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Apartments in Chestertown for Rent

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Apartments in Chestertown

Contemporary king w/futon
Private kitchen

Contemporary king w/futon

10.0 out of 10, Exceptional, (6)
"Beautiful place very convenient would stay again"
Contemporary king w/futon
Bolton Landing - walk to town! Come visit any Season!
Beach

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

10.0 out of 10, Exceptional, (55)
"Such a great stay. Everything was clean and the location was perfect. The communication was also fantastic…will stay here again!"
Bolton Landing - walk to town! Come visit any Season!
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, (67)
"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
Cozy 1 bedroom efficiency in a forest-like setting near Lake George and Saratoga
Terrace/patio

Cozy 1 bedroom efficiency in a forest-like setting near Lake George and Saratoga

10.0 out of 10, Exceptional, (2)
"Neat, clean and cozy in a forest-like setting as advertised!! Terrific host and location."
Cozy 1 bedroom efficiency in a forest-like setting near Lake George and Saratoga
Gore Mountain Lift View: North Creek Main St Apt 2
Outdoor dining

Gore Mountain Lift View: North Creek Main St Apt 2

9.0 out of 10, Wonderful, (10)
"Great location… Enjoyed our stay"
The price is ￥19,580
￥43,645 total
includes taxes & fees
Sep 9 - Sep 10
Gore Mountain Lift View: North Creek Main St Apt 2
Bolton Landing Suite w/ Deck, Lake George Access
Marina

Bolton Landing Suite w/ Deck, Lake George Access

10.0 out of 10, Exceptional, (11)
"The property owners were very communicative and the information at the house is excellent about things to do."
Bolton Landing Suite w/ Deck, Lake George Access
Lake George Getaway with SAUNA!
Property grounds

Lake George Getaway with SAUNA!

10.0 out of 10, Exceptional, (7)
"Great customer service. Comfy bed"
Lake George Getaway with SAUNA!
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, (51)
"Great stay, convenient location and walk to town, quite and clean"
Lake view , Cozy One Bedroom! Walk to Beach and Town!
Charming 2-bedroom apartment in delightful Lake George Village
Property grounds

Charming 2-bedroom apartment in delightful Lake George Village

10.0 out of 10, Exceptional, (1)
"Hostess and her family extremely friendly and inviting! Always making sure we had what we needed. The property was beautiful and welcoming! Well definitely stay there again!!"
Charming 2-bedroom apartment in delightful Lake George Village
Lake view cozy two bedroom in Bolton Landing - walk to Town!
Beach

Lake view cozy two bedroom in Bolton Landing - walk to Town!

10.0 out of 10, Exceptional, (66)
"Great space for our family and dog. Within walking distance to everything we needed during our Winter Carnival visit. Anna is a great host!"
Lake view cozy two bedroom in Bolton Landing - walk to Town!
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)
"It was a Great location"
The price is ￥31,743
￥55,706 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Modern Apt Near Lake George - Walk to Beach!
Fridge, microwave, stovetop, coffee/tea maker

Modern Apt Near Lake George - Walk to Beach!

9.6 out of 10, Exceptional, (16)
"Great location and nice stay"
Modern Apt Near Lake George - Walk to Beach!
Vintage Market-Charming 2-bedroom with AC, WiFi in fantastic Lake George
Dining

Vintage Market-Charming 2-bedroom with AC, WiFi in fantastic Lake George

10.0 out of 10, Exceptional, (1)
"Hands down, best place to stay in Lake George! The cabin was amazing and the staff friendly. I would recommend to anyone looking to stay in the Lake George area."
Vintage Market-Charming 2-bedroom with AC, WiFi in fantastic Lake George
Lily Pad North at Loon Lake near Gore Mountain
Outdoor dining

Lily Pad North at Loon Lake near Gore Mountain

9.6 out of 10, Exceptional, (29)
"Stay was very niceGreat location. Had everything we needed and host was great. Quick responses to any questionsWould recommend to everyone "
Lily Pad North at Loon Lake near Gore Mountain
Lake George Great Location with Lake Access
Property grounds

Lake George Great Location with Lake Access

10.0 out of 10, Exceptional, (21)
"We had a pleasant stay enjoyed the host and surroundings"
Lake George Great Location with Lake Access
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Dining

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

6.0 out of 10, (4)
"Very large with everything we needed.Fast communication.We enjoyed our stay."
The price is ￥11,939
￥43,195 total
includes taxes & fees
Aug 26 - Aug 27
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Convenient 2-bedroom apartment in Glens Falls with WiFi
Paper towels

Convenient 2-bedroom apartment in Glens Falls with WiFi

2.0 star property
10.0 out of 10, Exceptional, (3)
"The couple who hosted are absolutely wonderful. We were the first one to stay. Everything was great. "
Convenient 2-bedroom apartment in Glens Falls with WiFi
Unique Loft Downtown Glens Falls
Interior

Unique Loft Downtown Glens Falls

The price is ￥44,499
￥84,628 total
includes taxes & fees
Aug 24 - Aug 25
Unique Loft Downtown Glens Falls
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
Outdoor dining

Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3

9.4 out of 10, Exceptional, (3)
"So close to Gore MT. Very clean and adorable!!"
The price is ￥17,355
￥40,824 total
includes taxes & fees
Sep 9 - Sep 10
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
Lakefront Bolton Retreat w/ Balcony + Views!
Marina

Lakefront Bolton Retreat w/ Balcony + Views!

10.0 out of 10, Exceptional, (20)
"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!
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

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"It’s great for family gatherings, staff is great very pleasant and kind. Great for small children "
Shanee 2-night trip
Posted 8 hours ago
Six Flags Great Escape Lodge & Indoor Waterpark

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. Contemporary king w/futon: Located 21.1 mi/33.9 km away in Whitehall. Bolton Landing - walk to town! Come visit any Season!: It's located in Bolton Landing, 9.7 mi/15.6 km away. 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.
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.