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Search Condos Rentals in Chestertown

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Browse Select Chestertown Condo Rentals

Serene getaway with fireplace, grill, kayaks & washer/dryer
10.0 out of 10, Exceptional, 5 reviews
"A lovely get away"
Serene getaway with fireplace, grill, kayaks & washer/dryer
Condo with private community beach/pond access - on-site tennis & golf nearby
9.0 out of 10, Wonderful, 6 reviews
"The stay was great! The property had all basic necessities to last our time there. There was a bit of confusion about trash disposal but the neighbors were kind. Our WiFi service was a bit spotty but otherwise no other complaints. Would recoommend!"
The price is £179
per night
5 Jun - 6 Jun
Condo with private community beach/pond access - on-site tennis & golf nearby
Lake View, Beautiful Condo, Private Beach and Pool
8.8 out of 10, Excellent, 10 reviews
"We loved our stay in this beautifully decorated condo with views of the lake, access to pool, tennis and docks. It was very comfortable for our family of 5. The location was perfect - a 2 minute drive to the quaint town of Bolton landing. We hope to return next year!"
Lake View, Beautiful Condo, Private Beach and Pool
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Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, 9 reviews
"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
Peaceful Lakeside Retreat with Private Beach
9.4 out of 10, Exceptional, 9 reviews
"We stay in Lake George every year for Labor Day. Although we love it, I wanted something more peaceful. This place was amazing. Very clean, quiet and lits to do right there on the property. We ate at George Henry's, the food was fantastic. Its only about a 20 min drive to Lake George, so we got the best of both worlds 😊 Would love to come back again next year!"
Peaceful Lakeside Retreat with Private Beach
Secluded gem with forest view, beach access & W/D
8.4 out of 10, Very good, 8 reviews
"Condo was great but they didn't allow dogs despite what the title says, not dog friendly. House was nice size for the two of us. Bedroom is upstairs with king sized bed that was very hard to get out of!! The bed frame sits on the floor so each morning was a struggle to get up and out of the bed. Bed was comfortable and slept well but hard for senior citizens to get out of."
The price is £185
per night
5 Jun - 6 Jun
Secluded gem with forest view, beach access & W/D
Luxury Adirondack getaway with 4 private ensuites
Luxury Adirondack getaway with 4 private ensuites
Adirondack style condo on Tripp lake and near Gore Mt. Ski resort
9.6 out of 10, Exceptional, 17 reviews
"My partner and I stayed here to see the solar eclipse. The place was nice getaway for a mini vacation. We had everything we needed for cookware to make meals. Not too far was a place where we could cross country ski in some wooden area and not a bad drive to Mount Von Hoevenberg."
Adirondack style condo on Tripp lake and near Gore Mt. Ski resort
Beautiful waterfront 2-bedroom 2-bathroom condo with pool and beach access
Beautiful waterfront 2-bedroom 2-bathroom condo with pool and beach access
Breathtaking Mountain Views Surround New Lakefront Condo
9.8 out of 10, Exceptional, 86 reviews
"Over all a great spot . The outside deck could have been sprayed down to knock off the spiders and spiderwebs . We saw a hand full of them ."
Breathtaking Mountain Views Surround New Lakefront Condo
Enjoy famous Lake George
8.0 out of 10, Very good, 1 review
"Everything was perfect minus the spiders that were not the homeowners control. The decks looked out to the side of the other complex which obstructs the view bit other than that it was perfect"
Enjoy famous Lake George
Summer Vacation at Bolton Landing, views of Lake George
9.8 out of 10, Exceptional, 7 reviews
"The property was nice, clean and comfortable. It could use some updating, and a coffee pot that makes more than one cup at a time."
Summer Vacation at Bolton Landing, views of Lake George
Tripp Pond Retreat, Unit E | Condo in Warrensburg
10.0 out of 10, Exceptional, 1 review
"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
Enjoy the wonders of Lake George
10.0 out of 10, Exceptional, 1 review
"This unit was amazing! Great location on the property, clean, well stocked! We felt at home and didn't want to leave! Thank you!"
Enjoy the wonders of Lake George
Tripp Lake retreat - monthly or seasonal rental only
Tripp Lake retreat - monthly or seasonal rental only
Romantic Downtown Bedroom Suite by Belmont Stakes
Romantic Downtown Bedroom Suite by Belmont Stakes
Lakeside Condo on beautiful Lake George
Lakeside Condo on beautiful Lake George
MOTEL & COTTAGES
MOTEL & COTTAGES
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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.

Other property types in Chestertown

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, 38 reviews
"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
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
9.8 out of 10, Exceptional, 48 reviews
"Clean property. Kids enjoyed games in basement."
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, 9 reviews
"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 Condo Rentals information

Number of reviews
144
Accommodation
18 Condo Rentals
Lowest Price
£179
Highest Price
£185

Frequently asked questions

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How can I find cheap condos in Chestertown?
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What is there to do in Chestertown near my condo?
Chestertown has enough sights and experiences to entertain you for weeks (or months!), starting with Loon Lake Beach. Natural Stone Bridge and Caves, Friends Lake and Loon Lake are other wonderful attractions. If you have time to spare, Avalanche Lake and Tripp Pond will put the finishing touches on your itinerary.

Chestertown Hotel Reviews
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