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
4.82 out of 5 average rating, 186 reviewsPerfectly Polished Deerfield Home 5 min to I-91
Sep 16 – 23
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Mar 7 – 14
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Woodstock
4.93 out of 5 average rating, 207 reviewsCedar Ridge
Mar 24 – 31
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
Jan 2 – 9
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
Jan 11 – 18
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Aug 20 – 27
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Apr 6 – 13
Weekly house rentals
Home in Feeding Hills
4.89 out of 5 average rating, 884 reviewsFarm Fresh Feeding Hills
Aug 4 – 11
Home in Holyoke
4.96 out of 5 average rating, 299 reviewsExplore Holyoke from this charming 3 Bedroom house
Jan 28 – Feb 4
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Sep 23 – 30
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
Feb 6 – 13
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 19 – 26
Home in Great Barrington
4.96 out of 5 average rating, 213 reviewsJaw dropping mountain & lake views
Jan 7 – 14
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
Nov 16 – 23
Home in Colrain
4.96 out of 5 average rating, 157 reviewsWMass- 5Bed, HotTub, BerkshireEast, Zoar,CrabApple
Oct 18 – 25
Private house rentals
Home in Bennington
4.99 out of 5 average rating, 238 reviewsCozy Modern Sugar House with spectacular views.
Dec 3 – 10
Home in Northampton
4.95 out of 5 average rating, 59 reviewsFlorence Cottage
Jan 1 – 8
Home in Belchertown
5.0 out of 5 average rating, 18 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Nov 19 – 26
Home in Northampton
4.98 out of 5 average rating, 99 reviewsDiscover Cozy Elegance in the Heart of Northampton
Dec 14 – 21
Home in Springfield
5.0 out of 5 average rating, 9 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
Oct 29 – Nov 5
Home in Deerfield
4.97 out of 5 average rating, 32 reviewsLUXE Brand New Home w/ Historic Charm, SO COZY!
Aug 28 – Sep 4
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
Dec 16 – 23
Home in Easthampton
4.98 out of 5 average rating, 58 reviewsPrivate Home~Old World Charm, Modern Conveniences
Aug 22 – 29
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