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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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.
The price is ￥31,867
￥71,754 total
includes taxes & fees
Oct 1 - Oct 2
High Peaks Haven is in the heart of Adirondack. Come enjoy with famil
A gazebo with a wooden railing, surrounded by tables and chairs, and decorated with string lights.

2. 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
The price is ￥23,107
￥26,110 total
includes taxes & fees
Oct 5 - Oct 6
The Wilderness Inn
A modern living room with a sofa, coffee table, and a flat-screen TV mounted on the wall.

3. The Hinesburg Hideaway Unit 3

The Hinesburg Hideaway Unit 3
Hinesburg
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and spacious, quick communication with host."
United States
Tina C.
The price is ￥22,661
￥28,905 total
includes taxes & fees
Oct 7 - Oct 8
The Hinesburg Hideaway Unit 3
A lakeside picnic area with wooden benches and tables, surrounded by trees and a view of the lake.

4. Lakeside Cottage #304 at Valcour Cottages

Lakeside Cottage #304 at Valcour Cottages
Plattsburgh
9.2 out of 10, Wonderful, (10 reviews)
"Great location for a quick family visit."
United States
Lynne M.
Lakeside Cottage #304 at Valcour Cottages
A brick pathway leading to a gated area with a wooden fence.

5. Burlington Walkabout Peaceful City Retreat-Walk to EVERYTHING downtown.

Burlington Walkabout Peaceful City Retreat-Walk to EVERYTHING downtown.
Downtown Burlington
10.0 out of 10, Exceptional, (143 reviews)
"Location was perfect - you could walk to everything! Apartment was very clean with high end upgrades. Highly recommend!"
United States
Julie
The price is ￥23,291
￥51,912 total
includes taxes & fees
Oct 25 - Oct 26
Burlington Walkabout Peaceful City Retreat-Walk to EVERYTHING downtown.
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, a stove, and a microwave.

6. Little downtown gem with parking

Little downtown gem with parking
Old North End
9.6 out of 10, Exceptional, (39 reviews)
"Great location and cozy."
United States
Ken L.
The price is ￥18,554
￥32,414 total
includes taxes & fees
Oct 13 - Oct 14
Little downtown gem with parking
A house with a front porch, a door with a window, and a grassy yard with trees.

7. 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.
The price is ￥18,412
￥33,609 total
includes taxes & fees
Oct 13 - Oct 14
Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski
A covered patio with a wooden ceiling, a white wicker chair, a purple sofa, and a glass door leading to an indoor area.

8. 2 Mi to Main Street! Cozy Burlington Guest Suite

2 Mi to Main Street! Cozy Burlington Guest Suite
3.0 star property
New North End
10.0 out of 10, Exceptional, (1 review)
"I absolutely loved this rental! What a dream spot- cozy, privacy, the owner was so nice but also wasn’t intruding, the garden was beautiful it felt like walking into a fairy garden to get to the rental each day. It felt so safe which is an absolute must. And just made our trip delightful. Would absolutely rent here again!"
United States
Bethany
The price is ￥28,484
￥41,975 total
includes taxes & fees
Oct 8 - Oct 9
2 Mi to Main Street! Cozy Burlington Guest Suite
A bedroom with a bed, bedside table, lamp, and a small potted plant.

9. 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.
The price is ￥19,120
￥36,221 total
includes taxes & fees
Oct 28 - Oct 29
New Modern Studio- Hop Skip & Jump to Waterfront
A modern kitchen with wooden accents, a dining area with a large table, and a bar area with stools.

10. Lake Placid Inn: Residences

Lake Placid Inn: Residences
3.0 star property
Lake Placid
9.0 out of 10, Wonderful, (333 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
The price is ￥20,301
￥21,316 total
includes taxes & fees
Oct 13 - Oct 14
Lake Placid Inn: Residences
A cozy living room with a large sofa, a patterned rug, and a chandelier.

11. Downtown Designer Digs

Downtown Designer Digs
Downtown Burlington
9.8 out of 10, Exceptional, (36 reviews)
"Wonderful stay!"
United States
Carrie S.
The price is ￥28,185
￥48,487 total
includes taxes & fees
Oct 29 - Oct 30
Downtown Designer Digs
A two-story house with a balcony, a covered patio, and a well-maintained lawn.

12. Charming Studio Se7en apartment in tranquil Shelburne, perfect for your getaway!

Charming Studio Se7en apartment in tranquil Shelburne, perfect for your getaway!
Shelburne
10.0 out of 10, Exceptional, (15 reviews)
"Fantastic! Clean, new and modern, amenities were top-notch. Comfortable and very pleasant. The host was awesome. Thank you for a wonderful stay."
United States
Kenneth W.
The price is ￥25,966
￥42,145 total
includes taxes & fees
Oct 13 - Oct 14
Charming Studio Se7en apartment in tranquil Shelburne, perfect for your getaway!
A bedroom with a bed, a sofa, a small table, and a window.

13. Stylish Studio in the Queen City

Stylish Studio in the Queen City
Old North End
8.8 out of 10, Excellent, (15 reviews)
"Great walking access to downtown."
United States
Bryan T.
The price is ￥23,920
￥40,538 total
includes taxes & fees
Oct 31 - Nov 1
Stylish Studio in the Queen City
A compact room with a kitchenette, a bed, a desk with a lamp, and a ceiling light fixture.

14. 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
The price is ￥16,445
￥34,459 total
includes taxes & fees
Oct 1 - Oct 2
City Nest.
A kitchen with wooden cabinets, granite countertops, a built-in oven, and a stainless steel refrigerator.

15. 2BR house in a quiet neighborhood

2BR house in a quiet neighborhood
Plattsburgh
9.6 out of 10, Exceptional, (22 reviews)
"Everything was very clean, very conveniently located"
United States
Janmarie
The price is ￥21,874
￥48,369 total
includes taxes & fees
Oct 1 - Oct 2
2BR house in a quiet neighborhood
A kitchen with a granite countertop, stainless steel sink, and a toaster oven.

16. 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
The price is ￥15,580
￥30,053 total
includes taxes & fees
Oct 27 - Oct 28
Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington
A modern living room with a large flat-screen TV, a wooden coffee table, and two armchairs.

17. Sweet & Cozy Studio Apartment

Sweet & Cozy Studio Apartment
South Burlington
10.0 out of 10, Exceptional, (6 reviews)
"It was nice and quiet"
United States
Jeffrey
The price is ￥66,284
￥95,358 total
includes taxes & fees
Oct 9 - Oct 10
Sweet & Cozy Studio Apartment
A bedroom with a bed, a washing machine, and a small cabinet.

18. 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
The price is ￥19,640
￥36,066 total
includes taxes & fees
Oct 27 - Oct 28
City Chic 1BR Escape - Winooski
A compact living space with a kitchenette, a bed with patterned bedding, a small dining table, and a mounted TV.

19. 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)
The price is ￥13,849
￥39,985 total
includes taxes & fees
Oct 27 - Oct 28
Private Apt w/ parking spot shrt walk to Dwntwn!
A forested area with a fire pit and Adirondack chairs.

20. Shoreline Scandi Suite: Townhouse Near Trails

Shoreline Scandi Suite: Townhouse Near Trails
Malletts Bay
9.2 out of 10, Wonderful, (10 reviews)
"We had a nice stay and would come back."
United States
Janie
The price is ￥20,055
￥45,601 total
includes taxes & fees
Oct 28 - Oct 29
Shoreline Scandi Suite: Townhouse Near Trails
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

Grandview Lake Placid

Grandview Lake Placid

10/10 Excellent
"The hotel was very nice . What I did not like was that someone went in my open bad and removed my Burberry prescription glasses"
Dorothy 2-night trip
Posted 1 hour ago
Grandview Lake Placid

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Vacation Apartments in Town of Chesterfield

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