
Places to stay near Mount Greylock Ski Club
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Top-rated holiday rentals near Mount Greylock Ski Club
Guests agree: these stays are highly rated for location, cleanliness and more.

Netherwood - North Adams Guest House with Views
Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Steps to MoCA Near SKI: 2bd + SAUNA!
Near ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and others. A large, private 2-bedroom apt at the Small Mansion of Chase Hill Estate. Outdoor Sauna! Just a 5 minute-walk to MASS MoCA & downtown restaurants, 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

The Hygge Loft- mid-mod cabin on 70 forested acres
The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

The Hobbit House at June Farms
Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Scottish highland cows, Gloucestershire spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

North Adams Getaway-walk to MASS MoCA
BRAND NEW! Ready for guests to enjoy all the Berkshires has to offer! Whether you are visiting for work or pleasure, with family or friends this is a perfect place for you. Located in downtown North Adams you are surrounded by breath taking mountains and foliage, nestled between award winning museums, access to great food, and a short drive to ski resorts, breweries, Tanglewood, the highest peak in MA, and more. A true outdoorsman paradise. BOOK NOW!

Artistic Nature Cottage
Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home in this quiet, private and peaceful location. The cottage is overlooking a beautiful forested mountain range, with easy access to hiking, biking, and cross-country ski trails right out the door. Kalarama is bright and sunny with stunning views. Come to unwind, enjoy nature, read, meditate or just work remotely from our 23 acre property!

Cozy barn apartment on the river
Private converted first floor barn apartment next to the Green River. Comfortable with unique furnishings and back door that opens to a riverfront covered patio. Sleeps 1-2 comfortably. Can accommodate 4 with the extra sleeper, tri-fold floor mattress, (Best for 1-2 smaller children). Private full bath. Great for 1-2 adults or a family with smaller children. It is on our property with a shared driveway.

COLD SPRING
Welcome to your peaceful Berkshire retreat. Originally a barn, this charming two-bedroom, one-bath apartment features a fully equipped kitchen, skylight-vaulted ceilings, and original wood beams. Just a short drive from Mount Greylock, Jiminy Peak, and the Williamstown Theatre Festival—surrounded by scenic hikes and great local dining, it’s the perfect home base for your getaway.
Popular amenities for holiday rentals near Mount Greylock Ski Club
Apartment rentals with wifi

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Mt Snow Ski In/Out at Seasons

Winter Dream! The Handle Lodge at Snowtree Condos

Owl's Nest - Unique Condo in Vintage Location

Elegant, spacious studio apt in historic mansion

Cozy condo within walking distance to the slopes.

Walk to Mt. Snow-Spa-Summer Pool

Mount Snow Close, Great Price, Lots of Room
Family-friendly house rentals

Quality, Comfort, Charm in Williamstown Center

Cozy Home in Pownal VT

A paradise in the woods, minutes from MASS MoCA

Vermont Botanical Studio Apartment

Cantabile life in the Berkshires

Charming Berkshire Retreat-Minutes to Williamstown

Ski at 19th c. Barn in The Berkshires

Bernie's & Betty's
Apartment rentals with air conditioning

Charming Art Filled Apartment

Sunny, light filled loft in 1873 Colonial

In town, newly renovated studio with private deck

full apartment in adams self check in

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Cozy Rustic Apt. in 18th c. Berkshire Farmhouse

Cooper's Place

Stunning studio in the heart of Troy: Raven's Den
Other great holiday rentals near Mount Greylock Ski Club

Just Be Cabin

Cute Cozy Comfy Cottage in the Berkshires

Barn Stay at Shadowbrook Farm

Berkshire Mountain Top Chalet

Peaceful Cabin in the Woods

The Camp - hiking trails right outside your door

Bedroom Forest View I Sauna I Fire-pit I Trails

New Cabin in Jamaica
Destinations to explore
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Magic Mountain Ski Resort
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Mount Tom State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Albany Center Gallery
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- Peebles Island State Park




