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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

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

Peaceful Lakeside Retreat with Private Beach
Lake

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
Beautiful waterfront 2-bedroom 2-bathroom condo with pool and beach access
Marina

Beautiful waterfront 2-bedroom 2-bathroom condo with pool and beach access

9.4 out of 10, Exceptional, (3)
"Our Family of 5 travels to Lake George every summer for a week of fun on the water and relaxing time with extended family. This property is centrally located to Great Restaurants and activities in Diamond Point and Village of Lake George. Only a 15minute drive to the most popular hiking trails. This property is not only a summer getaway but would be a great place to stay in the Winter to Ski Gore Mountain. It has a beautiful wood burning fireplace in the family room. "
Beautiful waterfront 2-bedroom 2-bathroom condo with pool and beach access
Luxury Adirondack getaway with 4 private ensuites
Living area

Luxury Adirondack getaway with 4 private ensuites

Luxury Adirondack getaway with 4 private ensuites
Cozy retreat with fireplace, kayaks, and shared beach/pond access

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

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

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
Boat Dock

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
Tripp Lake retreat - monthly or seasonal rental only
Interior

Tripp Lake retreat - monthly or seasonal rental only

Tripp Lake retreat - monthly or seasonal rental only
Tripp Pond Retreat, Unit E | Condo in Warrensburg

Tripp Pond Retreat, Unit E | Condo in Warrensburg

10.0 out of 10, Exceptional, (1)
"Perfect for us - we traveled with 2 grandchildren, 8 and 12. The condo was very clean, has a well equipped kitchen, and the tennis courts, pickle ball courts and basketball court were right outside the door. The grill in the outdoor porch worked well. Beach, with chairs, umbrellas and boats was a 3 minute walk down from the condo. Would definitely return!"
Tripp Pond Retreat, Unit E | Condo in Warrensburg
The Mohican Resort Motel Groups Condo 34
Children's area

The Mohican Resort Motel Groups Condo 34

2.0 star property
The Mohican Resort Motel Groups Condo 34
Romantic Glens Falls Getaway
Master Bedroom w/ large ensuite bathroom

Romantic Glens Falls Getaway

Romantic Glens Falls Getaway
Charming 2-bedroom condo with fitness room, WiFi in Wonderful Lake George
Living area

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
Property grounds

Lakeside Condo on beautiful Lake George

Lakeside Condo on beautiful Lake George
MOTEL & COTTAGES
Room

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

Eagles Nest at Loon Lake near Gore Mountain

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
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Great Room

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

10.0 out of 10, Exceptional, (57)
"Incredible place and stay, highly recommended!"
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Lakefront cabin with beautiful loft, game room, views, private dock

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

9.2 out of 10, Wonderful, (35)
"Loved everything from the coffee maker to the views at this place. Fantastic!"
Lakefront cabin with beautiful loft, game room, views, private dock
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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