Vacation rentals in Sunderland

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Top-rated vacation rentals in Sunderland

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

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Superhost
Home in Amherst
5.0 out of 5 average rating, 9 reviews

Amherst *NEW - Campus Convenience & Social Privacy

Your family will be comfortable and entertained when stay at our place. Conveniently located in the 5 college area, yet situated where all your guests can gather in quiet privacy. Just minutes from UMass Amherst and Amherst College as well as centrally located to the Hadley, Northampton, Sunderland and Deerfield areas. With 4 bedrooms (2 King bedrooms),an additional pull out couch, 2.5 baths, open living room/kitchen, and a large back deck there is plenty of space for comfort and socializing!

Top guest favorite
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 favorite
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 favorite
A comfortable sleeping area is furnished with a spacious bed, layered with light bedding. A sectional gray sofa is positioned nearby, providing additional seating. Natural light fills the room, highlighting the clean, modern decor. A doorway leads to another room, expanding the suite's layout.
Guest suite in Sunderland
4.99 out of 5 average rating, 164 reviews

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.

Top guest favorite
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, 232 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 favorite
Apartment in Leverett
5.0 out of 5 average rating, 116 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 favorite
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, 179 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 favorite
Tower in Amherst
5.0 out of 5 average rating, 27 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.

Superhost
Loft in Amherst
5.0 out of 5 average rating, 32 reviews

Sunny Studio Apartment

Private neighborhood. Sunny second floor studio apartment, private entrance. Cathedral ceilings, renovated full bathroom, huge south facing windows. King sized bed + twin daybed in large open studio. Includes full kitchen + private laundry area. Beautiful outdoor picnic table and cozy fire pit. Close to all 5 colleges and major hospitals. 5 minutes to Umass. Walk to Cushman Cafe. Enjoy all the Pioneer Valley has to offer! Longterm rental available upon request.

Superhost
A spacious, two-story dark wooden building is nestled among trees, showcasing a welcoming entrance with a large front porch. Lush green grass surrounds the structure, enhancing its serene setting. Bright blue skies and scattered clouds further complement the inviting atmosphere.
Apartment in Conway
4.96 out of 5 average rating, 221 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.

Top guest favorite
The charming exterior of the 18th-century farmhouse features yellow clapboard siding and a classic red front door. Symmetrical windows line the facade, surrounded by a manicured lawn and the shade of nearby trees.
Farm stay in Whately
5.0 out of 5 average rating, 38 reviews

Beautiful 18th Century Farmhouse

Enjoy the beauty of a bygone era while staying in this 18th-century farmhouse, located on the historic Quonquont Farm property, a working farm and orchard. The building has been lovingly restored with custom raised paneling and antique details, and is beautifully decorated with period furniture. The house overlooks a quiet, maple-lined street in a peaceful and secluded area just minutes from 91.

Top guest favorite
Guest suite in Amherst
4.96 out of 5 average rating, 324 reviews

Sunlit Cozy Cabin 8 Private Acres By Colleges

Escape to this peaceful, sun filled log cabin set on 8 private acres minutes from Amherst center, UMass and Amherst College. With its vaulted ceiling, warm electric fireplace, and views of the surrounding gardens, the cabin offers a cozy retreat. Relax on the spacious deck, unwind by the pool, or explore nearby trails and Atkins Reservoir.

Popular amenities for Sunderland vacation rentals