
House holiday rentals in Hampshire County
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Top-rated house rentals in Hampshire County
Guests agree: these houses are highly rated for location, cleanliness and more.

Private 2-bedroom with amazing views near Amherst
Enjoy gorgeous spring views in the hills above Amherst! This all-private, half-house suite in my historic 1835 home includes 2 bedrooms with queen and full beds, full bathroom with shower, small kitchenette, extra room with futon, and a large living room with new furnishings. Adjacent to woods with well maintained trails yet only 5 miles from both Amherst and Belchertown centers. Plan a stimulating hike or simply enjoy a relaxing trip to Amherst. Come relax and take in the beautiful landscapes!

Stone n' Sky Lodge
Complete with all the comforts & amenities of home, Stone n’ Sky Lodge is fully furnished & decorated with family heirlooms & fine art. Featuring a fully equipped kitchen, fiber optic internet & a separate home office, the Lodge is located on a paved, dead end road, surrounded by a wildlife sanctuary; yet minutes from town & interstate highways. Local attractions, festivals, artisans, hiking, micro-brewed beers, ciders, good food & music are all to be discovered within minutes of this location.

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.

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.

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.

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.

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!

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.

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 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.

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. Clawfoot tub in downstairs bath with w/d. Swimming < 1 mile away: DAR Forest (lake), Chapel Falls (waterfall). as well as Ashfield Lake. Skiing at Berkshire East (28"), and Notchview Cross Country (30"). Super fast/reliable fiber w/bakup battery. Pet (dog) fee: $150. Sorry, no cats.

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.
Popular amenities for house rentals in Hampshire County
House rentals with a pool

High Field Farm

Stay in Robert Frost's beautiful house

Happy Valley getaway

Morning Side

Serene South Deerfield Retreat

Perfectly Polished Deerfield Home 5 min to I-91

Sweet cape near U Mass

Dog friendly, 2 fireplaces, Pool, Pickleball, 3 bd
Weekly house rentals

Victorian house near Smith college and downtown

Beautiful Log Cabin with a Mountain View

Amherst *NEW - Campus Convenience & Social Privacy

Cozy cottage on bike path near Smith College

An 18th century farmhouse

Eden House: A Cozy Home

Amherst/Pelham getaway with a view!

Idyllic family retreat - spacious lake home,
Private house rentals

Luxury log style home with views to Mt. Monadnock!

An oasis - spacious and bright

Private Lakehouse in the heart of the Berkshires

Historic 5-Bdrm Home Minutes from 5 College Area

Quaint Cape Style Brick Home

Elegant 2-bedroom apartment in historic downtown

Cocoa House

A Beautiful and Cozy home in Noho.
Destinations to explore
- Rentals with pools Hampshire County
- Rentals with outdoor seating Hampshire County
- Family-friendly rentals Hampshire County
- Rentals with a hot tub Hampshire County
- Guest house rentals Hampshire County
- Rentals with lake access Hampshire County
- Rentals with a fireplace Hampshire County
- Rentals with a patio Hampshire County
- Pet-friendly rentals Hampshire County
- Rentals with an EV charger Hampshire County
- Rentals with a washing machine and dryer Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with a firepit Hampshire County
- Flat rentals Hampshire County
- Rentals with beach access Hampshire County
- Smoking-friendly 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
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- University of Connecticut
- Dcu Center
- Ski Sundown
- Naumkeag
- University of Massachusetts Amherst
- Clark University
- Norman Rockwell Museum
- Smith College
- Mount Monadnock
- Hancock Shaker Village
- Massachusetts Museum of Contemporary Art
- Connecticut Convention Center
- Mount Holyoke College





