Holiday rentals in Roscoe

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Top-rated holiday rentals in Roscoe

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Guest favourite
A cascading waterfall flows through lush greenery, surrounded by various trees and shrubs. The sound of water can be imagined as it moves over rocks into the stream below. The scene is framed by the wooden structure above, blending nature with the cabin's architecture.
Cabin in Downsville
4.9 out of 5 average rating, 190 reviews

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.

Top guest favourite
Home in Roscoe
4.95 out of 5 average rating, 129 reviews

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!

Guest favourite
Tiny home in Livingston Manor
4.97 out of 5 average rating, 167 reviews

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.

Top guest favourite
The cabin's exterior is softly illuminated by string lights in the evening. A yellow door stands out against dark wooden siding. A hammock hangs on the porch, which is surrounded by lush greenery and colorful flowering plants.
Cabin in Roscoe
4.97 out of 5 average rating, 118 reviews

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!

Top guest favourite
The cabin exterior is surrounded by lush greenery, featuring a spacious porch with wooden railings on two levels. French doors lead into the home, while a set of stairs provides access to the upper level. Natural light highlights the inviting atmosphere.
Cabin in Colchester
4.98 out of 5 average rating, 108 reviews

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.

Guest favourite
A cozy outdoor seating area is surrounded by trees and fallen leaves. Four red chairs are positioned around a wooden table, with a fire pit in the center. String lights are draped overhead, creating a warm ambiance in the natural setting.
Home in Livingston Manor
4.92 out of 5 average rating, 174 reviews

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.

Top guest favourite
Home in Roscoe
4.95 out of 5 average rating, 131 reviews

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.

Top guest favourite
An open living area features a high wood-beamed ceiling and large windows that fill the space with natural light. A cozy seating arrangement includes a sectional sofa and armchairs, complemented by a round dining table. A wood stove and fireplace enhance the rustic ambiance.
Cabin in Roscoe
4.97 out of 5 average rating, 181 reviews

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 🐶

Guest favourite
A modern house nestled among tall trees is highlighted, featuring a spacious deck that offers a view of the surrounding greenery. Large windows allow natural light to illuminate the interior. The surrounding natural landscape enhances the secluded feel of the property.
Holiday home in Parksville
4.92 out of 5 average rating, 205 reviews

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.

Top guest favourite
A spacious great room features exposed wooden beams and warm wood flooring. In the center, a wood burning stove provides warmth, surrounded by several seating options including rocking chairs and a dining table. Large windows allow natural light to fill the space.
Home in Livingston Manor
4.9 out of 5 average rating, 196 reviews

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.

Guest favourite
A warm living area is highlighted by a stone fireplace, creating a central focal point. Wooden walls and exposed beams provide a rustic character. Large windows allow natural light to illuminate the space, with comfortable seating positioned nearby.
Cabin in Roscoe
4.92 out of 5 average rating, 275 reviews

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!

Guest favourite
An outdoor deck is shown with a wooden dining table and five folding chairs. Vases with flowers sit on the table. The deck is surrounded by greenery, with trees providing a natural backdrop that overlooks the riverbank.
Cabin in Livingston Manor
4.95 out of 5 average rating, 118 reviews

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

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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  2. United States
  3. New York
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  5. Roscoe