 Mansion

Brand new, 5 BR, next to Hermitage Club&Hermt Inn

Stylish Chimney Hill Home - Close to Mt. Snow!
Family-friendly, ski-in/ski-out home rentals

Berkshire Charm w/ Panoramic views

Mountainside Condo Ski on/off

Ski-in/out condo

Private chalet | hot tub, shuttle & ski home trail

Luxe Ski Getaway Base of Jiminy

StrautmanHaus: All-Season Chalet at Berkshire East

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Newly Renovated Mountainside Townhome, Jiminy Peak
Ski-in/ski-out condo rentals

Condo Resort at Jiminy Peak Ski Mountain's Base

Ski-in/Ski-Out on Jiminy Peak

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Unique - Country suite @ Jiminy Peak

Large one bedroom, two full bath, full kitchen

Jiminy Peak Apartment

Berkshires Getaway < 1 Mi Skiing & Hiking!

Jiminy Peak Country Inn 1 Bedroom Suite
Quick stats about ski-in/ski-out rentals near Jiminy Peak Mountain Resort

Total vacation rentals
Explore 70 vacation rentals in Jiminy Peak Mountain Resort

Nightly prices starting at
Jiminy Peak Mountain Resort vacation rentals start at G$16,733 GYD per night before taxes and fees

Verified guest reviews
Over 1,480 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Jiminy Peak Mountain Resort vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Jiminy Peak Mountain Resort rentals

4.9 Average rating
Jiminy Peak Mountain Resort stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Villa rentals Jiminy Peak Mountain Resort
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- Rentals with a hot tub Jiminy Peak Mountain Resort
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- Rentals with a sauna Jiminy Peak Mountain Resort
- Rentals with pools Jiminy Peak Mountain Resort
- Condo rentals Jiminy Peak Mountain Resort
- Rentals with a fireplace Jiminy Peak Mountain Resort
- Family-friendly rentals Jiminy Peak Mountain Resort
- Rentals with outdoor seating Jiminy Peak Mountain Resort
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- Rentals with a patio Jiminy Peak Mountain Resort
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