Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing | Cabin in Chestertown

Q: How much does it cost per night to stay in Chestertown cabin?

Best-rates for the Chestertown cabin starts from $352 per night with includes Parking, Fireplace/Heating, Kitchen, Air Conditioner, TV, Balcony/Terrace, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Internet, Security/Safety, Sports/Activities, Guest Services, Hot Tub, Laundry, Pool, Bedding/Linens, Wellness Facilities StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

10.0 (35 Reviews) | 3 Bedrooms 2 Bathrooms 8 Guests Stay&Play

Chestertown Cabin | Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing

3 Bedroom Cabin in Chestertown

Welcome to Jackson's Lodge! Looking for an Adirondack escape for your family and friends in any season? Nestled in a private, 4 acre park like setting in the Southeast ADKs, this cozy mid century modern cabin will show you what upstate NY living is all about. After exploring the best the ADKs have to offer, come soak in the hot tub, unwind in the cedar screened-in porch, or pull up a chair to the natural stone fire pit. Roast some 'smores, take in the night sky, and let your stress melt away!
Our cabin features 3 bedrooms and 2 full baths on two floors and sleeps 8 comfortably. We're located on a quiet, dead end, tree-lined road.
-Main level: Master bedroom w/ queen bed, 2nd bedroom w/ (2) twin XL beds, full kitchen, full bath.
-Lower level (downstairs, or enter through rear door): 3rd bedroom w/ king bed, recreation and family room w/pullout couch, full bath, home office. Queen luxury air bed provided.
Feel at home instantly in our great room with lofted wood ceilings, sunny windows, and plenty of space to entertain. Enjoy a meal together in our full kitchen with a dine-at island and table for 8. Curl up by the wood stove fireplace and watch a movie on the Roku TV, or listen to some tunes on the bluetooth sound bar or from our selection of vinyl records. The main level features two bedrooms and a full bathroom, plus access to the screened porch complete with bistro set, papasan chair, and hammock swing - perfect for peaceful mornings with coffee and a good book.
Downstairs in the rec room, challenge each other to a game of foosball on our European foosball table or take on Springfield’s cast of characters in The Simpsons Arcade game. Take a load off and spend quality time on the couch streaming movies on our 55” 4K Smart TV, or enjoy one of our many classic board games. The lower level is also the perfect place to let the children have fun while the adults hang on the main floor. And if you absolutely must work, a computer desk with a 27” LED monitor awaits you. High speed wi-fi available throughout.
Outside you’ll find a 6-person hot tub, a Weber propane grill, a patio set for al-fresco dining, and lawn chairs for everyone to enjoy the fire pit. Don’t forget to play a game of corn hole on our custom set outfitted with LED lights!
There's no shortage of things to do in the ADK's - enjoy pristine lakes, hiking/biking trails, ski resorts, farm-to-table restaurants, breweries, antique shops, and so much more.
Local Attractions:
Jackson’s Lodge is 5 minutes off Exit 25 of the I-87
Property abuts North Warren County Snowmobile Trail
3 minutes to Loon Lake and Friends Lake
10 minutes to Brant Lake and Schroon Lake
15 minutes to the Natural Stone Bridge & Caves
20 minutes to Gore Mountain, Lake George, and Whitewater Rafting
25 minutes to Six Flags Great Escape
Full list of activities/recommendations provided upon booking!
Baby friendly: We have a Pack 'n Play with bassinet and a Highchair/Booster Seat for the little ones.
Pet policy: We love your furry friends! If you plan to bring your pet(s) you can indicate this at booking. A $75 pet fee will apply. We kindly ask that pets are kept off furniture. Pets must be house broken, and crated if left home alone. We have a 36"x23" crate if needed. We also have multiple dog tie-outs in the yard.
Occupancy Tax: Warren County imposes a 4% occupancy tax on nightly rentals and cleaning fees for all stays under 30 days. You will see this tax at checkout which is collected by the host and remitted to the County.
Security Camera Disclosure:
We have a Ring doorbell camera at the front door and a security camera facing the left side Owner's storage shed.
Please message us with any questions. We can’t wait to host you!
Check out our IG @jacksons.lodge for local attractions :)

Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing is located in Chestertown. Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing provides accommodation, featuring Child Friendly, Internet, Security/Safety, among other amenities. This Cabin features Child Friendly, Internet, Security/Safety, to make your stay a comfortable one.

Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing has 3 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cabin because of the excellent services rendered by the owner or manager of this Cabin, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cabin has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the Cabin in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.

Unique Amenities

Air Conditioner
Parking
Pool
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25

Check-out Check-out before 11:00 am

Child Policy Children are welcome.

Pet Policy 2 total pets pets allowed service animals are welcome, and are exempt from fees

Smoking Policy Smoking is not permitted

Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges onsite parties or group events are strictly prohibited safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Chestertown, 12817, USA

What Our Guests say 500 + Reviews

May 28, 2025 11:12:00 PM

Summary: The propety was perfect for a family with several beds, two bathrooms, a huge backyard and thr family favorite hot tub. Plenty of privacy. Close to many amenities and lots of lakes!

Chris G.

May 18, 2025 05:11:34 AM

Summary: Great location, very responsive host. Property was well cared for, large yard, large bedrooms. The downstairs suite was perfect for adult offspring. Walkout to hot tub, fire pit, yard games if you have them. Probably the best vrbo ever.

Carolann C.

Apr 4, 2025 11:42:38 PM

Summary: My wife and I absolutely loved our stay at Jackson's Lodge! The cabin is very spacious and contains all the amenities you need. The hot tub was an amazing experience at the end of a long day. The Simpsons arcade machine was a personal favorite! Would definitely stay here again.

Jason C.

Mar 16, 2025 10:20:46 PM

Summary: Perfect location for our ski trip to gore mountain. Close to all the necessities. House had everything we needed and more! Beautiful spaces and rooms, great property! Perfect rural getaway.

Amy A.

Mar 1, 2025 04:35:04 AM

Summary: My family and I (wife and 2 children ages 15 and 11) had an absolutely wonderful time staying at this vacation rental. It was quiet, clean, spacious and so relaxing. The property was large and beautiful and the house had ample space for all of us to spread out although most of our time was spent in the living room in front of the wood burning stove. The house had all the amenities anyone could ask for to make the stay inviting and comfortable. The beds were super comfortable and the hot tub was so nice to soak in after a day on the slopes. Our primary reason for visiting was to snowboard and Gore mountain was a short 20 minute drive away through gorgeous windy mountain roads. I highly recommend this property for a peaceful mountain retreat and my family and I cannot wait to return.

Jason S.

Feb 10, 2025 03:53:41 AM

Summary: My family and friends would like to thank Tony and Kristi (the owners) for such a great vacation at their home in Chestertown. Everything on the description of the house was accurate. The house was super cozy and comfortable. It was clean and ready for us when we arrived. The owners were helpful with a few questions we had early in our stay and quick to respond. We brought our furry buddy Willow with us, and we are pretty sure she did not want to leave. There was plenty of room for her to play out back and a great neighborhood to walk her. We would 100% stay there again! I wish I could add pictures to this review, the area is beautiful outside, and The Adirondack Sky was simply stunning. Thank you both again, The Carmen's wish you well.

Ross C.

Jan 19, 2025 11:30:33 PM

Summary: The house was beautiful with spacious living and dining areas. The 3 season screen room was nice, though we stayed in January and didn’t get to enjoy it. The kids and husband enjoyed the foosball table and arcade game. The master bed room is in the basement and the kids room downstairs, but there is an alarm/chime in place that goes off when any door opens which put my mind at ease being on another floor. Other reviews said the basement is cold but I did not find that to be true. There are local winter activities around but it’s bring your own gear, ie: ice skates/sled, which would have been nice to know. We did leave the sleds we bought at the house for future guests, as we have them at home. We had a great weekend away and would come back to this property.

Aubry D.

Jan 14, 2025 10:38:04 PM

Summary: We stayed at Jackson's Lodge for about a week for a skiing vacation. The layout worked great for us - 2 bedrooms & 1 bathroom on the main floor for a party of 4 and a lower bedroom and bathroom for a party of 2. The house was clean and well maintained and there was plenty of room to spread out. The house was just a few minutes away from a supermarket, stores and restaurants and about 20 minutes from Gore Mountain. We enjoyed the hot tub after skiing. Great house in a great location!

Sandra S.

Oct 1, 2024 05:55:09 AM

Summary: What an adorably cute, warm, welcoming location so glad we picked this place. Everything was clean the beds were comfortable and the neighborhood completely safe.

Ashley J.

Jul 21, 2024 04:06:12 AM

Summary: What a fantastic, spotlessly clean, fully equipped and comfortable cabin. The property is beautiful and the backyard, patio and hot tub are set with such a great view. The owners are the greatest, they make themselves available to be helpful in any way during your stay. Thank you Tony and Krista for renting your cabin and we will be visiting again, your place is perfect. The Wojcik Family

FAQ's

Is this Chestertown cabin pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chestertown cabin have a swimming pool?

Yes, this Chestertown cabin has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chestertown cabin?

Best-rates for the Chestertown cabin starts from $352 per night with includes Parking, Fireplace/Heating, Kitchen, Air Conditioner, TV, Balcony/Terrace, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Internet, Security/Safety, Sports/Activities, Guest Services, Hot Tub, Laundry, Pool, Bedding/Linens, Wellness Facilities StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chestertown cabin a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cabin Good or guests have recommended them suitable for families. As reported by the owner or manager, the cabin has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chestertown cabin wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chestertown cabin has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chestertown cabin?

Based on the information reported by the owner or manager, the Chestertown cabin indicates 1 day stay policy at this cabin. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chestertown cabin?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chestertown cabin are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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US $352

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