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

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Our top choices for Chestertown cabin rentals

1. Authentic Log Cabin with Lake Views and Sauna

Authentic Log Cabin with Lake Views and Sauna
Chestertown
9.4 out of 10, Exceptional, (3 reviews)
"Very nice cabin with amenities. Thank you for a great stay."
United States
Joe F.
$309 nightly
The price is $343
Sep 8 - Sep 9
Total with taxes and fees
Authentic Log Cabin with Lake Views and Sauna

2. Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.6 out of 10, Exceptional, (25 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
$189 nightly
The price is $210
Sep 8 - Sep 9
Total with taxes and fees
Trout House Village Resort

3. 2BR+Loft Cabin—Summer Getaway with Patio,Firepit Near Lake George &Gore Mountain

2BR+Loft Cabin—Summer Getaway with Patio,Firepit Near Lake George &Gore Mountain
Warrensburg
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was beautiful, lots of natural light. There was a snow storm the day we arrived and they had come and plowed the large drive the next night so we didnt need to shovel much. Everything was very clean and the host was very helpful and responsive! Would definitely stay again!"
United States
Teresa B.
$554 nightly
The price is $615
Sep 8 - Sep 9
Total with taxes and fees
2BR+Loft Cabin—Summer Getaway with Patio,Firepit Near Lake George &Gore Mountain

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

Little Black Aframe by the Brook- 5m to Waterfall
Warrensburg
9.2 out of 10, Wonderful, (12 reviews)
"Great communication from the host, and everything matched the listing perfectly as pictured! "
United States
Jakob M.
$196 nightly
The price is $217
Sep 8 - Sep 9
Total with taxes and fees
Little Black Aframe by the Brook- 5m to Waterfall

5. Glamp Thomas On Adk Farm Offers Privacy, Stargazing And Mountain Views

Glamp Thomas On Adk Farm Offers Privacy, Stargazing And Mountain Views
North River
9.8 out of 10, Exceptional, (30 reviews)
"Perfect location "
United States
Laura F.
$163 nightly
The price is $181
Sep 8 - Sep 9
Total with taxes and fees
Glamp Thomas On Adk Farm Offers Privacy, Stargazing And Mountain Views

6. GLAMP RICHARD ON ADIRONDACK FLOWER FARM

GLAMP RICHARD ON ADIRONDACK FLOWER FARM
North River
9.2 out of 10, Wonderful, (23 reviews)
"Peaceful weekend with family. "
United States
Timothy
$160 nightly
The price is $178
Sep 8 - Sep 9
Total with taxes and fees
GLAMP RICHARD ON ADIRONDACK FLOWER FARM

7. Camp RiverWood on the Hudson River

Camp RiverWood on the Hudson River
North Creek
9.8 out of 10, Exceptional, (12 reviews)
"Great cabin! Great location!"
United States
Paul N.
$234 nightly
The price is $260
Sep 8 - Sep 9
Total with taxes and fees
Camp RiverWood on the Hudson River

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

Little Red Cabin by the Brook- 5m to Waterfall
Warrensburg
9.4 out of 10, Exceptional, (22 reviews)
"As long as you have your personal items you are set to enjoy your time off grid it was very relaxing and beautiful"
United States
Pete B.
$256 nightly
The price is $284
Sep 8 - Sep 9
Total with taxes and fees
Little Red Cabin by the Brook- 5m to Waterfall

9. Lincoln Log Colony

Lincoln Log Colony
2.0 star property
Lake George
9.0 out of 10, Wonderful, (20 reviews)
"The grounds are very well kept. The cottage we stayed in was nice. It has a smell but was quite clean and there is one air conditioner to the whole cottage it worked well as long as the bedroom doors stayed open."
United States
David
$151 nightly
The price is $168
Sep 8 - Sep 9
Total with taxes and fees
Lincoln Log Colony

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

ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT
North River
10.0 out of 10, Exceptional, (104 reviews)
"This cabin was so cute and comfortable! It had everything we needed plus a view! Can’t wait to stay again "
United States
Amanda B.
$238 nightly
The price is $264
Sep 8 - Sep 9
Total with taxes and fees
ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT

11. Gorgeous Mountain Top Cabin with Beautiful Views

Gorgeous Mountain Top Cabin with Beautiful Views
North River
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful cabin with a wonderful view and the staff very friendly. I 💯 recommend this place. Thank you 😊"
United States
Lucila-Esther
$240 nightly
The price is $266
Sep 8 - Sep 9
Total with taxes and fees
Gorgeous Mountain Top Cabin with Beautiful Views

12. Beautiful cottage on scenic Adirondack hobby farm

Beautiful cottage on scenic Adirondack hobby farm
North River
9.6 out of 10, Exceptional, (69 reviews)
"Cozy, clean cabin"
United States
Lynn V.
$219 nightly
The price is $243
Sep 8 - Sep 9
Total with taxes and fees
Beautiful cottage on scenic Adirondack hobby farm

13. Camp Lillian Gorgeous New Cabin with Mountain Views

Camp Lillian Gorgeous New Cabin with Mountain Views
North River
9.8 out of 10, Exceptional, (82 reviews)
"Beautiful place and the cabin was perfect for local skiing and hiking."
United States
Ken B.
$229 nightly
The price is $254
Sep 9 - Sep 10
Total with taxes and fees
Camp Lillian Gorgeous New Cabin with Mountain Views

14. Handcrafted mountain cabin with gorgeous views

Handcrafted mountain cabin with gorgeous views
North River
10.0 out of 10, Exceptional, (55 reviews)
"Wonderful cabin, very peaceful. "
United States
Anna
$234 nightly
The price is $260
Sep 8 - Sep 9
Total with taxes and fees
Handcrafted mountain cabin with gorgeous views

15. GLAMP BERNICE ON BEAUTIFUL ADIRONDACK HOBBY FARM

GLAMP BERNICE ON BEAUTIFUL ADIRONDACK HOBBY FARM
North River
9.8 out of 10, Exceptional, (42 reviews)
"We had such a wonderful time! The location is so peaceful and scenic and the drive to 13th lake for swimming was just a few minutes. Absolutely hope to stay again!"
United States
Gretta G.
$160 nightly
The price is $178
Sep 8 - Sep 9
Total with taxes and fees
GLAMP BERNICE ON BEAUTIFUL ADIRONDACK HOBBY FARM

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

Serene 3-bedroom cabin in North Creek. Close to Gore Mountain ski resort.
North Creek
$543 nightly
The price is $603
Sep 10 - Sep 11
Total with taxes and fees
Serene 3-bedroom cabin in North Creek. Close to Gore Mountain ski resort.

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

Rustic Vacation Rental for Couples near Hoffman Notch, New York
Schroon Lake
9.0 out of 10, Wonderful, (2 reviews)
"Host was so sweet! Looking forward to staying here again"
United States
Bre Z.
$147 nightly
The price is $168
Sep 9 - Sep 10
Total with taxes and fees
Rustic Vacation Rental for Couples near Hoffman Notch, New York

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

PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga
Stony Creek
10.0 out of 10, Exceptional, (35 reviews)
"Great secluded cabin. "
United States
SUZANNE B.
$347 nightly
The price is $385
Sep 9 - Sep 10
Total with taxes and fees
PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga

19. Adirondack Cabin

Adirondack Cabin
Skylark Beach
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful cabin, the homeowners have thought of all amenities you may possibly need. Beautiful view of the lake. We hope to stay there again."
United States
Stacy B.
$525 nightly
The price is $584
Sep 9 - Sep 10
Total with taxes and fees
Adirondack Cabin

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

Cozy Adirondack Cabin Near Lake George w/ Wood Burning Stove & Lake Access
Hadley
10.0 out of 10, Exceptional, (31 reviews)
"Amazing! we had the best time"
United States
Rebbecca
$253 nightly
The price is $278
Sep 15 - Sep 16
Total with taxes and fees
Cozy Adirondack Cabin Near Lake George w/ Wood Burning Stove & Lake 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.
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Top Chestertown Hotel Reviews

Find out more about Chestertown

Chestertown Cabin Rentals information

Number of reviews
25
Accommodation
227 Cabin Rentals
Lowest Price
$168
Highest Price
$210

Frequently asked questions

What are the best cabins near Chestertown?
Stay in the great outdoors without sacrificing the comforts at one of our 588 cabins in and around Chestertown. Whether you have relaxation or adventure on your mind, Cabin - Romantic Retreat: Mt. Views, Hot Tub offers plenty of both. Alternatively, book Relaxing Log Cabin Retreat Minutes From Whiteface and kick back among picturesque surroundings.
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 $168 to $210 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?
After spending your day adventuring in Mother Nature, return home to the comfort and style of a Chestertown luxury cabin. Robert Frost Mountain Cabins is a perfect option if you'd love to pamper yourself. You'll enjoy the plush touches here, such as pillow top mattresses and massage services. Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning is another impressive stay. Make the most of a spa tub, fitness classes and a whole lot more.
What are the best river cabins near Chestertown?
If you're seeking a homely abode steps from the water, a Chestertown river cabin is hard to go past. Head for Log Cabin On The Hudson and let any worries on your mind vanish downstream. Useful amenities here include snowsport activities and outdoor furniture. Another leading riverside rental is Cozy Cabin Near A Creek In The Forest. Its conveniences include snowsport activities, a nearby marina and more.
What are the best cabins with pools near Chestertown?
Slip on your swimwear and go for a few laps whenever you want when you stay at one of our cabin rentals with a pool. Canvas Cabin On Pretty Farm is a top choice. A porch and a patio are some other amenities that'll help make your stay comfortable. Alternatively, spend your escape at The Gold Eagle Cottage 15. As well as a refreshing pool, this cabin offers a porch and a swimming pool.
Can I find beach cabins near Chestertown?
Enjoy your fix of sun and sea air at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. One of our finest Chestertown beach cabins, it has on-site watersports and beach sun loungers. You can also spend carefree days along the shoreline 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?
If you'd like to spend a handful of carefree days immersed in nature, Cabin - High Peaks Mountain Retreat is the perfect place. Head here for a long weekend and make use of amenities including on-site watersports and a porch. Another excellent choice is Private Lake - Front Cabin With Walk. Offering a patio, a firepit and plenty of peace and quiet, you'll go home feeling like a new person.
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 $168 a night sound to you?
Can I find log cabins in Chestertown?
Start your day with a hot cup of coffee in your comfy log cabin and then spend the rest of your time snow shoeing and canoeing. Sound like your perfect vacation? Head for Log Cabin On The Hudson. Another wooden getaway with plenty of charm and comforts is Authentic Log Cabin - Mountain Views. Nearby activities like snowmobiling and canoeing will add to your experience here.
What are the highest-rated cabins in Chestertown?
There are some properties that tick just about every box. Ultimate Couples Getaway Quiet And Private Lakeside Cottage In The Adirondacks is a prime example. With an impressive rating, it comes with useful amenities like on-site watersports, a patio and much more. Another fantastic 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?
Comfort, affordability, rustic charm — there are countless great reasons to choose a Chestertown cabin. Leave behind the noise of the concrete jungle and wake up to the sweet sound of birdsong. There's so much adventure just beyond your door too. Whether you're on vacation with friends, relatives or your other half, you'll locate the perfect cabin on Expedia.
What are the top nature cabins in Chestertown?
The outdoors won't be the only thing you'll be experiencing lots of at a nature cabin in Chestertown. Adventure is everywhere you look too. Hide away at Log Cabin On The Hudson and make time for some nearby golfing and nearby cross-country skiing. Another standout is Cozy Cabin Near A Creek In The Forest. It's well known for its home comforts as well as its mountain climbing and nearby motor boating opportunities nearby.
What are some of the best cabins near Lake George Dog Beach in Chestertown?
Rustic Log Cabin - Walking Distance To Village is a popular option in Lake George Dog Beach. Plenty of comforts, a postcard-perfect backdrop and activities such as jet skiing and nearby rock climbing make it the ideal escape. Walking Distance To Downtown Lake George Village is another retreat where adventure and nature combine. Settle in here and add water tubing and hiking to your to-do list.

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