
House vacation rentals in Hampshire County
Find and book unique houses on Airbnb
Top-rated house rentals in Hampshire County
Guests agree: these houses are highly rated for location, cleanliness, and more.

3 BR Private Home~Old World Charm, Modern Touches
They don't make them like this anymore. This beautifully renovated 1800s New England Colonial is listed on the historical registry. It's a great base from which to explore all the restaurants, cultural, and outdoor activities in the beautiful Pioneer Valley. 1.5 miles from the center of Easthampton, 5 minutes to the The Williston Northampton School, and 12 minutes to Northampton/Smith College. Spread out in the full kitchen, living room, 3 large bedrooms, dining room, office, and giant yard.
ValueFamilyAccess

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.
LocationValueIndoor spaces

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!
LocationValueHiking

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.
FamilyLocationCheck-in

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.
LocationFamilyHeating

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.
LocationValueCheck-in

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.
FamilyValueComfort

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.
ValueFamilyLaundry

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.
FamilyLocationDecor

1840 two-family home in best downtown location
This 3-bedroom, 5-bed house sleeps up to 10 -- ideal for groups that wish to rent both of the apartments in an historic 2-family home in downtown Amherst, steps away from everything this vibrant downtown has to offer. 3 bedrooms, 5 beds. 5-min walk to Amherst College, 15-minute walk to UMass. New comfy mattresses with all-cotton linens, eclectic decor. Two kitchens. Washer/dryer. Large-screen TVs in both apts. Front porch with rocking chairs, balcony, and backyard.
ValueFamilyAmenities

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.
ValueFamilyView

Goldilocks Cottage at Round Hill
Stylishly renovated 2-bedroom cottage in premier location - short walk to Smith College and downtown Northampton! This 1930s cottage is situated atop Round Hill Road in central Northampton and was formerly part of the prestigious Clarke School campus. Fully restored, 2.5 luxurious bathrooms, high-end finishes and furniture, and a private stone patio surrounded by gardens atop breezy Round Hill!
ValueFamilyOutdoor spaces
Popular amenities for Hampshire County house rentals
House rentals with a pool

Happy Valley getaway
LocationFamilyCheck-in

High Field Farm
FamilyLocationWalkability

Sweet cape near U Mass
FamilyLocationSleep quality

Perfectly Polished Deerfield Home 5 min to I-91
ValueFamilyHeating

Dog friendly, 2 fireplaces, Pool, Pickleball, 3 bd
LocationFamilyCondition

Stay in Robert Frost's beautiful house
LocationFamilyBackyard

Perfect Family Retreat: Pool, Fire Pit

Serene South Deerfield Retreat
LocationFamilyHospitality
Weekly house rentals

Hilltown Studio
LocationValueDecor

Beautiful Secluded Country House
LocationValueHospitality

Kimball upstairs
ValueLocationBreakfast

Cozy, Private, Central 1 Bdrm, Large Yard
FamilyLocationOutdoor spaces

Little House Inn - Private House - Secluded
FamilyValueQuiet

Lovely 2BR Home Close to Downtown
LocationFamilyComfort

Sunderland house - 5 College area
ValueLocationBathroom

Amherst Treehouse
FamilyLocationComfort
Private house rentals

Amherst/Pelham getaway with a view!
LocationValueBackyard

Historic 5-Bdrm Home Minutes from 5 College Area
LocationFamilyCondition

Charming Easthampton home
FamilyLocationGetting around

J&J’s Retreat
LocationFamilyAccuracy

Great for Groups- 4 Bdrm- 4 Bath -Big Kitchen/yard
FamilyLocationKitchen

Berkshires Lakefront Stylish Retreat w/Gameroom
LocationFamilySkiing

The Garden House
LocationFamilyIndoor spaces

Berkshires Carriage House - Artist's Loft, Retreat
ValueLocationCheck-in
Destinations to explore
- Rentals with pools Hampshire County
- Family-friendly rentals Hampshire County
- Guesthouse rentals Hampshire County
- Rentals with a hot tub Hampshire County
- Rentals with lake access Hampshire County
- Pet-friendly rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Apartment rentals Hampshire County
- Rentals with beach access 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
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Dcu Center
- Ski Sundown
- Mount Monadnock
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Connecticut Convention Center
- Naismith Memorial Basketball Hall Of Fame





