Chesterfield Vacation Rentals
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Our top choices for Chesterfield vacation homes

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Sun Filled Lenox Retreat - Minutes to Tanglewood!
10.0 out of 10, Exceptional, (1)
The price is CA $315
CA $715 total
includes taxes & fees
Sep 4 - Sep 5

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (255)
The price is CA $208
CA $310 total
includes taxes & fees
Sep 16 - Sep 17

Cozy Home in Holyoke with 3 bedrooms
Cozy Home in Holyoke with 3 bedrooms
9.8 out of 10, Exceptional, (7)
The price is CA $248
CA $535 total
includes taxes & fees
Aug 21 - Aug 22

Lovely 2nd Floor Apartment
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (32)
The price is CA $134
CA $249 total
includes taxes & fees
Aug 21 - Aug 22

The Creation Station is a cozy place so make yourself at home.
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (66)
The price is CA $248
CA $385 total
includes taxes & fees
Aug 21 - Aug 22

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
10.0 out of 10, Exceptional, (3)
The price is CA $225
CA $553 total
includes taxes & fees
Sep 1 - Sep 2

Button's Modern Luxury Walkup Downtown Northampton
Button's Modern Luxury Walkup Downtown Northampton
The price is CA $345
CA $695 total
includes taxes & fees
Sep 9 - Sep 10

Townhouse with Pool Table - Renovated w/ King Bed
Townhouse with Pool Table - Renovated w/ King Bed
10.0 out of 10, Exceptional, (8)
The price is CA $291
CA $585 total
includes taxes & fees
Sep 8 - Sep 9
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 Chesterfield Hotel Reviews

Hotel Northampton
10/10 Excellent
Find out more about Chesterfield
Find out more about Chesterfield
Chesterfield Vacation Homes information
Number of reviews | 873 |
---|---|
Accommodation | 166 Vacation Homes |
Lowest Price | CA $134 |
Highest Price | CA $276 |
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