
Cabin holiday rentals in Chatham
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Top-rated cabin rentals in Chatham
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Cozy Cabin w/ 10 Min Walk to Downtown Catskill
Take a deep breath and relax after a long hike through the Catskill Mountains, a swim in local mountain streams or a skiing trip upstate. Leave your worries behind and take in nature and local scenery as you get quality rest in this cabin. This cabin is central to everything including hiking, skiing, whitewater rafting and more in the heart of Catskill Mountains. You'll be within 30 minutes of the central point of many Catskill's attractions including Hunter Mountain, Kaaterskill Falls & more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Rustic Secluded Cabin near Berkshires. *wood stove
The Red House offers a peaceful secluded retreat, surrounded by acres of forest & with excellent hiking trails. Enjoy the tranquility of nature while being minutes from antiquing, Kripalu, the Norman Rockwell Museum, The Mount, Tanglewood, skiing, & Shakespeare & Co. You'll appreciate the serene privacy, situated on an old dirt road. Relax by the wood stove or in the sunroom. Nearby towns of Spencertown, Chatham, & West Stockbridge offer unique charm. 4WD vehicle is recommended for winter visits

Cabin by the woods, Hunter Mountain & Kaaterskills
Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Tiny Home A-Frame with Hot Tub & Creek
Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Rustic Barn Studio Apartment
Built from a saved, moved, & reconstructed 1850s- era barn from a former local dairy farm, this upstairs studio space features views of the Berkshire Mountains and walking paths on the 5 acre grounds. 20 mins from Jiminy Peak. 20 mins from Tanglewood Music Center. The space has a queen bed, sofa, kitchen area with fridge, sink, oven, stove, microwave, Keurig and coffee, toaster, and cooking essentials. **EV Charging Station coming sometime summer of 2023. We'll update when available.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Modern A-Frame Cabin with Loft, Firepit and Grill
Experience the beauty of the great outdoors while also enjoying modern comforts in this newly renovated A-frame cabin style home. This peaceful location away from the hustle and bustle is still easily accessible without a car and only a 15 minute taxi drive from the nearest station (Hudson Train Station) The elegantly finished interiors continue to be upgraded by the owners who love combining modern touches with the stunning natural surroundings of the area.

Riverside Retreat on the Hudson - Modern Cottage
Welcome to the Riverside Retreat on the Hudson, a modern renovated cottage located directly on the Hudson River! Enjoy the beautiful panoramic views from the comfort of the house or in the Adirondack chairs on the patio. Secluded and serene, yet minutes away from downtown Catskill (5 minutes) and Hudson (15 minutes). Hunter and Windham are 30 minutes away for hiking and skiing! We are so excited to share this very special place with you!

Charming Lakefront Cabin with Hot Tub
Thoughtfully updated lakefront cabin, north of the Catskill mountains, in the Hudson Valley. Located inside the private, family-friendly Sleepy Hollow Lake community with guest access to pools, beach, tennis courts, & basketball (May-Sep). A peaceful retreat - come watch the hummingbirds from the porch or have your morning coffee looking out upon the lake! The cabin faces west over the lake so it's a wonderful spot to watch the sun set!

Modern cabin retreat
Welcome to our charming, newly renovated cabin that offers the perfect blend of modern comfort and rustic charm. Nestled amidst a friendly neighborhood in the Catskills, this cozy retreat promises a truly homey experience for your getaway. Step inside to discover a warm and inviting interior, thoughtfully designed to provide you with all the conveniences of home. Enjoy your morning coffee on the deck or jump into your private hot tub.

The Upstate Cabin: A secluded getaway in the woods
Cozy cabin tucked away in the woods, 2.5 hours north of NYC and 2.5 hours west of Boston - where the Catskills meet the Berkshires. There's hiking in the summer, skiing in the winter, and total peace & quiet year-round. This entire cabin has been hand-lovingly restored and we can't wait to share the space with you. Follow us on Insta at @theupstatecabin to follow our upstate adventures and cabin transformation.
Popular amenities for cabin rentals in Chatham
Cabin rentals with a hot tub

10 mins to ski • Fireplace • Hot Tub • Pool Table

40-Foot Container Cabin in the Catskills

Modern Cabin in the Woods with Hot Tub

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Stunning Cabin, Sauna, HT, MtnView, Mins 2 Windham

Trails End - Cozy Catskills Retreat w/ Hot Tub

The Red Cabin-Secluded Getaway with backyard Brook

Bright, Spacious Hunter/Catskills Mountain Getaway
Pet-friendly cabin rentals

Woodstock Cabin in the Woods #2

Cozy Catskills Cabin

Pet Friendly Cabin Doh-Ray up at 1450 ft

Camp Catskills - enjoy your time away!

Rustic Pond Cabin: Nature, Stars & Serenity

Fraxinus House - Ideal for Windham & Hunter

Rustic, peaceful and affordable cabin

Luxury Camping, Northern Moon Cabin
Private cabin rentals

Cozy Up… Upstate This Winter

Casa Bella Vista with Great Views!

Catskills Cabin on 100 Wooded Acres, Private Lake

Modern Cabin in the woods

The Cabin at Whispering Pines - 20 min to skiing

Big Medicine Ranch-Rustic Sunrise Cabin-Catskills

Pinetop Cabin • Near Berkshires + Hudson Valley

Sweet Saugerties A-Frame - 30 mins from Hunter!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Howe Caverns
- Thacher State Park
- Windham Mountain
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village




