Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

Apartments in Chestertown

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Check prices for these dates

In two weeks
3 July - 5 July
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Chestertown apartments

Apartment (0 Bedroom) | Interior

Easy Schroon Lake Living! Close to Marina & Town

Easy Schroon Lake Living! Close to Marina & Town
3.0 star property
Schroon Lake
The price is AU$241
includes taxes & fees
22 June - 23 June
Easy Schroon Lake Living! Close to Marina & Town
Outdoor dining

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.
The price is AU$334
includes taxes & fees
22 June - 23 June
Gore Mountain Lift View: North Creek Main St Apt 2
Exterior detail

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
9.6 out of 10, Exceptional, (5 reviews)
"Clean, convenient, and lots of space for the three of us. "
United States
Michael
The price is AU$351
includes taxes & fees
22 June - 23 June
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
Fridge, microwave, oven, stovetop

Hip Suite-1st Floor - Arts District/Farmers Mkt/Cafes/Breweries-Near Lake George

Hip Suite-1st Floor - Arts District/Farmers Mkt/Cafes/Breweries-Near Lake George
Glens Falls
9.8 out of 10, Exceptional, (6 reviews)
"Clean, well appointed, full kitchen supplies, great location!"
United States
Lauren T.
The price is AU$465
includes taxes & fees
22 June - 23 June
Hip Suite-1st Floor - Arts District/Farmers Mkt/Cafes/Breweries-Near Lake George
Dining

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
6.4 out of 10, (5 reviews)
"Very large with everything we needed.Fast communication.We enjoyed our stay."
Canada
Mathieu T.
The price is AU$566
includes taxes & fees
25 June - 26 June
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
2 bedrooms, free WiFi, bed sheets

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.
The price is AU$498
includes taxes & fees
21 June - 22 June
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Interior

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.
The price is AU$808
includes taxes & fees
23 June - 24 June
Unique Loft Downtown Glens Falls
Beach nearby

Boat, Fish, Hike! Schroon Lake Getaway

Boat, Fish, Hike! Schroon Lake Getaway
Schroon Lake
The price is AU$266
includes taxes & fees
21 June - 22 June
Boat, Fish, Hike! Schroon Lake Getaway
2 bedrooms, bed sheets

Huge Windows Downtown 2Bd Apt w/ Main Strip Access

Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Glens Falls
10.0 out of 10, Exceptional, (2 reviews)
"Great location with rustic touches and fully renovated"
United States
Brian H.
The price is AU$764
includes taxes & fees
23 June - 24 June
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Beach

< 1 Mi to Boat Launch! Schroon Lake Basecamp

< 1 Mi to Boat Launch! Schroon Lake Basecamp
Schroon Lake
The price is AU$266
includes taxes & fees
21 June - 22 June
< 1 Mi to Boat Launch! Schroon Lake Basecamp
Apartment (0 Bedroom) | Interior

Boat, Fish & Hike! All-season Schroon Lake Getaway

Boat, Fish & Hike! All-season Schroon Lake Getaway
3.0 star property
Schroon Lake
The price is AU$241
includes taxes & fees
22 June - 23 June
Boat, Fish & Hike! All-season Schroon Lake Getaway
Beach nearby

Easy Schroon Lake Living! Close to Marina & Town

Easy Schroon Lake Living! Close to Marina & Town
Schroon Lake
The price is AU$253
includes taxes & fees
21 June - 22 June
Easy Schroon Lake Living! Close to Marina & Town
Beach nearby

Cozy Room Near Schroon Lake Marina, Town & Beach!

Cozy Room Near Schroon Lake Marina, Town & Beach!
Schroon Lake
The price is AU$253
includes taxes & fees
21 June - 22 June
Cozy Room Near Schroon Lake Marina, Town & Beach!
Beach nearby

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

Boat, Fish & Hike! All-Season Schroon Lake Getaway
Schroon Lake
The price is AU$253
includes taxes & fees
21 June - 22 June
Boat, Fish & Hike! All-Season Schroon Lake Getaway
Beach nearby

Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
Schroon Lake
The price is AU$253
includes taxes & fees
21 June - 22 June
Schroon Lake Room < 1 Mi to Marina & Beach!
Beach

Close to Marina, Beach & Town! Schroon Lake Escape

Close to Marina, Beach & Town! Schroon Lake Escape
Schroon Lake
The price is AU$252
includes taxes & fees
25 June - 26 June
Close to Marina, Beach & Town! Schroon Lake Escape
Outdoor dining

Walk to Schroon Lake! Studio w/ Shared Fire Pit

Walk to Schroon Lake! Studio w/ Shared Fire Pit
Schroon Lake
The price is AU$253
includes taxes & fees
26 June - 27 June
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Games room

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

Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
North Creek
The price is AU$629
includes taxes & fees
21 June - 22 June
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
Apartment (0 Bedroom) | Interior

Close to Marina, Beach & Town! Schroon Lake Escape

Close to Marina, Beach & Town! Schroon Lake Escape
3.0 star property
Schroon Lake
The price is AU$241
includes taxes & fees
22 June - 23 June
Close to Marina, Beach & Town! Schroon Lake Escape
Apartment (0 Bedroom) | Interior

Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
3.0 star property
Schroon Lake
The price is AU$241
includes taxes & fees
22 June - 23 June
Schroon Lake Room < 1 Mi to Marina & 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

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

8/10 Good
"Fun time, but bathrooms at the Waterpark was dirty, noise from above woke us at 6pm, no complementary coffee. Overall, it was better than I expected!"
Jessica 1-night trip
Posted 2 hours ago
Six Flags Great Escape Lodge & Indoor Waterpark

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
Accommodation
80 Apartments
Lowest Price
AU$241
Highest Price
AU$260

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You'll find 5 apartments to choose from in Chestertown for your trip. Take time during your trip to appreciate the lakeside, and discover the area's popular sights like Lake George.
Why would you choose apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in at night and plan out their next day.
What's the best apartment for a stay in Chestertown?
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George: Includes free WiFi, a patio and a fireplace . Access to on-site laundry facilities is available on site . Lily Pad North at Loon Lake near Gore Mountain: A washer/dryer and a patio are included . Access to on-site laundry facilities is available on site .
How many apartments will I find in Chestertown?
Expedia has 5 apartments to book in Chestertown.
What will the weather be like in Chestertown?
Although 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm 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 heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.