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

Vacation Rentals in Town of Chesterfield

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Top Cities in Town of Chesterfield

A river flowing through a town with a red mill and houses in the background.
Vacation RentalsVacation Rentals

Keeseville

Keeseville

Our top choices for Town of Chesterfield vacation rentals

A covered outdoor seating area with a ceiling fan, a cushioned sofa, and two armchairs.

1. High Peaks Haven is in the heart of Adirondack. Come enjoy with famil

High Peaks Haven is in the heart of Adirondack. Come enjoy with famil
Keeseville
8.0 out of 10, Very good, (6 reviews)
"House was perfect for the 4 of us . All the amenities we needed. Even had a bowl of assorted snacks waiting for us as well as coffee, kcups, etc . Would definitely book again."
United States
Frances l.
$404 nightly
The price is $456
Oct 6 - Oct 7
Total with taxes and fees
High Peaks Haven is in the heart of Adirondack. Come enjoy with famil
A cozy living room with a blue sofa, a coffee table, and a dining area with a table and chairs.

2. Apartment in historic farmhouse

Apartment in historic farmhouse
Milton
9.6 out of 10, Exceptional, (139 reviews)
"Apartment was great, Chad is a good attentive Host."
United States
Bob M.
$198 nightly
The price is $222
Oct 27 - Oct 28
Total with taxes and fees
Apartment in historic farmhouse
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, a stove, and a microwave.

3. Little downtown gem with parking

Little downtown gem with parking
Old North End
9.6 out of 10, Exceptional, (40 reviews)
"Great location and cozy."
United States
Ken L.
$170 nightly
The price is $190
Nov 1 - Nov 2
Total with taxes and fees
Little downtown gem with parking
A modern kitchen with wooden accents, a dining area with a large table, and a bar area with stools.

4. Lake Placid Inn: Residences

Lake Placid Inn: Residences
3.0 star property
Lake Placid
9.0 out of 10, Wonderful, (336 reviews)
"Will definitely stay here again. Room so clean and the location was conveniently located to shops and a quick ride into town."
United States
Melissa
$129 nightly
The price is $135
Oct 13 - Oct 14
Total with taxes and fees
Lake Placid Inn: Residences
A gazebo with a wooden railing, surrounded by tables and chairs, and decorated with string lights.

5. The Wilderness Inn

The Wilderness Inn
3.0 star property
Wilmington
9.2 out of 10, Wonderful, (171 reviews)
"A calm place for a resting day and near to the high falls gorge and white face mountain attractions"
United States
Rajkumar
$158 nightly
The price is $178
Oct 18 - Oct 19
Total with taxes and fees
The Wilderness Inn
A compact room with a kitchenette, a bed, a desk with a lamp, and a ceiling light fixture.

6. City Nest.

City Nest.
Old North End
9.4 out of 10, Exceptional, (10 reviews)
"Location excellent, was in walking distance to church st marketplace, restaurants, coffee shops, bars etc. Appreciated having a dedicated parking spot & apartment was easy to access. Very petite but efficient room, had everything we needed and was very quiet at night."
United States
Alexandra
$199 nightly
The price is $223
Oct 20 - Oct 21
Total with taxes and fees
City Nest.
A kitchen with a granite countertop, stainless steel sink, and a toaster oven.

7. Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington

Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington
South Burlington
9.8 out of 10, Exceptional, (13 reviews)
"Stayed for two nights, had a wonderful time! "
United States
JFimmers
$169 nightly
The price is $191
Oct 27 - Oct 28
Total with taxes and fees
Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington
A kitchen with a microwave, stove, and sink.

8. Convenient 1BR Close to Downtown

Convenient 1BR Close to Downtown
Winooski
9.2 out of 10, Wonderful, (23 reviews)
"Great location and very nice place! Easily walkable to restaurants and bars in Winooski or a quick drive/Uber to Church Street in Burlington. Would definitely stay again!"
United States
Mike B.
$202 nightly
The price is $205
Nov 2 - Nov 3
Total with taxes and fees
Convenient 1BR Close to Downtown
A compact living space with a kitchenette, a sofa, a coffee machine, and a TV.

9. Cozy Private Suite - Near BTV Airport & UVM

Cozy Private Suite - Near BTV Airport & UVM
South Burlington
9.2 out of 10, Wonderful, (10 reviews)
"Clean place, no hassle, very comfortable. I would definitely stay here again. "
United States
Robert H.
$211 nightly
The price is $239
Nov 2 - Nov 3
Total with taxes and fees
Cozy Private Suite - Near BTV Airport & UVM
A compact living space with a kitchenette, a bed with patterned bedding, a small dining table, and a mounted TV.

10. Private Apt w/ parking spot shrt walk to Dwntwn!

Private Apt w/ parking spot shrt walk to Dwntwn!
Old North End
10.0 out of 10, Exceptional, (19 reviews)
"Lovely hosts and wonderful apartment! We stayed for 4 nights and we were so comfortable. Great location to everything in Burlington and beyond!"
United States
Sandy M.
$237 nightly
The price is $256
Oct 22 - Oct 23
Total with taxes and fees
Private Apt w/ parking spot shrt walk to Dwntwn!
A modern kitchen with grey cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

11. Cozy 1BR in Winooski!

Cozy 1BR in Winooski!
Winooski
9.0 out of 10, Wonderful, (7 reviews)
"Host was welcoming and detailed with email. Perfect place for what we needed. "
United States
Suzanne K.
$194 nightly
The price is $197
Nov 3 - Nov 4
Total with taxes and fees
Cozy 1BR in Winooski!
Private kitchen

12. The North End Pad

The North End Pad
Old North End
9.2 out of 10, Wonderful, (27 reviews)
"Good parking and lovation"
United States
Christopher
$175 nightly
The price is $196
Oct 28 - Oct 29
Total with taxes and fees
The North End Pad
An outdoor patio with wooden flooring, two metal chairs, and a table.

13. The Hideaway

The Hideaway
Hinesburg
9.0 out of 10, Wonderful, (19 reviews)
"Stayed one night on business. The place was great ! Clean quiet modern. Ill be back!"
United States
Carl H.
$138 nightly
The price is $155
Nov 3 - Nov 4
Total with taxes and fees
The Hideaway
A living room with a grey sofa, a round wicker ottoman, a floor lamp, a macrame wall hanging, a world map painting, and a potted plant.

14. 1876 Winooski Getaway: Modern 2BR Victorian

1876 Winooski Getaway: Modern 2BR Victorian
Winooski
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful location and spot to stay. Thank you!!"
United States
Jen P.
$304 nightly
The price is $323
Oct 27 - Oct 28
Total with taxes and fees
1876 Winooski Getaway: Modern 2BR Victorian
A bedroom with a bed, a washing machine, and a small cabinet.

15. City Chic 1BR Escape - Winooski

City Chic 1BR Escape - Winooski
Winooski
9.6 out of 10, Exceptional, (5 reviews)
"Cozy and nice place with everything we needed for graduation weekend. Convenient location."
United States
MICHAEL
$192 nightly
The price is $195
Nov 3 - Nov 4
Total with taxes and fees
City Chic 1BR Escape - Winooski
A wooden deck with a view of a forest and a cloudy sky.

16. Onion City Retreat: a place to relax and rejuvenate.

Onion City Retreat: a place to relax and rejuvenate.
Winooski
9.8 out of 10, Exceptional, (43 reviews)
"Great location and well appointed setup"
United States
Alan
$164 nightly
The price is $185
Oct 22 - Oct 23
Total with taxes and fees
Onion City Retreat: a place to relax and rejuvenate.
A rustic kitchen with wooden cabinets, a stove, and hanging pots.

17. Private Yard & Deck: Adirondack Cabin Retreat!

Private Yard & Deck: Adirondack Cabin Retreat!
West Chazy
10.0 out of 10, Exceptional, (24 reviews)
"This was a great place to stay. We will be back to again when visiting the north country."
United States
red
$282 nightly
The price is $319
Oct 14 - Oct 15
Total with taxes and fees
Private Yard & Deck: Adirondack Cabin Retreat!
A modern kitchen with stainless steel appliances, white cabinetry, and a marble countertop.

18. Lovely 2-Bedroom Condo, Close to Burlington/Airport!

Lovely 2-Bedroom Condo, Close to Burlington/Airport!
South Burlington
9.8 out of 10, Exceptional, (16 reviews)
"Great little unit in a convenient location near the airport and highway! We spent time in Burlington and Stowe and felt right at home. "
United States
Patrick G.
$313 nightly
The price is $318
Oct 27 - Oct 28
Total with taxes and fees
Lovely 2-Bedroom Condo, Close to Burlington/Airport!
A house with a front porch, a door with a window, and a grassy yard with trees.

19. Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski

Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski
Winooski
9.6 out of 10, Exceptional, (25 reviews)
"Really nice place and great location. Definitely recommend."
United States
Michael A.
$187 nightly
The price is $211
Oct 13 - Oct 14
Total with taxes and fees
Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski
A bedroom with a bed, bedside table, lamp, and a small potted plant.

20. New Modern Studio- Hop Skip & Jump to Waterfront

New Modern Studio- Hop Skip & Jump to Waterfront
Downtown Burlington
9.4 out of 10, Exceptional, (24 reviews)
"Great apartment with all the amenities needed for a solo stay. Bed was firm (as I like it), great AC for warm summer days, and full sized washer and dryer. Location is unbeatable if you’re keen to be near the water front and the greenway path."
United States
Tray S.
$206 nightly
The price is $230
Oct 13 - Oct 14
Total with taxes and fees
New Modern Studio- Hop Skip & Jump to Waterfront
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 Town of Chesterfield Hotel Reviews

Laurel Lake Placid

Laurel Lake Placid

8/10 Good
"The look of the hotel is nice, bed was comfortable, and the view was beautiful but beyond that really not impressed. Overall it felt like no one really cares for the property (eg elevator in poor condition, common area carpet really worn and dirty in many areas and even a broken air hockey table, We weren’t told about breakfast upon check in which wasn’t much anyway. Very loud too, you can hear everything outside the room. Overall experience was meh."
Christopher 1-night trip
Posted 7 hours ago
Laurel Lake Placid

Find out more about Town of Chesterfield

Discover your perfect Town of Chesterfield vacation rental with Expedia

How many vacation rentals are available in Town of Chesterfield?


Expedia has plenty of vacation rentals to choose from in and around  Town of Chesterfield, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Town of Chesterfield?


The selection of Town of Chesterfield vacation rentals we have selected for you start as low as $119 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Town of Chesterfield?


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Why should I choose a vacation rental in Town of Chesterfield?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Chesterfield vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Town of Chesterfield?


Find vacation rentals in Town of Chesterfield by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Chesterfield.  


What amenities are available in a vacation rental in Town of Chesterfield?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Town of Chesterfield vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Town of Chesterfield?   


Everytime is a great time to head to Town of Chesterfield! Staying in a Town of Chesterfield vacation rentals you will always find lots going on to keep you entertained. 


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Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Town of Chesterfield vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.