House vacation rentals in Ashfield

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Top-rated house rentals in Ashfield

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

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Top guest favorite
The exterior of the country home is showcased, depicting a two-story structure with a welcoming porch. Lush green grass surrounds the house, and vibrant flowers bloom along a stone pathway, enhancing the natural beauty of the tranquil setting.
Home in Shelburne Falls
5 out of 5 average rating, 119 reviews

Charming Brookside Artisan Home

Relax, work & play in this peaceful country home built by a renowned furnituremaker and filled with handmade furniture and art. Explore the countryside, listen to the babbling brook & visit the many local family farms. There is a large firepit and plenty of outdoor activities at your doorstep, including biking, hiking, and x-country skiing. Come get away from it all while being only 10 minutes to Greenfield and the quaint village of Shelburne Falls. Easy 30 minute drive to the five college area.

Guest favorite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.94 out of 5 average rating, 134 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Guest favorite
Home in Colrain
4.89 out of 5 average rating, 138 reviews

The 1770 House

Spring is the most dramatic time here. At the end of a dirt road with no cars or people you are one with nature. Ask to see if the pool and outdoor spa are open. In March and April our rates are discounted 20%. Enjoy our country retreat with breathtaking mountain and valley views. This expanded 1770 farmhouse gives you 4,500 sq. ft. of space for large family and friend get togethers. The house overlooks the Green River Valley with views of Vermont. There are six bedrooms and three bathrooms.

Guest favorite
A serene view of rolling hills and lush greenery is framed by a foreground of wildflowers and tall grass. The landscape is dotted with trees, and bright clouds drift across a clear blue sky, creating a peaceful outdoor setting.
Home in Cummington
4.91 out of 5 average rating, 118 reviews

Beautiful Secluded Country House

Spacious farmhouse on 80 acres with sweeping views of rolling hills. New FIOS cable to the house means fast and reliable internet, including strong ZOOM capabilities. Rambling old house offers many comfortable places, inside and out. It's private and quiet here but not fancy. With no lights in the landscape, it's great for stargazing, a bonfire and sleeping. Visit restaurants in Northampton, local swim holes; walk our trails and dirt roads. Note: Nightly base price is for up to 6 guests.

Guest favorite
The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.
Home in Wilmington
4.88 out of 5 average rating, 186 reviews

Adams Farm-"The Little Farmhouse"

A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

Top guest favorite
The charming exterior of a historic home is framed by a snow-covered landscape. A covered porch with decorative trim is visible, along with a snow-dusted bush nearby. Sunlight casts a warm glow on the white siding, emphasizing the inviting entrance of the house.
Home in Greenfield
4.89 out of 5 average rating, 208 reviews

Peaceful Blossoms Victorian Home

This is a furnished home in Greenfield MA. It’s great for Deerfield Academy, Eaglebrook School, Northfield Mount Hermon, and Stonleigh-Burnham families. We’re close to Berkshire East, Yankee Candle, and Magic Wings. 3 bedrooms sleep up to 5, 2 baths. Circa 1890, our home has a modern kitchen, comfy couches, and an eclectic antique-heavy decor. The period layout with all bedrooms upstairs and the antique decor may not make our home ideal for people with mobility challenges or young children.

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, 216 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

Top guest favorite
Home in Lee
4.99 out of 5 average rating, 306 reviews

Berkshire Mountain retreat with Urban eco-luxuries

600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

Top guest favorite
A living room features a spacious leather sofa facing a large wall-mounted TV and a modern electric fireplace. A built-in shelf holds a collection of books. Soft lighting creates a comfortable ambiance, with a view of the dining area and window in the background.
Home in Northampton
4.98 out of 5 average rating, 205 reviews

Modern Comfort Meets Northampton’s Vibrant Charm

Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

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
4.94 out of 5 average rating, 286 reviews

Clean and sunny house near Smith College

Our guest house is in a quiet woodsy neighborhood 1 mile from Smith College. We are 2 miles from downtown Northampton. There is one queen bed downstairs, another queen upstairs in bedroom 2, and two twin beds in bedroom 3. There is a washer/dryer, fireplace, and back deck with gardens and woodlands. We have a new patio and hot tub right off the deck in a private area. There is a short river walk at the end of the block and a nearby trail meanders along the river.

Top guest favorite
A white farmhouse-style structure is set on a lush green hill, surrounded by a clear blue sky. The building features a gabled roof, multiple windows, and a small cupola. A neat lawn frames the house, emphasizing its inviting exterior.
Home in Bennington
4.99 out of 5 average rating, 344 reviews

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Guest favorite
A spacious living area features a large, patterned area rug and a hammock suspended between wooden beams. Soft seating options include a dark chair and several cushioned couches, with shelves displaying books in the background. Large windows provide views of the outdoors.
Home in Shelburne Falls
4.86 out of 5 average rating, 107 reviews

Tulsi Rose Healing Retreat

Come enjoy our beautiful home surrounded by nature. Our home is spacious with lots of windows highlighting our perennial gardens, pond and view of rolling hills. This is a place to slow down and relax, take a sauna, sit outside and enjoy your friends and family. Our home is relaxing for adults and very kid friendly.

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