House vacation rentals in Pioneer Valley
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Top-rated house rentals in Pioneer Valley
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Deerfield
4.81 out of 5 average rating, 187 reviewsPerfectly Polished Deerfield Home 5 min to I-91
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Woodstock
4.93 out of 5 average rating, 210 reviewsCedar Ridge
Home in Keene
4.93 out of 5 average rating, 184 reviewsThe Brick House on Washington Street
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Weekly house rentals
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Home in Pownal
4.99 out of 5 average rating, 214 reviewsCozy Vermont mini-house
Home in New Lebanon
4.99 out of 5 average rating, 350 reviewsThe old sawmill from 1771
Home in Great Barrington
4.96 out of 5 average rating, 215 reviewsJaw dropping mountain & lake views
Home in Putney
4.85 out of 5 average rating, 125 reviewsSpacious Loft with View
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
Home in Putney
4.95 out of 5 average rating, 309 reviewsCozy Train Depot in Putney Vermont
Home in Putney
4.94 out of 5 average rating, 340 reviewsVermont Botanical Studio Apartment
Private house rentals
Home in Dalton
4.88 out of 5 average rating, 115 reviewsThe Yellow House
Home in Russell
4.96 out of 5 average rating, 227 reviewsSouth Quarter House
Home in Huntington
4.9 out of 5 average rating, 111 reviewsPrivate house on the River
Home in Canaan
5.0 out of 5 average rating, 136 reviewsCountry Cottage
Home in Northampton
4.95 out of 5 average rating, 59 reviewsFlorence Cottage
Home in Springfield
5.0 out of 5 average rating, 10 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
Home in Belchertown
5.0 out of 5 average rating, 20 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Home in Deerfield
4.97 out of 5 average rating, 33 reviewsLUXE Brand New Home w/ Historic Charm, SO COZY!
Destinations to explore
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- Rentals with a patio Pioneer Valley
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes