Search Vacation Homes in Chesterfield
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 149 Vacation Homes in Chesterfield with updated reviews, rates, and availability.

Bright three-level home with water views, jetted tub, firepit, and pool table
Bright three-level home with water views, jetted tub, firepit, and pool table
8.4 out of 10, Very Good, (27)

Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney Vermont
9.6 out of 10, Exceptional, (54)
The price is AED 716
AED 1,230 total
includes taxes & fees
18 Mar - 19 Mar

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
7.0 out of 10, Good, (15)

GAMERS HAVEN, River Wine Inn!
GAMERS HAVEN, River Wine Inn!
10.0 out of 10, Exceptional, (7)

Potter's Place | House in Jamaica with mountain views
Potter's Place | House in Jamaica with mountain views
9.6 out of 10, Exceptional, (4)

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
9.8 out of 10, Exceptional, (10)
The price is AED 657
AED 1,748 total
includes taxes & fees
18 Mar - 19 Mar

Lovely 2nd Floor Apartment
Lovely 2nd Floor Apartment
9.8 out of 10, Exceptional, (19)
The price is AED 474
AED 792 total
includes taxes & fees
19 Mar - 20 Mar

Countryside, mountain-view house near eagle's nest with patios - dog-friendly
Countryside, mountain-view house near eagle's nest with patios - dog-friendly
9.6 out of 10, Exceptional, (5)
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
Other property types 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, (46)

Bright three-level home with water views, jetted tub, firepit, and pool table
Bright three-level home with water views, jetted tub, firepit, and pool table
8.4 out of 10, Very Good, (27)

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
7.0 out of 10, Good, (15)
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.
Recent reviews of Chesterfield hotels
Recent reviews of Chesterfield hotels

The Putney Inn
5/5 Excellent
"Clean, comfortable rooms, friendly staff, good value"
A verified traveler stayed at The Putney Inn
Posted 12 hours ago