Woodbourne holiday rentals

We found 318 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Woodbourne to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include Wi-Fi and a hot tub. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Woodbourne

Showing deals for:20 Nov - 27 Nov

Second floor Hallway
The house
Dining table
The fields
Exceptional
(87 reviews)

The Stone Wall Property on 25 acres with private lake

Hurleyville

8% off
AU$3,473
for 7 nights, 1 cottage
AU$496 per night
includes taxes & fees
The Stone Wall Property on 25 acres with private lake
View of home from River
Modern Kitchen
Dining Room
Picnic back with old Barn
Exceptional
(15 reviews)

Charming Catskill Farm House on River Front

Glen Wild

12% off
AU$3,589
for 7 nights, 1 home
AU$513 per night
includes taxes & fees
Charming Catskill Farm House on River Front
Exterior
Property grounds
Sun-room with french doors
Bedroom 1, double bed
Exceptional
(38 reviews)

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

Livingston Manor

11% off
AU$2,317
for 7 nights, 1 cabin
AU$331 per night
includes taxes & fees
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Indoor spa tub
Interior
Living area
Dining
Exceptional
(41 reviews)

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

Monticello

7% off
AU$6,379
for 7 nights, 1 villa
AU$911 per night
includes taxes & fees
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Living area
Living area
Exterior
Living area
Exceptional
(46 reviews)

Wood Cabin in Catskill NYS

Woodbourne

12% off
AU$8,501
for 7 nights, 1 cabin
AU$1,214 per night
includes taxes & fees
Wood Cabin in Catskill NYS
Living area
Exterior
Exterior
Pool
Exceptional
(7 reviews)

Luxe, Secluded Catskill Lodge Heated Pool, Hot Tub

Ellenville

8% off
AU$11,449
for 7 nights, 1 home
AU$1,636 per night
includes taxes & fees
Luxe, Secluded Catskill Lodge Heated Pool, Hot Tub
Interior
House with Screen Room
Living area
Private Lake Area
Exceptional
(31 reviews)

Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!

Wurtsboro

12% off
AU$2,386
for 7 nights, 1 chalet
AU$341 per night
includes taxes & fees
Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!
Exterior
Private kitchen
Private kitchen
Property grounds
Very good
(28 reviews)

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Monticello

7% off
AU$9,160
for 7 nights, 1 home
AU$1,309 per night
includes taxes & fees
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Exterior
Property grounds
Vaulted Great Room
Interior
Exceptional
(12 reviews)

The Blue House on the Hill Catskills—VIEWS

Claryville

16% off
AU$3,369
for 7 nights, 1 home
AU$481 per night
includes taxes & fees
The Blue House on the Hill Catskills—VIEWS
Exterior
Property grounds
Room
Bar (on property)
Exceptional
(56 reviews)

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Monticello

7% off
AU$7,008
for 7 nights, 1 home
AU$1,001 per night
includes taxes & fees
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

  • 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

Find the perfect holiday rental for your Woodbourne getaway

Learn about the unique charm of Woodbourne with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Woodbourne

Are you looking for attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Woodbourne 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 centre:

  • Concord Monster Golf Course (7 mi / 11.2 km)
  • Sullivan County Golf and Country Club (9.1 mi / 14.6 km)
  • 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)
  • Monticello Motor Club (10.9 mi / 17.6 km)

Exploring the natural landscape of Woodbourne

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Woodbourne. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Sam's Point Preserve (13.1 mi / 21.1 km)
  • Mongaup Pond Campground (14.6 mi / 23.4 km)
  • Woodstock Monument (15.3 mi / 24.7 km)
  • Neversink River (15.4 mi / 24.8 km)
  • Lake Superior State Park (16 mi / 25.8 km)
  • Minnewaska State Park (18.4 mi / 29.6 km)

Transport options to and around Woodbourne

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 31.8 mi (51.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Woodbourne when booking a holiday rental?
When considering a holiday 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.
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 holiday 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 holiday rental accomodation in Woodbourne?
In Woodbourne, holiday houses and cabins are the most popular types of holiday 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 holiday home with a pool or hot tub in Woodbourne?
In Woodbourne, New York, there are several holiday 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.
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 holiday 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 holiday rentals in Woodbourne?
In Woodbourne, New York, there are some remote work holiday 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 Stayz.
What are popular rental amenities in Woodbourne?
In Woodbourne, popular holiday 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 holiday rental?
The best time to visit Woodbourne for a holiday 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.
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 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
Are all fees included in the Woodbourne 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 Woodbourne holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 Woodbourne holiday homes?
You can find great discounts on holiday homes in Woodbourne 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 Woodbourne holiday home booking on Stayz?
To find Woodbourne 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 Woodbourne?
A long-stay holiday home 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 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 Woodbourne holiday home?
Book your Woodbourne 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 Woodbourne?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Woodbourne 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.