Woodbourne vacation rentals

We found 317 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Woodbourne that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll find the amenities you need and want, which might include a pool and a washer and dryer. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Woodbourne

Showing deals for:Jul 10 - Jul 17

Image gallery for Cove - King Bed Escape w/Hot Tub, Unit A

Unwind on the deck or soak in the hot tub under starry skies.
10 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

Cove - King Bed Escape w/Hot Tub, Unit A

Ellenville

10% off
Price is CA $425
CA $3,770 total
includes taxes & fees
Cove - King Bed Escape w/Hot Tub, Unit A

Find spaces that suit your style

Find out more about Woodbourne

Find the perfect vacation rental for your Woodbourne getaway

Learn about the unique charm of Woodbourne with a stay in a private vacation home. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Woodbourne

Do you want to discover things to do during your stay? Venture out of your vacation home and experience everything that makes Woodbourne a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Holiday Mountain Ski and Fun Park (9.2 mi / 14.9 km)
  • Straus Center - Frost Valley YMCA (15.1 mi / 24.2 km)
  • Tarry Brae Golf Course (3.2 mi / 5.1 km)
  • Concord Monster Golf Course (7 mi / 11.2 km)
  • Sullivan County Golf and Country Club (9.1 mi / 14.6 km)
  • Monticello Motor Club (10.9 mi / 17.6 km)

Exploring the natural landscape of Woodbourne

Whether you're an outdoor enthusiast or just want to take in the scenery, Woodbourne is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Lake Louise Marie (10.2 mi / 16.4 km)
  • Sam's Point Preserve (13.1 mi / 21.1 km)
  • Woodstock Monument (15.3 mi / 24.7 km)
  • Lake Superior State Park (16 mi / 25.8 km)
  • Minnewaska State Park (18.4 mi / 29.6 km)
  • Slide Mountain (19.7 mi / 31.7 km)

Transportation options to and around Woodbourne

Fly into Stewart Intl. Airport (SWF), the closest airport, located 31.8 mi (51.1 km) from the city center.

Frequently asked questions

What is the best area to stay in Woodbourne when booking a vacation rental?
When considering a vacation rental in Woodbourne, New York, the nearby area of The Catskills could be an excellent choice. This picturesque region offers a serene retreat with a variety of properties available for rental, ranging from cosy cabins to charming cottages. The Catskills are renowned for their stunning natural beauty, making them ideal for outdoor enthusiasts.

One of the top attractions in the vicinity is the Catskill Park, which provides ample opportunities for hiking, fishing, and enjoying the great outdoors. The park is home to numerous trails and scenic viewpoints, great for those looking to explore the local flora and fauna. Additionally, the charming village of Phoenicia, not far from Woodbourne, features quaint shops and eateries, adding to the area's appeal.

For those interested in cultural experiences, the nearby town of Woodstock is famous for its artistic community and vibrant music scene. Visitors can explore local galleries and enjoy live performances at various venues.
How much does it cost to rent a vacation home in Woodbourne?
Prices for vacation rentals in Woodbourne 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 Woodbourne to more spacious homes.
Are there any discounts for Woodbourne vacation house rentals?
You can find great discounts on house rentals in Woodbourne 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 Woodbourne ski resort rentals?
For the best ski resort rentals near Woodbourne, travellers should consider options in the surrounding Catskill Mountains, particularly in areas like Monticello and Liberty. These towns offer a variety of rental properties, including charming cabins and spacious lodges, which are ideal for families and groups. Many accommodations feature amenities such as fully equipped kitchens, cosy living rooms with fireplaces, and outdoor decks, great for après-ski relaxation.

Monticello is particularly convenient, as it is close to several ski areas, providing easy access to slopes. Here, visitors can find modern condominiums and traditional mountain cabins, often complete with hot tubs and stunning views of the surrounding landscape. The vibrant local community also offers restaurants, shops, and entertainment options, enhancing the overall experience.

Liberty, another nearby town, presents additional choices for vacation rentals, including rustic lodges and updated homes that cater to winter sports enthusiasts. These properties frequently come with amenities like ski storage, laundry facilities, and spacious dining areas for gathering after a day on the slopes.

Exploring the area beyond skiing, visitors can enjoy nearby hiking trails and scenic spots, making the region a well-rounded destination for outdoor enthusiasts.
What is the most popular type of vacation rental accomodation in Woodbourne?
In Woodbourne, vacation houses and cabins are the most popular types of vacation rentals, with several options available throughout the area. These properties typically offer spacious interiors with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups seeking a relaxing getaway. Many cabins feature rustic charm, often set in serene natural surroundings, providing a peaceful retreat for those looking to explore the nearby Catskill Mountains or enjoy outdoor activities.
Are there any family house rentals in Woodbourne?
In Woodbourne, New York, there are several family-friendly house rentals available, making it an excellent choice for group getaways. The area is surrounded by picturesque landscapes, great for outdoor enthusiasts. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play. Amenities like Wi-Fi and laundry facilities are commonly included, ensuring a convenient and comfortable stay.

Visitors can explore nearby attractions such as the scenic Catskill Park, which offers hiking trails and stunning views, or take a leisurely drive to the charming town of Liberty, known for its local shops and dining options.
Can I rent a vacation home with a pool or hot tub in Woodbourne?
In Woodbourne, New York, there are several vacation homes available for rent that feature pools or hot tubs. This charming area, located in the scenic Catskills, provides a serene backdrop for a relaxing getaway. Many of the rental properties come equipped with private swimming pools, hot tubs, and spacious outdoor areas, superb for enjoying the natural surroundings.

Travellers can expect amenities such as fully equipped kitchens for preparing meals, large living spaces for family gatherings, and outdoor seating areas for al fresco dining. Some rentals may also offer additional features like fire pits and game rooms, providing entertainment options for everyone.
Can I find long-stay vacation rentals in Woodbourne?
A long-stay vacation rental in Woodbourne 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 Woodbourne?
In Woodbourne, New York, there are several pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. Many of these vacation homes come equipped with a range of amenities tailored for comfort and convenience, including fully equipped kitchens, spacious living areas, and outdoor spaces where pets can play.

The area offers a serene, rural setting ideal for relaxation, with opportunities for hiking and exploring the picturesque landscapes of the Catskills region. Local parks and nature trails provide excellent options for outdoor activities with pets, ensuring that both guests and their four-legged friends can enjoy the natural beauty of the surroundings.
Are there any remote work vacation rentals in Woodbourne?
In Woodbourne, New York, there are some remote work vacation rentals available, specifically around 14 options to choose from. This quaint area offers a peaceful environment, great for those looking to balance work and relaxation. Many properties are equipped with essential remote work amenities such as free Wi-Fi and internet access, ensuring that guests can stay connected during their stay.

Travellers can expect comfortable accommodations with features like spacious living areas, dedicated workspaces, and sometimes even outdoor spaces for a refreshing break. The serene surroundings of Woodbourne, located in the Catskills, provide a lovely backdrop for nature walks and outdoor activities, making it an ideal spot for both productivity and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Woodbourne vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Woodbourne 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 Woodbourne?
In Woodbourne, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the serene surroundings. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, rentals often come with porches or lanais, great for enjoying morning coffee or tea, which is typically provided as well.
When is the best time to visit Woodbourne for a vacation rental?
The best time to visit Woodbourne for a vacation rental is during the peak summer season from June to August, with July being the most popular month. This vibrant period attracts visitors seeking to enjoy the warm weather and partake in various outdoor activities. With temperatures ranging from the mid-teens to low 30s Celsius, it's great for hiking, swimming, and exploring the stunning natural beauty of the Catskill Mountains.

During this bustling season, you'll find numerous local events and festivals that showcase the area's rich culture and community spirit. Whether you're looking to relax by a serene lake or embark on an adventurous hike through lush trails, July offers an abundance of opportunities to create lasting memories.

If you're considering a more budget-friendly option, October is a fantastic choice. This month allows you to experience the stunning autumn foliage, with vibrant colours transforming the landscape into a picturesque scene. It's a wonderful time for peaceful walks and enjoying the crisp air, all while avoiding the summer crowds.

Ultimately, your ideal time to visit Woodbourne will depend on your preference for lively summer activities or the tranquil beauty of fall's changing leaves.
How early should I book a Woodbourne vacation rental?
Book your Woodbourne 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 Woodbourne?
In Woodbourne, visitors can enjoy a variety of attractions that highlight the area's natural beauty and rich history. The nearby Catskill Mountains offer stunning landscapes and numerous outdoor activities such as hiking, fishing, and camping, making them a popular destination for nature enthusiasts. The Monticello Casino and Raceway, located just a short drive away, provides entertainment and dining options for those looking to try their luck or enjoy a night out.

For those interested in local history, the Sullivan County Museum in nearby Hurleyville showcases the region's past, including its development and the significance of the Catskills as a resort destination. The area is also known for its proximity to the charming town of Bethel, where visitors can explore the site of the original Woodstock Festival and the Bethel Woods Centre for the Arts, which hosts various performances and events throughout the year.

*You must be at least 19 years old (18 in Alberta, Manitoba, and Quebec) to participate in gambling activities in Canada. Gambling is meant for entertainment only. Please play responsibly. If you feel that gambling is becoming a problem, help is available. Contact the Canadian Partnership for Responsible Gambling at www.cprg.ca or your local problem gambling helpline.
Can I change or cancel my Woodbourne home rental booking on Vrbo?
To find Woodbourne 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 Woodbourne 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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