Roscoe vacation rentals

We found 187 vacation rentals — enter your dates for availability
Discover a selection of 34 homes, 19 cabins, and other vacation rentals in Roscoe that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, like WiFi and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Roscoe

Showing deals for:Nov 13 - Nov 20

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

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

Livingston Manor

15% off
CA $236
CA $2,230 total
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Property grounds
Private kitchen
Living area
Terrace/patio
Exceptional
(5 reviews)

Charming 2-bedroom Country Cottage with Hot Tub

Obernburg

15% off
CA $590
CA $5,477 total
Charming 2-bedroom Country Cottage with Hot Tub
Living area
Outdoor dining
Interior
Living area
Exceptional
(8 reviews)

Immerse in your private woods in our modern cabin

Livingston Manor

10% off
CA $402
CA $3,818 total
Immerse in your private woods in our modern cabin
Dining
Interior
Outdoor shower
Living area
Exceptional
(11 reviews)

Modern A-Frame Oasis in the Catskills Forest

Roscoe

10% off
CA $315
CA $2,949 total
Modern A-Frame Oasis in the Catskills Forest
Property grounds
Exterior
Spacious dining for 6-8 with optional leaf and extra chairs
Private kitchen
Exceptional
(8 reviews)

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

Livingston Manor

10% off
CA $328
CA $2,965 total
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8
Large window in loft for evening star gazing or morning views into the pasture.
Terrace/patio
Interior
Living area
Exceptional
(6 reviews)

Milk House @ Indigo Bunting Farm

Callicoon Center

10% off
CA $275
CA $2,576 total
Milk House @ Indigo Bunting Farm
Living area
Living area
Private kitchen
Dining
Exceptional
(12 reviews)

Manor house renovated with rustic charm

Livingston Manor

10% off
CA $308
CA $2,973 total
Manor house renovated with rustic charm
Comfortable Cabin feel with the luxury of a full kitchen!
Board games in the coffee table and glass doors out to the large back deck!
Doggies are welcome & you wouldn’t even know it because our place is super clean
Full Kitchen with new appliances including toaster, coffee pot, air fryer, +
Exceptional
(38 reviews)

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

Downsville

10% off
CA $379
CA $3,316 total
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
Private kitchen
Large kitchen with grill outside
Large front porch to relax and unwind.
Large dining room
Exceptional
(36 reviews)

1920’s charm. In-town retreat. Great for fly fishermen!! Pet Friendly

Livingston Manor

10% off
CA $254
CA $2,296 total
1920’s charm. In-town retreat. Great for fly fishermen!! Pet Friendly

Find out more about Roscoe

Why visit Roscoe

  • Scenic Outdoor Adventures: Roscoe is a haven for outdoor enthusiasts, offering stunning landscapes and opportunities for hiking, fishing, and exploring nature.
  • Charming Village Atmosphere: The picturesque Roscoe Village features quaint shops and local eateries, making it perfect for leisurely strolls.
  • Cultural Experiences: Enjoy vibrant arts centres and local events that showcase the area's rich culture and community spirit.
  • Unique Antique Shopping: Discover an array of antique shops filled with treasures and unique finds that reflect the town's history.
  • Relaxing Getaway Options: Choose from a variety of cozy accommodations, including private homes and rustic cabins, for a memorable stay.

Popular types of accommodation in Roscoe

Planning a getaway to Roscoe? You’re in for a treat. Discover the charm of this picturesque destination with a range of holiday rentals. From cozy private holiday homes to rustic cabins and inviting chalets, you’ll find the perfect spot to unwind. Explore the diverse rental listings in Roscoe, NY, and enjoy a memorable stay that offers both comfort and convenience. Your ideal retreat awaits in this beautiful locale.

  • Private Holiday Homes: Enjoy the luxury of complete privacy and space in a fully-equipped home away from home.
  • Cabins: Experience rustic charm and nature's tranquility in cozy cabins nestled in the woods.
  • Chalets: Revel in the alpine ambiance of chalets, offering a perfect blend of comfort and scenic views.
  • Cottages: Delight in charming cottages that provide a quaint and welcoming atmosphere for relaxation.
  • Apartments: Opt for convenient apartments that offer modern amenities and easy access to local attractions.**

Top attractions near Roscoe

Roscoe, New York, is a fantastic destination for outdoor enthusiasts seeking adventure and scenic beauty. Visitors can explore local attractions such as charming lakes, vibrant arts centres, and picturesque islands. The town offers a variety of activities, including friendly local events, sightseeing opportunities, and unique antique shops. Whether you’re looking for a cultural experience or outdoor fun, Roscoe has something for everyone to enjoy during their holiday.

  • Bethel Woods Center For The Arts: This vibrant arts centre, located 26km from Roscoe, offers a rich cultural experience with concerts, art exhibits, and educational programs set against a beautiful backdrop.
  • Woodstock Monument: Situated 26km away, this scenic lake features stunning views, a lovely beach, and outdoor activities, perfect for a romantic getaway or a day of relaxation.
  • Catskill Fly Fishing Center and Museum: Only 6km from Roscoe, this museum showcases the history and artistry of fly fishing, providing a unique cultural experience for enthusiasts and novices alike.

Things to do recommended for couples

For a romantic getaway in Roscoe, explore the picturesque scenery on a leisurely hike together or enjoy a cozy picnic by the river. Don't miss a charming dinner at a local eatery, where you can indulge in delicious cuisine while basking in each other's company under the stars.

Things to do recommended for families

Families visiting Roscoe can enjoy a day of fishing or canoeing on the Beaverkill River, explore the scenic hiking trails in the nearby Catskill Mountains, and visit local farms for fresh produce and fun activities. It's a great way to experience the beauty of nature together.

Things to do recommended for groups

Explore the natural beauty of the Catskills with a guided hike, or gather your friends for a fun-filled day of fishing on the Beaverkill River. Don't miss a visit to the local farmers' market for fresh produce and artisan goods.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Roscoe

If you're planning a trip with friends, family, pets, or need an extended stay, it's important to refine your search based on your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Roscoe with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Roscoe with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Roscoe: For many families, a getaway wouldn’t be the same without their furry companion. If that resonates with you, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Roscoe: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider additional features like a parking spot, a well-equipped kitchen, or a private pool while refining your search.

Where to stay near Roscoe

Roscoe, New York, offers an idyllic escape for outdoor enthusiasts and adventure seekers. Nestled in the scenic Catskills, visitors can explore the charming Roscoe Village and its surrounding natural beauty. With a blend of historical charm and trendy attractions, the area is perfect for recreational activities, leisurely strolls along Roscoe Street, and excursions into nature. Whether you seek relaxation or adventure, Roscoe serves as a fantastic starting point for your holiday exploration.

  • Livingston Manor: Located approximately 8km from Roscoe, Livingston Manor is a charming city renowned for its stunning outdoor scenery and adventure opportunities. Nestled amidst breathtaking mountains and pristine lakes, this destination is perfect for those seeking an active holiday. Visitors can indulge in various winter sports, including skiing at nearby ski resorts and ski fields. The surrounding natural beauty, complemented by historic landmarks, makes it an ideal spot for nature lovers and outdoor enthusiasts alike.
  • Callicoon Center: Situated about 11km from Roscoe, Callicoon Center offers a delightful blend of romantic and family-friendly experiences. This picturesque city is a cultural gem, featuring a vibrant arts scene with local theatres and music concerts. The stunning lakes and historic sites in the vicinity enhance its charm, making it a great destination for leisurely strolls and family outings. Whether you're enjoying a captivating performance or simply soaking in the serene landscape, Callicoon Center provides a memorable cultural experience.
  • Youngsville: Located around 14km from Roscoe, Youngsville is a delightful city that caters to families and couples in search of entertainment. It boasts a thriving arts scene, with theatres and music concerts offering a range of performances to enjoy. The proximity to a national state park and urban parks provides ample opportunities for outdoor recreation and relaxation. Youngsville’s inviting atmosphere makes it a perfect choice for those looking to explore nature while enjoying cultural activities.

Best time to go to Roscoe

If you're planning a trip to Roscoe, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.6°F (-5.2°C)Light RainMostly CloudyModerately LowAverage
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.2°F (0.1°C)Light RainMostly CloudyAverageSlightly Low
April43.9°F (6.6°C)Light RainMostly CloudyAverageSlightly Low
May55.6°F (13.1°C)Light RainMostly CloudyAverageSlightly Low
June63.1°F (17.3°C)Light RainMostly SunnyModerately HighAverage
July69.1°F (20.6°C)Light RainMostly SunnyModerately HighSlightly High
August66.7°F (19.3°C)Light RainMostly SunnyModerately HighSlightly High
September60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
October49.1°F (9.5°C)Light RainMostly CloudyAverageAverage
November37.0°F (2.8°C)Light RainMostly CloudyModerately LowAverage
December29.1°F (-1.6°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is simple

Are you interested in saving money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial discounts. To discover a Vrbo property that suits your budget, you can use our filters to narrow down your options by price, location, and type of holiday rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly area to plan new adventures, continue from where you last stopped, or manage your travel arrangements effectively. You can easily find properties that you've saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Roscoe getaway

Experience the unique character of Roscoe with a stay in a vacation 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 searching for things to do while you're in town? Venture out of your cozy vacation rental and check out everything that Roscoe has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Sullivan County Golf and Country Club (12 mi / 19.3 km)
  • Grossinger Country Club (13.8 mi / 22.3 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 looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Roscoe. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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 vacation rental?
When considering a vacation 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.
How much does it cost to rent a vacation home in Roscoe?
Prices for vacation rentals 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. Vrbo offers something for every taste and budget, from affordable rentals in Roscoe to more spacious homes.
Are there any discounts for Roscoe vacation house rentals?
You can find great discounts on house rentals in Roscoe on Vrbo, 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.
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 vacation 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 vacation rental accomodation in Roscoe?
In Roscoe, vacation houses are the most popular type of vacation 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 vacation 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 vacation home with a pool or hot tub in Roscoe?
In Roscoe, New York, there are several vacation 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.
Can I find long-stay vacation rentals in Roscoe?
A long-stay vacation rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 vacation rentals in Roscoe?
In Roscoe, New York, there are numerous remote work vacation 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 Vrbo.
Are there any Roscoe vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals 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 on Vrbo 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.
What are popular rental amenities in Roscoe?
In Roscoe, popular vacation 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 vacation rental?
The best time to book a vacation 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 vacation season adds a delightful touch to your stay.
How early should I book a Roscoe vacation rental?
Book your Roscoe vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Roscoe home rental booking on Vrbo?
To find Roscoe vacation rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Roscoe vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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. 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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