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Apartments in Chestertown for Rent

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Apartments in Chestertown

Gore Mountain Lift View: North Creek Main St Apt 2

North Creek
9.0 out of 10, Wonderful, (10)
"Place was great for the price. Clean and was easy to communicate with the owner. "
United States
Amanda N.
$205 nightly
The price is $229
Nov 16 - Nov 17
Total with taxes and fees
Gore Mountain Lift View: North Creek Main St Apt 2

1-BR Gem Near Downtown & Nature Escapes

Glens Falls
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.
$262 nightly
The price is $275
Nov 15 - Nov 16
Total with taxes and fees
1-BR Gem Near Downtown & Nature Escapes

Cozy Lakeside Apartment - 5 Min Walk to Downtown!

Schroon Lake
9.8 out of 10, Exceptional, (7)
"The Lakeside Apartment was the perfect place for our family during our December ski vacation! It is pet-friendly with an efficient layout, well-equipped kitchen, nice bathroom with radiant heated flooring, comfortable beds and thoughtful accoutrements. There was plenty of parking, and the location was perfect for dog walks and runs near the lake. The property manager was quite responsive and very friendly. We would be happy to stay here again!"
United States
Angela S.
$343 nightly
The price is $359
Nov 16 - Nov 17
Total with taxes and fees
Cozy Lakeside Apartment - 5 Min Walk to Downtown!

Bubar Barn - screen porch, deck, + parking

Schroon Lake
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.
$320 nightly
The price is $362
Nov 15 - Nov 16
Total with taxes and fees
Bubar Barn - screen porch, deck, + parking

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

Glens Falls
6.4 out of 10, (5)
"We spent 6 nights here and really enjoyed our stay. The apt is older but was very clean and had all the amenities we needed. Beds were very comfortable. We loved having a large living room and dining room to spend time with family. The host was great with communication. Location was perfect- walking distance to downtown and short drive to Lake George. We will definitely stay here again. "
United States
Rose M.
$330 nightly
The price is $366
Nov 15 - Nov 16
Total with taxes and fees
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls

Huge Windows Downtown 2Bd Apt w/ Main Strip Access

Glens Falls
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at this apartment. It is in a prime location downtown and the apt. itself was amazing. Check-in and out was very easy. "
United States
Kim O.
$483 nightly
The price is $536
Nov 15 - Nov 16
Total with taxes and fees
Huge Windows Downtown 2Bd Apt w/ Main Strip Access

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

North Creek
9.6 out of 10, Exceptional, (4)
"So close to Gore MT. Very clean and adorable!!"
United States
Darci M.
$205 nightly
The price is $229
Nov 16 - Nov 17
Total with taxes and fees
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3

Unique Loft Downtown Glens Falls

glens falls
9.0 out of 10, Wonderful, (2)
"This loft apartment was super cute and the layout was well-thought out. The exposed brick walls and decor made the space comfortable as a hang out and was in a great location - right downtown and walkable to amazing restaurants. The host was not as responsive as I'm used to but did provide check-in instructions when asked and allowed a late check-out. While there is designated parking in the back of the building, it's shared with a shop so wasn't available at check-in. Luckily, the building was...
United States
Heather S.
$511 nightly
The price is $567
Nov 15 - Nov 16
Total with taxes and fees
Unique Loft Downtown Glens Falls

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

North Creek
$292 nightly
The price is $327
Nov 16 - Nov 17
Total with taxes and fees
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.
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Top Chestertown Hotel Reviews

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
25
Accommodation
64 Apartments
Lowest Price
$229
Highest Price
$567

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. 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. Gore Mountain Lift View: North Creek Main St Apt 2: It's situated in North Creek, 9.8 mi/15.7 km away. Includes private balconies. Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls: Located 24.4 mi/39.3 km away in Glens Falls. Fireplaces and Smart TVs are included. Onsite laundry facilities and a water park are on site. Cozy Lakeside Apartment - 5 Min Walk to Downtown!: It's located in Schroon Lake, 12.8 mi/20.5 km from Chestertown. Includes free WiFi and private patios.
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.

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