A red barn with a metal roof, surrounded by a snow-covered landscape and a wooden fence.

Hampshire County Vacation Rentals

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Our top choices for Hampshire County holiday rentals

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,153 reviews)
"Clean & comfortable stay"
United States
Robert
The price is RM325
RM455 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

2. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
The price is RM371
RM972 total
includes taxes & fees
29 Sept - 30 Sept
Modern Studio Ideal for Traveling Professionals
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,672 reviews)
"Love this place for a weekend getaway."
United States
Jacob
The price is RM389
RM479 total
includes taxes & fees
27 Sept - 28 Sept
Vacation Village in the Berkshires
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.
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Top Hampshire County Hotel Reviews

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"My husband and I had a wonderful stay in the Chamberlin House. The staff was extremely helpful and kind. Our room was clean and very tastefully decorated, in an "updated" classic colonial style. The grounds were absolutely gorgeous and we thoroughly enjoyed a delicious dinner in the Publick House restaurant. The breakfast pastries in the onsite bakery were outstanding. We would never hesitate to stay at Publick House again."
Nancy 1-night trip
Posted 8 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Hampshire County

Holiday Apartments in Hampshire County

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Look no further and take a look at our great range of rental properties in Hampshire County!