Holiday rentals in Mount Toby

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Top-rated holiday rentals in Mount Toby

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A framed watercolor artwork featuring purple flowers is displayed on a light-colored wall. Nearby, a window adorned with blinds allows soft, natural light to filter in, providing a view of lush greenery outside. A sleek lamp stands adjacent to a comfortable chair.
Flat in Amherst
4.85 out of 5 average rating, 459 reviews

Elegant Apt in Award Winning Garden

A gorgeous, modern studio apartment, with private entrance, set in one of the most elegant gardens in the Pioneer Valley. A short walk from downtown, terrific restaurants, delis, hot tub spa, great bakery, Emily Dickinson's house, brewpub, and Amherst Cinema, yet near lovely walking, biking, hiking trails, it has intimate views of the garden from its many windows and patio door. There is a gazebo set in the garden offering a shady viewpoint to appreciate the flower/foliage splendor. (It is a four season garden so it is provides beautiful views even in winter.) The queen bed is extremely comfortable; the studio is elegant but simply furnished with bamboo floors, beautiful artwork, rugs and wall murals. The kitchen has small fridge, microwave, electric kettle, utensils, plates and cups. The bathroom is small but well appointed with tiled tub/shower and more garden view. Plenty of closet space in apartment. Wi-fi is free and works even outside. A large screen is available for casting onto from your tablet, phone, or computer (for example, casting onto screen your Netflix or HBOgo) Driveway Parking. No pets. No smoking. Accommodates only 1 or 2 people. A futon is available for separate sleeping arrangements.

Guest favourite
Flat in Greenfield
4.91 out of 5 average rating, 45 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.

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.

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, 249 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.

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.

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.

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.

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, 490 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.

Top guest favourite
A private deck area features colorful flower beds and potted plants. A large hanging chair is visible alongside patio seating, with a wooden deck leading toward the entrance. Sunshine filters in, highlighting the inviting outdoor space.
Home in Whately
4.94 out of 5 average rating, 234 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, 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

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.)

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.

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.

Popular amenities for Mount Toby holiday rentals