Vacation rentals in Sunderland

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Top-rated vacation rentals in Sunderland

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Guest favorite
Apartment in Amherst
4.91 out of 5 average rating, 238 reviews

1840 restored beauty in the best downtown location

Newly restored 2nd-floor apartment in 175-year-old home 2 blocks from Amherst Cinema & steps to everything this vibrant downtown has to offer. Walking distance to Amherst College and UMass. This home retains the character of days gone by, yet sparkles with new wood floors, modern bathroom & new appliances. Original wood-paneled entry hallway & exposed beams throughout. Antique furnishings, historic wall decor, and a sunny kitchen with built-in reclaimed wood bar. Small balcony w seating for 2.

Top guest favorite
Guest suite in Village of Pelham
4.99 out of 5 average rating, 143 reviews

Under the Hemlocks Escape: A Cozy Getaway Retreat

Escape to a tranquil, boutique‑style studio under the hemlocks—your cozy, scent‑sensitive retreat. Sink into the dreamy bed, take a soak in the deep clawfoot tub, or venture to the exclusive off‑grid Writer’s Retreat or your private courtyard. Elegant furnishings, fine linens, bespoke kitchenette, and curated amenities create a serene haven for couples, solo travellers, or business guests to unwind after busy days. Fast Wi‑Fi, parking, minutes to UMass and Amherst— your restful getaway awaits.

Top guest favorite
A cozy sleeping area is highlighted by a spacious bed dressed in neutral linens. An inviting cushion rests on the bed, while warm light emanates from two bedside lamps. A wooden bench sits at the foot of the bed, and decorative greenery adorns the walls.
Guesthouse in Cummington
5 out of 5 average rating, 154 reviews

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Top guest favorite
A serene sleeping area is present, featuring a spacious bed adorned with a patterned duvet. Large windows frame the view of the surrounding trees, inviting natural light into the space. A small bookshelf stands in the corner, complementing the wooden floors and walls.
Cabin in Cummington
4.98 out of 5 average rating, 241 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 bright studio features a cozy sleeping area with a spacious bed, a comfortable yellow armchair, and two plush couches. A coffee table sits in the center, with large windows allowing natural light and views of greenery. A television is mounted on the wall.
Apartment in Shelburne Falls
4.97 out of 5 average rating, 609 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 living area features hardwood floors and a cozy ambiance. A vintage-style cabinet holds a television, while a lamp softly illuminates a decorative wall art piece. A comfortable chair is positioned nearby, with a large open shelving unit displaying books and decorative items.
Cottage in Amherst
4.93 out of 5 average rating, 176 reviews

Beautifully Restored Cottage Studio

Originally built as an artist's studio, our Private Cottage is a fully-restored, light-filled, wonderfully serene space - with plush and thoughtful designer-appointed furnishings, cathedral ceilings, hardwood floors, a renovated en-suite bath, and a complete kitchen. Freshly laundered 450+ thread count Egyptian cotton beddings, linens, and towels are provided on-site as are complimentary amenities. * Fully Private, Quiet & Serene, Family-Friendly * An easy 3-minute drive to town

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 out of 5 average rating, 143 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
Apartment in Leverett
5 out of 5 average rating, 109 reviews

Forest Hideaway—Light, Privacy, Washer/Dryer

Wake up among 100-year-old trees, then drive ten minutes into Amherst for museums or sushi. Or hike out the door toward wooded trails. The apartment sits with our house on 5 acres of mature forest. With a kitchen & washer/dryer, the apartment is peaceful and practical, ideal for a weekend getaway or an extended stay, great 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 stone walkway leads to a private entrance, flanked by a wooden railing and a vibrant flower bed featuring red and yellow tulips. A white picket fence adds charm, while a BBQ grill is positioned nearby on a paved area.
Apartment in Greenfield
4.96 out of 5 average rating, 465 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Small, cozy private Apt is located in West Greenfield in a quiet, safe neighborhood. Guests have own private driveway and entrance. There are 2 TV’s, one in living room & bedroom. High speed internet. Queen size bed & desk. Apt. Is 2 min's to Rt. 2, Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes

Top guest favorite
Guest suite in Amherst
4.96 out of 5 average rating, 305 reviews

Sunlit Clean Amherst Cozy Log Cabin

Peaceful log cabin on an 8 acre property. Truly a gem to enjoy: a quiet, relaxing, cozy, sunlit cabin with a vaulted ceiling. Beautiful gardens, warm electric fireplace, and steps away from Atkins Reservoir and hiking trails. You will feel secluded but close to local attractions. Umass only 7 minutes away and close to Amherst College, Hampshire College, Smith College, and Mount Holyoke as well.

Top guest favorite
A living area features warm wooden paneling, hardwood floors, and natural light illuminating the space. A comfortable gray sofa is positioned on a colorful area rug, with a brick fireplace as a focal point. A wooden table and chair are present for workspace or dining.
Guesthouse in Amherst
4.96 out of 5 average rating, 667 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, TV-free 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!

Top guest favorite
A bright and spacious interior showcases a comfortable bedroom area with two beds dressed in teal and plaid bedding. Light filters through patterned curtains. Adjacent, a living area features a cozy gray sofa, a decorative rug, and a small dining table with elegant chairs.
Guest suite in Sunderland
4.95 out of 5 average rating, 255 reviews

Carib Home

This apartment provides a comfortable accommodation in a contemporary-style setting. We trust that our guests will understand that this is home accommodation. The community is quiet and peaceful with a mix of young professionals, retirees and graduate students.

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