Photo by Julie Miller

Apartments in Chestertown for Rent

Start date: Check-in selected.
To Date
End date: Check-out

    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

Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Apartments in Chestertown

Outdoor dining
Gore Mountain Lift View: North Creek Main St Apt 2
Gore Mountain Lift View: North Creek Main St Apt 2
9.0 out of 10, Wonderful, (10)
"Great location… Enjoyed our stay"
United States
Lynda N.
The price is ￥12,060
￥34,573 total
includes taxes & fees
Oct 22 - Oct 23
Gore Mountain Lift View: North Creek Main St Apt 2
Terrace/patio
Bubar Barn - screen porch, deck, + parking
Bubar Barn - screen porch, deck, + parking
10.0 out of 10, Exceptional, (13)
"House had everything we needed. It was nice to just move in and be able to relax. A few minutes walk to grocery store, beach and restaurants. Loved the screened in porch for morning work out or just reading a book. Would defintely stay again!"
United States
Melissa T.
The price is ￥24,422
￥51,105 total
includes taxes & fees
Oct 22 - Oct 23
Bubar Barn - screen porch, deck, + parking
2 bedrooms, free WiFi, bed sheets
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
9.8 out of 10, Exceptional, (7)
"It was a Great location"
United States
Jeff D.
The price is ￥30,122
￥54,007 total
includes taxes & fees
Oct 22 - Oct 23
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Interior
Unique Loft Downtown Glens Falls
Unique Loft Downtown Glens Falls
9.0 out of 10, Wonderful, (2)
The price is ￥45,183
￥85,929 total
includes taxes & fees
Nov 3 - Nov 4
Unique Loft Downtown Glens Falls
Fridge, microwave, oven, stovetop
1-BR Gem Near Downtown & Nature Escapes
1-BR Gem Near Downtown & Nature Escapes
10.0 out of 10, Exceptional, (1)
"Everything was fantastic, the only thing i would say is that the stairs my be a problem fo older guests. For me I would definatly book again."
United States
george v.
The price is ￥19,598
￥41,583 total
includes taxes & fees
Oct 22 - Oct 23
1-BR Gem Near Downtown & Nature Escapes
Outdoor dining
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
9.6 out of 10, Exceptional, (4)
"So close to Gore MT. Very clean and adorable!!"
United States
Darci M.
The price is ￥12,049
￥34,541 total
includes taxes & fees
Oct 22 - Oct 23
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
Interior
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
10.0 out of 10, Exceptional, (2)
"Great location with rustic touches and fully renovated"
United States
Brian H.
The price is ￥45,183
￥81,251 total
includes taxes & fees
Nov 3 - Nov 4
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Game room
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
The price is ￥12,049
￥49,200 total
includes taxes & fees
Oct 22 - Oct 23
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
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 Chestertown Hotel Reviews

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Bar and restaurant on site, walkable to the village area"
Rosemarie 3-night trip
Posted 2 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
16
Accommodation
67 Apartments
Lowest Price
￥34,541
Highest Price
￥85,929

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can choose from 7 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. Gore Mountain Lift View: North Creek Main St Apt 2: Located 9.8 mi/15.7 km away in North Creek. Amenities include private balconies. Lake George Great Location with Lake Access: Located in Lake George, 17 mi/27.3 km away. Includes free WiFi and private patios. Access to onsite laundry facilities is available on site. Lake George Getaway with SAUNA!: Located 15.4 mi/24.8 km away in Lake George. Free WiFi, fireplaces, and Smart TVs are included. Access to a sauna is available on site. Bolton Landing - walk to town! Come visit any Season!: It's situated in Bolton Landing, 9.7 mi/15.6 km from Chestertown.
How many apartments will I be able to find in Chestertown?
Expedia has 7 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. Loon Lake Beach and Friends Lake are a couple of lovely local spots to get outside and enjoy nature. Loon Lake and Hudson River 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.

Explore a world of travel with Expedia