Title: Chestertown Vacation Rentals from CA $263: Short-Term Rentals for 2026 | Expedia.ca

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Photo by Julie Miller

# Chestertown Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-16&endDate=2025-12-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-17&endDate=2025-12-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chestertown vacation rentals

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

![Beach](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/2de9bd53.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/ac64b77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/45b2aa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Chestertown

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

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 $266

CA $657 total

includes taxes & fees

Dec 17 - Dec 18

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

![Smart TV](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/f0443ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/b6dcb5ad.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)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115930000/115924000/115923917/f2b6fe8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Chestertown

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

CA $372

CA $646 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![Lake](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/c1a259a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Cabin](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/aef23bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/ca48d4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Hague

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

9.8/10

Exceptional

(19)

"Great updated cabin. "

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

Diane

CA $206

CA $263 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117400/27117326/264cd283.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)

### Cabin in North River

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

10/10

Exceptional

(94)

"Cabin was very well done, clean- bed was super comfortable! The view of the mountains was fantastic- great for star watching too!"

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

millie h.

CA $227

CA $321 total

includes taxes & fees

Dec 17 - Dec 18

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

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/c5516cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/621a781c.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/b95b3344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120060000/120053000/120052999/5badaa2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hudson Falls

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

CA $202

CA $781 total

includes taxes & fees

Dec 17 - Dec 18

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

![Property grounds](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/w1170h1576x0y128-f054ca3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/d70d02bc.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/af41e0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101460000/101451100/101451037/b1ec7e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Hadley

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

10/10

Exceptional

(21)

"Perfect remote location for a weekend away! Jackie is a great host and cabin was very clean and delicate. "

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

Hanna D.

CA $223

CA $308 total

includes taxes & fees

Dec 22 - Dec 23

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

![Exterior](https://images.trvl-media.com/lodging/85000000/84540000/84539000/84538974/6f1df21f.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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84540000/84539000/84538974/c9462ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in North Creek

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

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 $138

CA $351 total

includes taxes & fees

Dec 17 - Dec 18

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

![Property grounds](https://images.trvl-media.com/lodging/105000000/104740000/104730700/104730622/74c70137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Warrensburg

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

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 $143

CA $295 total

includes taxes & fees

Dec 17 - Dec 18

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

![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/c01ec95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Dining](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/0a9e241b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/8b542543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fort Ann

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

10/10

Exceptional

(24)

"Satisfied. Quiet and relaxing property. "

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

Timothy F.

CA $274

CA $532 total

includes taxes & fees

Dec 17 - Dec 18

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/7f7e7c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/b18e5251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Creek

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

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 $138

CA $351 total

includes taxes & fees

Dec 17 - Dec 18

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

![Interior](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926982/fb93b0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926982/abb56f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926982/7329e3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926982/ab06bd12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Warrensburg

[](https://www.expedia.ca/Bouvet-Island-Hotels-Little-Red-Cabin-By-The-Brook-20min-Gore-Mt-Lake-George.h88926982.Hotel-Information)

9.4/10

Exceptional

(19)

"Beautiful property, we enjoyed the quiet very much. "

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

Susan T.

CA $163

CA $364 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Bouvet-Island-Hotels-Little-Red-Cabin-By-The-Brook-20min-Gore-Mt-Lake-George.h88926982.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/20000000/19320000/19318000/19317908/75cc202b.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)

### Cabin in North River

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

9.2/10

Wonderful

(63)

"See you next year amazing stay great food loved the bird camp cabin—- Brian, Darlene, Gracie and Hayden "

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

Brian W.

CA $241

CA $367 total

includes taxes & fees

Dec 17 - Dec 18

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/7aa3fd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/42db7255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48610000/48605000/48604936/891b218c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in North River

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

9.8/10

Exceptional

(77)

"Just what we were looking for. Beautiful and peaceful. "

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

Lisa S.

CA $227

CA $329 total

includes taxes & fees

Dec 21 - Dec 22

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

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

![Exterior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/827ca72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/f44b2175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Creek

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

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 $138

CA $353 total

includes taxes & fees

Dec 17 - Dec 18

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

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

![Property grounds](https://images.trvl-media.com/lodging/20000000/19470000/19460500/19460422/w2592h1656x0y72-18d56d7e.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)

### Cabin in North River

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

9.6/10

Exceptional

(60)

"This place was great! We enjoyed walking the property and hot tubbing. The farmhouse was unique, but amazing! Leslie and team were friendly, we enjoyed chats over breakfast and pizza. Would definitely visit again."

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

Jake W.

CA $207

CA $306 total

includes taxes & fees

Dec 17 - Dec 18

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

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

![Exterior](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/9629ebb2.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)

![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)

### Vacation Home in Warrensburg

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

10/10

Exceptional

(69)

"Great spot "

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

Winter R.

CA $135

CA $268 total

includes taxes & fees

Dec 17 - Dec 18

[](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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107590000/107580400/107580374/dffbda1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in North Creek

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

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 $241

CA $350 total

includes taxes & fees

Dec 17 - Dec 18

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

![Smart TV](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907540/a9f489c2.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)

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

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907540/c1d69b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Hadley

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

CA $138

CA $424 total

includes taxes & fees

Dec 17 - Dec 18

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

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

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/1c7fdb4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/f9857ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/63000000/62970000/62970000/62969907/eb52a003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in North River

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

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 $234

CA $341 total

includes taxes & fees

Dec 17 - Dec 18

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

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/f73aed10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/37726a2a.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)

### Cottage in North Creek

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

9.8/10

Exceptional

(50)

"It was a nice place, comfortable, nice location. Could have been cleaner but we had a nice relaxing time. "

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

Mary M.

CA $234

CA $341 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/North-Creek-Hotels-Beautiful-Cottage-On-Quiet-Country-Road.h76660597.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=2025-12-30&endDate=2025-12-31&regionId=89045&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

[](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=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VACATION_HOME)

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=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE)

Apartments

[](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=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APARTMENT)

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=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&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=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&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=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VILLA)

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## Top Chestertown Hotel Reviews

![Hampton Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456_y.jpg)

### Hampton Inn & Suites Lake George

10/10 Excellent

"Clean everything "

[](https://expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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

"The staff are excellent. They go above and beyond to make everyone happy."

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

![Home2 Suites by Hilton Queensbury Lake George](https://images.trvl-media.com/lodging/24000000/23380000/23379400/23379339/aecf7228_y.jpg)

### Home2 Suites by Hilton Queensbury Lake George

10/10 Excellent

"Amazing front desk staff "

[](https://expedia.ca/Lake-George-Hotels-Home2-Suites-By-Hilton-Queensbury-Lake-George.h23379339.Hotel-Information)

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

### The Queensbury Hotel

10/10 Excellent

"Staff was great, the room was very clean and the price was competitive with other area hotels."

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

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

### Lodges At Cresthaven

10/10 Excellent

"Very comfortable studio/hotel room. Large tv, nice kitchenette situation, jacuzzi tub for two is awesome. Nice view of the lake. The loveseat is a tad small , overall we can't wait to find a reason to return. 100% recommend."

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

![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

"The staff was accomodating and friendly. The room was clean. I have never had a bad stay at this hotel. Plenty of options for breakfast. This hotel is really a "home away from home" kind of place!!"

[](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

"It was it was fun "

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

"Everything was great"

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

"Nice restaurant- welcoming staff, good live music! "

[](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.   

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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)
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- [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?

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

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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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