
Roscoe Holiday Rentals
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Our top choices for Roscoe holiday rentals

1. Catskills Adventures
Catskills Adventures
2. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
3. Charming 1 bedroom apartment with AC in quaint Roscoe
Charming 1 bedroom apartment with AC in quaint Roscoe
4. Cozy Wood Stove, Chef’s Kitchen, Private Stream
Cozy Wood Stove, Chef’s Kitchen, Private Stream
5. Roscoe Cottage Pet Friendly
Roscoe Cottage Pet Friendly
6. Roscoe Cabin Pet Friendly
Roscoe Cabin Pet Friendly
7. Original Camp Bungalow; 12 Acres; Trampoline
Original Camp Bungalow; 12 Acres; Trampoline
8. Family Lodge, Hot Tub Deck, Fire Pit Nights
Family Lodge, Hot Tub Deck, Fire Pit Nights
9. 🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥
🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥
10. Waterfront property, perfect winter getaway, directly on the Willowemoc!
Waterfront property, perfect winter getaway, directly on the Willowemoc!
11. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
12. Cozy Country Cabin
Cozy Country Cabin
13. Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor
Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor
14. Callicoon Creek Farmhouse
Callicoon Creek Farmhouse
15. In the cloud ~your cozy lake house
In the cloud ~your cozy lake house
16. Welcome Families and Friends to the Home of Laughter and More Laughter
Welcome Families and Friends to the Home of Laughter and More Laughter
17. Bright Modern Home, Wood-Stove Nights, Big Deck
Bright Modern Home, Wood-Stove Nights, Big Deck
18. Hot Tub, Private Dock, Quiet Lake Home
Hot Tub, Private Dock, Quiet Lake Home
19. Charming Swan Lake Retreat w/ Hot Tub & Deck
Charming Swan Lake Retreat w/ Hot Tub & Deck
20. Suites on Main
Suites on MainFind holiday rentals that suit your style
Top Roscoe Hotel Reviews

Urban Cowboy Lodge
Find out more about Roscoe
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Roscoe holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Roscoe. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Roscoe. Seeing all the best attractions is bound to make you fall in love with Roscoe. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Roscoe short-term rentals, that won’t be hard to do.
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- Lake Superior State Park
- Sullivan County Dramatic Workshop - Rivoli Theatre
- Big Indian Holidays
- Holiday Mountain Ski and Fun Park
- The Kartrite Resort & Indoor Waterpark
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- Monticello Casino and Raceway
- Belleayre Mountain Ski Center
- Bethel Woods Center For The Arts
- Visit Claryville
- Visit Loch Sheldrake
- Visit Hamden
- Visit Greenfield Park
- Visit Neversink
- Visit White Lake
- Visit Downsville
- Visit Margaretville
- Visit Long Eddy




































































