Cabin holiday rentals in Sleepy Hollow

Find and book unique cabins on Airbnb

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Popular amenities for Sleepy Hollow cabin rentals

Cabin rentals with a hot tub

Guest favourite
Cabin in Sparta Township
4.96 out of 5 average rating, 52 reviews

5 min to Lake| Chic&Cozy| Hot Tub

VritiRating, 5 stars2 weeks ago
I had an absolutely wonderful stay! The space was spotless, beautifully decorated, and had all the amenities I needed for a comfortable visit. Sparta was perfect for a weekend away. It was a short walk away from a beautiful private lake and quiet and relaxing. Mario was incredibly welcoming and responsive, making check-in seamless. It truly felt like a home away from home. I’d definitely stay here again and highly recommend it to anyone looking for a peaceful stay.
Superhost
Cabin in Kerhonkson
4.87 out of 5 average rating, 203 reviews

Cozy Cottage w/ Hot Tub, Pond, and Fireplace

AmolakRating, 5 stars3 weeks ago
Wonderful stay! Great for a nice-needed getaway. Hosts were really responsive and communicative, probably the most seamless experience I’ve ever had at an Airbnb. Kitchen was wonderful, master bedroom was great, hot tub was splendid. Living room felt a bit cramped, but insignificant compared to other positives. Would stay again! We went as a couple, but 2 couples would be comfortable here.
Superhost
Cabin in Ellenville
4.89 out of 5 average rating, 222 reviews

Ultimate A-Frame Escape: Hot Tub, Cinema, Firepit

RoseRating, 5 stars6 days ago
I stayed here for 4 nights and had such a fun time. The house was beautiful and decorated so nicely, you can tell the owners really love their home. Stacy is a great communicator, her instructions and recommendations were easy to follow. Overall my friends and I had a great girls trip, I’d definitely recommend staying here!
Guest favourite
Cabin in Grahamsville
4.91 out of 5 average rating, 23 reviews

Cabin Retreat in Catskills by the River w/ Hot Tub

MichellRating, 5 stars5 days ago
This is a fairytale cabin in the woods getaway. Perfect for families and friends that want to unplug and spend some time together. The property is gorgeous with special touches to make it an unforgettable experience.
Top Guest favourite
Cabin in Cuddebackville
5 out of 5 average rating, 50 reviews

Riverfront Retreat | Hot Tub, Firepit & Pool Table

MeganRating, 5 stars1 week ago
We loved this property. Having the hammock right by the water was so peaceful! The firepit also adds to the ambiance. Hosts left us smores materials which was a nice touch! This property was only minutes from hiking trails. The inside was so cozy and felt like you were right at home.
Superhost
Cabin in Kerhonkson
4.95 out of 5 average rating, 149 reviews

Pool - Hot Tub - Game Room - Mini Golf - Country

IvanRating, 5 stars3 weeks ago
Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!
Superhost
Cabin in West Milford
4.84 out of 5 average rating, 79 reviews

Timber Lodge: Hot Tub, Fireplace & Fun for All !

TiffanyRating, 5 stars6 days ago
Lisa was very helpful and quick to respond when needed. The place is gorgeous and cozy, felt right at home. Plenty of towels, blankets, pillows to use. Amenities were perfect! Had a great time.
Top Guest favourite
Cabin in New Paltz
5 out of 5 average rating, 42 reviews

Shawangunk Views w/ Private Yard, Deck & Hot Tub

AnthonyRating, 5 stars5 days ago
For those looking to get a break from the city and spend some time in nature this house is perfect. Beautiful view of the mountains from the back porch. Lots of wildlife to observe and take in. House very clean. Hot tub a nice amenity. Would recommend for nature loving folks.

Pet-friendly cabin rentals

Guest favourite
Cabin in Gardiner
4.92 out of 5 average rating, 133 reviews

Little cabin under the ridge

SarahRating, 5 stars1 day ago
I recently stayed at this Airbnb and had a wonderful experience! The place was extremely clean and well-maintained, which made me feel comfortable from the moment I walked in. As someone traveling with my dog, I especially appreciated how dog-friendly the property was — plenty of space, safe surroundings, and little touches that made it clear pets were welcome. The host was incredibly friendly and accommodating, answering any questions quickly and making sure we had everything we needed for a great stay. The location itself was lovely — quiet, relaxing, and perfect for a getaway with your dog. It was nice knowing my pup was just as welcome as I was! Would you like a few variations? For example: More casual version More professional version A little more detailed
Guest favourite
Cabin in Huntington
4.86 out of 5 average rating, 272 reviews

Captain's Cottage on Working Farm with Animals

MelissaRating, 5 stars2 weeks ago
The Captain’s Cottage was the perfect stay for us. We had a last minute request that Nicholas was quick to accept and had all details readily available. The cottage was well maintained, shower had great water pressure, cute private space out back for grilling, and a cozy bed. Just far enough away from the farm store to be quiet but close enough to walk to enjoy their food and beverages. The farm store was prompt, the food was fresh and clearly made with love so you better not miss it. The cottage offered the peace and comfort we needed after saying goodbye to a dear friend. We hope to return and are grateful for the kindness shown to us and our pug.
Guest favourite
Cabin in Kerhonkson
4.92 out of 5 average rating, 478 reviews

Home Alone Woods

RachelRating, 5 stars2 weeks ago
Had an incredible stay here. Ran into a few issues with the a/c & plumbing, but Dariusz responded immediately and was extremely helpful. The area is beautiful and the house was amazing. Felt really safe and it was the perfect spot for me my sister and two dogs. Would definitely book this spot again. The location was great, close enough to do things but just far enough to have some alone time!
Superhost
Cabin in New Milford
4.84 out of 5 average rating, 136 reviews

A-Frame Cottage off Candlewood Lake

PaulRating, 5 stars1 month ago
Emily and Carol were wonderful hosts. They were responsive to our questions and provided great recommendations. Sitting on the balcony with the view of the trees and the lake beyond was tranquil. The living area is cozily furnished and both the fireplace and tv were easy to use. The nearby community beach was fun to visit and an added benefit of the stay. Great location with plenty of good food and small town charm!
Guest favourite
Cabin in Huguenot
4.94 out of 5 average rating, 269 reviews

Tranquil Lakefront Cabin!

CaleRating, 5 stars3 weeks ago
Very nice house, good fishing and wildlife nearby. A little closer to the neighbors than expected, but overall a great place and would love to come back
Superhost
Cabin in Wantage
4.85 out of 5 average rating, 136 reviews

ECHO cabin - lakefront peaceful modern house

VictoriaRating, 5 stars7 months ago
Very cozy, private, clean and feellikehome spot. Beautiful house on the lake with everything you need. Definitely would stay there again and recommend to everyone who is looking forward for a little getaway from busy life. Great host, responds quickly if any questions, clear instructions and info made my stay super comfortable and memorable. Great experience.
Guest favourite
Cabin in Millbrook
4.9 out of 5 average rating, 155 reviews

Leonardo cabin

JimRating, 5 stars1 week ago
Phoebe was hard at work in the yard when I arrived but stopped to handle checkin and orientation. Everything very easy to follow.
Guest favourite
Cabin in Napanoch
4.95 out of 5 average rating, 177 reviews

Lidar West

RyanRating, 5 stars1 month ago
We had a fantastic stay at this cozy cabin! It was the perfect home base for exploring the local climbing areas. The cabin was clean, comfortable, and well-stocked with everything we needed after long days outside. We appreciated the quiet surroundings and thoughtful touches. Communication with the host was prompt and helpful. Highly recommend this spot for anyone visiting the area for climbing or other outdoor adventures. We'd definitely stay here again!

Private cabin rentals

Top Guest favourite
Cabin in Wurtsboro
5 out of 5 average rating, 17 reviews

A-Frame w/ Private Pond

HollyRating, 5 stars3 weeks ago
If in your mind, you could imagine an ideal place to get away - a cozy and thoughtfully furnished house nestled in front of a pond, this would be that place. A long driveway takes you away from the main road and leads to a stylish and very comfortable home. Three bedrooms, 2 baths and an open kitchen made the house feel very roomy. Our daughter made an early claim to a small landing at the very top of the stairs, a perfect place to settle into a bean bag chair and matching ottoman and continue her adventures with Nancy Drew. Our stay was extremely guest friendly. There was nothing we felt want of that Jared and Chelsea hadn't provided. A pile of comfy blankets, a nice bottle of red wine and a movie screen and surround sound gifted us two fun movie nights. In fact, their attention to detail made the house feel unusually familiar to us. The daily view of the pond and its inhabitants; a trio of ducks, a pair of cranes, and an industrious beaver, gave the home an idyllic quality.
Top Guest favourite
Cabin in Redding
4.99 out of 5 average rating, 96 reviews

The Zen Cabin

AdrienneRating, 5 stars5 days ago
The zen cabin is exactly as described and aptly named as it’s incredibly peaceful. Both the interior and exterior are thoughtfully appointed and decorated, and exceptionally clean. Everything is beautifully updated and the waterfall outside is so lovely. You can sit there all day. The entire cabin is extremely relaxing and private , this was the perfect restorative getaway. Stephen was highly responsive and provided great instructions and recommendations in the guidebook. Everything was so easy! I will definitely be back!
Guest favourite
Cabin in Pound Ridge
4.91 out of 5 average rating, 11 reviews

The Cottage on Maple Grove Farm

HaiqingRating, 5 stars6 months ago
We had a wonderful stay at this charming cottage. We experienced the first snow here, it was absolutely peaceful and serene. The cottage is located on a spacious farm, offering a perfect blend of privacy and convenience, with restaurants, grocery stores, and the train station all nearby. Communication with George was excellent—he checked in to ensure we had everything we needed, which made our stay even more enjoyable. Highly recommend this place!
Superhost
Cabin in Greenwood Lake
4.92 out of 5 average rating, 75 reviews

Deer Trail House

JessicaRating, 5 stars1 month ago
We had a relaxing stay here. The view was lovely and house was exactly as described. The hosts were very responsive too.
Guest favourite
Cabin in Accord
4.9 out of 5 average rating, 59 reviews

Cozy Nest on a Farm Road

WillRating, 5 stars2 weeks ago
The cabin is adorable inside. The composting toilet was a little off-putting at first but quickly got used to it. The location was great - having the cidery and brewery within walking distance was a delight.
Guest favourite
Cabin in West Milford
4.91 out of 5 average rating, 81 reviews

Magical LAKEFRONT Cabin

KelseyRating, 5 stars1 month ago
We stayed at this property for a long weekend to celebrate my 40th birthday and had the best time! We have a boat docked at the marina up the road, as well as a kayak and enjoy fishing & being on the water so this place was perfect for our needs & the bonus was being so kid friendly! For early May, we lucked out with a beautiful Fri & Sat in the 80s so the hosts graciously gave us a heads up for early check in so we could enjoy more of the afternoon on the lake. My 3 yo & 5.5 yo loved all the toys & books in the bedrooms & especially the play camper van in the yard, the trampoline, & the sandy beach. We invited our friends with a 1.5 yo up for the day as well, and there was plenty of space for all of us to hang together inside and outside. Per recos from the friendly neighbor & hosts, we checked out Tin Barn Brewing, Bellvale Creamery, & Pennings Farm Market & Cidery on a rainy day. The house is very clean, comfortable, well-equipped for kids/groups, & hosts were very responsive.
Top Guest favourite
Cabin in Wurtsboro
4.94 out of 5 average rating, 63 reviews

The Forest Nook

JasonRating, 5 stars1 week ago
Nothing beats being 10 feet from the water! Vanessa is a very kind and helpful host. She is always available and very hospitable. The place is right on the lake, which clear and beautiful. The little towns are a great place to go and grab some quality food. The fishing and kayaking was fantastic. The cabin is small and compact, but good for me 3-4 people.
Guest favourite
Cabin in Napanoch
4.97 out of 5 average rating, 64 reviews

Mountain-view Catskills escape

MichaelRating, 5 stars2 months ago
Sally’s cabin is a wonderful, peaceful retreat. We enjoyed the mountain views and even watched a bald eagle fly by. All in all, a great place to stay.

Destinations to explore