Search Holiday Rentals in Town of Chesterfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top cities in Town of Chesterfield

A stone bridge over a river with a waterfall and a small building on the right.
Vacation Rentals

Keeseville

Keeseville

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Town of Chesterfield holiday rentals

A gazebo with a wooden railing, surrounded by tables and chairs, and decorated with string lights.

1. The Wilderness Inn

The Wilderness Inn
3.0 star property
Wilmington
9.2 out of 10, Wonderful, (172 reviews)
"A calm place for a resting day and near to the high falls gorge and white face mountain attractions"
United States
Rajkumar
The price is ฿4,018
฿4,540 total
includes taxes & fees
12 Nov - 13 Nov
The Wilderness Inn
A modern kitchen with wooden accents, a dining area with a large table, and a bar area with stools.

2. Lake Placid Inn: Residences

Lake Placid Inn: Residences
3.0 star property
Lake Placid
9.0 out of 10, Wonderful, (351 reviews)
"Had a very nice stay"
United States
David
The price is ฿4,308
฿4,524 total
includes taxes & fees
24 Nov - 25 Nov
Lake Placid Inn: Residences
A living room with a sofa, a coffee table, a TV, and a ceiling fan.

3. Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views

Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views
3.0 star property
Richmond
The price is ฿2,752
฿7,476 total
includes taxes & fees
11 Nov - 12 Nov
Near Ski Slopes! Quaint Richmond Apt w/ Mtn Views
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Town of Chesterfield Hotel Reviews

A cozy interior with a stone fireplace, wooden beams, and a chandelier.
Green Mountain Suites Hotel

Green Mountain Suites Hotel

Green Mountain Suites Hotel
South Burlington

10/10 Excellent

Beautiful. Cosy hotel and fabulous customer service.
United Kingdom
Leanne
Reviewed October 27, 2026
Green Mountain Suites Hotel

Find out more about Town of Chesterfield

Vacation Apartments in Town of Chesterfield

Search for Vacation rentals in Town of Chesterfield on Expedia.! You can easily find your home rentals, villas, Vacation apartments in Town of Chesterfield using one of the methods below:

  • View our selection of featured Vacation rentals in Town of Chesterfield
  • Use the map to find apartments and other Vacation homes in the Town of Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Town of Chesterfield while they last

Look no further and take a look at our great range of rental properties in Town of Chesterfield!