Hampshire County Holiday Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Featured Hampshire County Holiday Rentals
Our top choices for Hampshire County holiday rentals

Amherst, Perfect Location, UMass, Smith, MHC!
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (17)

Hadley Amherst Location.Explore the Valley Colleges!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (132)

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1982)
The price is HK$844
HK$1,029 total
includes taxes & fees
14 Sept - 15 Sept

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very good, (970)
The price is HK$1,240
HK$1,385 total
includes taxes & fees
1 Sept - 2 Sept

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (127)

Huttopia Berkshires
Huttopia Berkshires
10.0 out of 10, Exceptional, (4)
The price is HK$764
HK$853 total
includes taxes & fees
1 Sept - 2 Sept

Dove Cabin up in the Trees
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (19)
The price is HK$1,368
HK$2,023 total
includes taxes & fees
7 Sept - 8 Sept

Tiny Home with AC and WiFi in lovely Ludlow
Tiny Home with AC and WiFi in lovely Ludlow
8.8 out of 10, Excellent, (5)
The price is HK$616
HK$1,167 total
includes taxes & fees
2 Sept - 3 Sept
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in