
Holiday rentals in Roscoe
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Top-rated holiday rentals in Roscoe
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Cozy modern Catskills cabin overlooking waterfall
Private entire FIRST FLOOR in huge cabin in the woods.Other floors are unoccupied. 1 bedroom with modern bath and kitchen overlooking a huge waterfall in the woods.Touch screen glass steam shower with dual shower heads and multiple spray heads. Heated stone bathroom floors and heated bidet toilet All bedding and bath towels provided by Brooklinen. Modern kitchen with pantry and cookware. Enjoy the warmth of the wood burning stove. Grill outdoors by the waterfall with our amazing Traeger grill.

Treetop deck, hot tub, and chef's kitchen
Welcome to our spacious, pet-friendly 1960s home tucked away on 5.5 private acres - just mins from two of the most popular towns in the Sullivan Catskills: Roscoe and Livingston. This bright 4 bed/3 ½ bath home works great for a couple or a crowd with plenty of indoor and outdoor space to gather or spread out. There’s a dreamy (and VERY well-stocked) kitchen. Two living rooms are perfect for leisure or work-from-home needs, and the home is stocked for visiting families. Deluxe 6-person hot tub!

Element House - Off Grid Hideout
Unwind and reconnect with nature in this rustic and comfortable retreat nestled at the edge of a blueberry field. Surrounded by serene Catskills countryside, you’ll feel a world away, yet still be just minutes from outdoor activities, a thriving food scene, and Bethel Woods just 35 min away. Inside, you’ll stay cool with AC, a cozy queen bed, kitchenette, dining table, reliable wifi, and full bath. Outside, relax by the fire pit or cook on the charcoal grill. We are an LGBTQ+ inclusive space.

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 Peace & Forest Cabin near Roscoe NY
Welcome to our peaceful cabin in the rolling hills of the western Catskills. Unwind and recharge surrounded by nature on our 5.5 acres of pristine forest. Our house has 3 levels, is kid and pet friendly and features a large porch and patio. You can easily find yourself not wanting to leave the property but there are many outdoor activities to explore in the area, such as fishing, hiking or swimming, as well as dining options in nearby towns, such as Roscoe, Livingston Manor and Callicoon.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

River House at Trout Town Farms
Fully furnished River House with private access to the famous Beaverkill River Lower Mountain Pool. You can walk through a real working farm as well as taste the seasonal harvest when available. Here you can take a farm tour and visit with our resident animals, including alpacas, Nigerian dwarf goats, rabbits, and chickens. Whether it's fishing, relaxing by the fire, or sitting on the patio listening to the river, this farmhouse offers a peaceful retreat for the whole family to stay.

Roscoe Cabin Pet Friendly
Book our Pet friendly Cabin A Tranquil Escape in Roscoe, NY Nestled in the woods known as Trout Town USA, our rustic farmhouse cabin with 2 fireplaces offers the perfect retreat for city dwellers seeking relaxation & adventure. Enjoy the scenic 14-mile scenic drive to Bethel Woods Concerts with no traffic. Book your mountain escape with us today and enjoy fresh, clean air, beautiful scenery, and a cozy, well-equipped cabin . We look forward to hosting you & your furry friends soon 🐶

Dreamy Catskills mountain getaway w/ yoga studio
This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Butternut Farm Cottage
Butternut Farm Cottage is an 1880's farmhouse. One and a half story great room with wood burning stove, kitchen, dishwasher; laundry room, two bathrooms and library with TV and Wifi. Lots of natural light. Sound system throughout. Covered porch. Comfortable beds. BBQ grill and fire-pit. Good for couples, solo adventurers, business travelers, families, and medium size groups (up to 6). **While not an issue for most some ambient noise from Rt. 17 is heard when outside.

Roscoe Retreat
Located in Trout Town USA ! Secluded, 1600 sq ft log home, 3 bedrooms, 2.5 baths on 5 private acres. Magnificent year round Catskill Mountain views. Beaver kill River is 5 minutes away! Stunning indoor fireplace, relaxing front porch and large back deck with gas BBQ. Internet and satellite T.V. in bedrooms, with Netflix and HBO. Spacious outdoor, w/ gazebo, hammock , picnic table & hot tub! Less than 2hrs from 2hrs from the GWB this is a great year round getaway!

Private riverside cabin with soaring ceilings
Newly built riverside cabin overlooking 600ft of private riverfront right on the edge of Livingston Manor. The cabin soaring ceilings and large windows create a light filled space and big views onto the Willowemoc river - stroll down the bank to fly fish one of the areas most famous rivers, or just enjoy looking out over it from your own private deck. After sunset enjoy the outdoor firepit, or indoor stone clad fireplace, or cook a feast from the chef's kitchen.
Popular amenities for Roscoe holiday rentals
Stay near Roscoe's top sights
Other great holiday rentals in Roscoe

Trout River House - 3 B/R Riverfront Home!

Catskills Cabin | Fire Pit, Grill, Pet-Friendly

Farm guesthouse w views, trails and pond.

Sun-filled, 2 Bdrm Cozy Cabin

Trout Town Inn

Dome House with Catskill Views!

Quiet Cottage at Lake Muskoday

Hillside River Cabin,
Frequently Asked Questions
Are there pet-friendly vacation rentals in Roscoe?
Four-legged friends are welcome in Roscoe. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Roscoe?
Experience the best of Roscoe with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Roscoe have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Roscoe. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Roscoe have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Roscoe. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Roscoe

Total holiday rentals
Explore 40 holiday rentals in Roscoe

Nightly prices starting at
Roscoe holiday rentals start at €77 per night before taxes and fees

Verified guest reviews
Over 520 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Wifi availability
30 of Roscoe holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Roscoe rentals

4.7 Average rating
Roscoe stays receive an average rating of 4.7 out of 5 from guests
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