
Ski-in/Ski-out holiday rentals in Jiminy Peak
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Top-rated ski-in/ski-out rentals in Jiminy Peak
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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

Slopeside Condo @ Seasons on Mt Snow (Ski-In/Out)
Escape to the mountains & stay in our fully equipped 3 bedroom (ski in/out) condo. Enjoy the wood burning fire (wood provided), smart TV & boardgames as well as the fabulous Seasons on Mt Snow facilities where you can relax in a hot tub, pool or sauna. Our ski in/out location is the best on the mountain, between the main face & Carinthia Freestyle Park! See below for info on activities in the warmer months which include hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

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.

StrautmanHaus: All-Season Chalet at Berkshire East
Welcome to StrautmanHaus, a Bavarian style A-Frame home, nestled at the base of Berkshire East Mountain Resort. This charming chalet is newly renovated, with 4 beds/2 baths/4 decks and stunning views that sleeps 10! Surrounded by mature growth pine trees, the property offers a perfect combination of privacy and ski-on/off access to Berkshire East. In the summer & fall, you have on-site access to the resort’s mountain biking/white water rafting/zip line/mountain coaster & aerial adventure park.

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.

Serene+Stylish Mountain Retreat
Our beautifully-designed, comfortable, much-loved townhome is great for families or friends wanting an escape to the Berkshire mountains. Located up the hill from Jiminy Peak Village Center, the home has 4 bedrooms over 3 floors, an open plan living space, updated kitchen, family room, and new deck. A short walk to the slopes in winter and use of Jiminy Peak resort pools in the summer make it a year-round destination. Book your stay and find out why once you are here, it’s so hard to leave!

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 !

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.

Mt Snow Ski In/Out at Seasons
Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

MountSnow ski on/off condo in Vermont
Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain
Popular amenities for Jiminy Peak ski-in/ski-out rentals
Ski-in/ski-out house rentals

A Magic Spot: Booking year round.

Knoll Rock House (3B/3B) - Best of the Berkshires

Ski In/Ski Out Mount Snow Condo.

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Pe

Mountainside Condo w/ Private Access To Ski Slope

Game Room, near skiing and lake, walk to downtown

Riverfront Rustic 1824 Mansion

Brand new, 5 BR, next to Hermitage Club&Hermt Inn
Family-friendly, ski-in/ski-out home rentals

Renovated Condo - 5 min walk to Mount Snow

The Brook & Ember Condo - Walk to Mount Snow

Home in Dover – 5 Min to Mt Snow

Dover VT 2 Bdrm Condo - Great For Remote Work

Spring at Mount Snow! Biking, Tennis, Pool, Sauna

Mount Snow Best View - Sauna|HotTub|Pool|Fireplace

Cozy Studio | Ski-In Access + Kitchenette

Hiking, biking, pool, Mt. Snow with direct access!
Ski-in/ski-out condo rentals

Slopes N Seasons | Trailside Condo at Mount Snow

Cute, Cozy Condo at the base of Mount Snow

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Great Amenties-Seasons Condo gym-sport center-pool

Four Seasons Slope-side Getaway at Mount Snow

Jiminy Peak Country Inn 1 Bedroom Suite

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

Crafts Inn in Vermont 1br suite, Saturday check-in
Destinations to explore
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- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- June Farms
- Hildene, The Lincoln Family Home
- Saratoga Spa State Park
- Ski Sundown
- Bromley Mountain Ski Resort
- Naumkeag
- Norman Rockwell Museum
- National Museum of Racing and Hall of Fame
- Berkshire Botanical Garden





