Photo by Julie Miller

Search Apartments in Chestertown

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Apartments in Chestertown

Lake George Great Location with Lake Access
Property grounds

Lake George Great Location with Lake Access

10.0 out of 10, Exceptional, (16)
"We had a wonderful time. Everything was within walking distance. The place was very clean and adorable. We loved the little “extras” that was left for us. Would definitely stay there again. The host wash very friendly and gave us great restaurant ideas "
Lake George Great Location with Lake Access
Lake view , Cozy One Bedroom! Walk to Beach and Town!
1 bedroom, WiFi, bed sheets

Lake view , Cozy One Bedroom! Walk to Beach and Town!

10.0 out of 10, Exceptional, (45)
"Great stay, convenient location and walk to town, quite and clean"
Lake view , Cozy One Bedroom! Walk to Beach and Town!
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Fridge, microwave, oven, stovetop

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

10.0 out of 10, Exceptional, (61)
"My family and i had a great time here! The place is Amazing and we would definitely stay again! "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Lakefront Bolton Retreat w/ Balcony + Views!
Marina

Lakefront Bolton Retreat w/ Balcony + Views!

10.0 out of 10, Exceptional, (17)
"Had an amazing time! Great, peaceful location with a beautiful view. Super close to stores and restaurants! Will definitely be coming back!"
Lakefront Bolton Retreat w/ Balcony + Views!
Bolton Landing - walk to town! Come visit any Season!
Beach

Bolton Landing - walk to town! Come visit any Season!

9.8 out of 10, Exceptional, (49)
"This was our second time staying at this property. It was perfect. "
Bolton Landing - walk to town! Come visit any Season!
Modern Apt Near Lake George - Walk to Beach!
Snow and ski sports

Modern Apt Near Lake George - Walk to Beach!

9.6 out of 10, Exceptional, (12)
"We had a lovely time during a long winter weekend after Christmas. There were a few places to choose from to take the kids sledding and we even enjoyed a winter hike. It was our first time this far NW in the Adirondacks and the scenery was gorgeous. Will be back! "
Modern Apt Near Lake George - Walk to Beach!
Charming 2-bedroom apartment in delightful Lake George Village
Exterior

Charming 2-bedroom apartment in delightful Lake George Village

Charming 2-bedroom apartment in delightful Lake George Village
RIVERVIEW ADIRONDACK RUSTIC APARTMENT
Terrace/patio

RIVERVIEW ADIRONDACK RUSTIC APARTMENT

7.8 out of 10, Good, (6)
"Thank you, stay-was welcoming.."
RIVERVIEW ADIRONDACK RUSTIC APARTMENT
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
2 bedrooms, free WiFi, bed sheets

Cozy Lakeside Apartment - 5 Min Walk to Downtown!

9.8 out of 10, Exceptional, (7)
"Adorable and well kept"
The price is SAR 750
SAR 1,341 total
includes taxes & fees
10 Jun - 11 Jun
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Bubar Barn - screen porch, deck, + parking
Terrace/patio

Bubar Barn - screen porch, deck, + parking

10.0 out of 10, Exceptional, (9)
"Came to ski, perfect spot for 2 dads and three teenage boys. "
Bubar Barn - screen porch, deck, + parking
Bolton Landing Suite w/ Deck, Lake George Access
Marina

Bolton Landing Suite w/ Deck, Lake George Access

10.0 out of 10, Exceptional, (11)
"Fabulous location, Bolton Landing is picturesque and convenient to hiking and getting out on the lake...amazing autumn views"
Bolton Landing Suite w/ Deck, Lake George Access
Charming 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Fridge, microwave, oven, stovetop

Charming 2-bedroom apartment with WiFi, AC in tranquil Glens Falls

The price is SAR 304
SAR 1,095 total
includes taxes & fees
10 Jun - 11 Jun
Charming 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Lake George Getaway with SAUNA!
Property grounds

Lake George Getaway with SAUNA!

10.0 out of 10, Exceptional, (5)
"While the front of the house is on the main road the back is a beautiful property with a sauna and a little stream. There is a little firepit with chairs for enjoying the evening. Ali is a great host She answered all of our questions quickly while we were there, and she made check out easy. "
Lake George Getaway with SAUNA!
Lakefront Adirondacks Home: Fish, Hike, Ski!
Marina

Lakefront Adirondacks Home: Fish, Hike, Ski!

9.4 out of 10, Exceptional, (8)
"The perfect long weekend getaway! Loved waking up to the views (especially seeing the ice fishing out on the lake). The guide was especially helpful, because we found wonderful hiking trails only minutes from the house. Would definitely recommend to family and friends! "
Lakefront Adirondacks Home: Fish, Hike, Ski!
Lake George Getaway w/ Mountain + Water Views
Marina

Lake George Getaway w/ Mountain + Water Views

10.0 out of 10, Exceptional, (9)
"Easy check in, clean unit, close to EVERYTHING! "
Lake George Getaway w/ Mountain + Water Views
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Interior

Huge Windows Downtown 2Bd Apt w/ Main Strip Access

10.0 out of 10, Exceptional, (1)
"Great location with rustic touches and fully renovated"
The price is SAR 1,125
SAR 2,011 total
includes taxes & fees
9 Jun - 10 Jun
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Heart of Lake George – Fireworks on Back Deck, Parking, Walk to Everything!”
Fridge, microwave, oven, stovetop

Heart of Lake George – Fireworks on Back Deck, Parking, Walk to Everything!”

Heart of Lake George – Fireworks on Back Deck, Parking, Walk to Everything!”
Mid-Century Modern Apt - Steps to Lake George
Fridge, microwave, stovetop, coffee/tea maker

Mid-Century Modern Apt - Steps to Lake George

9.6 out of 10, Exceptional, (9)
"I enjoyed my stay very much to bad I had to work every day and I could not spen more time site seeing"
Mid-Century Modern Apt - Steps to Lake George
Chestertown Retreat w/ Fire Pit, Near Gore Mtn!
Property grounds

Chestertown Retreat w/ Fire Pit, Near Gore Mtn!

2.0 star property
Chestertown Retreat w/ Fire Pit, Near Gore Mtn!
Unique Loft Downtown Glens Falls
Interior

Unique Loft Downtown Glens Falls

The price is SAR 1,125
SAR 2,123 total
includes taxes & fees
13 Jun - 14 Jun
Unique Loft Downtown Glens Falls
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can choose from 8 apartments in Chestertown for your stay. Why not take time to appreciate the lakeside during your visit?
Why would you choose an apartment versus a traditional hotel?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want something in a quieter part of town.
What's the best apartment for my stay in Chestertown?
Below are some of the top apartments in the area: Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George: Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. Lake George Great Location with Lake Access: Located 17 mi/27.3 km away in Lake George. Free WiFi and private patios are included. Access to onsite laundry facilities is available on site. Lake view , Cozy One Bedroom! Walk to Beach and Town!: 9.7 mi/15.6 km away in Bolton Landing.
How many apartments will I be able to find in Chestertown?
Expedia has 8 apartments to book in Chestertown.
What will the weather be like during my trip to Chestertown?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chestertown. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What should I see in Chestertown?
Chestertown is known for its lakeside. Friends Lake and Loon Lake are a couple of lovely local spots to get outside and enjoy nature. Hudson River and Loon Lake Beach are other places to visit while you’re in town.
What's the best way to get to and around Chestertown?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) away from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.