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Search Condo Rentals in Chestertown

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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare Condo Rentals in Chestertown with updated reviews, rates, and availability.

Cozy retreat with fireplace, kayaks, and shared beach/pond access
Outdoor dining

Cozy retreat with fireplace, kayaks, and shared beach/pond access

9.0 out of 10, Wonderful, (17)
"Beautiful place wood location"
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Peaceful Lakeside Retreat with Private Beach
Beach nearby, sun loungers, beach towels

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
Luxury Adirondack getaway with 4 private ensuites
Property grounds

Luxury Adirondack getaway with 4 private ensuites

Luxury Adirondack getaway with 4 private ensuites
Secluded gem with forest view, beach access & W/D
Aerial view

Secluded gem with forest view, beach access & W/D

8.0 out of 10, Very Good, (16)
"The property was excellent. The place had everything we needed to have a awesome thanksgiving. Clean and very comfortable.Close to all the stores. It snowed so we didn't get to go to the lakes but we sure enjoyed every moment here and we will visit again in the spring."
Secluded gem with forest view, beach access & W/D
Serene getaway with fireplace, grill, kayaks & washer/dryer
Aerial view

Serene getaway with fireplace, grill, kayaks & washer/dryer

9.6 out of 10, Exceptional, (8)
"A lovely get away"
Serene getaway with fireplace, grill, kayaks & washer/dryer
Lake View, Beautiful Condo, Private Beach and Pool

Lake View, Beautiful Condo, Private Beach and Pool

8.8 out of 10, Excellent, (10)
"Easy Peasy! Good communication. Clean and well stocked. Easy check in. Great location. Would gladly stay here again!"
Lake View, Beautiful Condo, Private Beach and Pool
Breathtaking Mountain Views Surround New Lakefront Condo
TV, fireplace

Breathtaking Mountain Views Surround New Lakefront Condo

9.8 out of 10, Exceptional, (90)
"My family and I stayed here for 5 nights and it was a comfy, cozy and good experience. Home is kept up very nicely, rooms are large and clean."
Breathtaking Mountain Views Surround New Lakefront Condo
Tripp Lake retreat - monthly or seasonal rental only
Fridge, microwave, oven, stovetop

Tripp Lake retreat - monthly or seasonal rental only

Tripp Lake retreat - monthly or seasonal rental only
The Mohican Resort Motel Groups Condo 34
Indoor pool, outdoor pool

The Mohican Resort Motel Groups Condo 34

2.0 star property
The Mohican Resort Motel Groups Condo 34
Glens Falls Getaway-Skiing, near Arena & Downtown
Fridge, microwave, oven, stovetop

Glens Falls Getaway-Skiing, near Arena & Downtown

Glens Falls Getaway-Skiing, near Arena & Downtown
Charming 2-bedroom condo with fitness room, WiFi in Wonderful Lake George
Pool

Charming 2-bedroom condo with fitness room, WiFi in Wonderful Lake George

Charming 2-bedroom condo with fitness room, WiFi in Wonderful Lake George
Lakeside Condo on beautiful Lake George
Outdoor pool, a heated pool

Lakeside Condo on beautiful Lake George

Lakeside Condo on beautiful Lake George
MOTEL & COTTAGES
1 bedroom

MOTEL & COTTAGES

MOTEL & COTTAGES
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

Lakefront cabin with beautiful loft, game room, views, private dock
Exterior

Lakefront cabin with beautiful loft, game room, views, private dock

9.2 out of 10, Wonderful, (36)
"Plenty of room for everyone, warm and relaxing."
Lakefront cabin with beautiful loft, game room, views, private dock
Year round Log Cabin on Loon Lake. Minutes from skiing at Gore Mountain
Interior

Year round Log Cabin on Loon Lake. Minutes from skiing at Gore Mountain

9.8 out of 10, Exceptional, (84)
"Wonderful stay. Owner very accomodating. We had everything we needed."
Year round Log Cabin on Loon Lake. Minutes from skiing at Gore Mountain
Eagles Nest at Loon Lake near Gore Mountain
Exterior

Eagles Nest at Loon Lake near Gore Mountain

10.0 out of 10, Exceptional, (106)
"A fantastic location for those looking to get away in the Adirondacks. Conveniently close to Chestertown, as well as many outdoor activities, Eagles Nest was an awesome location to stay at with friends and family. "
Eagles Nest at Loon Lake near Gore Mountain
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

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