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

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

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 acres w/HotTub
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!

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

Cozy Retreat in the Trees
Time travel to 1958 in this architectural gem! This mid-century modern glass and wood cabin is 300 yards away from a charming small lake. The house is NOT on the lake itself, but it is surrounded by trees in a lovely secluded spot. The only heat is a wood stove... but there is a 4-person cedar barrel sauna in the woods that is electric. A classic 1952 Spartanette travel trailer serves as an extra bedroom. This is a true retreat for romance and adventure.

Schoolhouse Spa Retreat on a Vermont Farm
Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Boutique TINY home+private HOT TUB-walk to Main St
Blush at Art Park Homes is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC & Boston. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries & great dining. @artparkhomes

Quaint Suite in Center of Adams
Pet Friendly mother-in law suite within a beautiful Victorian home in the center of Adams. The quaint town sits at the base of Mount Greylock with hiking and bike trails within minutes of your accommodations. Restaurants, grocery store and a 9 hole golf course are in walking distance. MASS MOCA is just a short 6 mile drive. Tanglewood music center is a 35 minute drive. Beautiful deck with gas firepit and grill. We would love you to be our guest.

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

Downtown | Waterfront | Walk to Shops
★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

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.

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.
Popular amenities for vacation rentals near Mount Greylock
Condo rentals with wifi

Mountain Getaway @ Seasons on Mt Snow (Ski-In/Out)

Summer Dream! The Handle Lodge at Snowtree Condos

Mt Snow Ski In/Out at Seasons

~10% OFF~Walk To Mountain~Amenities

Elegant, spacious studio apt in historic mansion

Great 2 bedroom condo at Stratton Mountain

Great Amenities-Season Condo gym-sport center-pool

Cozy condo within walking distance to the slopes.
Family-friendly house rentals

Quality, Comfort, Charm in Williamstown Center

The Vermont Farmhouse|Hiking|Dog Trails|Village

Rosecroft, Historic Home, Greylock Valley Estate

Modern Barn on 12 acres w Sauna, FirePit+swimming

19th c. Barn in The Berkshires

Bernie's & Betty's

New & Cozy~Near MoCa~Deck~River

Hollywood Bungalow in the Berkshires #C0191633410
Apartment rentals with air conditioning

Charming Art Filled Apartment

Berkshire Mountain Top Chalet

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Suite 23 - Spacious Sunny 2-BR with Mountain view

The Beer Diviner Brewery Apartment

"Nostalgia" a spacious2 bedroom first floor unit.

COLD SPRING

Zachariah House Main St. Ashfield
Other great vacation rentals near Mount Greylock

Secluded cabin with babbling brook

Berkshire Guest Suite

Stone School Cottage

Mountain Retreat close to Northampton & Amherst!

Bedroom Forest View I Sauna I Fire-pit I Trails

Modern Cabin with Outdoor Spa on Vermont Farm

Mid-Century Glass Octagon in the Berkshires

Cozy Hilltown Cottage
Destinations to explore
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- June Farms
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Naumkeag
- Norman Rockwell Museum
- University of Massachusetts Amherst
- MVP Arena
- New York State Museum
- Emerald Lake State Park





