Woodstock is a small and charming town at the foot of the Catskill Mountains. Attracting visitors with its lovely community and thriving art scene, it has been a favorite holiday destination in upstate New York since the 1960s. This town also has breathtaking outdoor sceneries. Specifically, the nearby Catskill Park offers plenty of hiking trails for adventurers to explore. Ashokan Rail Trail is another famous multi-purpose trail suitable for cross-country skiing, snowshoeing, and walking. Meanwhile, Esopus Creek is a leading destination for tubing. Take a break from the hustle and bustle and enjoy a relaxing escape in this nature-filled destination. For more, check out where you can stay among these best cabin rentals in Woodstock, New York.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Sunny cabin with a dog-friendly policy (from USD 237)
An ideal home away from home for those looking to surround themselves with nature, this one-bedroom cabin sits on a 2.4-ha (6-ac) forest. It features a hot tub where you can soak and watch out for wildlife. Meanwhile, on the huge deck, you can gather your travel buddies and have cookouts using the barbecue grill.
Inside, thanks to 74.3 sqm (800 sq. ft.) of living space, this rental sleeps up to four people. Well-behaved dogs are also permitted to stay here.
Top guest reviews
Amenities & Room:
the bed was comfortable and there was ample closet spacethe house was cozy and very comfortable with many amenitiesthe living room has a nice 'fake' fireplace as a heater and it was very cozygreat place for fresh delicious breakfast (or lunch) highly recomandedwould definitely rent this cozy cabin againCleanliness:
clean quiet and well furnishedthe house was clean and very invitingthe house felt secluded and was very clean and cozythe cabin very cleanthe cabin was very clean and the bed supper comfertableHost:
owner is very helpfulperfect host thank youthe owner was kind enough to allow our dogs tooalso appreciated that the owner let me bring my dogs they enjoyed it as wellmirav was a wonderful host that assured that our stay was perfectRead more reviewsLocation:
great location hot tub was a plusclose to town but feels like in the woodssuper close to woodstock and lots of hiking in the mountainsgreat location we came here for our 1 year anniversarythere are amazing shops very close with organic groceries with everything that you can possibly need
2. The Sled Hill House (from USD 305)
Perfect for couples and small families visiting Woodstock, this stylish two-bedroom cabin accommodates up to four people. Outside, there’s a fenced yard with a seating area surrounded by lovely foliage, a relaxing spot for lounging around. You will also find a hot tub which you can access for refreshing soaks.
Inside, the loft can serve as a reading nook, gaming space, or even a sleeping area for the kids. Aside from that, each bedroom has a queen-size bed. This rental also welcomes pets, so you won’t have to leave your furry pals behind.
Top guest reviews
Amenities & Room:
all the amenities are there for a cozy and comfortable visit to the arealoved hanging out in the upper loft and playing cards and having group meals at the tabledave’s place was perfect – super comfortable place with amazing walking access to the town and everything you needCleanliness:
great house so clean and cozydave's place was clean thoughtful and filled with things to doHost:
the host was also great about checking in with us and making sure we were setdave’s was a very communicative host and his place was perfect for our family getawaydave was great to communicate with and a gracious host offering us an early check indave was flexible communicative and accommodating not to mention just a super nice guyRead more reviewsLocation:
the location is perfectperfect location walking distance to all shops & restaurantscentrally located so walking to town was very easygreat location and perfect spot for traveling with pupsdave's place has an awesome location
Superhost
3. Margaret's Cottage (from USD 149)
This two-bedroom cabin is ideally positioned in Woodstock, providing quick access to various restaurants, trails, and entertainment venues. Aside from its location, the unit has a master bedroom with a king-sized bed and another bedroom with two single beds. It can house up to four guests in total.
Making you feel right at home, it offers a living room with a wood-burning stove, a fully equipped kitchen, and a dining area. Screened French doors lead to the woods, while the Dutch front door leads to the patio. Moreover, the patio has an outdoor dining area and a propane barbecue grill for cookouts.
Top guest reviews
Amenities & Room:
the cottage was adorable and so comfortablethe upstairs room is spectacular with great views in this charming prewar cottageit's incredibly calming and comfortablethe cottage was so comfortable we didn't want to leavethe furniture was top notch comfortable and using the automatic fireplace made the room amazingCleanliness:
it is a very clean and friendly houseeverything was very clean and just as described/picturedthe cottage was clean and cozy and felt like homemary's place is cute clean and comfythe cottage was clean when we arrived and mary was respectful of physical distancingHost:
mary is a thoughtful hostmary was also kind and a great hostmary was very responsive when we had questionsour host mary went above and beyond to make our stay enjoyablein all mary is a good hostRead more reviewsLocation:
cute well located and relaxingvery good locationgreat location super relaxing environmentthis house is in a perfect locationgreat location easy access to woodstock and bearsville
4. Charming cabin with a courtyard (from USD 189)
Sleeping up to two people, this charming one-bedroom cabin is suitable for couples staying in Woodstock for vacation. It was designed to fit right into its natural surroundings, emphasizing a wooden facade and glass walls that look out at the foliage. Moreover, it has a green roof featuring lush greenery.
Pets are welcome to stay at this property, so don’t hesitate to bring your four-legged friends. This rental also has a courtyard and driveway, so you need not worry about parking if you are bringing a car here.
Top guest reviews
Amenities & Room:
delighted to have experienced the elegant comfortable restful light and nature-filled space mary anne has createdwe loved the modern design and found it very cozyCleanliness:
this place is wonderful clean and comfortableawesome a clean modern spacious and private spacegreat place nice and cleanvery clean organized with a great viewthe bed was so comfortable and the kitchen was fully stocked with clean cookwareHost:
she was very responsive to our questionsmary anne is the perfect hostmary anne was communicative and helpful whenever we had any questionsshe left a helpful printed leaflet out with tips for navigating the home of high came in handymary anne was very helpful and communicative throughout our entire stay and we had a lovely getaway weekendRead more reviewsLocation:
the location was amazing and in walking distance to all the bars and restaurantsbrilliant location short walk into woodstock townlocation is so close to the town of woodstock it’s great we loved the walk into townthis place is a gem with a fantastic locationthe location is perfect with an easy walk to town during the day or night
5. The Pike Lane Cabin (from USD 133)
This two-bedroom home offers an authentic cabin-in-the-woods experience while remaining close to the heart of town. Tucked on a quiet 2.8-ha (7-ac) property, it is beautifully surrounded by nature. Here, you’ll have access to a fire pit, private yard, and screened porch with a dining area and barbecue facilities.
Moreover, this property welcomes well-behaved pets for a minimal extra fee. Also, do take note that a minimum of a two-night stay and a three-night stay are required during weekends and holidays, respectively.
Top guest reviews
Amenities & Room:
the furniture was comfortable and in great conditionthe cabin itself was comfortable to cook sleep hangout in2nd bed is good for those who appreciate a very firm mattressCleanliness:
everything was clean and fully stockedthe cabin was clean and quietspacious house and extremely cleanit was cozy warm and very cleanit was stocked up very well with towels cleaning supplies or anything you could possibly needHost:
the host is kind and understandinghost friendly & accessible if neededgreat host - very laid back and welcomingi can’t recommend this place and the lovely and helpful hosts enoughdarin was quick at responding & very helpfulRead more reviewsLocation:
beautiful secluded location but extremely close to downtownclose to town but feels like a remote getawaylovely house in a beautiful locationgreat location - off the beaten path but still an easy walk to the downtown areanot quite walking distance to tinker st but an easy bike ride and super short drive
6. Modern lodging with a covered deck (from USD 272)
Situated in the town center, this modern one-bedroom cabin is only 13.8 km (8.6 mi) away from the Catskill Mountains. It sleeps up to four guests with 111.5 sqm (1,200 sq. ft.) of living space. In the backyard, you can sit back, relax, and enjoy views of the spectacular rock formations nearby. This rental also has a huge covered deck with a barbecue grill where you can enjoy alfresco dining.
After a long day, you can soak in the outdoor hot tub, offered year-round.
Top guest reviews
Amenities & Room:
the hot tub is great wifi and tv both work wellCleanliness:
super clean (very important to us ) and loved the fireplaceunit was very clean (including hot tub) and all appliances in working orderit was very clean and quiet and the windows and skylights provide ample sunshine and beautiful viewsHost:
mirav is an extraordinary host and we can’t wait for a return visit to the cabin thank youRead more reviewsLocation:
we also loved how close were from townclose to town we love peek a mousse restaurant in big indianthe cabin is just charming spacious and a great location
7. Two-bedroom home with a wood-burning fireplace (from USD 220)
This two-bedroom cabin provides 83.6 sqm (900 sq. ft.) of living space, accommodating a maximum of six guests. It is surrounded by forest and open land which you are free to explore throughout your stay. Once you’re ready to rest after a day of activity, you can cozy up by the wood-burning fireplace or soak in the hot tub overlooking the woods. This property also features a deck with a gas barbecue grill.
Top guest reviews
Amenities & Room:
this cabin has all the amenities of modern living - wifi modern kitchen and very cleanCleanliness:
the house is very clean and brightthe kitchen was well equipped and the whole house was clean and well keptpros: clean spacious beautiful quiet locationvery clean and the owner was just greatHost:
the home was very clean and the owner was available for any questions during our entire staythe owner went out of his/her way to be very helpful and we are very appreciativeit really felt like the kind of place that was exciting but comfortableRead more reviewsLocation:
the location is greatwe really liked the fact that it's close to woodstock but also quiet and relaxingwe really liked the fact that it's close to woodstock but also quiet and relaxingthis was our second stay at this property and overall it is a lovely space and location
8. Country Cottage Retreat (from USD 140)
This studio cabin welcomes small families and groups of up to four people for a minimum of two nights. Set amidst the mountains, it guarantees quick access to waterscapes such as streams and waterfalls.
In the house, a small but fully equipped kitchen is at your disposal. For sleeping arrangements, you will find a queen-size bed in the bedroom and a futon in the living room. Additionally, guests can enjoy on-site recreation as the property boasts a shared in-ground saline pool open seasonally.
Top guest reviews
Cleanliness:
nice clean especially because 2 of us are very allergic to scentsHost:
as for the owner she made the whole experience even betterit had everything we needed and a salt water pool shared with the owner was a real bonuskaren is a warm and welcoming hostshe's friendly helpful and informativewe had everything we needed in the cabin and karen was very responsive to our questionsRead more reviewsLocation:
excellent location just a short easy drive into townthe location of the cottage is super close by and perfect for our needs (show at levon helm)we loved staying in your place
Immerse in Woodstock’s small-town charm
Woodstock is one of upstate New York’s leading holiday destinations because of its unrivaled small-town charm and scenic beauty. Don’t forget to stay in one of the best cabin rentals in the area to make the most of your trip.
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