15 Best Cabins in Chestertown, NY - Cabins for Rent from $184

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Our top choices for Chestertown cabin rentals

Authentic Log Cabin with Lake Views and Sauna

Chestertown

Serena

$362 nightly

Jun 25 - Jun 26

Total with taxes and fees

Luxury Cabin | Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Hague

Joanne

$185 nightly

May 30 - May 31

Total with taxes and fees

ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT

North River

Bobby R.

$217 nightly

May 26 - May 27

Total with taxes and fees

GLAMP BERNICE ON BEAUTIFUL ADIRONDACK HOBBY FARM

North River

Gretta G.

$166 nightly

May 26 - May 27

Total with taxes and fees

GLAMP RICHARD ON ADIRONDACK FLOWER FARM

North River

Timothy

$166 nightly

May 26 - May 27

Total with taxes and fees

Little Black Aframe by the Brook- 5m to Waterfall

Warrensburg

Blaine M.

$196 nightly

May 26 - May 27

Total with taxes and fees

Camp Lillian Gorgeous New Cabin with Mountain Views

North River

Ken B.

$217 nightly

May 26 - May 27

Total with taxes and fees

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

Hadley

Dylan O.

$204 nightly

Jun 1 - Jun 2

Total with taxes and fees

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Top Chestertown Hotel Reviews

Lodges At Cresthaven

4/10 Poor

"Property was clean and peaceful; views were really nice; staff was prompt and courteous. Unfortunately, that’s where the good part of the review ends. Soundproofing was nonexistent—you could hear your neighbors’ conversations as if you were with them, never mind TV or children. The resort (along with every other resort in the area) is too far from the lake shore, except for a few cabins. The restaurant does not serve breakfast or lunch. The person in charge of the recreation center had absolutely no clue what was available. Lake George Village and the surrounding area is a desert of good food and entertainment, save the Six Flags theme park, which is kind of dated. This area is several notches down from Saratoga Springs, where at least you can wine and dine decently and go to a concert. We will not be back."

La Quinta Inn & Suites by Wyndham Lake George

6/10 Okay

"Breakfast was okay. Too many people in the breakfast area, long wait for food. Room was clean and bed was made daily as well as towels replaced. Pool area was very loud and the chlorine smell was so strong it bothered my eyes and lungs. Pool towels were never available and I had to ask daily for them however when asked they were very quick to bring them."

Six Flags Great Escape Lodge & Indoor Waterpark

2/10 Terrible

"Check in was at 4pm and when I went to check in at 4pm I was told our room wasn't ready. They said I would get a call when it was. 20 mins went by and I went back up and said we need our room we have dinner reservations at 5pm. We finally got in our room around 4:30 which meant we had 10 minutes to get unloaded and dressed to make it to dinner on time. Then we order wings from the restaurant at 9:30pm. I went to go down stairs to pick them up. They said they were behind and would be another 15 minutes. So I went outside for a few minutes and then all the sudden th fire alarm was going off. It was 10pm at night. Everyone had to evacuate. My husband was with my 3 kids in the room who were already sleeping. It was freezing and raining outside. My children were terrified. The fire department came and it took almost a hour until we were able to get back into the building. No explanations, apologies, nothing. Then the next morning we wake up and take the kids to the indoor water park. It was packed, no seats or tables. They didnt even have a general pool swim in. Then all the sudden the lazy river had a squirrel in the water. The hotels security showed up to get the squirrel out of the water. So basically the whole water park was shut down. Not a great experience and pretty disappointed. I definitely feel like they should accommodate all of the guest for the inconveniences that happened on May 23 2026."

Find out more about Chestertown

Chestertown Cabin Rentals information

Number of reviews	376
Accommodation	194 Cabin Rentals
Lowest Price	$184
Highest Price	$614

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 $184 to $614 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 $184 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.

Search the Best Cabins in Chestertown

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Upfront pricing

Check prices for these dates

Our top choices for Chestertown cabin rentals

Authentic Log Cabin with Lake Views and Sauna

Trout House Village Resort

ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT

GLAMP BERNICE ON BEAUTIFUL ADIRONDACK HOBBY FARM

GLAMP RICHARD ON ADIRONDACK FLOWER FARM

Little Black Aframe by the Brook- 5m to Waterfall

Camp Lillian Gorgeous New Cabin with Mountain Views

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

Camp RiverWood on the Hudson River

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

Beautiful cottage on scenic Adirondack hobby farm

Handcrafted mountain cabin with gorgeous views

Gorgeous Mountain Top Cabin with Beautiful Views

Luxury Cabin Sleeps 4 to 7 - mins to Lake George

Red Oak Cabin: Our cozy cabin is tucked away but still close to any adventure!

Little Red Cabin by the Brook- 5m to Waterfall

Lakefront-Family & Pet Friendly-Adirondack Cabin

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

Beach - Family & Pet Friendly - Adirondack Cabin

Walk to Beach - Close to Town - Pet Friendly Cabin

Find vacation rentals that suit your style

Top Chestertown Hotel Reviews

Lodges At Cresthaven

Find out more about Chestertown

Chestertown Cabin Rentals information

Frequently asked questions

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