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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Cottages in Chesterfield

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Exterior

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

9.6 out of 10, Exceptional, (66)
"We enjoyed our stay in this cozy cabin on the ridge. The owners have great taste and they have thought of everything to make the stay pleasant. "
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Exterior

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.4 out of 10, Very Good, (58)
"Great location and super cute"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe
Outdoor dining

Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe

9.8 out of 10, Exceptional, (7)
"Lovely, relaxing setting, with beautiful views and steps away from the lake, with access to kayaks, canoes and paddleboards. The hosts were accessible, friendly and responsive. "
The price is AED 992
AED 1,686 total
includes taxes & fees
5 Oct - 6 Oct
Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe
Waterfront Cottage on Scenic Sportsman Pond
Exterior

Waterfront Cottage on Scenic Sportsman Pond

9.6 out of 10, Exceptional, (44)
"Excellent location,plenty of water activities and equipment,fun place, Owners very nice and very helpful."
Waterfront Cottage on Scenic Sportsman Pond
Historic Home w/ Modern Updates on < 4 Acres
House (4 Bedrooms) | Interior

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Cottage (2 Bedrooms) | Interior

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

3.0 star property
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Quaint Massachusetts Home w/ Yard & Grill!
House (2 Bedrooms) | Interior

Quaint Massachusetts Home w/ Yard & Grill!

3.0 star property
Quaint Massachusetts Home w/ Yard & Grill!
Charming Jaffrey Cottage w/ Deck & Grill!
Cottage (4 Bedrooms) | Interior

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
House (3 Bedrooms) | Front of property

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
House (1 Bedroom) | Interior

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
TV, books

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

10.0 out of 10, Exceptional, (8)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is AED 878
AED 1,076 total
includes taxes & fees
27 Oct - 28 Oct
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Wilmington Retreat Near Trails, Skiing & Festivals
House (3 Bedrooms) | Interior

Wilmington Retreat Near Trails, Skiing & Festivals

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location and awesome house. Owners were easy to communicate with. "
Wilmington Retreat Near Trails, Skiing & Festivals
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
House (2 Bedrooms) | Interior

Peaceful Marlboro Vacation Rental w/ Sauna & Yard!

3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
'john's Farmhouse in Mount Snow' on 120 Acres!
House (5 Bedrooms) | Interior

'john's Farmhouse in Mount Snow' on 120 Acres!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
'john's Farmhouse in Mount Snow' on 120 Acres!
Charming Putney Home: Porch, Grill & Hiking Trails
House (4 Bedrooms) | Interior

Charming Putney Home: Porch, Grill & Hiking Trails

3.0 star property
Charming Putney Home: Porch, Grill & Hiking Trails
Historic New Hampshire Home: 1 Mi to Boat Launch
House (3 Bedrooms) | Interior

Historic New Hampshire Home: 1 Mi to Boat Launch

3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Cottage in Private Village On VT-100 (5-min to Mount Snow)
Property grounds

Cottage in Private Village On VT-100 (5-min to Mount Snow)

9.0 out of 10, Wonderful, (2)
"I loved our stay here! The place is incredibly cozy. It’s in a fantastic location with great dining options just a few miles away. Plus, there are several nearby hiking trails with stunning views. Perfect for anyone looking to enjoy great food and outdoor adventures. Highly recommend!"
Cottage in Private Village On VT-100 (5-min to Mount Snow)
Spacious Dover Home w/ Sauna < 5 Miles to Ski!
Outdoor dining

Spacious Dover Home w/ Sauna < 5 Miles to Ski!

3.0 star property
10.0 out of 10, Exceptional, (1)
"we enjoyed all of the space and the location a short distance from the resort. very comfortable stay for a group of five."
Spacious Dover Home w/ Sauna < 5 Miles to Ski!
Jacksonville Cabin w/ Wraparound Deck & Views
House (3 Bedrooms) | Interior

Jacksonville Cabin w/ Wraparound Deck & Views

3.0 star property
Jacksonville Cabin w/ Wraparound Deck & Views
Hike & Swim On-site: Cozy Falls Brook Cabin
House (2 Bedrooms) | Interior

Hike & Swim On-site: Cozy Falls Brook Cabin

3.0 star property
10.0 out of 10, Exceptional, (2)
The price is AED 477
AED 1,251 total
includes taxes & fees
1 Oct - 2 Oct
Hike & Swim On-site: Cozy Falls Brook Cabin
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

The White House Inn

The White House Inn

10/10 Excellent
"Old would charm and elegance, with a modern bathroom! Friendly and helpful staff at check-in and check-out. Convenient location!"
Amal 1-night trip
Posted 4 days ago
The White House Inn

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