A waterfront town with a pier, dock, and several buildings.

Apartments in Chestertown for Rent

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Chestertown apartments

Room

1. Lily Pad South at Loon Lake near Gore Mountain

Lily Pad South at Loon Lake near Gore Mountain
Chestertown
9.8 out of 10, Exceptional, (50 reviews)
"Very nice place and clean Host was great with emailing Looking forward to go again!"
United States
louis
$229 nightly
The price is $254
Sep 15 - Sep 16
Total with taxes and fees
Lily Pad South at Loon Lake near Gore Mountain
Exterior detail

2. Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6

Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
North Creek
9.8 out of 10, Exceptional, (6 reviews)
"Clean, convenient, and lots of space for the three of us. "
United States
Michael
$228 nightly
The price is $249
Oct 7 - Oct 8
Total with taxes and fees
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
Outdoor dining

3. Gore Mountain Lift View: North Creek Main St Apt 2

Gore Mountain Lift View: North Creek Main St Apt 2
North Creek
9.0 out of 10, Wonderful, (10 reviews)
"Great location… Enjoyed our stay"
United States
Lynda N.
$214 nightly
The price is $234
Sep 13 - Sep 14
Total with taxes and fees
Gore Mountain Lift View: North Creek Main St Apt 2
Game room

4. Gore Mountain Lift View Ski Apt: Main St 1&2 Combo

Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
North Creek
$429 nightly
The price is $469
Sep 13 - Sep 14
Total with taxes and fees
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
Room

5. Cozy Lakeside Apartment - 5 Min Walk to Downtown!

Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Schroon Lake
9.8 out of 10, Exceptional, (7 reviews)
"Adorable and well kept"
United States
Marci B.
$343 nightly
The price is $359
Sep 15 - Sep 16
Total with taxes and fees
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Apartment (0 Bedroom) | Interior

6. Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
3.0 star property
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Clean, comfortable room. Very friendly and welcoming hosts."
United States
Kevin
$150 nightly
The price is $170
Sep 13 - Sep 14
Total with taxes and fees
Schroon Lake Room < 1 Mi to Marina & Beach!
Beach

7. Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
Schroon Lake
9.4 out of 10, Exceptional, (3 reviews)
"The property was near places to eat and to where we needed to be that night for our nephew's performance. We did have one question for the host who returned our call within a few minutes to clear the issue quickly."
United States
Kenneth
$155 nightly
The price is $175
Sep 13 - Sep 14
Total with taxes and fees
Schroon Lake Room < 1 Mi to Marina & Beach!
Property grounds

8. Walk to Schroon Lake! Studio w/ Shared Fire Pit

Walk to Schroon Lake! Studio w/ Shared Fire Pit
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Our room was very comfortable. Had everything that we needed. Julie was very friendly and greeted us as we arrived. It was very clean, quiet and close to the village of Schroon Lake. It was a busy weekend for the area. We got take out at DeCeseare's Pizza. Took it back to the room and relaxed.There were plenty of toiletries and soft towels in the bathroom. Definitely would stay there again."
United States
Kim
$155 nightly
The price is $175
Sep 13 - Sep 14
Total with taxes and fees
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Terrace/patio

9. Walk to Main St & Schroon Lake! Cozy Upstate Gem

Walk to Main St & Schroon Lake! Cozy Upstate Gem
Schroon Lake
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful host, clean spacious room just minutes from the lake and downtown area."
United States
Jenna M.
$198 nightly
The price is $224
Sep 13 - Sep 14
Total with taxes and fees
Walk to Main St & Schroon Lake! Cozy Upstate Gem
Beach

10. Cozy Room Near Schroon Lake Marina, Town & Beach!

Cozy Room Near Schroon Lake Marina, Town & Beach!
Schroon Lake
$155 nightly
The price is $175
Sep 13 - Sep 14
Total with taxes and fees
Cozy Room Near Schroon Lake Marina, Town & Beach!
Beach

11. Boat, Fish & Hike! All-Season Schroon Lake Getaway

Boat, Fish & Hike! All-Season Schroon Lake Getaway
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Perfect little place"
United States
Keith S.
$155 nightly
The price is $175
Sep 13 - Sep 14
Total with taxes and fees
Boat, Fish & Hike! All-Season Schroon Lake Getaway
Beach

12. Easy Schroon Lake Living! Close to Marina & Town

Easy Schroon Lake Living! Close to Marina & Town
Schroon Lake
$155 nightly
The price is $175
Sep 13 - Sep 14
Total with taxes and fees
Easy Schroon Lake Living! Close to Marina & Town
Beach

13. Close to Marina, Beach & Town! Schroon Lake Escape

Close to Marina, Beach & Town! Schroon Lake Escape
Schroon Lake
8.0 out of 10, Very Good, (1 review)
"The room was clean and in a great location for Schroon Lake and also if you are hiking the High Peaks. Host was consistently in communication and made the check-in smooth."
United States
paul t.
$155 nightly
The price is $175
Sep 13 - Sep 14
Total with taxes and fees
Close to Marina, Beach & Town! Schroon Lake Escape
Beach

14. < 1 Mi to Boat Launch! Schroon Lake Basecamp

< 1 Mi to Boat Launch! Schroon Lake Basecamp
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Great room, very clean and cozy."
United States
Guy P.
$193 nightly
The price is $218
Sep 13 - Sep 14
Total with taxes and fees
< 1 Mi to Boat Launch! Schroon Lake Basecamp
Beach

15. Boat, Fish, Hike! Schroon Lake Getaway

Boat, Fish, Hike! Schroon Lake Getaway
Schroon Lake
$198 nightly
The price is $224
Sep 13 - Sep 14
Total with taxes and fees
Boat, Fish, Hike! Schroon Lake Getaway
Apartment (0 Bedroom) | Interior

16. Walk to Schroon Lake! Studio w/ Shared Fire Pit

Walk to Schroon Lake! Studio w/ Shared Fire Pit
3.0 star property
Schroon Lake
$150 nightly
The price is $170
Sep 13 - Sep 14
Total with taxes and fees
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Property grounds

17. Cozy 2 bedroom apartment near Lake George

Cozy 2 bedroom apartment near Lake George
Fort Ann
$326 nightly
The price is $362
Sep 14 - Sep 15
Total with taxes and fees
Cozy 2 bedroom apartment near Lake George
Dining

18. Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls

Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Glens Falls
7.4 out of 10, Good, (9 reviews)
"Very large with everything we needed.Fast communication.We enjoyed our stay."
Canada
Mathieu T.
$185 nightly
The price is $205
Sep 22 - Sep 23
Total with taxes and fees
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Living area

19. Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park

Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park
Glens Falls
9.8 out of 10, Exceptional, (7 reviews)
"What a great location and apartment. We loved being right downtown within walking distance of all the great restaurants and coffee shops. We will definitely stay here again when we are back in town."
United States
Cristy R.
$379 nightly
The price is $421
Sep 19 - Sep 20
Total with taxes and fees
Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park
Interior

20. Unique Loft Downtown Glens Falls

Unique Loft Downtown Glens Falls
glens falls
9.4 out of 10, Exceptional, (3 reviews)
"Very convenient location, very clean. Such a cool place to stay. Very happy with everything. "
United States
Michael A.
$514 nightly
The price is $571
Sep 24 - Sep 25
Total with taxes and fees
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.
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Top Chestertown Hotel Reviews

Depe Dene Lakeside Resort

Depe Dene Lakeside Resort

8/10 Good
"Didn’t like that the balcony was only divided by a short wall, folks staying next door was smoking and hate the smell."
Leslie 2-night trip
Posted 3 hours ago
Depe Dene Lakeside Resort

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
96
Accommodation
80 Apartments
Lowest Price
$170
Highest Price
$571

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can choose from 5 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. Contemporary king w/futon: Located 21.1 mi/33.9 km away in Whitehall. Bolton Landing Suite w/ Deck, Lake George Access: 10.1 mi/16.2 km away in Bolton Landing. Amenities include furnished balconies. Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls: Located in Glens Falls, 24.4 mi/39.3 km from Chestertown. Includes fireplaces and Smart TVs. Access to onsite laundry facilities is available on site.
How many apartments will I be able to find in Chestertown?
Expedia has 5 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.

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