Condo Rentals in Town of Chesterfield

Compare and save

  • 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

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Town of Chesterfield condo rentals

Front of property

Lakeshore Vermont

Lakeshore Vermont
4.0 star property
Malletts Bay
10.0 out of 10, Exceptional, (77 reviews)
"Absolutely amazing stay! Rooms are spotless, view is breath taking. We will be back. Hosts far exceeded our expectations :) wonderful people"
United States
Taylor
Lakeshore Vermont
Exterior

Rustic Condo in Lake Placid w/ Sauna & Fireplace

Rustic Condo in Lake Placid w/ Sauna & Fireplace
Lake Placid
10.0 out of 10, Exceptional, (23 reviews)
"Great location, convenient to downtown yet very quiet."
United States
Caroline M.
Rustic Condo in Lake Placid w/ Sauna & Fireplace

Located at The Whiteface Club and Resort on Lake Placid

Located at The Whiteface Club and Resort on Lake Placid
Lake Placid
9.8 out of 10, Exceptional, (72 reviews)
"Super clean. Great location!"
United States
Dan R.
Located at The Whiteface Club and Resort on Lake Placid
Interior

Lake Placid Club Three Bedroom Sentinel View Condo - Unit 1

Lake Placid Club Three Bedroom Sentinel View Condo - Unit 1
Lake Placid
9.8 out of 10, Exceptional, (56 reviews)
"Great place, spacious and well maintained, at a great location. Perfect for a family ski vacation with easy access to both the mountains and city life. "
United States
liliana d.
Lake Placid Club Three Bedroom Sentinel View Condo - Unit 1
Interior

Main Street Minutes Away

Main Street Minutes Away
Lake Placid
9.8 out of 10, Exceptional, (21 reviews)
"Apartment was clean and had everything we needed. Perfect location with easy parking."
United States
Christine D.
Main Street Minutes Away
Beach

Newly renovated Main St. Condo, steps from the Olympic Center

Newly renovated Main St. Condo, steps from the Olympic Center
Lake Placid
9.6 out of 10, Exceptional, (70 reviews)
"The Host was very responsive to several inquiries. The condo was very nice especially the fireplace. Lake Placid is a special place. Our month stay was perfect."
United States
Gordon S.
Newly renovated Main St. Condo, steps from the Olympic Center
TV, fireplace

1 Block to Downtown: Cozy Condo by Mirror Lake

1 Block to Downtown: Cozy Condo by Mirror Lake
Hillcrest
9.8 out of 10, Exceptional, (33 reviews)
"Perfect place with a real short walk to Main St. great stay, would highly recommend!"
United States
Steve F.
1 Block to Downtown: Cozy Condo by Mirror Lake
Smart TV, fireplace, video games, books

Family Friendly Beautiful Townhouse W/ Amazing Views & Walking Distance To Town

Family Friendly Beautiful Townhouse W/ Amazing Views & Walking Distance To Town
Lake Placid
9.8 out of 10, Exceptional, (118 reviews)
"Nice stay, convenient location to enjoy Lake Placid fun!"
United States
Barbara S.
Family Friendly Beautiful Townhouse W/ Amazing Views & Walking Distance To Town
Exterior

Olympic Condo - Whiteface Club Resort - Views - Jackrabbit Trail - STR 200356

Olympic Condo - Whiteface Club Resort - Views - Jackrabbit Trail - STR 200356
Lake Placid
10.0 out of 10, Exceptional, (138 reviews)
"The place was exactly as described and very clean. "
United States
Tom B.
Olympic Condo - Whiteface Club Resort - Views - Jackrabbit Trail - STR 200356
Property grounds

Lake Placid Condo w/ Patio - Walk to Beach!

Lake Placid Condo w/ Patio - Walk to Beach!
Lake Placid
9.2 out of 10, Wonderful, (18 reviews)
"Great spot for an anniversary trip but would also be great for the family. We will be back with our kids for sure. "
United States
Sarah F.
Lake Placid Condo w/ Patio - Walk to Beach!
Exterior

Cozy, relaxing condo overlooking Whiteface Club Resort near Jackrabbit trail.

Cozy, relaxing condo overlooking Whiteface Club Resort near Jackrabbit trail.
Lake Placid
10.0 out of 10, Exceptional, (136 reviews)
"Great place! "
United States
Alex T.
Cozy, relaxing condo overlooking Whiteface Club Resort near Jackrabbit trail.
Property grounds

Fantastic Lakefront 2BR/2BA Condo Walk to Town, Patio, Views

Fantastic Lakefront 2BR/2BA Condo Walk to Town, Patio, Views
Lake Placid
7.0 out of 10, Good, (2 reviews)
"We had an absolutely incredible stay! From the moment we walked in, the home was spotless, beautifully maintained, and even more inviting than the photos show. The space was comfortable, well-stocked, and thoughtfully designed. It truly felt like a home away from home.The location was perfect. Close enough to enjoy everything Lake Placid has to offer, yet peaceful and quiet for relaxing mornings and cozy evenings. We especially loved being able to explore the area and then come back to such a...
United States
Candice J.
Fantastic Lakefront 2BR/2BA Condo Walk to Town, Patio, Views
Smart TV, fireplace, stereo

Beautiful 6-bed, 4.5-bath with private outdoor space. 5min walk to Main Street.

Beautiful 6-bed, 4.5-bath with private outdoor space. 5min walk to Main Street.
Lake Placid
10.0 out of 10, Exceptional, (34 reviews)
"The perfect home and location for our ski get-away!"
Canada
Jennifer B.
Beautiful 6-bed, 4.5-bath with private outdoor space. 5min walk to Main Street.
Exterior

Charming Adirondack Condo at the Prestigous Whiteface Club

Charming Adirondack Condo at the Prestigous Whiteface Club
Lake Placid
10.0 out of 10, Exceptional, (180 reviews)
"The condo is so well appointed and comfortable. We especially loved the fireplace on a cold winter night. Had such a relaxing stay. Can’t wait until next time."
United States
Cindy G.
Charming Adirondack Condo at the Prestigous Whiteface Club
Smart TV

Beautiful 2-bedroom with private outdoor space. 5min walk to Main Street.

Beautiful 2-bedroom with private outdoor space. 5min walk to Main Street.
Lake Placid
9.8 out of 10, Exceptional, (118 reviews)
"We've stayed here many times and everything was wonderful as always!"
United States
Peter W.
Beautiful 2-bedroom with private outdoor space. 5min walk to Main Street.
Property grounds

Wolf Jaw Lodge u65-Main Street + Amazing Lake View

Wolf Jaw Lodge u65-Main Street + Amazing Lake View
Lake Placid
Wolf Jaw Lodge u65-Main Street + Amazing Lake View
Exterior

Colden Lodge u12 - Enjoy Mountain View’s

Colden Lodge u12 - Enjoy Mountain View’s
Lake Placid
10.0 out of 10, Exceptional, (4 reviews)
"The condo was spacious and clean. The spa tub and sauna were an added bonus. The beds were clean and comfortable. The best part was the location was so close to Mirror Lake and all the shops downtown. We would definitely stay again!"
United States
Stephanie G.
Colden Lodge u12 - Enjoy Mountain View’s
Interior

We sleep 10 (8 adults) Lakefront condo; staggering lake/mountain view; in town.

We sleep 10 (8 adults) Lakefront condo; staggering lake/mountain view; in town.
Lake Placid
10.0 out of 10, Exceptional, (33 reviews)
"Amenities were perfect. Host was very friendly."
United States
Michele Z.
We sleep 10 (8 adults) Lakefront condo; staggering lake/mountain view; in town.
Smart TV, fireplace, stereo

2br ADK Style Condo #9 - Walk to Main St and Mirror Lake

2br ADK Style Condo #9 - Walk to Main St and Mirror Lake
Lake Placid
9.8 out of 10, Exceptional, (10 reviews)
"Great location and comfortable accommodation!"
United States
Ryan W.
2br ADK Style Condo #9 - Walk to Main St and Mirror Lake
Property grounds

Family Friendly Lake Placid Condo at Prestigious Whiteface Club-Resort-Sleeps 6

Family Friendly Lake Placid Condo at Prestigious Whiteface Club-Resort-Sleeps 6
Lake Placid
9.4 out of 10, Exceptional, (68 reviews)
"This place was beautiful, the host was excellent. Grocery store was close by and it was convenient to everything."
Canada
michelle q.
Family Friendly Lake Placid Condo at Prestigious Whiteface Club-Resort-Sleeps 6
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Town of Chesterfield Hotel Reviews

DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

10/10 Excellent
"Our kids really enjoyed the pool at this hotel, it was very clean and well maintained. The front desk was super helpful providing suggestions. They were also very responsive. We will definitely use this hotel again in VT."
Laura 5-night trip
Posted less than an hour ago
DoubleTree by Hilton Burlington Vermont