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

Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

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!

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

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!

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.

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.

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!

Cozy tent in the trees on organic flower farm
Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

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.

The House of Pi
Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!

hope house
Sunny and open writing studio with over 150 years of literary history. Built in 1870, this lovely little house was where George Curtis edited Harper's magazine, wrote essays on transcendentalism , and argued for women's suffrage ( A recent guest informs me that George Curtis helped Thoreau build his cabin on Walden Pond ) The house has since sheltered painters, librarians, and poets.
Popular amenities for holiday rentals near Mount Sugarloaf State Reservation
Other top sights near Mount Sugarloaf State Reservation
Apartment rentals with wifi

Mount Snow Ski Chalet

Summer Dream! The Handle Lodge at Snowtree Condos

Downtown Adams Vintage Getaway

Great Amenities-Season Condo gym-sport center-pool

Cozy Mt Snow Ski In / Out

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!

Walk to Mt. Snow-Spa-Summer Pool

3 Story Condo - 5 Minutes to Mount Snow!
Family-friendly house rentals

Kimball downstairs

Serene South Deerfield Retreat

Magical, Rural Getaway in the Berkshires

Sunrise on the Water's Edge - Riverside Bungalow

Hilltown Studio

Little House Inn - Private House - Secluded

HOT TUB! Dog & Family Friendly in the Berkshires!

Private 2-bedroom with amazing views near Amherst
Apartment rentals with air conditioning

In town, newly renovated studio with private deck

Berkshire Mountain Top Chalet

Sunny, soaring 2-level downtown loft, scenic views

Short walk to town, 1894 house.

Sunny Peaceful Home

Suite 23 - Spacious Sunny 2-BR with Mountain view

Sunny carriage house apartment

River View Apt in Shelburne Falls Historic Village
Other great holiday rentals near Mount Sugarloaf State Reservation

Log Cabin: Amazing Views, River Frontage, Hot Tub

Cozy, Private, Central 1 Bdrm, Large Yard

Windy Top Cottage ~ A Romantic "European" Getaway

Berkshire Treehouse Retreat

Treehouse Haven in Putney-All Seasons

Bedroom Forest View I Sauna I Fire-pit I Trails

Mid-Century Glass Octagon in the Berkshires

Netherwood - North Adams Guest House with Views
Destinations to explore
- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Bousquet Mountain Ski Area
- Dcu Center
- Ski Sundown
- Clark University
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Naumkeag
- Mount Monadnock
- Smith College
- Connecticut Convention Center
- Massachusetts Museum of Contemporary Art
- Hancock Shaker Village
- Mount Holyoke College
- Mount Greylock
- Berkshire Botanical Garden
- Naismith Memorial Basketball Hall Of Fame





