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

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!
ValueLocationGetting around
4.95 out of 5 average rating, 160 reviews
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.
ValueFamilyNearby
4.99 out of 5 average rating, 109 reviews
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!
ValueLocationGetting around
4.98 out of 5 average rating, 220 reviews
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.
ValueFamilyIndoor spaces
4.97 out of 5 average rating, 109 reviews
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.
FamilyLocationGrill
5.0 out of 5 average rating, 185 reviews
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.
LocationFamilyHeating
4.91 out of 5 average rating, 113 reviews
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.
FamilyValueLaundry
4.94 out of 5 average rating, 224 reviews
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.
FamilyLocationCheckout
4.94 out of 5 average rating, 298 reviews
South Quarter House
Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)
ValueLocationLong stay
4.97 out of 5 average rating, 310 reviews
Sunrise on the Water's Edge - Riverside Bungalow
Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.
LocationValueAmenities
4.97 out of 5 average rating, 259 reviews
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!
ValueLocationParking
4.99 out of 5 average rating, 153 reviews
Historic Williams House
Our restored historic home in downtown Northampton is perfect for folks visiting the area. Whether you're in town for a weekend or a month this house will make you feel like Northampton is your home. Nestled between two brick buildings, it's a great spot for couples, families, business travelers and vacationers. Our home is also great for visiting the local colleges.
LocationFamilyAir conditioning
4.94 out of 5 average rating, 213 reviewsPopular amenities for Pioneer Valley house rentals
House rentals with a pool

The 1770 House
FamilyLocationGetting around
4.9 out of 5 average rating, 144 reviews
Berkshire Getaway Ranch 3 acres + saltwater pool
ValueFamilyQuiet
4.93 out of 5 average rating, 109 reviews
Berkshires Lodge | Pool, Hot Tub & Fire Pit
FamilyValueComfort
4.87 out of 5 average rating, 117 reviews
Hollywood Bungalow in the Berkshires #C0191633410
LocationValueParking
4.9 out of 5 average rating, 242 reviews
Berkshire Vacation Home in Lee
LocationFamilyCleanliness
4.93 out of 5 average rating, 106 reviews
Happy Valley getaway
FamilyLocationWifi
5.0 out of 5 average rating, 69 reviews
Ezekiel's Palace 24th
FamilyLocationLayout
4.85 out of 5 average rating, 60 reviews
Light-bathed luxury 6BR Victorian, right downtown
FamilyLocationQuiet
4.95 out of 5 average rating, 39 reviewsWeekly house rentals

Modern farmhouse close to Montague Retreat Center
LocationFamilyBiking
4.94 out of 5 average rating, 204 reviews
Jaw dropping mountain & lake views
ValueFamilyCleanliness
4.96 out of 5 average rating, 310 reviews
Charming Brookside Artisan Home
LocationValueSkiing
5.0 out of 5 average rating, 126 reviews
Cozy lakehouse
ValueLocationAir conditioning
5.0 out of 5 average rating, 119 reviews
Cozy Vermont mini-house
ValueFamilyAccess
4.98 out of 5 average rating, 302 reviews
Brooksong, the perfect Berkshires getaway
FamilyValueGrill
4.93 out of 5 average rating, 212 reviews
Stone n' Sky Lodge
LocationValueGetting around
4.91 out of 5 average rating, 254 reviews
Idyllic family retreat - spacious lake home,
LocationValueView
4.95 out of 5 average rating, 175 reviewsPrivate house rentals

Steps to MoCA private house + SAUNA!
FamilyLocationWifi
4.98 out of 5 average rating, 560 reviews
Farm Fresh Feeding Hills
FamilyLocationAccess
4.89 out of 5 average rating, 1054 reviews
Family Home | Flexible Layout | Walkable Town
FamilyLocationAmenities
4.86 out of 5 average rating, 108 reviews
HOT TUB! Dog & Family Friendly in the Berkshires!
LocationFamilyRiver
4.94 out of 5 average rating, 135 reviews
Farmhouse on working dairy farm
LocationFamilyAmenities
4.98 out of 5 average rating, 65 reviews
Home in Northampton
ValueFamilyCheck-in
4.85 out of 5 average rating, 55 reviews
King Bed w/ Game Room near Massmutual w/ Riverview
FamilyLocationBathroom
4.98 out of 5 average rating, 44 reviews
Home near Six Flags/ hot tub
FamilyValueGetting around
4.86 out of 5 average rating, 96 reviewsDestinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Mont-Tremblant Vacation rentals
- Atlantic City Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Pet-friendly rentals Pioneer Valley
- Condo rentals Pioneer Valley
- Waterfront rentals Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
- Apartment rentals Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Rentals with pools Pioneer Valley
- Rentals with beach access Pioneer Valley
- Guesthouse rentals Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Cottage rentals Pioneer Valley
- Private suite rentals Pioneer Valley
- Hotel rooms Pioneer Valley
- House rentals Massachusetts
- House rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Taconic State Park
- 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
- Norman Rockwell Museum
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Naismith Memorial Basketball Hall Of Fame
- Connecticut Convention Center





