Woodbourne vacation rentals

We found 323 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:Mar 27 - Apr 3

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

Indoor spa tub
9.4 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)

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

Monticello

8% off
Price is $579
$4,056 for 7 nights
All fees included
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

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Find out more about Woodbourne

Why visit Woodbourne

  1. Outdoor Adventures: Woodbourne is perfect for nature lovers, featuring beautiful lakes and picturesque waterfalls for exploration.
  2. Cultural Experiences: Engage with the vibrant arts scene through local galleries and cultural events.
  3. Family-Friendly Atmosphere: The welcoming community and sunny weather make it an ideal destination for families.
  4. Memorable Accommodations: Stay at the Woodbourne Resort and enjoy unique lodging experiences, including standard chalets.
  5. Scenic Photography: Capture stunning landscapes and memorable moments throughout your visit.

Top attractions near Woodbourne

Woodbourne, New York, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and cultural experiences. Visitors can explore beautiful lakes, vibrant arts centers, and picturesque waterfalls. For additional activities, consider visiting local photo galleries, playing a round of golf, and checking out traveler reviews. Don't miss the chance to capture your memories at the Woodbourne Resort's photo gallery or in standard chalets for a memorable stay.

  1. Bethel Woods Center For The Arts: Located 15 miles from Woodbourne, this vibrant arts center offers a mix of concerts, festivals, and cultural events, surrounded by beautiful landscapes that enhance the artistic experience.
  2. South Fallsburg Hebrew Association Synagogue: Only 4 miles away, this historic synagogue is a beautiful representation of the local Jewish heritage, providing a peaceful atmosphere for reflection and cultural appreciation.
  3. Bethel Woods: A picturesque lake situated 15 miles from Woodbourne, Bethel Woods is perfect for romantic strolls, scenic views, and outdoor activities, making it an ideal spot for relaxation and enjoyment.

Things to do recommended for couples

For a romantic getaway in Woodbourne, indulge in skiing at Holiday Mountain Ski and Fun Park, just 9 miles away. Then, savor delightful wines at Brimstone Hill Winery or Bashakill Vineyards, both 17 miles away, where you can enjoy enchanting atmospheres perfect for couples.

Things to do recommended for families

Your family will love the Kartrite Resort & Indoor Waterpark, just 7 miles from Woodbourne, for a fun-filled day of splashes and slides. For more adventure, head to Oakland Valley Race Park, located 20 miles away, where the kids can enjoy exciting karting experiences.

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

When planning your trip, whether you're traveling with a group, enjoying a family getaway, bringing your pets along, or considering an extended stay, it's important to prioritize your needs when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Woodbourne with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Woodbourne with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with 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 Woodbourne: For many families, a trip wouldn't feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Woodbourne: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Woodbourne

Woodbourne, New York, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a relaxing getaway. Explore nearby cities and neighborhoods that provide a family-friendly atmosphere, friendly locals, and plenty of sunny weather. Don't miss the chance to capture candid photos, browse local brands, and experience the vibrant community, including nearby shuls. Whether you're seeking luxury or a laid-back atmosphere, Woodbourne has something for every traveler.

  • Monticello: Located a mere 9 miles from Woodbourne, Monticello is a vibrant city known for its family-friendly and romantic experiences. The area boasts exciting entertainment options, including a popular casino and a thrilling water park for those seeking adventure. Visitors can indulge in soothing body treatments at local spas, while the nearby theme park offers fun for all ages. Monticello's local attractions, such as beautiful lakes and a captivating waterpark, make it a perfect spot for relaxation and recreation. Whether you're looking for a fun day out or a romantic evening, Monticello delivers an unforgettable experience.
  • Fallsburg: Just 2 miles away from Woodbourne, Fallsburg is a haven for outdoor enthusiasts seeking adventure and stunning scenery. The city is home to excellent ski resorts and ski fields, making it an ideal destination during the winter months. Surrounded by majestic mountains and serene lakes, Fallsburg offers picturesque views year-round. History buffs will appreciate the local historic places that tell the story of the region. With its perfect blend of outdoor activities and natural beauty, Fallsburg is a must-visit for anyone looking to explore the great outdoors.
  • Loch Sheldrake: Located 3 miles from Woodbourne, Loch Sheldrake is a charming city that promises outdoor adventures and breathtaking scenery. It offers a unique combination of activities, including a casino for gaming enthusiasts, theater performances for culture lovers, and tranquil body treatment options for those seeking relaxation. The surrounding landscape features stunning mountains and serene lakes, making it an ideal spot for outdoor exploration and scenic picnics. With its rich history and vibrant community, Loch Sheldrake is a delightful destination for travelers looking to experience the beauty of Upstate New York.

Best time to go to Woodbourne

If you're planning a trip to Woodbourne, 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 October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancy
January24.1°F (-4.4°C)Light RainMostly CloudyAverage
February26.1°F (-3.3°C)Light RainMostly CloudyAverage
March33.4°F (0.8°C)Light RainMostly CloudyAverage
April45.0°F (7.2°C)Light RainMostly CloudyAverage
May56.1°F (13.4°C)Light RainMostly SunnyAverage
June63.9°F (17.7°C)Light RainMostly SunnyModerately High
July69.8°F (21.0°C)Light RainMostly SunnyModerately High
August67.6°F (19.8°C)Light RainMostly SunnyModerately High
September61.2°F (16.2°C)Light RainMostly SunnyAverage
October50.4°F (10.2°C)Light RainMostly SunnyModerately Low
November38.3°F (3.5°C)Light RainMostly SunnyModerately Low
December30.0°F (-1.1°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

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Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your reservation. Being the planner really pays off! When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform where you can create new trips, resume planning from where you last stopped, or organize your existing itineraries. You can browse through the properties you've saved or booked, conveniently sorted into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

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:

  • Concord Monster Golf Course (7 mi / 11.2 km)
  • Holiday Mountain Ski and Fun Park (9.2 mi / 14.9 km)
  • Straus Center - Frost Valley YMCA (15.1 mi / 24.2 km)
  • Grossinger Country Club (7 mi / 11.3 km)
  • Monticello Motor Club (10.9 mi / 17.6 km)
  • Bashakill Vineyards (17.1 mi / 27.6 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:

  • Sam's Point Preserve (13.1 mi / 21.1 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)
  • 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 planning a vacation rental in Woodbourne, New York, a great area to consider is the vicinity around the Catskill Mountains. This region is known for its stunning natural beauty and outdoor recreational activities. Staying here not only offers immediate access to hiking trails and picturesque landscapes but also places you within a short drive of the popular attractions in the Catskills, such as the Catskill Park and the scenic Ashokan Reservoir, where you can enjoy hiking, biking, and fishing.

Another charming area to explore is the neighborhood near the local parks and natural reserves. This area often features a variety of vacation rental options, making it convenient for families or groups looking for spacious rooms. You'll find that this neighborhood is close to the Woodland Valley State Park, which is superb for camping, picnicking, and enjoying nature walks. The tranquility of the surroundings allows for a peaceful retreat while still being connected to the vibrant community of Woodbourne.

Overall, Woodbourne offers a diverse range of vacation rentals, with properties scattered throughout its scenic areas, ensuring you find the superb home base for your getaway.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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 areas for renting a beach house in Woodbourne?
For renting a beach house in Woodbourne, New York, travelers may want to explore nearby areas such as the picturesque Hudson River Valley, which offers access to scenic waterfronts. While Woodbourne itself is more known for its tranquil environment and proximity to nature, the nearby town of Kingston, located along the Hudson River, has charming waterfront rentals that provide easy access to local beaches and parks.

In Kingston, visitors can find properties featuring amenities such as private docks, outdoor decks, and spacious living areas, ideal for families or groups looking to enjoy the riverside experience. The area boasts a vibrant arts scene and a variety of local eateries, ensuring a delightful stay.

Travelers might also consider the vicinity of the Ashokan Reservoir, where rental options include cozy cabins and lakeside homes. These properties often come equipped with outdoor seating areas, fire pits, and proximity to hiking trails, making them great for those who enjoy both water activities and exploring nature.
Where are the best Woodbourne ski resort rentals?
For those seeking ski resort rentals near Woodbourne, New York, the closest ski areas are found in the Catskills, particularly in places like Hunter and Belleayre, both offering excellent winter sports opportunities. In Hunter, visitors can find a variety of vacation rentals, including cozy chalets and modern condos that often come equipped with amenities such as fireplaces, full kitchens, and ski storage. Many properties also feature stunning mountain views and easy access to the slopes, making them ideal for ski enthusiasts.

In Belleayre, the surrounding areas offer a mix of quaint cabins and spacious homes that cater to families or groups. These rentals frequently include outdoor spaces like decks or patios, superb for enjoying the crisp mountain air after a day on the trails. Some accommodations in this region also provide additional features such as game rooms, hot tubs, and proximity to local dining options.

Travelers can also enjoy the natural beauty of the Catskills beyond skiing, with opportunities for hiking and exploring charming nearby towns.
What is the most popular type of vacation rental accomodation in Woodbourne?
In Woodbourne, vacation houses and cabins are the most popular types of rentals, with several options available throughout the area. These properties typically feature spacious layouts, with multiple bedrooms and cozy living areas, making them superb for families or groups seeking a cozy feel. Many cabins come with rustic charm, including wood-burning stoves or fireplaces, fully equipped kitchens for home-cooked meals, and outdoor spaces for enjoying the serene surroundings.
Are there any family house rentals in Woodbourne?
In Woodbourne, New York, there are several family-friendly house rentals to choose from, making it an excellent spot for family getaways. This charming area is surrounded by beautiful natural scenery, superb for outdoor activities like hiking and fishing. Properties here often boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can enjoy nearby attractions like the Catskill Park, offering various trails and opportunities for adventure. Additionally, families can find cozy accommodations that include amenities such as Wi-Fi, air conditioning, and sometimes even game rooms for indoor entertainment.
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 and hot tubs. This serene area in the Catskills is great for those looking to relax and enjoy nature. Many properties offer amenities such as private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, making them ideal for family gatherings or group retreats. Visitors can take advantage of the beautiful surroundings, with opportunities for hiking, fishing, and exploring the local scenery.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Woodbourne?
In Woodbourne, travelers can find several pet-friendly house rentals that cater to both human and canine guests. These properties typically offer comfortable accommodations with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely. Many rentals also feature cozy fireplaces for those chilly evenings, making them great for families or groups looking to enjoy a peaceful getaway in the Catskills.

The surrounding area provides a beautiful natural setting, with opportunities for outdoor activities like hiking and fishing, which are great for both pets and their owners. Local attractions may include nearby parks and scenic spots that welcome pets, ensuring that your furry friends can join in on the fun while exploring the great outdoors.
Are there any remote work vacation rentals in Woodbourne?
In Woodbourne, New York, there are several vacation rentals suitable for remote work. These properties typically come equipped with essential amenities like WiFi, computer monitors, and safes, making them ideal for those needing to maintain productivity while enjoying a getaway. The serene surroundings of the area, characterized by lush landscapes and a peaceful atmosphere, provide a great backdrop for focused work sessions. 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 travelers 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 WiFi, kitchens, patios, and coffee or tea makers. Many rentals provide outdoor spaces such as decks or patios, allowing guests to enjoy the serene surroundings. These amenities cater to travelers looking for convenience and comfort, making it easy to prepare meals and relax in a peaceful environment after a day of exploring the natural beauty of the Catskills.
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 summer months, particularly in July, when the area is alive with activity and warmth. This peak season, spanning from June to August, attracts families and adventure seekers eager to enjoy outdoor recreation in the beautiful Catskills. With temperatures typically ranging from the mid-70s to low 80s Fahrenheit, it's ideal for hiking, fishing, and exploring the stunning natural landscapes that define this region.

July stands out as the most popular month, offering a vibrant atmosphere filled with fellow travelers and outdoor events. Whether you're strolling through local farmers' markets or taking part in community festivals, you'll find plenty of opportunities to immerse yourself in the local culture and enjoy the great outdoors.

For those seeking a more budget-friendly option, October is a delightful time to visit. The fall foliage in the Catskills is truly breathtaking, offering a picturesque backdrop for hiking and scenic drives. This quieter month allows for a leisurely exploration of the area's charming small towns and natural beauty, making it an excellent choice for those who appreciate a more relaxed pace.

Ultimately, your ideal time to visit Woodbourne will depend on your preferences for social energy and outdoor activities versus serene natural beauty and tranquility.
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, New York, visitors can discover a charming blend of outdoor activities and local culture. The area is surrounded by scenic landscapes, making it ideal for hiking and exploring nature. Nearby, the Catskill Park offers numerous trails and beautiful vistas, great for those who enjoy outdoor adventures.

Woodbourne itself is known for its rich history, with attractions like the historic sites reflecting the region's past. The local community often hosts seasonal events and farmers' markets, providing a taste of the area's agricultural heritage. Additionally, the nearby town of Liberty features attractions such as the Liberty Museum and various art galleries, enhancing the cultural experience for travelers.

For those interested in water activities, the nearby Neversink Reservoir offers opportunities for fishing and kayaking, while the area's lush forests provide ideal spots for birdwatching and wildlife photography.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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