Holiday rentals in Rossman Hill

Private 3BR escape w/ sweeping Mt Views & Firepit!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Creekside Greek Revival Cottage

Newly restored 1840s Greek Revival cottage with new kitchen, two new bathrooms with showers (no tub) and new mechanical systems, two bedrooms, parking and vegetable and flower gardens with creek and horse pasture views. The house is furnished with 19th century antiques and decorative arts. Easily accessible to farmstands, antiquing, historic sites, restaurants and a nearby state park with an Olympic-size pool. The host lives next door, so help is available when needed, but privacy is allowed.

Beautiful Farm Cottage & Majestic Waterfall

The Sparrow House is a beautiful farmhouse with a private trail to a majestic 120' waterfall. With vintage wallpapers, eclectic antiques, a cozy fireplace, an outdoor cedar sauna, a large fenced in yard surrounded by honeysuckle vines and a spectacular mountain view, the house is a perfect getaway spot in unspoiled nature and still-wild forests of the Catskills. The waterfall is a truly magical place and considered a sacred site. The house is not appropriate for loud groups or parties. 🙏🦋🙌

Little Green Lake House

Owned and styled by an artist couple with the dream of providing a space for others to escape, reflect & feel reinvigorated by nature, this beautiful rustic lake house is nestled right on the bank of Summit Lake, deep in the Catskill Mountains. This thoughtfully renovated 1940s cabin is perfect for couples looking for a romantic weekend getaway, small families needing a relaxing break, writers & artists seeking inspiration, or really just anyone looking for a quiet & peaceful sanctuary.

The Mill House: Creekside Catskills Summer Escape

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to a winter retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a meticulous restoration in 2021, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Catskill Tiny Cabin Hot Tub & Sauna Under Stars!

Welcome to the Mountain Milla! The perfect modern tiny house with the ultimate luxury outdoor experience. You will love our outdoor movie theatre, hot tub and one of a kind wood burning vintage horse carriage SAUNA. Our Milla combines the charm of nature with the comforts of modern luxury amenities. Our private micro resort offers a serene escape while at the same time allowing you to relax in the comforts of modern amenities, it is truly a one of a kind experience.

Panoramic Mountain View Agri-Cabin

Nestled in the serene foothills of the Catskill Mountains, a hidden gem awaits in Gilboa - a charming cabin that embodies the perfect blend of comfort and rustic charm. Clad in warm knotty pine and enriched with hardwood floors, granite countertops, and unique touches like taxidermy and handcrafted stained glass, this cozy retreat beckons you to escape the hustle and bustle of your day to day life.

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.