Holiday houses in Callicoon Center

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Wonders Never Cease: Peaceful Cabin with Wow Spa

Welcome to Wonders Never Cease, my upscale log cabin sanctuary & private spa, perched on a hilltop amid 12 acres of forest, with a spring-fed pond, incredible stargazing & your own hot tub, cold plunge and sauna. Ideal for romantic getaways, family vacations, trips with friends, wellness retreats - anyone craving a reset in nature. Wonders Never Cease is far more than a typical Airbnb cabin. It’s a destination in itself—and 1 in 5 bookings are returning guests. We love hosting, and it shows!

Cabin@Crow Hill: unplug and reconnect with nature

Escape it all, listen to the birds and near by Buck Brook. Explore the Catskills with plenty of hiking, lakes, and fly fishing. The stars are incredible, so as you sit on the balcony or at the fire pit look up. Crow Hill is located on a quiet road away from the bustle of town. The wifi is moderate due to the location, so it allows you to unplug. Crow Hill is dog friendly ( no cats) and perfect for a family getaway. The cabin is deep cleaned and sanitized between guests. Come take a break!

Catskills Cottage w/ Hot Tub & View

Recharge in the secluded garden hot tub at this charming 1900s farm cottage and take in charming country views. Soak up the contemporary, Scandinavian-style interiors, then toast marshmallows around the fire pit under the stars. This cozy 1100 SF home is a perfect getaway to unwind, located just two hours from Manhattan. *Note for Airbnb Guests* You may have noticed increased prices which is due to Airbnb shifting the service fees entirely onto Hosts, instead of split between Hosts and Guests.

Gorgeous Waterfront w/ Hot Tub and Game Level

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to The Glass House! Here are a few things I think you’ll especially enjoy about the house. Highlights – You’ll love the: Peaceful waterfront setting – tucked away on the lake, yet just minutes to town Year-round hot tub – the perfect way to unwind after hiking, or exploring Family-perfect layout – two spacious levels with a game/media room and screened porch Kayaks & life vests – easy, safe access to the water for all ages

Beautiful Mtn Cozy Cabin-183 acres-Amazing Views

Bethel Woods & Callicoon Hills so near. Truly beautiful mountain cabin. Artistic, eclectic, luxurious—hi-speed internet—private patio & picnic table—comfy beds, bathrooms with 2 person Jacuzzi tubs—house-wide stereo—induction cooking–air-fryer/oven—dishwasher— linens–snacks-drinks included. Geothermal heat/hot water, solar electric — EV charging. Private chef and masseuse available. Farm-to-table restaurants, skiing, hiking, bike rentals, tons of trails, fishing and 183 acres to explore!

Architecturally Unique Catskill Chalet

Unwind in a secluded upstate escape on 6+ wooded acres off a dead-end road while relaxing to the sound of Callicoon Creek. This newly renovated and thoughtfully designed home has multiple lounging areas, a wood-burning fireplace, hot tub, and fire pit. We are less than 15 minutes from the most charming Catskill Main Streets of Livingston Manor, Roscoe, Jeffersonville, and Callicoon and a five-minute walk to Callicoon Hills for dinner or coffee. Bring your family + dog out to the country!

King Of The Hill

Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Private 5-Acre Farmhouse Retreat

Late summer sun meets early fall booking at Shady Fox Farm Catskills! Escape to your private 5-acre farmhouse retreat, 25 mins from live music at Bethel Woods. Enjoy late-summer evenings by the smokeless fire pit or gear up for prime fall foliage season. Inside, relax by the indoor fireplace, host TV movie nights, or cook in the full kitchen (gas stove, oven, microwave, blender). Comfortably sleeps 8. Prime late-summer dates & peak foliage weekends go fast—book now!

Catskills Mountain Chalet l 5 Star experience !

Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.

Sleep Above the Alpacas Scenic Farm Getaway

Slumber comfortably atop our 100+ alpacas, Angora rabbits, chickens and potbelly pig named Daisy. BuckBrook Alpacas offers a 3-bedroom loft apartment rental above our barn. You will sleep surrounded by the mountains and the animals on one of the highest peaks of the county. Wake up for a complimentary farm tour and enjoy a 10% off shopping pass in our farm store on our entire selection of alpaca gifts for the whole family.

Lilac Hill - VIEWS, Privacy, and Design

Lilac Hill is a stunning escape in the heart of the Catskills, located just 2 hours from NYC. Set on 39 private acres with charming views of the Callicoon hills, surrounded by woodlands, the home has 4 bedrooms and 3 luxe baths and is a recently renovated, design-lover's dream. Amenities include a fireplace, firepit, and access to the best hiking and dining in the region.