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
Oct. 14 – 21
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Feb. 18 – 25
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb. 1 – 8
Home in Chesterfield
4.98 out of 5 average rating, 44 reviewsHigh Field Farm
Dec. 8 – 15
Home in Shelburne Falls
4.95 out of 5 average rating, 19 reviewsBeautiful home for a cozy family getaway! W/pool !
Jun. 12 – 19
Home in Dalton
4.89 out of 5 average rating, 81 reviewsPrivate & Stylish Berkshires House for All Seasons
Jan. 25 – Feb. 1
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
Sep. 28 – Oct. 5
Home in Lenox
4.96 out of 5 average rating, 24 reviewsLenox Grand Colonial with Pool by Evergreen Home
Oct. 18 – 25
Weekly house rentals
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Nov. 23 – 30
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
Oct. 8 – 15
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Nov. 5 – 12
Home in Russell
4.96 out of 5 average rating, 227 reviewsSouth Quarter House
Dec. 21 – 28
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
Apr. 5 – 12
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Nov. 23 – 30
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
Mar. 10 – 17
Home in Becket
4.86 out of 5 average rating, 290 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Feb. 24 – Mar. 3
Private house rentals
Home in Northampton
4.95 out of 5 average rating, 59 reviewsFlorence Cottage
Nov. 21 – 28
Home in Deerfield
4.97 out of 5 average rating, 33 reviewsLUXE Brand New Home w/ Historic Charm, SO COZY!
Sep. 19 – 26
Home in Springfield
5.0 out of 5 average rating, 10 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
Dec. 25 – Jan. 1
Home in Williamsburg
5.0 out of 5 average rating, 70 reviewsThe Gate House, EV Charger, Farm View
Aug. 21 – 28
Home in Northampton
4.98 out of 5 average rating, 99 reviewsDiscover Cozy Elegance in the Heart of Northampton
Mar. 29 – Apr. 5
Home in Belchertown
5.0 out of 5 average rating, 19 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Oct. 16 – 23
Home in Becket
4.95 out of 5 average rating, 38 reviewsNerd Preservation Sanctuary
Dec. 14 – 21
Home in Pelham
4.95 out of 5 average rating, 20 reviewsAmherst/Pelham getaway with a view!
Nov. 7 – 14
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