
House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pioneer Valley house rentals
House rentals with a pool

Berkshires Oasis Retreat: Art Meets Nature

The 1770 House

Berkshire Mountain House

Happy Valley getaway

Bougie B’s Mountainside Getaway

High Field Farm

Mountain Blossom Retreat by Evergreen Home

Berkshire County modern home + pool
Weekly house rentals

Moonstone Lake House – romantic, serene, fun!

Lake front retreat - Stylish Berkshire home

Home in Northampton

An 18th century farmhouse

Idyllic family retreat - spacious lake home,

VDM Property!

Magical, Rural Getaway in the Berkshires

Sunderland house - 5 College area
Private house rentals

Bridge of flowers cottage

Charming and Cozy Hilltop Home

An oasis - spacious and bright

Historic Stone Church in The Berkshires

3 BR Private Home~Old World Charm, Modern Touches

Amherst Treehouse

Light-filled Lake House in Goshen

Vermont Mirror House
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with pools Pioneer Valley
- Guesthouse rentals Pioneer Valley
- Waterfront rentals Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Rentals with an EV charger Pioneer Valley
- Rentals with a fireplace Pioneer Valley
- Rentals with a fire pit Pioneer Valley
- Pet-friendly rentals Pioneer Valley
- Apartment rentals Pioneer Valley
- Private suite rentals Pioneer Valley
- Rentals with a washing machine and dryer Pioneer Valley
- Cottage rentals Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Rentals with beach access Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Rentals with a patio Pioneer Valley
- Condo rentals Pioneer Valley
- House rentals Massachusetts
- House rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- TPC River Highlands
- Berkshire East Mountain Resort
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Bushnell Park
- Brimfield State Forest
- Catamount Mountain Ski Resort
- Bigelow Hollow State Park
- Norman Rockwell Museum
- Dinosaur State Park
- Mount Greylock Ski Club
- Wintonbury Hills Golf Course
- The Shattuck Golf Club
- Hartford Golf Club
- Beartown State Forest
- Mount Tom State Reservation
- Mount Sugarloaf State Reservation
- Taconic State Park
- Mohawk Mountain Ski Area
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area