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
Aug 30 – Sep 6
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Mar 13 – 20
Home in Woodstock
4.93 out of 5 average rating, 209 reviewsCedar Ridge
Jan 7 – 14
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
Feb 10 – 17
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
Sep 5 – 12
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Sep 27 – Oct 4
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Jan 29 – Feb 5
Home in Chesterfield
4.98 out of 5 average rating, 44 reviewsHigh Field Farm
May 8 – 15
Weekly house rentals
Home in Colrain
4.96 out of 5 average rating, 158 reviewsWMass- 5Bed, HotTub, BerkshireEast, Zoar,CrabApple
Oct 18 – 25
Home in Putney
4.95 out of 5 average rating, 308 reviewsCozy Train Depot in Putney Vermont
Oct 16 – 23
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Oct 1 – 8
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
Apr 6 – 13
Home in Bennington
4.99 out of 5 average rating, 238 reviewsCozy Modern Sugar House with spectacular views.
Apr 28 – May 5
Home in Lee
5.0 out of 5 average rating, 231 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 25 – May 2
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
May 8 – 15
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
Mar 27 – Apr 3
Private house rentals
Home in Belchertown
5.0 out of 5 average rating, 19 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Dec 1 – 8
Home in Northampton
4.95 out of 5 average rating, 59 reviewsFlorence Cottage
Jan 19 – 26
Home in Springfield
5.0 out of 5 average rating, 10 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
Dec 4 – 11
Home in Northampton
4.98 out of 5 average rating, 99 reviewsDiscover Cozy Elegance in the Heart of Northampton
Feb 23 – Mar 2
Home in Deerfield
4.97 out of 5 average rating, 32 reviewsLUXE Brand New Home w/ Historic Charm, SO COZY!
Jun 25 – Jul 2
Home in Williamsburg
5.0 out of 5 average rating, 70 reviewsThe Gate House, EV Charger, Farm View
Aug 25 – Sep 1
Home in Becket
4.95 out of 5 average rating, 37 reviewsNerd Preservation Sanctuary
Dec 6 – 13
Home in Amherst
5.0 out of 5 average rating, 37 reviewsThe Suprenant House
Mar 6 – 13
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