Photo by Julie Miller

Search Apartments in Chestertown

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Chestertown Apartments

Interior
Recently renovated, country setting, short walk to town and beach
10.0 out of 10, Exceptional, (7)
"What a great find! Our family stayed here for eclipse weekend. The apartment was beautiful, clean and modern. Perfect for us with our 3yo and our dog. He loved the extra space we don’t have in suburbia. It wasn’t yet lake ‘season,’ but I can certainly see the appeal. Beautiful setting and village. We extended our stay an extra night and our hosts were amazing and over the top in accommodating us. Would definitely return to stay again!"
Recently renovated, country setting, short walk to town and beach
Beach
Lake view cozy two bedroom in Bolton Landing - walk to Town!
10.0 out of 10, Exceptional, (49)
"Nice clean property and perfectly located for our stay."
Lake view cozy two bedroom in Bolton Landing - walk to Town!
Fridge, microwave, oven, stovetop
Lake George Great Location with Lake Access
10.0 out of 10, Exceptional, (9)
"One bedroom apartment with additional futon in bedroom. Perfectly stocked kitchen, upgrade linens, great location on quieter side of lake with private parking, outdoor space and great views. Less than 100' walk to lake edge. Very nice, accommodating owner/manager. We were there for 5 days to celebrate a Birthday and take advantage of boating on the lake and the wonderful variety of restaurants locally. We'll be back!"
Lake George Great Location with Lake Access
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (38)
"The place was amazing!!! So clean and had everything you need to stay away from home!!! Our do Oliver especially loved playing with Ruby and Pearl!!!"
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
View from property
Lake view , Cozy One Bedroom! Walk to Beach and Town!
10.0 out of 10, Exceptional, (37)
"Apartment was clean and updated. Very responsive host! Enjoyed our stay thank you for being pet friendly!"
Lake view , Cozy One Bedroom! Walk to Beach and Town!
Beach
Bolton Landing - walk to town! Come visit any Season!
10.0 out of 10, Exceptional, (44)
"This property was a cozy, warm loft. It had everything we could or would need for our stay. Hope to be back again in the spring."
Bolton Landing - walk to town! Come visit any Season!
Fridge, microwave, oven, stovetop
Bright apartment with large covered balcony - steps to town
Bright apartment with large covered balcony - steps to town
Lake
Lake George Suite w/ Deck ~ 30 Mi to Gore Mtn!
9.8 out of 10, Exceptional, (7)
"I really enjoyed staying here for a long weekend. The property looked exactly as advertised and the scenery was beautiful. The owner was also very kind and easy to get in touch with."
Lake George Suite w/ Deck ~ 30 Mi to Gore Mtn!
Living area
Adirondack Getaway
The price is £339
per night
27 May - 28 May
Adirondack Getaway
Beach towels
Rustic 3 bedroom near the Lake!
10.0 out of 10, Exceptional, (2)
"This place was a prime location. Very clean and cozy apartment. We watched the fireworks right from the back enclosed porch which was such a treat. The owner was super nice and communication was easy with her. We are definitely booking again."
Rustic 3 bedroom near the Lake!
Property grounds
Lake George Getaway with SAUNA!
10.0 out of 10, Exceptional, (1)
"All the amenities just shy of Lake George village! Short drive to Warrensburg north or Queensbury south. Lovely outdoor area as described albeit open to view/noise of public road (Rte 9). Enjoyed the use of the fire pit, Adirondack chairs, charcoal grill, the sauna, and the little creekside area down below. Perfect spot for an afternoon siesta or snack! Inside was clean and decorated as shown! Fun getaway! Highly recommended! Would stay again!"
Lake George Getaway with SAUNA!
2 bedrooms, iron/ironing board, travel cot, WiFi
Lily Pad South at Loon Lake near Gore Mountain
9.8 out of 10, Exceptional, (39)
"What I loved most was it was like staying in your own home, quiet, clean, and private. The only drawback was no coffee in the kitchen. Otherwise absolutely give stars. I want to stay in this exact house again if welcome. They were very nice, too, and accommodating. "
Lily Pad South at Loon Lake near Gore Mountain
Property grounds
Lakefront Adirondacks Home: Fish, Hike, Ski!
9.0 out of 10, Wonderful, (4)
"No privacy on deck. Shared with two other units."
Lakefront Adirondacks Home: Fish, Hike, Ski!
Snow and ski sports
Modern Apt Near Lake George - Walk to Beach!
9.8 out of 10, Exceptional, (6)
"Great location and nice stay"
Modern Apt Near Lake George - Walk to Beach!
Exterior
Lily Pad North at Loon Lake near Gore Mountain
9.8 out of 10, Exceptional, (21)
"Great stay with our family of 5, the house was well equipped, clean, and communication was seamless. Will stay again this winter."
The price is £196
per night
2 Jun - 3 Jun
Lily Pad North at Loon Lake near Gore Mountain
Fridge, microwave, oven, stovetop
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
10.0 out of 10, Exceptional, (6)
"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!"
The price is £284
per night
23 May - 24 May
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Property grounds
Lake George Getaway Near Restaurants, Shops!
10.0 out of 10, Exceptional, (6)
"We were there as a family of 4. The small apartment was just right for our stay. The twin beds were great for the kids. We brought our kayaks and kayaked out to the little island in the mornings on the calm water. Kayaked up to the beach another day. Brought bikes, and I biked up into the hills every morning for some great climbing. Went to the Gurney Lane MTB park one day, which was a ton of fun. Overall, a great location and beautiful view onto the lake."
Lake George Getaway Near Restaurants, Shops!
Property grounds
Lakefront Retreat w/ Balcony, Fireplace, Views!
10.0 out of 10, Exceptional, (9)
"Beautiful view and very spacious. Great spot for two couples"
Lakefront Retreat w/ Balcony, Fireplace, Views!
Fridge, microwave, stovetop, coffee/tea maker
Mid-Century Modern Apt - Steps to Lake George
10.0 out of 10, Exceptional, (4)
"Excellent"
Mid-Century Modern Apt - Steps to Lake George
Snow and ski sports
Center of Lake George Condo With Jacuzzi & Parking
10.0 out of 10, Exceptional, (1)
"Gathered here with old friends for a weekend away. It was the perfect space for what we needed -- plenty of beds and space (we had 6 adults), the location is close to restaurants and bars, and right across from the park with walkable access to the lake. Hosts were responsive and helpful with smooth check-in/checkout processes."
Center of Lake George Condo With Jacuzzi & Parking
Don't see what you're looking for?
See all available properties in Chestertown
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.

Other property types in Chestertown

Fridge, microwave, oven, stovetop
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (38)
"The place was amazing!!! So clean and had everything you need to stay away from home!!! Our do Oliver especially loved playing with Ruby and Pearl!!!"
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Exterior
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
9.8 out of 10, Exceptional, (48)
"Clean property. Kids enjoyed games in basement."
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Outdoor dining
Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, (9)
"We loved the days we stayed there, beautiful environment, very nice view. Be careful with the mosquitos, they came out in the evening."
Cozy retreat with fireplace, kayaks, and shared beach/pond access
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.

Chestertown Apartments information

Number of reviews
280
Accommodation
53 Apartments
Lowest Price
£196
Highest Price
£339

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You’ll find a lot of options for your stay in Chestertown with 110 hotels and other accommodation options. Though there aren’t many apartments, we can help you search for similar accommodation. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— one of the conveniences often found in an apartment. Even filter by similar properties such as holiday homes, condos or cabins. Why not take time to appreciate the lakeside during your visit?
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: Free WiFi, a patio and a fireplace are included . Lily Pad North at Loon Lake near Gore Mountain: Includes a washer/dryer and a patio .
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.

Chestertown Hotel Reviews
Expedia verified reviews