
Cottage vacation rentals in Pioneer Valley
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Pioneer Valley
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pioneer Valley cottage rentals
Cottage rentals with a hot tub

mountain refuge

The Cottage at Blackberry River Inn

Northampton-area Hot tub Pet Friendly

All season fun in the Berkshires

A Magical Spot on Little Robin Lake

Berkshire lakefront cabin with modern luxuries

Beautiful, 100 Acre Retreat, Williamstown 10 Mins
Pet-friendly cottage rentals

Fully renovated 1830's farm house

Cheerful 3+ bedroom cottage with lake views

Cottage Ease.

By Still Waters Cottage

Tranquil Lake Cottage on 3 Acres with Large Deck

A Place for Peace - perfectly imperfect!

Storybook Lake Front Villa with Private Beach!

The Congamond Cottages: Private Lakefront Cottage
Private cottage rentals

Corkscrew: Lakeside Cozy Cottage in Warwick, MA

Loft with Sweeping Views

Stone School Cottage

Charming Williamstown Cottage

Serene Modern Country Cottage near Amherst Center

Emerald Cottage @Harriman Reservoir

Cozy Scenic Cottage on Small Pond, Near Lake Wyola

Forest Street Retreat Attached Guest House
Destinations to explore
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- Rentals with breakfast Pioneer Valley
- Pet-friendly rentals Pioneer Valley
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- Rentals with lake access Pioneer Valley
- Guesthouse rentals Pioneer Valley
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- Rentals with a hot tub Pioneer Valley
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- Condo rentals Pioneer Valley
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- Smoking-friendly rentals Pioneer Valley
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- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
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- House rentals Pioneer Valley
- Cottage rentals Massachusetts
- Cottage rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- 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
- Mount Tom State Reservation
- Beartown State Forest
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park