Top Chestertown Cabin Rentals

A waterfront town with a pier, dock, and several buildings.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chestertown cabin rentals

A rustic lodge with a stone facade and a red roof, surrounded by trees and a clear sky.

1. Authentic Log Cabin with Lake Views and Sauna

Chestertown

Joe F.

CA $476 total

includes taxes & fees

Oct 22 - Oct 23

A rustic cabin with a stone foundation, large windows, and a covered porch.

2. 2BR+Loft Cabin—Summer Getaway with Patio,Firepit Near Lake George &Gore Mountain

Warrensburg

Teresa B.

CA $873 total

includes taxes & fees

Nov 3 - Nov 4

A wooden cabin with a porch, a grill, and a stone wall.

3. Trout House Village Resort

Hague

Matthew

CA $198 total

includes taxes & fees

Oct 22 - Oct 23

A kitchen with granite countertops, a stove, and wooden cabinetry.

4. Gore Mountain Views | Luxury Escape for 2–4 • Pets

North Creek

CA $695 total

includes taxes & fees

Oct 22 - Oct 23

A small cabin with a red roof, a wooden exterior, and a green door. There is a grill and a chair outside.

5. Camp RiverWood on the Hudson River

North Creek

Paul N.

CA $357 total

includes taxes & fees

Nov 1 - Nov 2

A rural property with a large green field, a small red cabin, and a larger building with a blue roof.

6. GLAMP RICHARD ON ADIRONDACK FLOWER FARM

North River

Timothy

CA $250 total

includes taxes & fees

Oct 25 - Oct 26

A small, rustic cabin with a porch and two chairs, surrounded by trees and a red building in the background.

7. Little Black Aframe by the Brook- 5m to Waterfall

Warrensburg

Sharon W.

CA $303 total

includes taxes & fees

Oct 22 - Oct 23

8. Beautiful cottage on scenic Adirondack hobby farm

North River

Lynn V.

CA $336 total

includes taxes & fees

Oct 22 - Oct 23

A cabin with a red roof, surrounded by trees and a grassy area.

9. Gorgeous Mountain Top Cabin with Beautiful Views

North River

Lucila-Esther

CA $375 total

includes taxes & fees

Oct 26 - Oct 27

A rustic cabin with a wooden deck and a small porch, surrounded by a rocky stream and lush greenery.

10. Little Red Cabin by the Brook- 5m to Waterfall

Warrensburg

Pete B.

CA $401 total

includes taxes & fees

Oct 22 - Oct 23

A rustic cabin with a green roof, surrounded by a snowy landscape and dense forest.

11. RESTORED HISTORIC ADIRONDACK BIRD CAMP NEAR GORE MT WITH LOVELY MOUNTAIN VIEWS

North River

Margery M.

CA $420 total

includes taxes & fees

Oct 22 - Oct 23

12. Camp Lillian Gorgeous New Cabin with Mountain Views

North River

Ken B.

CA $357 total

includes taxes & fees

Oct 22 - Oct 23

A small wooden cabin with a red roof surrounded by dense forest and a gravel path leading to it.

13. ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT

North River

Mika R.

CA $384 total

includes taxes & fees

Oct 22 - Oct 23

14. Rustic Vacation Rental for Couples near Hoffman Notch, New York

Schroon Lake

Brian H.

CA $244 total

includes taxes & fees

Oct 22 - Oct 23

A red building with a 'Bossie' sign, a wooden bench outside, and a view of a forested hillside.

15. Handcrafted mountain cabin with gorgeous views

North River

Anna

CA $367 total

includes taxes & fees

Oct 22 - Oct 23

A building with multiple windows, some covered with curtains, and a dirt ground area in front.

16. Serene 3-bedroom cabin in North Creek. Close to Gore Mountain ski resort.

North Creek

CA $837 total

includes taxes & fees

Oct 23 - Oct 24

A cozy living room with a fireplace, wooden walls, a sofa, and a dining area.

17. Beach - Family & Pet Friendly - Adirondack Cabin

Indian Lake

CA $457 total

includes taxes & fees

Oct 30 - Oct 31

A small, single-story wooden cabin with a metal roof, surrounded by a grassy field and dense trees.

18. Lakefront-Family & Pet Friendly-Adirondack Cabin

Indian Lake

"Simple mountain cabin in remote location. Space in great for a couple or two singles. Property has plenty of elbow room with several other structures spread out across a giant clearing next to a lake. We hiked, swam, kayaked, fished and relaxed and enjoyed the views. We cooked dinner on the charcoal grill, and drank our morning coffee while listening to the birds. Hosts were attentive and chatted with us a few times. "

Kerstin Y.

CA $493 total

includes taxes & fees

Oct 27 - Oct 28

A red wooden house with a large tree in front, a covered porch, and a sign that reads "Beechnut".

19. Lakefront-Family & Pet Friendly-Adirondack Cabin

Indian Lake

CA $506 total

includes taxes & fees

Oct 30 - Oct 31

A water park with multiple slides and pools, surrounded by a fenced area with seating and umbrellas.

20. PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga

Stony Creek

Andrew R.

CA $543 total

includes taxes & fees

Oct 22 - Oct 23

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent

"This place was very nice - no problems - staff were friendly - breakfast was yummy"

Fort William Henry Hotel and Conference Center

8/10 Good

"The room we had “Grand King Lake view “ was spacious, had a comfortable sectional couch along with a comfy king size bed and incredible view of the lake. The reception desk employees were very friendly and helpful, and so were the girls who clean the room. Breakfast was delicious in the Lakeside restaurant within the hotel. Unfortunately the dining room was not serving dinner the nights we were there, so we didn’t get to try it . There were other great restaurants close by to eat in. The only thing we would have liked to have was coffee 24/7 in the lobby. Most other hotels do offer it. There was a coffee maker in the room, but it never tastes the same as fresh brewed coffee. All in all, we had a wonderful stay and enjoyed going to the museum on the premises ."

The Georgian Lakeside Resort

8/10 Good

"We booked this hotel at the last minute and we were pleasantly surprised. Our room had recently been renovated. It was clean, comfortable, and we were thrilled, but there was flooring instead of a rug. My only complaint was that the rooms were not well insulated so you could hear lots of noise outside when other people were not being considerate of others late at night."

Find out more about Chestertown

Chestertown Cabin Rentals information

Number of reviews	489
Accommodation	226 Cabin Rentals
Lowest Price	CA $198
Highest Price	CA $873

Frequently asked questions

What are the best cabins near Chestertown?

Lock in one of our 590 cabins in Chestertown and be rewarded with beautiful scenery, outdoor fun and memories you won't forget. Cabin - Romantic Retreat: Mt. Views, Hot Tub is the place to go for a relaxing getaway. Relaxing Log Cabin Retreat Minutes From Whiteface is also ideal if you're craving time out in nature.

Are there cheap cabins in Chestertown?

For a nicely priced vacation in nature, look no further than our cheap cabins in Chestertown. Wake in the morning to the sound of birds chirping from one of our cozy cabins priced from CA $198 to CA $873 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best luxury cabins near Chestertown?

Our luxury cabins near Chestertown offer comfort and style while staying in nature. Enjoy the plush touches at Robert Frost Mountain Cabins. Pillow top mattresses and massage services help make this property a favourite. Alternatively, relax and unwind in luxury at Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning, which features a spa tub and fitness classes.

What are the best river cabins near Chestertown?

Spend your days around the water and your evenings listening to it flowing past at a river cabin near Chestertown. A popular option is Log Cabin On The Hudson. This riverside getaway comes with snowsport activities and outdoor furniture. Alternatively, spend your vacation at Cozy Cabin Near A Creek In The Forest. As well as its pretty location, amenities here include snowsport activities and a nearby marina.

What are the best cabins with pools near Chestertown?

If you love the thought of every day being a pool day, unpack your bags at Canvas Cabin On Pretty Farm. It's one of our top recommended cabin rentals with a pool and comes with useful amenities like a porch and a patio. The Gold Eagle Cottage 15 is another popular place to spend relaxing days poolside. A porch, a swimming pool and good times are up for grabs here.

Can I find beach cabins near Chestertown?

Enjoy a dose of salt air and sunshine at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. One of our popular Chestertown beach cabins, it offers guests on-site watersports and beach sun loungers. You can also spend worry-free days along the shore at Log Cabin On The Hudson. Clothes washing facilities and children's activities will make your visit even more pleasurable.

What are the best weekend cabin rentals in Chestertown?

Nothing's as good as a weekend cabin getaway after a tiring week at work. Ditch your cubicle for two or three days in nature at Cabin - High Peaks Mountain Retreat. On-site watersports and a porch are among the amenities it comes with. Work will also be the furthest thing from your mind at Private Lake - Front Cabin With Walk. Stay here and make the most of a patio and a firepit.

What are the best cabin prices in Chestertown?

If you want to save a few bucks on your stay, we've got some incredible offers on Chestertown cabins that won't hurt your hip pocket. How does CA $198 a night sound to you?

Can I find log cabins in Chestertown?

For some travellers, the ideal outdoor vacation just isn't complete without bunking down in a cozy log cabin. Go adventuring or just switch off and unwind at Log Cabin On The Hudson. Recreational activities such as canoeing and camping are among the fun things to do here. Another log cabin getaway is Authentic Log Cabin - Mountain Views. Snowmobiling and tubing will keep you on the move when you're not unwinding in your rustic digs.

What are the highest-rated cabins in Chestertown?

There are some places that are great in every way. Ultimate Couples Getaway Quiet And Private Lakeside Cottage In The Adirondacks is a great example. With an impressive rating, it comes with amenities like on-site watersports, a patio and loads more. Another highly rated option is Athol Cabin With Deck And Fire Pit. A patio and a firepit are just a couple of the conveniences waiting for you here.

What are the top things to see and do in Chestertown?

Any unforgettable cabin stay just has to involve checking out some sights. For example, Loon Lake Beach. It's considered one of the most popular attractions in Chestertown. If you'd like to travel a little farther out, rent a set of wheels and make your way to Loon Lake.

Why should I book a cabin in Chestertown?

For a retreat that's big on character, value for money and home comforts, a cabin is the best choice. Leave your city blues behind and wander through the greenery of the great outdoors. From action-packed days to peaceful evenings curled up by the fireplace, cabins promise both excitement and relaxation. Check out all the great Chestertown options here on Expedia.

What are the top nature cabins in Chestertown?

The great outdoors won't be the only thing you'll be seeing plenty of while vacationing in a nature cabin in Chestertown. Adventure is also around every corner. Bunk down at Log Cabin On The Hudson and try some hiking and nearby fishing. Travellers also love Cozy Cabin Near A Creek In The Forest. It's renowned for its creature comforts on top of its nearby snowboarding and ice skating nearby opportunities nearby.

What are some of the best cabins near Fort William Henry in Chestertown?

Rustic Log Cabin - Walking Distance To Village is one of the most popular cabins in Fort William Henry. Ample comforts, a stunning backdrop and access to activities such as cycling and nearby snowboarding help make it the perfect escape. Walking Distance To Downtown Lake George Village is another place where nature and adventure combine. Settle in here and add nearby rafting and nearby parasailing to your itinerary.

Explore a world of travel with Expedia

Car rental Schroon Lake

Book Cabin Rentals in Chestertown on Expedia.com

Find Cabins in Chestertown for Rent from CA $198

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chestertown cabin rentals

1. Authentic Log Cabin with Lake Views and Sauna

2. 2BR+Loft Cabin—Summer Getaway with Patio,Firepit Near Lake George &Gore Mountain

3. Trout House Village Resort

4. Gore Mountain Views | Luxury Escape for 2–4 • Pets

5. Camp RiverWood on the Hudson River

6. GLAMP RICHARD ON ADIRONDACK FLOWER FARM

7. Little Black Aframe by the Brook- 5m to Waterfall

8. Beautiful cottage on scenic Adirondack hobby farm

9. Gorgeous Mountain Top Cabin with Beautiful Views

10. Little Red Cabin by the Brook- 5m to Waterfall

11. RESTORED HISTORIC ADIRONDACK BIRD CAMP NEAR GORE MT WITH LOVELY MOUNTAIN VIEWS

12. Camp Lillian Gorgeous New Cabin with Mountain Views

13. ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT

14. Rustic Vacation Rental for Couples near Hoffman Notch, New York

15. Handcrafted mountain cabin with gorgeous views

16. Serene 3-bedroom cabin in North Creek. Close to Gore Mountain ski resort.

17. Beach - Family & Pet Friendly - Adirondack Cabin

18. Lakefront-Family & Pet Friendly-Adirondack Cabin

19. Lakefront-Family & Pet Friendly-Adirondack Cabin

20. PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga

Find vacation rentals that suit your style

Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Lake George

Find out more about Chestertown

Chestertown Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia