Ski-in/Ski-out accommodation in Massachusetts
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Top-rated ski-in/ski-out rentals in Massachusetts
Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.
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Popular amenities for Massachusetts ski-in/ski-out rentals
Ski-in/ski-out house rentals
Home in Hancock
5 out of 5 average rating, 24 reviewsCozy Cabin in Berkshires Resort Property
Home in Hancock
4.93 out of 5 average rating, 15 reviewsCondo on the mountain
Home in Hancock
4.75 out of 5 average rating, 8 reviewsBeautiful 4 Bedroom Townhouse in the Berkshires
Home in Hancock
5 out of 5 average rating, 10 reviewsSunshine & SummertimeLeft Bank Lodge
Home in Worthington
4.67 out of 5 average rating, 9 reviewsA simple kind of paradise
Home in Hancock
4.95 out of 5 average rating, 19 reviewsMountainside: Large 3-level Jiminy Peak Home
Home in Hancock
4.96 out of 5 average rating, 26 reviewsFamily getaway! Private 4 BR Home on Jiminy Peak
Home in Monterey
Smiling Dog Meadow
Family-friendly, ski-in/ski-out home rentals
Guest suite in Lee
4.72 out of 5 average rating, 176 reviewsBerkshire Charm w/ Panoramic views
Guest suite in Williamsburg
4.82 out of 5 average rating, 11 reviewsFlower Hill Farm Retreat ~ Studio
Condo in Sandwich
4.75 out of 5 average rating, 12 reviews103 N. Shore Blvd # 3 - E. Sandwich beach condo
Home in Hawley
4.97 out of 5 average rating, 33 reviewsStump Sprouts Lodge
Home in Manchester-by-the-Sea
4.75 out of 5 average rating, 4 reviewsCountry Estate, Heated Pool, near beach
Hotel room in Hancock
5 out of 5 average rating, 4 reviewsWyndham Bentley Brook * Studio
Private room in Sandisfield
4.92 out of 5 average rating, 133 reviewsHospitality in the Berkshire Woods
Private room in Becket
Canterbury Farm
Ski-in/ski-out condo rentals
Condo in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Condo in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Condo in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
Condo in Hancock
4.62 out of 5 average rating, 138 reviewsJiminy Peak Country Inn 1 Bedroom Suite
Condo in Charlemont
4.75 out of 5 average rating, 12 reviewsBerkshires Getaway < 1 Mi Skiing & Hiking!
Condo in Hancock
4.8 out of 5 average rating, 5 reviewsSki-in/Ski-Out on Jiminy Peak
Condo in Hancock
5 out of 5 average rating, 4 reviewsCondo Resort at Jiminy Peak Ski Mountain's Base
Destinations to explore
- Ski-in/ski-out rentals United States
- Bungalow rentals Massachusetts
- Rentals with lake access Massachusetts
- Cottage rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Waterfront rentals Massachusetts
- Beachfront rentals Massachusetts
- Luxury rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Guesthouse rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Farmstay rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Private suite rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with pools Massachusetts
- Rentals with a home theatre Massachusetts
- Barn rentals Massachusetts
- Beach house rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Boutique hotel rentals Massachusetts
- Lakehouse rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with beach access Massachusetts
- Chalet rentals Massachusetts
- Cabin rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with a kayak Massachusetts
- Bed and breakfasts Massachusetts
- Resort rentals Massachusetts
- Monthly Rentals Massachusetts
- Apartment rentals Massachusetts
- Condo rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Townhouse rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Ski-in/ski-out rentals New Hampshire
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom