Cottage vacation rentals in Pioneer Valley
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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
Cottage in Great Barrington
Artist Cottage
Cottage in Lanesborough
Norte Maison 2 beds 2 Baths Minutes to Jiminy Peak
Cottage in Norfolk
The Cottage at Blackberry River Inn
Cottage in Rindge
Waterfront Cottage with a HOT TUB
Cottage in Williamsburg
Northampton-area Hot tub Pet Friendly
Cottage in Eastford
Serenity Ashford Lake
Cottage in Southwick
Lake Views w/ Hot Tub Fire Pit Kayaks Central AC
Cottage in Monterey
mountain refuge
Pet-friendly cottage rentals
Cottage in Lanesborough
Wildlife Lakeside Cottage
Cottage in Monroe
Pumpkin Pine Cottage: your next adventure awaits!
Cottage in Brimfield
Cheerful 2 bedroom cottage with lake access.
Cottage in Winchester
Storybook Lake Front Villa with Private Beach!
Cottage in Warwick
By Still Waters Cottage
Cottage in Guilford
The Blacksmith Shop
Cottage in Becket
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Cottage in Williamstown
Pet friendly, cozy, modest cape, two bedrooms
Private cottage rentals
Cottage in Lanesborough
Stone School Cottage
Cottage in Guilford
Green River Cottage Retreat
Cottage in Collinsville
The Carriage House
Cottage in Enfield
Hilda’s Riverside Retreat
Cottage in Hinsdale
Cozy Cottage in the Berkshires
Cottage in New Marlborough
Converted Berkshire schoolhouse on a quiet river
Cottage in Deerfield
Dreamy Guesthouse: sauna and private deck
Cottage in Wendell
Cozy Scenic Cottage on Small Pond, Near Lake Wyola
Destinations to explore
- Cambridge Vacation rentals
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- Cottage rentals The Hamptons
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- Cottage rentals Massachusetts
- Rentals with an EV charger Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Waterfront rentals Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Rentals with a fire pit Pioneer Valley
- Condo rentals Pioneer Valley
- Rentals with beach access Pioneer Valley
- Private suite rentals Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Pet-friendly rentals Pioneer Valley
- Rentals with pools Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
- Apartment rentals Pioneer Valley
- Monthly Rentals Pioneer Valley
- Rentals with a patio Pioneer Valley
- Fitness-friendly rentals Pioneer Valley
- Kid-friendly rentals Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- House rentals Pioneer Valley
- Rentals with a washer and dryer Pioneer Valley
- Rentals with a fireplace Pioneer Valley
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