
House vacation rentals in Ashfield
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Top-rated house rentals in Ashfield
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Perfectly Polished Deerfield Home 5 min to I-91
A perfectly polished home, nestled in the Sugarloaf Mountain Range with a view of Mount Toby! This property offers 4 bedrooms and 4 beds. With over 2000 sqft of living space, you will enjoy coming home to wind down after a day at Yankee Candle, hiking, or other event in the beautiful Pioneer Valley. The house has something for everyone, whether it’s streaming your favorite show on Netflix, Hulu or Prime Video or relaxing on the patio deck while the kids enjoy the huge pool and water slide!

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.

Quaint One-Story Vermont House with Mountain View
From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.

Southern Vermont Home
Beautiful home that offers privacy on over one acre of land. It is only a short drive to the conveniences of downtown shopping, restaurants, Bennington College, and much more. This house is 35 minutes from Manchester's famous outlets, 20 minutes from Williamstown, MA, and 45 minutes from Albany, NY. Bromley and Mount Snow ski areas are 40 minutes. The home has wonderful finishes and you will feel right at home upon arrival. Please come explore Vermont from our country escape!

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

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.

The Gate House--Experience Vermont!
The Gate House is a historic property located at the foothills of Mt Anthony. Built in 1865, the original structure of the house served as the gate house to the Colgate Estate, one of the most beautiful properties in Southwestern Vermont. Our home is just a few short miles to downtown where you can find local restaurants and breweries. We are not far from some of the best skiing/riding in the Northeast at Mt Snow, Bromley, Stratton and Prospect Mountains.

Lake Escape
Our place is on a gravel road on a serene lake. You’ll love the tranquility - not far from city life, but ideal to just relax. This secluded summer spot includes… -kayaks for exploring, and -a paddle boat for relaxing on the water. There are also many enjoyable attractions in the towns nearby, including Shelburne, Williamsburg, Ashfield, and Cummington. It's great for couples & families.

Victorian house near Smith college and downtown
Welcome to Frankin! This is a beautiful Victorian duplex that is close to everything you need. One side of the house is the rental and my wife and I live on the other side. The house is located in a quiet residential neighborhood within walking distance of downtown Northampton and just minutes from Smith College. There is also a nice park a couple of blocks down the road as well!

Secluded Farmhouse Retreat - stunning views
This beautiful farmhouse called "High Pocket" is nestled on a knoll at the end of a private dirt road with majestic views of Vermont. Come experience your own solar powered country getaway on 545 acres, 15 minutes away from Shelburne Falls and Greenfield, Ma. Pets welcome {$50- per stay per animal} please keep off furniture and bedding Level 2 EV Charger on north/east corner

GreenHouse
Relax and enjoy the Berkshires at this peaceful place to stay in the beautiful Berkshires of western Massachusetts. GreenHouse is the guest cottage for the historic Hyde House which is on the National Register of Historic Places. Located within walking distance of Lee, Ma, the house is also conveniently located near Stockbridge and Lenox.

Central Haus (Cozy Group Getaway)
*We are open for long-term stays, don't hesitate to contact us for more details! Beautifully designed house on a lovely, quiet street, with a view of Mt. Greylock. Three-minute drive to MassMoCA, six-minute drive to Natural Bridge State Park, and close access to multiple hiking trails.
Popular amenities for Ashfield house rentals
House rentals with a pool

The 1770 House

Happy Valley getaway

Adams Farm-"The Little Farmhouse"

Serene South Deerfield Retreat

The Brick House on Washington Street

Stunning luxury home with fire pit

High Field Farm

Woodsy Retreat Near Skiing, Private Pool in Summer
Weekly house rentals

Luxury log style home with views to Mt. Monadnock!

Luxury mid-century forest home, mins from downtown

Cozy Home in Pownal VT

Lakefront Retreat at Porcupine Place

Hummingbird Haven

Magical, Rural Getaway in the Berkshires

Relaxing Home nestled in Rural Hilltown

Secluded cabin on brook near skiing and lakes
Private house rentals

Bright, spacious country home

Home in Northampton

1810 Brook-Side Mill/EV 2 Charge

Winter ski retreat minutes from Butternut

Seekonk Hill

Lenox Cottage

Stone Ridge Cottage

Ski at Historic Stone Church in The Berkshires
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
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- The Hamptons Vacation rentals
- Stratton Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Ski Sundown
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- June Farms
- Hancock Shaker Village
- MVP Arena
- Rensselaer Polytechnic Institute
- Mount Greylock
- Mount Holyoke College




