A lush green golf course with a lake and trees in the background.

Roscoe Hotel Guide - Hotels with Pool in Roscoe, New York

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Check availability on Roscoe Hotels with Pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Roscoe hotels with a pool

A house with a swimming pool, a deck, and a fenced yard.
A cozy living room with a fireplace, a sofa, a chair, a bookshelf, and a large window.
A modern bathroom with a glass shower enclosure, a white sink vanity, and a large mirror.
A modern kitchen with a large island, bar stools, wooden accents, and stainless steel appliances.

1. Cozy Wood Stove * Chef’s Kitchen * Private Stream

Cozy Wood Stove * Chef’s Kitchen * Private Stream
Roscoe
€760
includes taxes & fees
27 Oct - 28 Oct
Cozy Wood Stove * Chef’s Kitchen * Private Stream
A hot tub with a view of a house and trees.
A hammock between trees, a wooden cabin, and a red building with a metal roof.
A cozy cabin interior with a stone fireplace, wooden floors, a leather recliner, and a sofa with patterned cushions.
A covered porch with a sofa, a large window with a view of a grassy area, and a decorative metal gate.

2. 🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥

🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥
Roscoe
🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥
A wooden cabin with a pool, surrounded by a wooden fence and trees.
A kitchen with a stainless steel sink, a toaster, a coffee maker, and a potted plant.
A hammock between trees, a wooden cabin, and a red building with a metal roof.
A cozy cabin interior with a stone fireplace, wooden ceiling, and a comfortable seating area.

3. Luxury Catskills Creekside Cabin | Pool, Sauna & Fire Pit Retreat

Luxury Catskills Creekside Cabin | Pool, Sauna & Fire Pit Retreat
Roscoe
€464
includes taxes & fees
5 Oct - 6 Oct
Luxury Catskills Creekside Cabin | Pool, Sauna & Fire Pit Retreat
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.
An indoor venue with wooden beams, tables set for dining, and hanging greenery.
A triangular tent-style room with a bed, a small table, and a red lamp.
A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.

4. Callicoon Hills

Callicoon Hills
Callicoon Center
€262
includes taxes & fees
8 Oct - 9 Oct
Callicoon Hills
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A hotel room with two beds, a desk, a chair, and a large painting on the wall.
A banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.
Accessible bathroom

5. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
€87
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Liberty/Monticello
A large indoor swimming pool with a wooden deck and lounge chairs.
A modern bathroom with a glass shower enclosure, a toilet, and a towel rack with folded towels.
A hotel with a brick facade, a covered entrance, and a parking lot with cars.
A modern living room with two sofas, a glass coffee table, and a painting of a horse.

6. Best Western Monticello

Best Western Monticello
Monticello
  • Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
€114
includes taxes & fees
12 Oct - 13 Oct
Best Western Monticello
A cozy indoor seating area with wooden beams, string lights, and potted plants.
A wooden building with a sign reading "The Arnold" and a garden with daffodils.
A cozy log cabin interior with a central seating area, wooden walls, and large windows.
A cozy log cabin interior with a fireplace, leather furniture, and large windows offering views of the outdoors.

7. The Arnold House

The Arnold House
Livingston Manor
  • Dive into seasonal bliss at this mountain hotel with a refreshing outdoor pool and poolside bar for a summer escape.
€383
includes taxes & fees
8 Oct - 9 Oct
The Arnold House
A water park with a water play structure and people enjoying the water.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.
A wooden building with a staircase leading to a balcony, surrounded by snow and trees.
A hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.

8. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
  • Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.
€176
includes taxes & fees
5 Oct - 6 Oct
Villa Roma Resort and Conference Center
A pool area with a wooden deck, benches, and a lifebuoy.
A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.
A wooden deck with two lounge chairs and a small table, overlooking a forested area.
A modern building with a gravel driveway and a stack of firewood in the foreground.

9. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
€311
includes taxes & fees
5 Oct - 6 Oct
Eastwind Oliverea Valley
A poolside area with lounge chairs and striped umbrellas, surrounded by a wooden fence and trees.
A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.
A sunroom with wooden beams, large windows, and a variety of potted plants.
A spacious dining area with multiple tables and chairs, large potted plants, and a view of the outdoors through large windows.

10. Kenoza Hall

Kenoza Hall
Kenoza Lake
  • Seasonal outdoor pool sanctuary offers sun-soaked relaxation amid hiking trails at this indulgent spa retreat in the countryside.
€460
includes taxes & fees
12 Oct - 13 Oct
Kenoza Hall
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Choose what matters most at hotels with a pool in Roscoe

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Roscoe Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 2 days ago
Days Inn by Wyndham Liberty/Monticello

Frequently asked questions

What are some hotels with pools in Roscoe?
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Provides a sauna, a pool and complimentary wireless Internet access. Roscoe Mountain Club: Features a children's pool, a seasonal outdoor pool and 3 restaurants. Winterberry Pond, Converted Barn & Hot Tub: Offers daily, a pool and free self parking. Roscoe Coop Clucking Crazy Hut: Hotel located near Resorts World Catskills. Offers a sauna, an indoor pool and buffet. Property of Big Foot Roscoe, NY: Hotel located near Resorts World Catskills. Features a full-service spa, an indoor pool and a sauna.
What is there to see and do in Roscoe?
Spend some time experiencing the great outdoors at Tennanah Lake and Willowemoc Wild Forest. Discover sights such as Catskill State Park during your stay.
When is the best time to book a hotel with a pool in Roscoe?
Taking the local weather in Roscoe into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Roscoe are January, February, December and March, with each month seeing an average of 24 cm of snowfall.