Photo by Julie Miller

Apartments in Chestertown

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Featured Apartments in Chestertown

Lily Pad South at Loon Lake near Gore Mountain
2 bedrooms, iron/ironing board, travel cot, WiFi
Lily Pad South at Loon Lake near Gore Mountain
9.8 out of 10, Exceptional, (42)
"Very clean and spacious. Our hosts were very quick to respond to any questions that we had. Use of boats, canoes, and kayaks, all included, and just a few minutes to the sandy town beach. We had a lovely stay"
Lily Pad South at Loon Lake near Gore Mountain
Lake George Great Location with Lake Access
Terrace/patio
Lake George Great Location with Lake Access
10.0 out of 10, Exceptional, (10)
"Our stay was spectacular and the host was fantastic. We are planning on staying there again whenever we return to Lake George. Peter certainly made sure that we were comfortable and went beyond what was required. I highly recommend this place."
Lake George Great Location with Lake Access
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, (50)
"A gem in the Adirondacks. Quiet and peaceful carriage house on the Hudson River. Loved the rail bike ride, hiking and town of nearby Chestertown "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Lily Pad North at Loon Lake near Gore Mountain
Exterior
Lily Pad North at Loon Lake near Gore Mountain
9.8 out of 10, Exceptional, (24)
"Great"
Lily Pad North at Loon Lake near Gore Mountain
Lake George Suite w/ Deck ~ 30 Mi to Gore Mtn!
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!
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, (59)
"We had a great time during our stay. The property was clean, spacious and conveniently located near the town and beach. Great hosts who were responsive and detail oriented. They literally thought of everything. Thanks for a wonderful week! "
Lake view cozy two bedroom in Bolton Landing - walk to Town!
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Fridge, microwave, oven, stovetop
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
9.8 out of 10, Exceptional, (7)
" "
The price is NZ$564
includes taxes & fees
24 Sept - 25 Sept
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Mid-Century Modern Apt - Steps to Lake George
Fridge, microwave, stovetop, coffee/tea maker
Mid-Century Modern Apt - Steps to Lake George
9.6 out of 10, Exceptional, (9)
"Conveniently located near Lake George Open Water Swim. Clean and neat. Nice to have The Hague market nearby as well. "
Mid-Century Modern Apt - Steps to Lake George
4 Bd, 1 Bth, Prime Location, ASR Main St Apt 2
Property grounds
4 Bd, 1 Bth, Prime Location, ASR Main St Apt 2
9.0 out of 10, Wonderful, (9)
"Very clean, courteous, and value."
The price is NZ$376
includes taxes & fees
24 Sept - 25 Sept
4 Bd, 1 Bth, Prime Location, ASR Main St Apt 2
RIVERVIEW ADIRONDACK RUSTIC APARTMENT
Exterior
RIVERVIEW ADIRONDACK RUSTIC APARTMENT
7.8 out of 10, Good, (6)
"We had another VRBO but 4 hours before check in we were canceled on because of the recent storm that made the property unavailable. We last minute booked this property & we were grateful to find a place last minute. We asked if we could check in early which the host accommodated but they provided no further details so we ultimately ended up showing up at the property because we couldn’t reach the owner through the app. The host was staying at the property the night before & left food in the...
RIVERVIEW ADIRONDACK RUSTIC APARTMENT
Best View in Town; 251 Main St, Fl 3
Aerial view
Best View in Town; 251 Main St, Fl 3
10.0 out of 10, Exceptional, (1)
"This property was a great home base. Greg was happy to answer any questions we had. The town of north creek is small but lively enough. My only issue was the ac was not super strong, but we did stay during a heat wave. Overall a great experience. Defined the best view in north creek."
The price is NZ$396
includes taxes & fees
24 Sept - 25 Sept
Best View in Town; 251 Main St, Fl 3
Your downtown home - screen porch, deck, + parking
Outdoor dining
Your downtown home - screen porch, deck, + parking
10.0 out of 10, Exceptional, (4)
"The Vrbo rental was exactly as described. Clean, inviting, and we all slept well. The owner was very prompt with all communication. I highly recommend this vrbo rental."
The price is NZ$506
includes taxes & fees
24 Sept - 25 Sept
Your downtown home - screen porch, deck, + parking
Lake view , Cozy One Bedroom! Walk to Beach and Town!
View from property
Lake view , Cozy One Bedroom! Walk to Beach and Town!
10.0 out of 10, Exceptional, (44)
"Great property very clean and close to the lake. Host had excellent communication. We will be staying here again in the future."
Lake view , Cozy One Bedroom! Walk to Beach and Town!
Rustic 3 bedroom near the Lake!
Beach towels
Rustic 3 bedroom near the Lake!
8.0 out of 10, Very good, (4)
"So much wrong, can’t even fit everything into this review. When we arrived to the building there was mold all over the door, including the door handle which we obviously had to touch in order to get in. There were a small set of wooden stairs that were covered with mold and so slippery that a few of us almost slipped multiple times. Opening the door to the apartment was a joke. It looked like a construction site. The entrance, hallway and staircase were definitely not pictured in the listing. At...
Rustic 3 bedroom near the Lake!
Lake George Getaway with SAUNA!
Property grounds
Lake George Getaway with SAUNA!
10.0 out of 10, Exceptional, (3)
"While the front of the house is on the main road the back is a beautiful property with a sauna and a little stream. There is a little firepit with chairs for enjoying the evening. Ali is a great host She answered all of our questions quickly while we were there, and she made check out easy. "
Lake George Getaway with SAUNA!
Bolton Landing - walk to town! Come visit any Season!
Beach
Bolton Landing - walk to town! Come visit any Season!
9.8 out of 10, Exceptional, (48)
"Wonderful visit to Bolton Landing to spend time with family. Property was clean, easy to access, and conveniently located. Two floors (upstairs bedroom and bathroom, downstairs kitchenette and living room) was great for our kids."
Bolton Landing - walk to town! Come visit any Season!
Lakefront Adirondacks Home: Fish, Hike, Ski!
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!
Modern Apt Near Lake George - Walk to Beach!
Snow and ski sports
Modern Apt Near Lake George - Walk to Beach!
9.6 out of 10, Exceptional, (11)
"The property is pleasant and was the perfect size for us as a couple. I feel that it is a bit misleading in the listing as you do not realize the unit is truly squeezed in between full time residential apartments.. However the location across the street from the beach and the vicinity to Rt. 9 cant be beat for sightseeing in the area. The only issue we had was the unit was not clean or ready for us upon arrival it took quite awhile to get in touch with the property manager who seemed unaware of...
Modern Apt Near Lake George - Walk to Beach!
Recently renovated, country setting, short walk to town and beach
Interior
Recently renovated, country setting, short walk to town and beach
10.0 out of 10, Exceptional, (9)
"My husband and I plus our 2 dogs stayed 4 days at this beautiful and private home within walking distance of downtown Bolton. The home was immaculate and very comfortable. We saw several deer and their fawns. It had everything we could have hoped for and more."
Recently renovated, country setting, short walk to town and beach
Lake George Getaway Near Restaurants, Shops!
Property grounds
Lake George Getaway Near Restaurants, Shops!
10.0 out of 10, Exceptional, (7)
"Great"
Lake George Getaway Near Restaurants, Shops!
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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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Other property types in Chestertown

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, (50)
"A gem in the Adirondacks. Quiet and peaceful carriage house on the Hudson River. Loved the rail bike ride, hiking and town of nearby Chestertown "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Outdoor dining
Cozy retreat with fireplace, kayaks, and shared beach/pond access
9.2 out of 10, Wonderful, (13)
"We love the house super clean , the we love the area very peace and quiet , we love the private beach and the fresh air , definitely we be back again "
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Peaceful Lakeside Retreat with Private Beach
Property grounds
Peaceful Lakeside Retreat with Private Beach
9.2 out of 10, Wonderful, (17)
"It was clean, nicely decorated, everything was new and in working order. Would suggest adding some face/wash cloths and top sheet for bed. Also, bed was comfortable but squeaked every time you made a move. All in all nice property and enjoyed our time :)"
Peaceful Lakeside Retreat with Private 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.

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.