Search Cottages in Chesterfield
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Cottages in Chesterfield

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
8.8 out of 10, Excellent, (53)

Charming Jaffrey Cottage w/ Deck & Grill!
Charming Jaffrey Cottage w/ Deck & Grill!
10.0 out of 10, Exceptional, (42)

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

Charming Jaffrey Cottage w/ Deck & Grill!
Charming Jaffrey Cottage w/ Deck & Grill!

Quaint Massachusetts Home w/ Yard & Grill!
Quaint Massachusetts Home w/ Yard & Grill!

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (7)
The price is AED 814
AED 1,007 total
includes taxes & fees
7 Aug - 8 Aug

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (1)

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
9.6 out of 10, Exceptional, (64)
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
Top Chesterfield Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection
10/10 Excellent