Holiday rentals in Mount Toby

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Top-rated holiday rentals in Mount Toby

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Top guest favourite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.98 out of 5 average rating, 258 reviews

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

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Guest favourite
Flat in Greenfield
4.91 out of 5 average rating, 46 reviews

Treetop Haven

PLEASE NOTE: listed price includes bedroom 1 (loft) only. See below for details. Charming, well-appointed apartment on the 3rd floor of a Victorian mansion. Just a few blocks from downtown Greenfield; a short drive to venues in Deerfield, Northampton, and Amherst. A well-lit path and two flights of outdoor stairs lead you to a private, sun-filled space surrounded by century old pines and birdsong. Enjoy views from the skylights and balcony, or explore nearby trails leading into Highland Park.

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Top guest favourite
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
4.9 out of 5 average rating, 252 reviews

Stone n' Sky Lodge

Complete with all the comforts & amenities of home, Stone n’ Sky Lodge is fully furnished & decorated with family heirlooms & fine art. Featuring a fully equipped kitchen, fiber optic internet & a separate home office, the Lodge is located on a paved, dead end road, surrounded by a wildlife sanctuary; yet minutes from town & interstate highways. Local attractions, festivals, artisans, hiking, micro-brewed beers, ciders, good food & music are all to be discovered within minutes of this location.

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Guest favourite
A serene lakefront home is nestled among tall trees, featuring a welcoming porch that overlooks the water. The exterior is painted in soft yellow, set against a backdrop of lush greenery. Nearby structures showcase a variety of architectural styles along the lakeshore.
Cottage in Shutesbury
4.92 out of 5 average rating, 250 reviews

Lake Wyola House Shutesbury Massachusetts

Bright, airy recently remodeled three Bedroom lakefront home on Lake Wyola. Most rooms have a Lake View. Beds and bedding are new, each bedroom has a ceiling fan. A super place to make awesome memories. Perfect for a family vacation or romantic getaway. (6 people, two cars max) Close to local colleges, Amherst, Northampton and many attractions. Comfortable and relaxing. Big Screen TVs in the living room and master bedroom. Cable and Wifi. Full kitchen, washer & dryer. Sorry no pets.

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Top guest favourite
The exterior of a Dutch Colonial farmhouse is showcased, featuring a symmetrical design with multiple windows on the upper level. Neat landscaping accentuates the front yard, including well-maintained shrubs. A vibrant tree is visible to the left, adding color to the inviting setting.
Home in Sunderland
4.98 out of 5 average rating, 63 reviews

Farmhouse on working dairy farm

Spacious and charming Dutch Colonial farmhouse on a family- owned, active dairy farm. Located in Sunderland's historic district, it has access to great dining, hiking trails on Mt. Toby, the Connecticut River, and is a short distance from Amherst and the Five College Area. This beautiful home features a recently remodeled kitchen, four large bedrooms, dining and living rooms, office, and a lovely screened-in porch with gorgeous views of Mt. Sugarloaf, farm fields and the Connecticut Riverbank.

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Guest favourite
The exterior of a restored farmhouse is showcased, featuring a welcoming porch with pillars and multiple windows. The structure is surrounded by a grassy lawn, framed by trees in the background. A stone wall delineates the property, adding a natural element to the scene.
Home in Montague
4.94 out of 5 average rating, 201 reviews

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.

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Top guest favourite
Treehouse in Wilmington
5.0 out of 5 average rating, 116 reviews

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.

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Top guest favourite
An expansive view of rolling hills and distant mountains is visible through a treeline, with a foreground of manicured green grass and apple trees. The cabin's wooden structure is partially seen on the right, enhancing the connection to nature.
Cabin in Williamsburg
4.97 out of 5 average rating, 132 reviews

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.

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Top guest favourite
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.
Flat in Northampton
4.97 out of 5 average rating, 491 reviews

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.

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Top guest favourite
Flat in Leverett
5.0 out of 5 average rating, 117 reviews

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.)

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Top guest favourite
A well-maintained home is situated on a gentle slope, featuring a neatly landscaped front yard with flowering plants and shrubs. An American flag is displayed by the entrance, and a gravel driveway leads to the garage below, surrounded by lush greenery.
Home in Amherst
5.0 out of 5 average rating, 181 reviews

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.

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Top guest favourite
Tower in Amherst
5.0 out of 5 average rating, 31 reviews

The Silo | Next to UMass & open farmland/ nature

The Silo is one of only about 100 purpose-built silo homes—designed and constructed as a house, not converted from a farm structure. Adjacent to UMass and one mile from Amherst Center, it borders open farmland with wide-open skies, distant mountain views, and spectacular sunsets that feel worlds away. Inside, curved walls and natural light connect you with the landscape. Your guest suite is completely private, with its own exterior entrance and no shared indoor spaces.

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