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Places to stay near Mount Sugarloaf State Reservation

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Top-rated vacation rentals near Mount Sugarloaf State Reservation

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A modern kitchen sink is showcased with a polished faucet. Black appliances, including a refrigerator and microwave, are positioned in the background. The counter features a dark surface, and a blue cleaning cloth is visible beside the sink.

Apartment in Shelburne Falls

4.87 out of 5 average rating, 438 reviews

Big, sunny 1893 flat steps from Bridge of Flowers

Urban 3-room (2 bdrm) apartment on 3rd floor of funky older apt building on the main street of Shelburne Falls. Apartment faces the street, with views of the hills beyond. New kitchen appliances, and newly remodeled bath with custom shower, tile floor, and washer/dryer. Interesting art throughout the apartment, including some original pieces. Steps to the Glacial Potholes, Bridge of Flowers; and all the galleries, shops, restaurants, and cafes that this charming New England village has to offer.

A decorative steel bridge spans a small area of grass, surrounded by lush greenery and wildflowers. A whimsical art piece rises nearby, adding an element of interest to the serene landscape.

Guest suite in Greenfield

4.95 out of 5 average rating, 194 reviews

Pristine Oasis with Private Bath

Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. One Queen bed. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to Canada.

Top guest favorite

An open door reveals the entryway of a rustic cabin. A patterned rug leads into a softly lit interior, where a cozy bed is visible in the background, framed by natural wood accents and windows that invite the outside in.

Cabin in Cummington

4.98 out of 5 average rating, 213 reviews

Just Be Cabin

Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

Top guest favorite

The entrance to the Bridge of Flowers is showcased, featuring a decorative sign surrounded by vibrant floral landscaping. Pathways lined with plants and stones lead into the serene area, while a lamppost adds to the charming ambiance. The setting is tranquil and inviting.

Apartment in Shelburne Falls

4.97 out of 5 average rating, 559 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Top guest favorite

A weathered wooden barn displays the sign 'Milestone Farm,' illuminated by the soft evening light. The rustic texture of the wood is showcased, reflecting the farm's charm. Nearby elements, such as a mailbox, add context to the property’s welcoming environment.

Tiny home in Northampton

4.99 out of 5 average rating, 202 reviews

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Top guest favorite

An infrared sauna is showcased within a wooden structure featuring a glass door. Light wood panels surround the interior seating area, which includes a bench lined with slatted wood. Natural light filters through a window in the background, enhancing the peaceful environment.

Cottage in Deerfield

4.97 out of 5 average rating, 154 reviews

Dreamy Guesthouse: sauna and private deck

You will feel like you're deep in the country while being close to everything on this 11-acre homestead, surrounded by woods. Featuring an infrared sauna, breezy porch, and firepit, this private guesthouse (next to our residence) is a 15-min walk to Deerfield Academy, Bement, Eaglebrook, and Historic Deerfield; a short drive to all five colleges; and less than three miles from award-winning Treehouse Brewery. Halfway between Brattleboro and Northampton, this is the perfect valley spot.

A large green yard is framed by a leafy tree, providing shade to two light-colored chairs positioned on the grass. Bird feeders hang above, while lush greenery stretches into the background, contributing to a serene outdoor setting.

Apartment in Whately

4.93 out of 5 average rating, 208 reviews

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, t.v. 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

A night sky displays a gradient of purple and dark blue tones, with stars scattered across the expanse. Silhouettes of power lines extend from the foreground into the distance, contrasting against the celestial backdrop.

Camper/RV in Guilford

4.93 out of 5 average rating, 141 reviews

Monadnock Sunrise Forest Hideaway

Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for up to two adults and one kid (63" long fold down couch).

A serene woodland scene features a gently flowing stream surrounded by lush greenery. Smooth rocks are partially submerged in clear water, while fallen logs create natural bridges over the stream. Sunlight filters through the canopy, illuminating the vibrant foliage.

Camper/RV in Westhampton

4.89 out of 5 average rating, 172 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

Top guest favorite

The image showcases a serene river scene with colorful autumn foliage framing the landscape. In the background, charming buildings with warm hues line the waterfront, while the calm water reflects the vibrant colors of the trees. Gentle hills rise in the distance.

Apartment in Conway

4.95 out of 5 average rating, 165 reviews

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.

The exterior of a wooden cabin features a vibrant blue door, complemented by large windows adorned with sheer white curtains. A picnic table with an unfinished wood finish sits in front, surrounded by a natural setting of tall trees and soft ground cover.

Cabin in Warwick

4.98 out of 5 average rating, 218 reviews

Artsy Pine Cabin in the Woods

Come relax in our private and cozy one room cabin tucked in the woods on the family homestead. A peaceful location for connecting with nature, writing & hiking. It's a 12'x16' cabin, with a comfortable queen size bed, electricity, mini refrigerator and electric kettle. Water is provided. Equipped with a clean outhouse and an outdoor hot shower on side of main house. ( May use indoor shower in main house in cooler months) Excellent spot for star gazing.

Top guest favorite

A light and neutral bathroom features a glass-enclosed shower with a stainless steel grab bar. Soft towels are neatly displayed on a small chrome rack beside the shower. Natural light filters softly through a nearby window, complementing the tiled walls and floor.

Guesthouse in Amherst

4.96 out of 5 average rating, 601 reviews

Cozy get-away!

This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

Popular amenities for vacation rentals near Mount Sugarloaf State Reservation

Free parking on premises

Air conditioning

Condo rentals with wifi

An expansive common area is designed with wood beams and natural light flooding through large windows. Cozy seating arrangements around a stone fireplace complement a dining space, and an outdoor view reveals a grassy area with play equipment.

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

A wood-paneled sauna is depicted, featuring bench seating along the walls. The walls and ceiling are constructed from warm-toned wood, enhancing the natural ambiance. A stove for heating is visible, accompanied by a wooden bucket, inviting relaxation and comfort.

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

Top guest favorite

A spacious indoor hot tub is surrounded by angled wooden beams and skylights, allowing natural light to illuminate the space. The bubbling water creates a relaxing atmosphere, and the clean, white steps lead up to the edge of the tub.

4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

Top guest favorite

A private screened porch is shown, featuring a round stone-topped table surrounded by four black chairs. The space is illuminated by natural light filtering through a shaded overhead structure. Decorative plants are placed near the walls, creating a relaxing outdoor atmosphere.

Condo in Northampton

4.97 out of 5 average rating, 63 reviews

Lovely 1bedrom apartment with screened in porch

An aerial view highlights the snow-covered landscape surrounding a cluster of buildings. The closeness to Mt. Snow is indicated, with ski slopes visible in the background and a map marker identifying the property location amidst trees.

4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

Top guest favorite

A light yellow exterior of a two-story building is visible, featuring a sloped roof and a garage door on the left. A manicured garden with shrubs and decorative elements is positioned near the entrance, along with a satellite dish mounted on the wall.

Condo in Brattleboro

4.93 out of 5 average rating, 353 reviews

Private & Quiet Studio Apt. in Vermont

A wooden dining table features a variety of items including a bowl of hummus, a plate of food, and a bottle of cream. A child in blue clothing raises their hands above their head. The background reveals a spacious and wooden-paneled interior.

4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

Top guest favorite

4.92 out of 5 average rating, 123 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Family-friendly house rentals

The entrance to the private suite features a wooden deck leading to a purple door. Large windows on either side allow natural light to illuminate the entryway. Surrounding greenery and a gravel pathway create a welcoming approach to the suite.

Home in Feeding Hills

4.89 out of 5 average rating, 975 reviews

Farm Fresh Feeding Hills

Home in Northampton

4.88 out of 5 average rating, 637 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

Top guest favorite

A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.

Home in New Salem

4.89 out of 5 average rating, 218 reviews

Stone n' Sky Lodge

Top guest favorite

The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.

Home in Russell

4.96 out of 5 average rating, 265 reviews

South Quarter House

Top guest favorite

A two-story brick house features a spacious covered porch adorned with planters and an American flag. The entrance is framed by two white doors and decorative accents. Lush greenery and small statues are placed along the walkway, enhancing the welcoming façade.

Home in Holyoke

4.97 out of 5 average rating, 329 reviews

Explore Holyoke from this charming 3 Bedroom house

Top guest favorite

A bright and spacious studio features a cozy futon couch in a rich purple hue, paired with a wooden coffee table. A small dining area is set with a flower vase, while angled ceiling adds character. A kitchenette area is visible in the background.

Home in Williamsburg

4.99 out of 5 average rating, 189 reviews

Hilltown Studio

Top guest favorite

The exterior of a cozy guest house is presented, featuring a green facade and a welcoming entrance. A wooden deck with potted plants and decorative lights is accessible via stairs. Surrounding the house, lush greenery and garden features enhance the tranquil atmosphere.

Home in Northampton

4.93 out of 5 average rating, 261 reviews

Clean and sunny house near Smith College

Top guest favorite

Home in South Hadley

4.93 out of 5 average rating, 177 reviews

Vintage 3BR Farmhouse | Near Town + Mount Holyoke

Apartment rentals with air conditioning

A bright living area is highlighted by a slanted ceiling and a pellet stove, offering warmth and comfort. Two black chairs are positioned on a patterned rug, while a sectional sofa provides spacious seating. Natural light filters through a skylight and window adorned with light curtains.

Apartment in Plainfield

4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

Top guest favorite

The kitchen features custom wooden cabinets and countertops, illuminated by natural light from a nearby window. A coffee maker and dishware are visible, creating a functional cooking space. A cozy chair sits nearby, providing a comfortable spot to relax.

Apartment in Leeds

4.98 out of 5 average rating, 150 reviews

Private Studio for a Sweet Getaway!

Top guest favorite

A bright living area features wooden flooring and a blend of seating options, including a yellow sofa and patterned armchairs. A glass coffee table sits atop a decorative rug, complemented by artwork on the walls and natural light streaming through the window.

Apartment in Northampton

4.98 out of 5 average rating, 362 reviews

Light filled three bedroom apartment DT Florence!

Top guest favorite

An open living space is featured, with a cozy seating area and a dining table surrounded by wooden chairs. The kitchen area is visible in the background, showcasing a gas stove and light wood cabinetry. Natural light filters through sheer curtains, illuminating the wooden floor.

Apartment in Northampton

4.92 out of 5 average rating, 628 reviews

Sunny Peaceful Home

A wide expanse of green grass is framed by a line of trees under a blue sky dotted with fluffy white clouds. The landscape conveys a sense of open space and tranquility, characteristic of the surrounding rural setting.

Apartment in Plainfield

4.95 out of 5 average rating, 270 reviews

Sunny carriage house apartment

Top guest favorite

The kitchen features white cabinetry with black hardware and a tiled floor. An overhead fan circulates air. A round wooden table with placemats is set beside a lamp. Modern appliances, including a stove and microwave, are neatly integrated into the design.

Apartment in Shelburne Falls

4.96 out of 5 average rating, 343 reviews

Annies’ Place by The Bridge of Flowers ~

A cozy kitchen space features yellow cabinetry and a gas stove with a teal kettle. Sunlight streams through a bright corner window, illuminating a small dining table with four chairs, enhancing the room's warm character and inviting atmosphere.

Apartment in Northampton

4.87 out of 5 average rating, 398 reviews

Large Quirky Sunny Farmhouse Apartment

The exterior of a charming house is framed by vibrant autumn foliage, including trees with bright yellow and red leaves. A stone chimney adds character to the roof, while a wooden fence borders the well-maintained garden. Soft light highlights the warm colors of the scene.

Apartment in Amherst

4.91 out of 5 average rating, 265 reviews

Amherst, Quiet, Private, Cozy Studio Apartment

Other great vacation rentals near Mount Sugarloaf State Reservation

Top guest favorite

A spacious deck is surrounded by rustic wooden siding, featuring a circular table covered with a blue and white checkered tablecloth. Two Adirondack chairs, a grill for outdoor cooking, and potted plants offer a welcoming space beneath the shade of a large tree.

Guest suite in Williamsburg

4.98 out of 5 average rating, 266 reviews

Happy Maples!

The interior space features high wooden ceilings and large windows allowing natural light to filter in. A cozy seating area with a spacious gray sofa faces a wood stove. A dining area and an outdoor deck are visible through sliding glass doors.

Cabin in Plainfield

4.92 out of 5 average rating, 170 reviews

Peaceful Cabin in the Woods

Top guest favorite

An all-weather canvas tent is positioned on an elevated wooden deck surrounded by trees. A soft glow emanates from a wall-mounted light, illuminating the entrance. Steps lead up to the tent, which features windows that invite glimpses of the forest beyond.

Treehouse in Guilford

4.99 out of 5 average rating, 143 reviews

Cozy tent in the trees on organic flower farm

Top guest favorite

Cottage in Shaftsbury

4.98 out of 5 average rating, 692 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

A tranquil lake scene at sunset, showcasing gentle ripples across the water in a blend of warm hues. Silhouetted trees frame the image, while distant hills provide a serene backdrop against the colorful sky.

Cottage in Ashfield

4.96 out of 5 average rating, 346 reviews

hope house

A charming black cottage with a wooden deck stands beside Tully Pond, surrounded by lush greenery. The calm water reflects the trees and the cottage, creating a serene atmosphere. Lily pads dot the pond's surface, enhancing the natural beauty of the setting.

Tiny home in Orange

4.92 out of 5 average rating, 383 reviews

The Writer's Retreat: A Sweetwater Stay

Top guest favorite

A bright bathroom features a clawfoot bathtub, creating a focal point against the deep red walls. Natural light filters through a window, illuminating the space. Woven rugs add texture to the wooden floor, while neatly arranged towels are visible on a nearby bench.

Cottage in Petersham

4.98 out of 5 average rating, 197 reviews

Cider House Cottage

The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.

Treehouse in Willington

4.91 out of 5 average rating, 444 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Destinations to explore