Roscoe, NY Vacation Homes from ￥29,050

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

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Our top choices for Roscoe vacation homes

A snow-covered landscape with a building labeled "Trout Town Inn" and a covered outdoor area with trees.

1. Catskills Adventures

Roscoe

kevin

￥33,614 total

includes taxes & fees

Sep 8 - Sep 9

A compact kitchen with a sink, a stove, and cabinets.

2. Cozy Camper at Roscoe Wildlife Retreat

Roscoe

Debra G.

￥29,050 total

includes taxes & fees

Sep 11 - Sep 12

A modern living room with a sofa, coffee table, and a kitchen area with a central island.

3. Winterberry Pond, Converted Barn & Hot Tub

Roscoe

Malory M.

￥79,583 total

includes taxes & fees

Aug 31 - Sep 1

A wooden deck with a sofa, table, and chairs, a trash can, and a heater.

4. Modern House - 100 Acres w/ Waterfall & Hiking

Roscoe

￥99,554 total

includes taxes & fees

Sep 15 - Sep 16

A spacious living room with a stone fireplace, wooden beams, and large windows.

5. NEW: Multi-Generational Haven nr Roscoe

Roscoe

￥148,430 total

includes taxes & fees

Sep 15 - Sep 16

A house with a deck, a barbecue grill, and a soccer field.

6. Welcome Families and Friends to the Home of Laughter and More Laughter

Livingston Manor

￥83,508 total

includes taxes & fees

Sep 2 - Sep 3

A wooden sauna structure with a bench and a table inside, surrounded by snow.

7. NEW: In-town home w/ gorgeous cedar sauna+fire-pit

Livingston Manor

￥114,796 total

includes taxes & fees

Sep 22 - Sep 23

A cozy outdoor seating area with a fire pit, surrounded by wooden furniture and a well-lit building in the background.

8. Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor

Livingston Manor

Nicholas

￥78,176 total

includes taxes & fees

Sep 14 - Sep 15

A two-story wooden house with a stone chimney, a balcony, and a small porch.

9. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8

Livingston Manor

Robert

￥57,960 total

includes taxes & fees

Sep 15 - Sep 16

A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

10. In the cloud ~your cozy lake house

Swan Lake

Susan S.

￥55,815 total

includes taxes & fees

Sep 8 - Sep 9

11. Secluded Cabin on the Mountains

Rockland

￥121,393 total

includes taxes & fees

Sep 15 - Sep 16

A house surrounded by trees and a river.

12. Callicoon Creek Farmhouse

Callicoon

Tom B.

￥64,630 total

includes taxes & fees

Aug 27 - Aug 28

A wooden deck with Adirondack chairs and a small table, overlooking a garden.

13. Chic Home w/ Fireplace & Beautiful Sunsets

Callicoon

Anonymous traveler

￥82,684 total

includes taxes & fees

Sep 15 - Sep 16

A modern house with a deck, outdoor seating, and a fire pit.

14. Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office

Livingston Manor

Woon J.

￥111,462 total

includes taxes & fees

Sep 14 - Sep 15

A wooden deck with outdoor furniture, a table, and a bottle of wine.

15. Luxury Catskills Sauna Retreat -Haven On The Manor

Livingston Manor

￥121,250 total

includes taxes & fees

Aug 30 - Aug 31

A wooden archway with lanterns, leading to a grassy area with a fire pit and benches.

16. Delaware River Retreat

Downsville

Jimmy G.

￥62,125 total

includes taxes & fees

Sep 1 - Sep 2

A cabin with a wooden deck and a staircase leading to a second-story balcony.

17. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Narrowsburg

Alison H.

￥59,728 total

includes taxes & fees

Sep 8 - Sep 9

A cozy living room with a sofa, a coffee table, and a dining area with a table and chairs.

18. Cozy two bedroom House

Liberty

Michael G.

￥60,871 total

includes taxes & fees

Sep 8 - Sep 9

A dining area with a wooden table and chairs, a fruit bowl, and a kitchen visible through an open door.

19. NEW: Legacy Family Farmhouse near Callicoon

Long Eddy

Lismari G.

￥117,901 total

includes taxes & fees

Aug 31 - Sep 1

A spacious living room with a high ceiling, large windows, a sofa, a bench, and a telescope.

20. Gorgeous Waterfront w/ Hot Tub and Game Level

Livingston Manor

Dave

￥177,530 total

includes taxes & fees

Sep 22 - Sep 23

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Top Roscoe Hotel Reviews

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Very nice and very peaceful however, it was not as secluded as I thought it would be and was not really in the woods. But overall had a good experience."

Kenoza Lake View Manor

8/10 Good

"We enjoyed our stay at the Kenoza Lake View Manor. It is a lovely old house and yet very quiet (didn't hear squeaky floors). It was a little bit of a challenge climbing the staircase up to the third floor, but when we got there our room was cozy. The bed was quite comfortable. The continental breakfast was nothing to write home about, but it gave us the fuel we needed before we headed off for more adventures. The best part was the Manor's convenient location to the Bethel Woods Center for the Performing Arts where we went to hear Josh Groban. All-in-all, it was a great birthday gift from my spouse."

Windsong Retreat 2

10/10 Excellent

"My wife and I had an amazing stay. Mary was a fantastic host, extremely knowledgeable about the area and so many other things. The breakfast was fantastic, the rooms and the rest of the house were pristine. This is what a Bed and Breakfast should be like. If you’re looking for an amazing b and b experience you should absolutely stay here!"

Inn at Tyler Hill

10/10 Excellent

"The location is great, the property is beautiful, the breakfast was ah-mazing, and Delanie is super cool! We opted for a suite in the barn which was super spacious and far nicer than the big expensive hotel we stayed at the night before in Philadelphia. It's very close to Bethel Woods and this area has a lot of fun country roads that I could spend all day on. Though we stayed for a concert, I will be back to check out the surrounding area!"

Find out more about Roscoe

Roscoe Vacation Homes information

Number of reviews	351
Accommodation	385 Vacation Homes
Lowest Price	￥29,050
Highest Price	￥177,530

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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Roscoe vacation homes

1. Catskills Adventures

2. Cozy Camper at Roscoe Wildlife Retreat

3. Winterberry Pond, Converted Barn & Hot Tub

4. Modern House - 100 Acres w/ Waterfall & Hiking

5. NEW: Multi-Generational Haven nr Roscoe

6. Welcome Families and Friends to the Home of Laughter and More Laughter

7. NEW: In-town home w/ gorgeous cedar sauna+fire-pit

8. Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor

9. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8

10. In the cloud ~your cozy lake house

11. Secluded Cabin on the Mountains

12. Callicoon Creek Farmhouse

13. Chic Home w/ Fireplace & Beautiful Sunsets

14. Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office

15. Luxury Catskills Sauna Retreat -Haven On The Manor

16. Delaware River Retreat

17. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

18. Cozy two bedroom House

19. NEW: Legacy Family Farmhouse near Callicoon

20. Gorgeous Waterfront w/ Hot Tub and Game Level

Find vacation rentals that suit your style

Top Roscoe Hotel Reviews

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Best Western Monticello

Kenoza Lake View Manor

Blue Hill Lodge

Windsong Retreat 2

Inn at Tyler Hill

Winterberry Pond, Converted Barn & Hot Tub

YO1 Longevity & Health Resorts, Catskills

Urban Cowboy Lodge

Find out more about Roscoe

Roscoe Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Roscoe

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Roscoe vacation homes

1. Catskills Adventures

2. Cozy Camper at Roscoe Wildlife Retreat

3. Winterberry Pond, Converted Barn & Hot Tub

4. Modern House - 100 Acres w/ Waterfall & Hiking

5. NEW: Multi-Generational Haven nr Roscoe

6. Welcome Families and Friends to the Home of Laughter and More Laughter

7. NEW: In-town home w/ gorgeous cedar sauna+fire-pit

8. Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor

9. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8

10. In the cloud ~your cozy lake house

11. Secluded Cabin on the Mountains

12. Callicoon Creek Farmhouse

13. Chic Home w/ Fireplace & Beautiful Sunsets

14. Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office

15. Luxury Catskills Sauna Retreat -Haven On The Manor

16. Delaware River Retreat

17. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

18. Cozy two bedroom House

19. NEW: Legacy Family Farmhouse near Callicoon

20. Gorgeous Waterfront w/ Hot Tub and Game Level

Find vacation rentals that suit your style

Top Roscoe Hotel Reviews

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Roscoe

Roscoe Vacation Homes information

Explore a world of travel with Expedia