Chesterfield Vacation Rentals
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Vacation Rentals 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
9.0 out of 10, Wonderful, 25 reviews
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
10.0 out of 10, Exceptional, 9 reviews
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Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, 22 reviews
Cozy Cottage Along Idyllic Green River
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, 35 reviews
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
9.8 out of 10, Exceptional, 9 reviews
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
10.0 out of 10, Exceptional, 39 reviews
A vacation destination in Southern Vermont
A vacation destination in Southern Vermont
10.0 out of 10, Exceptional, 60 reviews
Spectacular Mountain views with all the amentities nearby
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, 41 reviews
Downtown Hot Tub Escape
Downtown Hot Tub Escape
9.6 out of 10, Exceptional, 4 reviews
The price is ¥29,204
¥55,496 total
includes taxes & fees
Jun 25 - Jun 26
Waterfront Cottage on Scenic Sportsman Pond
Waterfront Cottage on Scenic Sportsman Pond
9.4 out of 10, Exceptional, 35 reviews
Jacksonville Cabin w/ Wraparound Deck & Views
Jacksonville Cabin w/ Wraparound Deck & Views
9.6 out of 10, Exceptional, 23 reviews
Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney Vermont
9.6 out of 10, Exceptional, 50 reviews
The price is ¥34,571
¥57,470 total
includes taxes & fees
Jun 25 - Jun 26
Hilltop Home with Great Views
Hilltop Home with Great Views
9.2 out of 10, Wonderful, 12 reviews
The price is ¥31,572
¥53,685 total
includes taxes & fees
Jun 30 - Jul 1
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
6.0 out of 10, 8 reviews
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, 4 reviews
Lakefront Orange Vacation Rental - Pet Friendly!
Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, 8 reviews
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
9.4 out of 10, Exceptional, 10 reviews
Cozy cottage tucked away in the woods
Cozy cottage tucked away in the woods
10.0 out of 10, Exceptional, 34 reviews
Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington
Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington
7.0 out of 10, Good, 4 reviews
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.
Other types of properties in Chesterfield you may be interested in
Colonial Motel And Spa
Colonial Motel And Spa
6.8 out of 10, 1,002 reviews
The price is ¥15,470
¥17,017 total
includes taxes & fees
Jun 20 - Jun 21
Hampton Inn Brattleboro
Hampton Inn Brattleboro
8.4 out of 10, Very Good, 911 reviews
The price is ¥18,549
¥20,403 total
includes taxes & fees
Jun 23 - Jun 24
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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Frequently asked questions
Recent reviews of Chesterfield propertiesExpedia verified reviews
5/5 Excellent
Great Downtown Spot
"Great to be right downtown, super walkable to everything in Keene."
A verified traveler stayed at Fairfield Inn & Suites by Marriott Keene Downtown
Posted 2 days ago