Roscoe holiday rentals

We found 186 holiday rentals — enter your dates for availability
Discover a selection of 34 homes, 20 cabins and other holiday rentals in Roscoe that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a pool and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Roscoe

Showing deals for:18 Dec - 25 Dec

Sun-room with french doors
Property grounds
Bedroom 1, double bed
Exterior
Exceptional
(39 reviews)

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Livingston Manor

11% off
AU$2,300
for 7 nights, 1 cabin
AU$329 per night
includes taxes & fees
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Living area
Private kitchen
Terrace/patio
Interior
Exceptional
(5 reviews)

Charming 2-bedroom Country Cottage with Hot Tub

Obernburg

12% off
AU$4,087
for 7 nights, 1 cottage
AU$584 per night
includes taxes & fees
Charming 2-bedroom Country Cottage with Hot Tub
Doggies are welcome & you wouldn’t even know it because our place is super clean
Board games in the coffee table and glass doors out to the large back deck!
Full Kitchen with new appliances including toaster, coffee pot, air fryer, +
Comfortable Cabin feel with the luxury of a full kitchen!
Exceptional
(41 reviews)

Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!

Downsville

8% off
AU$3,346
for 7 nights, 1 home
AU$478 per night
includes taxes & fees
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
Interior
Outdoor dining
Exterior
Living area
Exceptional
(8 reviews)

Immerse in your private woods in our modern cabin

Livingston Manor

8% off
AU$3,840
for 7 nights, 1 cabin
AU$549 per night
includes taxes & fees
Immerse in your private woods in our modern cabin
Exterior
Terrace/patio
Large window in loft for evening star gazing or morning views into the pasture.
Interior
Exceptional
(6 reviews)

Milk House @ Indigo Bunting Farm

Callicoon Center

8% off
AU$3,404
for 7 nights, 1 cottage
AU$486 per night
includes taxes & fees
Milk House @ Indigo Bunting Farm
Living area
Living area
Dining
Interior
Exceptional
(12 reviews)

Manor house renovated with rustic charm

Livingston Manor

7% off
AU$2,999
for 7 nights, 1 home
AU$428 per night
includes taxes & fees
Manor house renovated with rustic charm
Private kitchen
Exterior
Room
Property grounds
Exceptional
(11 reviews)

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

Livingston Manor

8% off
AU$3,710
for 7 nights, 1 home
AU$530 per night
includes taxes & fees
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Roscoe getaway

Learn about the unique charm of Roscoe with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Roscoe

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that Roscoe has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sullivan County Golf and Country Club (12 mi / 19.3 km)
  • Hancock Golf Course (19.4 mi / 31.2 km)
  • Hancock Golf & Country Club (19.3 mi / 31 km)

Exploring the natural features in Roscoe

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Roscoe. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Mongaup Pond Campground (11.6 mi / 18.6 km)
  • Woodstock Monument (16 mi / 25.8 km)
  • Lake Superior State Park (18.3 mi / 29.5 km)
  • Canada Falls (18.6 mi / 29.9 km)
  • Hancock Town Square (19 mi / 30.5 km)
  • East Branch Delaware River (20.1 mi / 32.4 km)

Frequently asked questions

What is the best area to stay in Roscoe when booking a holiday rental?
When considering a holiday rental in Roscoe, New York, the best area to stay in would be around the charming downtown district. This area is not only picturesque but also conveniently located near several attractions. One popular highlight is the scenic Willowemoc Wild Forest, which offers numerous trails for hiking and opportunities for fishing, making it ideal for nature enthusiasts. Additionally, the nearby Catskill Fly Fishing Museum is a fascinating stop for those interested in the history of the sport and the local angling culture.In terms of accommodation, the downtown area boasts a variety of properties, ranging from quaint cabins to modern lodges, providing a range of options to suit different tastes and budgets. Staying here allows visitors to enjoy the small-town charm while being close to the natural beauty and recreational activities that Roscoe has to offer.
Where are the best Roscoe ski resort rentals?
For the best ski resort rentals near Roscoe, New York, travellers should consider options in the nearby Catskill Mountains, particularly in towns like Callicoon and Livingston Manor. These areas provide easy access to local ski spots and are known for their charming accommodations. Many properties in these towns are rustic cabins or cosy lodges, often equipped with amenities such as fireplaces, fully equipped kitchens, and outdoor decks great for enjoying the surrounding natural beauty.In Callicoon, you can find rentals that offer proximity to the Delaware River, making it an ideal spot for both winter sports enthusiasts and those looking to unwind in a serene environment. Many of these properties feature spacious living areas and multiple bedrooms, accommodating families or groups. Some may even include extras like hot tubs or game rooms, enhancing the overall experience after a day on the slopes.Livingston Manor, located slightly further from Roscoe, also offers a variety of holiday rentals that cater to ski tourists. Here, you can find traditional mountain lodges and modern cabins that often come with amenities like Wi-Fi, outdoor fire pits, and access to hiking trails for off-slope adventures. Both towns provide a charming setting with local shops and eateries, adding to the appeal for visitors looking for a ski getaway combined with a quaint village atmosphere.
What is the most popular type of holiday rental accomodation in Roscoe?
In Roscoe, holiday houses are the most popular type of holiday rental, with approximately 124 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, and full kitchens, making them ideal for families or groups. Many also feature outdoor spaces like decks or gardens, allowing guests to enjoy the scenic views of the surrounding countryside.Cabins come in second, with about 56 options that provide a cosy, rustic experience, often equipped with fireplaces and secluded locations for a peaceful retreat. Additionally, there are around 24 apartments and 20 chalets, which offer different styles of accommodation for those looking for a more compact stay.
Are there any family house rentals in Roscoe?
In Roscoe, New York, families will find a variety of holiday rentals—there are 44 available throughout the area. This charming town provides a picturesque backdrop for family getaways, with many properties situated near the scenic Beaverkill River. Visitors can expect spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and enjoy the fresh air.The nearby Catskill Mountains offer endless opportunities for outdoor activities, including hiking, fishing, and exploring nature. Families can also discover local attractions like the Roscoe O&W Trail, which is great for leisurely walks or bike rides.
Can I rent a holiday home with a pool or hot tub in Roscoe?
In Roscoe, New York, there are several holiday homes available for rent that feature pools and hot tubs, making it an excellent choice for those seeking a relaxing getaway. This charming town, located in the scenic Catskill Mountains, offers a tranquil setting ideal for families or groups. Many properties come equipped with private pools, hot tubs, and outdoor spaces great for enjoying the beautiful natural surroundings.Travellers can expect amenities such as fully equipped kitchens for self-catering, spacious living areas, and often additional features like fire pits and barbecue areas. The area is known for its outdoor activities, including fishing in the nearby Beaverkill River and hiking in the surrounding mountains, providing a great blend of relaxation and adventure.
Are there pet-friendly house rentals in Roscoe?
In Roscoe, New York, there are a number of pet-friendly house rentals available, with around 35 options to choose from. Many of these properties offer amenities that cater to both comfort and convenience, such as fully equipped kitchens, spacious outdoor areas, and cosy living rooms, making them ideal for families and groups travelling with pets.The town is located in the scenic Catskill Mountains, providing a beautiful backdrop for outdoor adventures. Nearby, you can find various trails and parks that welcome pets, allowing for enjoyable walks and exploration in nature. The charming local shops and restaurants in the area also enhance the overall experience for those visiting with their furry companions.
Are there any remote work holiday rentals in Roscoe?
In Roscoe, New York, there are numerous remote work holiday rentals available, with around 212 options to choose from. This charming town, located in the beautiful Catskill Mountains, offers a serene environment ideal for those looking to balance work and leisure. Many properties come equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated office spaces, and comfortable living areas conducive to productivity.Travellers can expect a variety of accommodations, including cozy cabins and spacious homes, often featuring outdoor spaces for relaxation after a day of work. The picturesque surroundings provide ample opportunities for hiking, fishing, and exploring the local culture, enhancing the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Roscoe?
In Roscoe, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the fresh air. Many properties also offer onsite parking for convenience, along with coffee and tea makers to start the day right. Additionally, a fireplace is often a featured amenity, providing a warm and inviting atmosphere, particularly during the colder months.
When is the best time to visit Roscoe for a holiday rental?
The best time to book a holiday rental in Roscoe is during the peak season from June to August, particularly in July when the weather is at its most inviting. This period attracts outdoor enthusiasts eager to explore the picturesque Catskill Mountains, with numerous activities available such as fishing, hiking, and kayaking in nearby rivers and lakes.During these summer months, you can expect warm temperatures, typically ranging from 15 to 30 degrees Celsius, making it superb for enjoying the great outdoors. The vibrant setting is complemented by local events and festivals that celebrate the rich culture and community spirit of the area.For those looking for a more budget-friendly option, consider visiting in December. While this month falls outside the high season, it offers a unique charm with the opportunity for winter activities such as snowshoeing and cosy retreats. The festive atmosphere during the holiday season adds a delightful touch to your stay.
What are the top attractions in Roscoe?
In Roscoe, New York, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. Known as the "Trout Town USA," Roscoe is popular for its fishing opportunities, particularly along the Beaverkill River, which attracts anglers from far and wide. The picturesque scenery surrounding the river makes it an ideal spot for leisurely walks and picnics.The nearby Catskill Mountains offer numerous hiking trails, with options suitable for all skill levels, providing stunning views of the landscape. The area is also great for birdwatching and wildlife spotting, particularly in the summer months.For those interested in local history, the Roscoe O&W Railway Museum presents an intriguing glimpse into the region's past, showcasing artifacts and exhibits related to the former railway that played a significant role in the area's development.In winter, the surrounding mountains provide opportunities for snow sports, making Roscoe a year-round destination for outdoor enthusiasts.
Are all fees included in the Roscoe holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Roscoe holiday homes with parking?
Stayz offers a wide selection of holiday homes in Roscoe with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Roscoe holiday homes?
You can find great discounts on holiday homes in Roscoe on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Roscoe holiday home booking on Stayz?
To find Roscoe holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Roscoe?
A long-stay holiday home in Roscoe is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Roscoe holiday home?
Book your Roscoe holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Roscoe?
Prices for holiday homes in Roscoe vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Roscoe to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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