
House vacation rentals in Hampshire County
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Top-rated house rentals in Hampshire County
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Little House Inn - Private House - Secluded
Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.
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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.
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Magical, Rural Getaway in the Berkshires
Serene, idyllic, and extensively renovated farmhouse. Perfect for bird watchers, outdoor enthusiasts, and those seeking a tranquil retreat. Large kitchen (2 skylights) w new D/W & Fridge. Downstairs bath with w/d. DAR Forest (lake), Chapel Falls (waterfall). as well as Ashfield Lake. Fast/reliable fiber w/bakup battery. Pet (dog) fee: $150. Sorry, no cats. *** IMPORTANT: Clawfoot tub in downstairs bathroom pictures is currently NOT WORKING. There is still one shower in upstairs bath. ***
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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.
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Cozy lakehouse
Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.
ValueFamilyLong stay

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!
ValueFamilyQuiet

An 18th century farmhouse
Built in 1785 this antique Cape was carefully restored to its original design about 20 years ago. The house is set on a quiet road in the middle of fields, woods, gardens, and hiking trails. it is secluded with easy access to the natural world. The rooms are book-lined and filled with family objects. It is close to Berkshire East for skiing and snowboarding in the winter and whitewater rafting and swimming in the summer. Mass MoCA and the Clark Museum are within an easy drive.
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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.
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The Walnut Apartment
This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.
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Vintage 3BR Farmhouse | Near Town + Mount Holyoke
Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.
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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.
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Idyllic family retreat - spacious lake home,
This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.
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Popular amenities for Hampshire County house rentals
House rentals with a pool

High Field Farm
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Happy Valley getaway
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Light-bathed luxury 6BR Victorian, right downtown
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Sweet cape near U Mass
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Perfectly Polished Deerfield Home 5 min to I-91
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Dog friendly, 2 fireplaces, Pool, Pickleball, 3 bd
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Stay in Robert Frost's beautiful house
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Perfect Family Retreat: Pool, Fire Pit
Weekly house rentals

Cozy, Private, Central 1 Bdrm, Large Yard
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Cozy Cape - near downtown, schools and park
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3 BR Private Home~Old World Charm, Modern Touches
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Comfortable 3bdrm home with big backyard
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Modern farmhouse close to Montague Retreat Center
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Sunderland house - 5 College area
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Amherst/Pelham getaway with a view!
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J&J’s Retreat
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Private house rentals

Cozy cottage on bike path near Smith College
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Camp Emerson
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Spacious and Cozy 2-Bedroom house
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A Quaint country charm - Private house at RV camp
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Berkshires Carriage House - Artist's Loft, Retreat
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Cute and Cozy Lake Cottage
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The Garden House
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Charming 4 bd/2 bth home near Williston
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Destinations to explore
- Rentals with pools Hampshire County
- Family-friendly rentals Hampshire County
- Rentals with a hot tub Hampshire County
- Guesthouse rentals Hampshire County
- Rentals with lake access Hampshire County
- Pet-friendly rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with beach access Hampshire County
- Apartment rentals Hampshire County
- Rentals with a kayak Hampshire County
- Private suite rentals Hampshire County
- House rentals Massachusetts
- House rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- University of Connecticut
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Dcu Center
- Ski Sundown
- Mount Monadnock
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Massachusetts Museum of Contemporary Art
- Smith College
- Connecticut Convention Center
- Norman Rockwell Museum
- Mount Greylock
- Mount Holyoke College
- Hancock Shaker Village





