
Places to stay near Mount Sugarloaf State Reservation
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Mount Sugarloaf State Reservation
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!

Modern farmhouse close to Montague Retreat Center
This is a fully restored 1880 farmhouse five min. from Montague Retreat Center, 20 min. from Amherst and 25 min. to Northampton. Our house has modern amenities: radiant concrete floors, high end appliances/countertops, a steam shower and 7 ft, radiant heated copper bath tub. Lots of light, open spaces, cathedral ceilings and an outdoor playset for kids. The house is set on 3/4 of an acre with lots of beautiful gardens and is located near Montague Center, where there are restaurants and shops.

Bright private suite mins. from Five College area
Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Beautiful timber-frame treehouse
The timber frame treehouse is a perfect couples retreat. The home is custom built with hardwood maple trees cut down and milled right on the property. The deck has a barrel sauna, cold or hot cedar soaking tub, a propane fire pit, a wood burning chiminea fire pit, and a bar top for outdoor dinning. The inside has a stone fireplace, fully equipped kitchen, tile shower, projector with dvds, books, board games, chandelier, and dimmable lighting for any mood. This home is truly one of a kind.

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Light filled three bedroom apartment DT Florence!
Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.

Cozy, Private, Central 1 Bdrm, Large Yard
Half of an adorable bungalow in beautiful, private, picturesque setting. Minutes to 91, Northampton, Amherst, 5 colleges, Treehouse Brewery, Butterfly Conservatory, Historic Deerfield, Mohawk Trail… Oversized sunny bedroom with queen bed, pull-out double sofa. Living room has large sectional sofa, TV. Full kitchen, with common appliances and cookware. Bathroom with shower/tub. Vaulted ceilings throughout. Slider to private deck and large yard, all separated from owners side of house

An 18th century farmhouse
Built in 1785 this antique Cape was carefully restored to its original design about 20 years ago. The house is set on a quiet road in the middle of fields, woods, gardens, and hiking trails. it is secluded with easy access to the natural world. The rooms are book-lined and filled with family objects. It is close to Berkshire East for skiing and snowboarding in the winter and whitewater rafting and swimming in the summer. Mass MoCA and the Clark Museum are within an easy drive.

Forest Hideaway—Light, Privacy, Washer/Dryer
Wake up among 100-year-old trees, then drive 12 minutes into Amherst. Or hike out the door toward wooded trails. The apartment sits with our house on 5 acres of mature forest, high on a hill and facing the woods. With a kitchen & washer/dryer, the apartment is both peaceful and practical, great for a weekend getaway or an extended stay, ideal for academics needing space for contemplation or for a couple visiting family. (Read about the steep driveway if planning a winter trip.)

The Suprenant House
Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

Cozy Haven: Convenience & Charm
Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.
Popular amenities for holiday rentals near Mount Sugarloaf State Reservation
Other top sights near Mount Sugarloaf State Reservation
Apartment rentals with wifi

Walk to Mt. Snow-Spa-Summer Pool

Slopeside Condo @ Seasons on Mt Snow (Ski-In/Out)

3 Story Condo - 5 Minutes to Mount Snow!

Mt Snow Ski In/Out at Seasons

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Great Amenities-Season Condo gym-sport center-pool

MountSnow ski on/off condo in Vermont

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!
Family-friendly house rentals

Hilltown Studio

The 1770 House

Berkshire Mountain retreat with Urban eco-luxuries

Kimball upstairs

Family Home | Flexible Layout | Walkable Town

Charming Brookside Artisan Home

Stone n' Sky Lodge

Goldilocks Cottage at Round Hill
Apartment rentals with air conditioning

Gorgeous Getaway

The cozy clubhouse

Mohawk Trail View/ private apt. no cleaning Fee

Zachariah House Main St. Ashfield

Sunny Peaceful Home

Amherst Get-a-way retreat

Woodsy hideaway apartment

Roost House (2 BR Apt. downtown)
Other great holiday rentals near Mount Sugarloaf State Reservation

Charming, updated , 3 bedroom farmhouse farm stay

Sunlit Cozy Cabin 8 Private Acres By Colleges

Sunny Chalet Nestled in the Woods of Ashfield

Lake Wyola House Shutesbury Massachusetts

Elegant Apt in Award Winning Garden

Happy Maples!

Cozy Hilltown Cottage

Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
Destinations to explore
- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Stratton Mountain Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Bousquet Mountain Ski Area
- Dcu Center
- Ski Sundown
- Mount Monadnock
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Connecticut Convention Center
- Naismith Memorial Basketball Hall Of Fame
- Berkshire Botanical Garden
- The Montague Bookmill





