Title: Chestertown Vacation Rentals from CA $268: Short-Term Rentals for 2025 | Expedia.ca

 

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Photo by Julie Miller

# Chestertown Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-27&endDate=2025-11-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-28&endDate=2025-11-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chestertown

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/bb79f891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/8f1d7d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/05207c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/664ab8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lily Pad at Loon Lake near Gore Mountain

Chestertown

9.6/10

Exceptional

(39)

"Comfortable stay with extended family. Would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pam V.

CA $221

CA $639 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Chestertown-Hotels-The-Lily-Pad-At-Loon-Lake-Near-Gore-Mountain.h18955323.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/4753b22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/9e220b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/940affa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/90ce39d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom cabin in welcoming Chestertown with Lake Views and WiFi

Chestertown

CA $420

CA $707 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Chestertown-Hotels-Charming-2-Bedroom-Cabin-In-Welcoming-Chestertown-With-Lake-Views-And-WiFi.h115923917.Hotel-Information)

![Luxury Cabin, 1 Bedroom, Lake View | Living area](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f7b9a081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Cabin, 1 Bedroom, Lake View](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f8528e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Bedroom, Non Smoking, Lake View](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f9b80062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/e2de35ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trout House Village Resort

Hague

9.8/10

Exceptional

(18)

"Very friendly owner and beautiful views"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

CA $210

CA $268 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117400/27117326/fe15abca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27117400/27117326/16e44dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117400/27117326/3afcf576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27117400/27117326/096c96c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ADORABLE NEW CABIN WITH AMAZING MOUNTAIN VIEWS

North River

10/10

Exceptional

(93)

"Great location beautiful view and very nice cabin thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aline B.

CA $204

CA $304 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Lake-George-Hotels-Adorable-NEW-Cabin-With-Amazing-Mountain-Views.h27117326.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104740000/104730700/104730622/bd234397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104740000/104730700/104730622/3fe8f686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104740000/104730700/104730622/58077eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104740000/104730700/104730622/80c34f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Black Aframe by the Brook- 5m to Waterfall

Warrensburg

9.0/10

Wonderful

(7)

"My wife and I had a great time. We would stay here again. Great communication with the host. Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ted D.

CA $162

CA $320 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Athol-Hotels-Little-Black-Aframe-By-The-Brook-Near-Waterfall.h104730622.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/7332418d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/3f8eb4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/1162c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317908/752d40ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

North River

9.2/10

Wonderful

(63)

"Bird Camp is nestled on a beautiful and peaceful hobby farm. The camp is well maintained and very cozy. We had a wonderful time and we are looking forward to our next stay here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zacchary B.

CA $204

CA $321 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Lake-George-Hotels-Restored-Historic-Adirondack-Camp-Views-OF-Nearby-Gore-Moutain.h19317908.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/231e7e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/6c97fcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/e112bf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/ca2079e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful cottage on quiet country road walking distance to charming North Creek

North Creek

9.8/10

Exceptional

(50)

"Cute cottage well stocked. Loved being on the Hudson with a nice small private access point to it. Would come stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

chris p.

CA $261

CA $376 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/North-Creek-Hotels-Beautiful-Cottage-On-Quiet-Country-Road.h76660597.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84540000/84539000/84538974/9713d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84540000/84539000/84538974/c95c12b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84540000/84539000/84538974/17ef31ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84540000/84539000/84538974/11fcedef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gore Mountain Lift View: North Creek Main St Apt 2

North Creek

9.0/10

Wonderful

(10)

"Great location… Enjoyed our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynda N.

CA $112

CA $322 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/North-Creek-Hotels-Gore-Mountain-Lift-View-North-Creek-Main-St-Apt-2.h84538974.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/1e1c1bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/18e42197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/dbe6afb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/4afbc93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Fort Ann

10/10

Exceptional

(24)

"Great little get away with the family and the dogs! Met both Linda and her husband. Both very friendly and accommodating "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allan G.

CA $263

CA $528 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/ad48000a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/20ec9d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/582e0488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/d87ef07f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camp Lillian Gorgeous New Cabin with Mountain Views

North River

9.8/10

Exceptional

(76)

"The Lillian cabin was great!! It was not only beautifully made but it had everything we needed including a peaceful and quiet two nights in the Adirondacks!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

robert

CA $197

CA $296 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Lake-George-Hotels-Camp-Lillian-Gorgeous-Brand-New-Cabin-With-Mountain-Views.h48604936.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/5a51e2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/00dbf9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/5ee63696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/0d1737c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gore Mountain Lift View: Wade St. Apt 2

North Creek

9.4/10

Exceptional

(12)

"Thank you for an amazing stay. Everything was fantastic! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara F.

CA $112

CA $322 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/North-Creek-Hotels-Gore-Mountain-Lift-View-Wade-St-Apt-2.h64182119.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/9629ebb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/5237be9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/727e3d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/fdbb7e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adirondack Bungalow Getaway

Warrensburg

10/10

Exceptional

(66)

"Great house!! Very clean!! Short drive to Lake George. Would definitely stay again!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan S.

CA $138

CA $273 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Lake-George-Hotels-Adirondack-Bungalow-Getaway.h63358578.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107590000/107580400/107580374/1c1f3ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107590000/107580400/107580374/239af25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107590000/107580400/107580374/a8c01c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107590000/107580400/107580374/1c2ed801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camp RiverWood on the Hudson River

North Creek

9.8/10

Exceptional

(6)

"Beautiful cabin, clean, great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle D.

CA $204

CA $305 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/North-Creek-Hotels-Camp-RiverWood-On-The-Hudson-River.h107580374.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/9a9ba460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/8c7fbbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/4bdb2790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/2b418cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Office at North Creek All Season Rental

North Creek

9.2/10

Wonderful

(10)

"Fun property to stay at! We enjoyed our stay and hope to come back during ski season. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brandon A.

CA $112

CA $324 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/North-Creek-Hotels-The-Office-At-North-Creek-All-Season-Rental.h76400679.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907540/6e7dd980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907540/a9f489c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907540/7af5e7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907540/9a3c7dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverbend Cabin - Wonderful 2-bedroom home

Hadley

CA $140

CA $434 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hadley-Hotels-Riverbend-Cabin-Wonderful-2-Bedroom-Home.h122907540.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/2495f744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/6ba96c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/3d73ec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/4f6e3d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful cottage on scenic Adirondack hobby farm

North River

9.6/10

Exceptional

(60)

"We had a lovely overnight stay. Enjoyed the hot tub, the thoughtfully designed cabin, scenic views, and Thirteenth Lake. Leslie is a fun and thoughtful host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anya B.

CA $190

CA $286 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Lake-George-Hotels-Beautiful-Cottage-On-Scenic-Adirondack-Hobby-Farm.h19460422.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/ba2662a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/6c1e1109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/eb2e34ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/d700be1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7 Mi to Glens Falls: Peaceful Retreat w/ Game Room

Hudson Falls

CA $344

CA $949 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/7-Mi-To-Glens-Falls-Peaceful-Retreat-W-Game-Room.h120052999.Hotel-Information)

![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/af41e0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/7fe2edc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/ec394b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/2f1d09bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Adirondack Cabin Near Lake George w/ Wood Burning Stove & Lake Access

Hadley

10/10

Exceptional

(21)

"We loved the A frame cabin ! It was decorated so nicely and kept nice and clean . "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brooke W.

CA $227

CA $312 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Hadley-Hotels-Cozy-Adirondack-Cabin-Near-Lake-George-W-Wood-Burning-Stove-Lake-Access.h101451037.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/43be1dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/2f9571b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/ae0170a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/ed511d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Handcrafted mountain cabin with gorgeous views

North River

9.8/10

Exceptional

(49)

"Lovely little cabin tucked away near many hiking trails and the cute town of North Creek. Thanks so much!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aileen T.

CA $204

CA $305 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Lake-George-Hotels-Handcrafted-Mountain-Cabin-With-Gorgeous-Views.h62969907.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74120000/74116800/74116766/e6560c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74120000/74116800/74116766/fb713851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74120000/74116800/74116766/60af9f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74120000/74116800/74116766/e5f45737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous mountain views and private!

North River

10/10

Exceptional

(35)

"We enjoyed our stay very much. A little slice of heaven. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly

CA $204

CA $305 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/North-River-Hotels-Gorgeous-Mountain-Views-And-Private.h74116766.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&regionId=89045&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Apartments

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=CHALET)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=VILLA)

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## Top Chestertown Hotel Reviews

![Country Inn & Suites by Radisson, Lake George (Queensbury), NY](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/b0a450bb_y.jpg)

### Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent

"Room was very clean, comfortable bed and nice bedding, large bathroom with good amenities."

[](https://expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information)

![Six Flags Great Escape Lodge & Indoor Waterpark](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg)

### Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent

"The room was clean. Staff were courteous and friendly. "

[](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information)

![Super 8 by Wyndham Lake George/Warrensburg Area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03_y.jpg)

### Super 8 by Wyndham Lake George/Warrensburg Area

10/10 Excellent

"Staff was super friendly, even remembering us (or more likely our dog!). Room was very clean, bathroom looked like it had been recently updated. (Previous stays had very tired looking bathroom.) Coffee and breakfast bar was actually ready at 6, unlike at other hotels. Coffee was rather good! And actual Half n Half pods were available. Oh, and bonus: they now provide poop bags for picking up after your fur baby. Nice touch! If you go, ask for Rebel, behind the desk. A happy, sweet capuccino colored pitty who wobbles but doesn't fall down (usually), due to a neurological condition. He's a great welcoming comittee of one!"

[](https://expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information)

![Holiday Inn Resort Lake George - Adirondack Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49_y.jpg)

### Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent

"Everything was great"

[](https://expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information)

![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg)

### Courtyard by Marriott Lake George

10/10 Excellent

"The people were friendly, the balcony was great, and the in-house restaurant was greatv"

[](https://expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information)

![Lodges At Cresthaven](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753_y.jpg)

### Lodges At Cresthaven

10/10 Excellent

"I’m returning 3d time in this place and will back again .im appreciate peaceful involvement there"

[](https://expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information)

![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg)

### The Queensbury Hotel

10/10 Excellent

"We loved our stay here!!! "

[](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Lake George](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a_y.jpg)

### La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent

"Great stay, friendly staff, clean and good breakfast!"

[](https://expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information)

![Lodge at Schroon Lake](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f_y.jpg)

### Lodge at Schroon Lake

10/10 Excellent

"Yes it was overall a Wonderful getaway with a beautiful room and property! "

[](https://expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information)

## Find out more about Chestertown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chestertown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

## Explore a world of travel with Expedia

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-   [Vacation Homes in Chestertown](https://expedia.ca/Chestertown-Private-Vacation-Homes.d89045-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cabin Rentals in Chestertown](https://expedia.ca/Chestertown-Cabins.d89045-aaCabins.Travel-Guide-Accommodation)
-   [Cottages in Chestertown](https://expedia.ca/Chestertown-Cottages.d89045-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Chestertown](https://expedia.ca/Chestertown-Apartments.d89045-aaApartments.Travel-Guide-Accommodation)
-   [Motels in Chestertown](https://expedia.ca/Chestertown-Motels.d89045-aaMotels.Travel-Guide-Accommodation)
-   [Lodges in Chestertown](https://expedia.ca/Chestertown-Lodges.d89045-aaLodges.Travel-Guide-Accommodation)
-   [Chalets in Chestertown](https://expedia.ca/Chestertown-Chalets.d89045-aaChalets.Travel-Guide-Accommodation)
-   [Condo Rentals in Chestertown](https://expedia.ca/Chestertown-Condos.d89045-aaCondos.Travel-Guide-Accommodation)
-   [Farmstay in Chestertown](https://expedia.ca/Chestertown-Agritourism.d89045-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Chestertown](https://expedia.ca/Chestertown-RV-Parks.d89045-aaRVParks.Travel-Guide-Accommodation)
-   [Resorts in Chestertown](https://expedia.ca/Chestertown-Resort-Hotels.d89045-aaResortHotels.Travel-Guide-Accommodation)
-   [Castles in Chestertown](https://expedia.ca/Chestertown-Castles.d89045-aaCastles.Travel-Guide-Accommodation)
-   [B&B in Chestertown](https://expedia.ca/Chestertown-Bed-And-Breakfast.d89045-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Aparthotels in Chestertown](https://expedia.ca/Chestertown-Apart-Hotels.d89045-aaApartHotels.Travel-Guide-Accommodation)
-   [Villas in Chestertown](https://expedia.ca/Chestertown-Villas.d89045-aaVillas.Travel-Guide-Accommodation)
-   [Inns in Chestertown](https://expedia.ca/Chestertown-Inns.d89045-aaInns.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Chestertown](https://expedia.ca/Chestertown-Holiday-Parks.d89045-aaHolidayParks.Travel-Guide-Accommodation)
-   [Guest Houses in Chestertown](https://expedia.ca/Chestertown-Guest-Houses.d89045-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chestertown?

> Yes, we give you a choice of vacation rentals near well known points of interest in Chestertown, or you can choose a more remote option if you want a relaxing place to stay. Nature enthusiasts will enjoy the lakeside in Chestertown. Make sure you have time to check out the coffeehouses and forests during your trip.

### What are some of the best vacation home rentals in Chestertown?

> [Terrace on the Lake – Private Lakefront with Breathtaking Views](https://www.expedia.ca/Warrensburg-Hotels-Terrace-On-The-Lake.h33555959.Hotel-Information): This vacation home rental near Chestertown is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

### How many vacation rentals will I find in Chestertown?

> With 58 Expedia vacation rentals, you're sure to find just the right place for your Chestertown stay.

### What’s there to see and do in Chestertown?

> 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 a vacation rental in Chestertown like?

> Vacation rentals are private properties you can book for a couple of days or more in Chestertown. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.

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Flights

-   [Flights from Ogdensburg](https://expedia.ca/lp/flights/2648/flights-from-ogdensburg)
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Activities

-   [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities)
-   [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities)
-   [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)
-   [Things to do in Lewiston](https://expedia.ca/Things-To-Do-In-Lewiston.d125678.Travel-Guide-Activities)

Packages

-   [Niagara Falls Vacations](https://expedia.ca/Niagara-Falls.d602721.Destination-Travel-Guides)

General

-   [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
-   [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
-   [Visit Montauk](https://expedia.ca/Montauk.dx10637)

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