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 Litchfield
4.93 out of 5 average rating, 164 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in Woodstock
4.93 out of 5 average rating, 209 reviewsCedar Ridge
Mar 23 – 30
Home in Keene
4.93 out of 5 average rating, 183 reviewsThe Brick House on Washington Street
Feb 10 – 17
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Sep 30 – Oct 7
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Dec 1 – 8
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb 1 – 8
Weekly house rentals
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Nov 20 – 27
Home in Pownal
4.99 out of 5 average rating, 214 reviewsCozy Vermont mini-house
Oct 25 – Nov 1
Home in North Adams
4.99 out of 5 average rating, 267 reviewsSteps to MoCA private house + SAUNA!
Jan 5 – 12
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Feb 6 – 13
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Jan 18 – 25
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
Oct 8 – 15
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
Jan 6 – 13
Home in Russell
4.96 out of 5 average rating, 227 reviewsSouth Quarter House
Dec 11 – 18
Private house rentals
Home in Shelburne Falls
5.0 out of 5 average rating, 239 reviewsShelburne Guest House -The Ranch
Jul 29 – Aug 5
Home in Northampton
4.95 out of 5 average rating, 59 reviewsFlorence Cottage
Nov 21 – 28
Home in Springfield
5.0 out of 5 average rating, 10 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
Feb 8 – 15
Home in Deerfield
4.97 out of 5 average rating, 32 reviewsLUXE Brand New Home w/ Historic Charm, SO COZY!
Sep 19 – 26
Home in Belchertown
5.0 out of 5 average rating, 19 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Oct 16 – 23
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 Williamsburg
5.0 out of 5 average rating, 70 reviewsThe Gate House, EV Charger, Farm View
May 10 – 17
Home in Becket
4.95 out of 5 average rating, 37 reviewsNerd Preservation Sanctuary
Dec 14 – 21
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- Family travel hub Tips and inspiration
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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