
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.

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.

Private 2-bedroom with amazing views near Amherst
Enjoy gorgeous fall 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!

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!

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.

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.

Explore Holyoke from this charming 3 Bedroom house
This house is settled in a quiet residential neighborhood.Guests have access to the entire second floor,one flight of stairs and you're in.There are lots of windows that brighten the space,with a large dining room,office desk, and a newly renovated bathroom.The living room leads to a beautiful spacious porch over looking the park/playground.All bedrooms have comfortable matresses,lots of pillows, soft sheets,thick super soft towels. Smart TV (Netflix/hulu/sling/roku)

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.

Entire 1-st Floor Apt & Specials for 3+ Stays
Comfy, Cozy & Centrally Located place packed with all you need to relax and enjoy your stay. It is a short drive to Amherst, Brimfield Antique Show, Old Sturbridge Village, and local breweries. Restaurants, shopping & grocery such as Mexicaly, Walmart, McDonald's, DD, Subway, Taco Bell, BigY, Domino and etc are all within a 1-3 min walk/drive. If the need arises, please ask for help, I live next house. Please ask if you are looking for a long-term rental. ThankYou

Lovely 2BR Home Close to Downtown
Enjoy your stay in our colorful, sweet, comfy home! It is an easy walk/bike/drive to downtown (just over a 1/2 mile to all those restaurants, cafes, pastry shops and lots of shopping!) and campus of Smith College (about 1/2 mile). Big, sunny kitchen, lovely deck and front porch, cozy living room. Our home is well-appointed and carefully curated to make guests feel warmly welcomed. We want you to feel like you're both right at home *and* somewhere special.
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

Sun-drenched 6BR Victorian steps from downtown

Serene South Deerfield Retreat

Perfectly Polished Deerfield Home 5 min to I-91

Sweet cape near U Mass
Weekly house rentals

Forest Home with Sauna

Berkshires Lakefront Retreat

Historic downtown house, unscented products

Pristine Home In Becket Woods

Eden House: A Cozy Home

Light-filled Lake House in Goshen

Carriage House Studio

Victorian on Campus - Mins to UMass & Amherst Ctr
Private house rentals

Goshen Lake House

Spacious Lake Front Home

Relax & Enjoy it all to yourself

Private Lakehouse in the heart of the Berkshires

Lakefront Cottage on Private Beach

Fall foliage surrounded by 10,000 acres forest

Amherst, Perfect Location, UMass, Smith, MHC!

Lakefront Jewel By: Evergreen Home
Destinations to explore
- Rentals with a patio Hampshire County
- Rentals with a fireplace Hampshire County
- Flat rentals Hampshire County
- Rentals with pools Hampshire County
- Rentals with a kayak Hampshire County
- Smoking-friendly rentals Hampshire County
- Family-friendly rentals Hampshire County
- Rentals with a firepit Hampshire County
- Rentals with outdoor seating Hampshire County
- Rentals with lake access Hampshire County
- Private suite rentals Hampshire County
- Pet-friendly rentals Hampshire County
- Rentals with an EV charger Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with a hot tub Hampshire County
- Rentals with a washing machine and dryer Hampshire County
- House rentals Massachusetts
- House rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- TPC River Highlands
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Mount Greylock Ski Club
- Brimfield State Forest
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Taconic State Park
- Dinosaur State Park
- Mount Sugarloaf State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Tom State Reservation
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Talcott Mountain State Park