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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Chestertown apartments

A two-story building with a balcony and a flag.

1. 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
$198 nightly
The price is $216
Oct 26 - Oct 27
Total with taxes and fees
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
A covered porch with a table and chairs, overlooking a residential area with houses and a street.

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

Gore Mountain Lift View: North Creek Main St Apt 2
North Creek
8.6 out of 10, Excellent, (11 reviews)
"Great location… Enjoyed our stay"
United States
Lynda N.
$215 nightly
The price is $235
Oct 26 - Oct 27
Total with taxes and fees
Gore Mountain Lift View: North Creek Main St Apt 2
A compact living space with a wooden ceiling, a sofa, a dining table, and a TV mounted on the wall.

3. 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
Oct 26 - Oct 27
Total with taxes and fees
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
A small, single-story building with a porch, a door leading to a bedroom, and a small table with chairs.

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

Walk to Schroon Lake! Studio w/ Shared Fire Pit
3.0 star property
Schroon Lake
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay near Ticonderoga NY"
United States
Adam
$150 nightly
The price is $170
Oct 26 - Oct 27
Total with taxes and fees
Walk to Schroon Lake! Studio w/ Shared Fire Pit
A room with a bed, a nightstand, and a window.

5. 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
Oct 26 - Oct 27
Total with taxes and fees
Schroon Lake Room < 1 Mi to Marina & Beach!
A covered porch with two white plastic chairs, a door leading to a room with a bed, and a small window.

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

Cozy Room Near Schroon Lake Marina, Town & Beach!
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Julie and her husband went out of their way to make the stay personable and accommodating as possible. Room was clean with everything you would need for the stay. I am already making plans to return to the area and staying right here. Close to town(13 minute walk), great places to dine or check out the beach area. I can’t even think of one negative for a balanced review. This was affordable and very well located."
United States
Susan C.
$155 nightly
The price is $175
Oct 26 - Oct 27
Total with taxes and fees
Cozy Room Near Schroon Lake Marina, Town & Beach!
A grassy outdoor area with a hammock, picnic table, and barbecue grill.

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

Easy Schroon Lake Living! Close to Marina & Town
Schroon Lake
$155 nightly
The price is $175
Oct 26 - Oct 27
Total with taxes and fees
Easy Schroon Lake Living! Close to Marina & Town
A covered porch with a white railing, a white plastic chair, and a view of a park with a swing set and trees.

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

Boat, Fish & Hike! All-Season Schroon Lake Getaway
Schroon Lake
10.0 out of 10, Exceptional, (2 reviews)
"Perfect little place"
United States
Keith S.
$155 nightly
The price is $175
Oct 26 - Oct 27
Total with taxes and fees
Boat, Fish & Hike! All-Season Schroon Lake Getaway
A fenced backyard with a hammock, picnic table, and playground equipment.

9. < 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
Oct 26 - Oct 27
Total with taxes and fees
< 1 Mi to Boat Launch! Schroon Lake Basecamp
A small, single-story building with a porch, a door leading to a bedroom, and a small table with chairs.

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

Walk to Schroon Lake! Studio w/ Shared Fire Pit
Schroon Lake
8.0 out of 10, Very good, (2 reviews)
"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
Oct 26 - Oct 27
Total with taxes and fees
Walk to Schroon Lake! Studio w/ Shared Fire Pit
A stone building with a balcony overlooking a lake, a grassy lawn, and a tree.

11. 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, (3 reviews)
"Wonderful host, clean spacious room just minutes from the lake and downtown area."
United States
Jenna M.
$198 nightly
The price is $224
Oct 26 - Oct 27
Total with taxes and fees
Walk to Main St & Schroon Lake! Cozy Upstate Gem
A covered porch with a table and chairs, a white railing, and a view of a street with a car and greenery.

12. 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
Oct 26 - Oct 27
Total with taxes and fees
Close to Marina, Beach & Town! Schroon Lake Escape
Property grounds

13. Cozy 2 bedroom apartment near Lake George

Cozy 2 bedroom apartment near Lake George
Fort Ann
10.0 out of 10, Exceptional, (1 review)
"Bedrooms and bathroom should have locks for privacy.Small table on screen porch.More chairs to accommodate eating together in kitchen."
United States
Jerome R.
$316 nightly
The price is $350
Oct 26 - Oct 27
Total with taxes and fees
Cozy 2 bedroom apartment near Lake George
A covered porch with a table and chairs, a white railing, and a view of a street with a car and greenery.

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

Close to Marina, Beach & Town! Schroon Lake Escape
3.0 star property
Schroon Lake
$150 nightly
The price is $170
Oct 26 - Oct 27
Total with taxes and fees
Close to Marina, Beach & Town! Schroon Lake Escape
A dining area with a dark wooden table, white chairs, and a vase of red flowers. There is a white cabinet with glass doors and a chandelier above.

15. 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)
"The apartment was clean, affordable, and close to glen street restaurants. Only downfall was parking and kids upstairs jumping up and down til 10pm."
United States
cherie a.
$162 nightly
The price is $180
Oct 26 - Oct 27
Total with taxes and fees
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
A modern bedroom with a bed, a TV, a wooden floor, and a gray armchair.

16. Huge Windows Downtown 2Bd Apt w/ Main Strip Access

Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Glens Falls
9.4 out of 10, Exceptional, (3 reviews)
"Great location with rustic touches and fully renovated"
United States
Brian H.
$486 nightly
The price is $539
Oct 26 - Oct 27
Total with taxes and fees
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
A staircase leading to a room with a wooden floor, a dining area with a table and chairs, and a view of the outside through large windows.

17. 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
Oct 26 - Oct 27
Total with taxes and fees
Unique Loft Downtown Glens Falls
A modern living room with a grey sofa, a coffee table, and a ceiling fan.

18. The Travelers' Retreat|Walk to Hospital & Downtown

The Travelers' Retreat|Walk to Hospital & Downtown
Glens Falls
$487 nightly
The price is $541
Oct 26 - Oct 27
Total with taxes and fees
The Travelers' Retreat|Walk to Hospital & Downtown
A room with a bed, a nightstand, and a window.

19. 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
Oct 26 - Oct 27
Total with taxes and fees
Schroon Lake Room < 1 Mi to Marina & Beach!
A covered porch with two white plastic chairs, a door leading to a room with a bed, and a small window.

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

Cozy Room Near Schroon Lake Marina, Town & Beach!
3.0 star property
Schroon Lake
6.0 out of 10, (2 reviews)
"Help!! We didn’t stay at this property due to the property stating it was lakefront and marina. The property was in complete disrepair condition. Junk cars, high weeds, room smelled of smoke. I would request a refund."
United States
Pamela
$150 nightly
The price is $170
Oct 26 - Oct 27
Total with taxes and fees
Cozy Room Near Schroon Lake Marina, Town & Beach!
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

Friends Lake Inn

Friends Lake Inn

10/10 Excellent
"Such a cute place! Beds were comfy, breakfast was delicious and staff was very kind and accommodating. Would definitely recommend!!"
Chrissy 1-night trip
Posted 1 day ago
Friends Lake Inn

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
40
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. Lake George Perfect Location with Lakefront Access & View of Summer Fireworks: 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. Bolton Landing Suite w/ Deck, Lake George Access: It's situated in Bolton Landing, 10.1 mi/16.2 km away. Includes 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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