Woodbourne holiday rentals

We found 302 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Woodbourne that are 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:1 Jan - 8 Jan

Living area
Living area
Property grounds
Exterior
Exceptional
(48 reviews)

Wood Cabin in Catskill NYS

Woodbourne

11% off
S$6,545
for 7 nights, 1 cabin
S$935 per night
includes taxes & fees
Wood Cabin in Catskill NYS
Interior
House with Screen Room
Screen Room
Living area
Exceptional
(31 reviews)

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

Wurtsboro

8% off
S$2,514
for 7 nights, 1 chalet
S$359 per night
includes taxes & fees
Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!
Dining
Interior
Living area
Indoor spa tub
Exceptional
(43 reviews)

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

Monticello

7% off
S$8,871
for 7 nights, 1 villa
S$1,267 per night
includes taxes & fees
Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!
Living area
Living area
Interior
Dining
Exceptional
(12 reviews)

Manor house renovated with rustic charm

Livingston Manor

7% off
S$2,846
for 7 nights, 1 home
S$407 per night
includes taxes & fees
Manor house renovated with rustic charm
Property grounds
Private kitchen
Exterior
Dining
Very good
(29 reviews)

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

Monticello

8% off
S$9,972
for 7 nights, 1 home
S$1,425 per night
includes taxes & fees
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
Dining table
The house
Second floor Hallway
the house
Exceptional
(89 reviews)

The Stone Wall Property on 25 acres with private lake

Hurleyville

7% off
S$3,270
for 7 nights, 1 cottage
S$467 per night
includes taxes & fees
The Stone Wall Property on 25 acres with private lake
Sun-room with french doors
Property grounds
Bedroom 1, double bed
Exterior
Exceptional
(41 reviews)

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

Livingston Manor

11% off
S$2,129
for 7 nights, 1 cabin
S$304 per night
includes taxes & fees
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Dining
Terrace/patio
Interior
Living area
Exceptional
(5 reviews)

Peaceful 4-bedroom Farmhouse in Fallsburg

Woodbourne

12% off
S$2,771
for 7 nights, 1 home
S$396 per night
includes taxes & fees
Peaceful 4-bedroom Farmhouse in Fallsburg
Exterior
Property grounds
Vaulted Great Room
Property grounds
Exceptional
(13 reviews)

The Blue House on the Hill Catskills—VIEWS

Claryville

15% off
S$3,177
for 7 nights, 1 home
S$454 per night
includes taxes & fees
The Blue House on the Hill Catskills—VIEWS

  • 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)
  • Monticello Motor Club (10.9 mi / 17.6 km)
  • Straus Center - Frost Valley YMCA (15.1 mi / 24.2 km)
  • Tarry Brae Golf Course (3.2 mi / 5.1 km)
  • Brimstone Hill Winery (17.2 mi / 27.6 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)
  • 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)

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 most popular type of holiday rental accommodation in Woodbourne?
The most desirable types of holiday rentals in Woodbourne are cabins. Ready for more choices? Vrbo has a variety of options to match our guests' needs, so you'll see properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday rental in Woodbourne?
A number of things determine how much you'll pay for a holiday rental in Woodbourne, like the type of property, season and length of stay. Still, all Vrbo homes have something in common — exceptional value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Woodbourne?
Prices for beach houses in Woodbourne will vary depending on the size and style of the property and time of year you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to see your options and prices. From there you can use the filters to narrow your search results by nearby activities, amenities, ratings and more.
Are there pet-friendly holiday rentals in Woodbourne?
Good news. There are. Choose from seven holiday homes that roll out the welcome mat in Woodbourne on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly holiday rentals to book a perfect pad where your pooch can get in on the family fun.
What are popular rental amenities in Woodbourne?
A barbecue grill, a swimming pool and an electric car charging station are rated the most popular rental amenities in Woodbourne. Whether you're taking to the road by yourself, with your better half or a bunch of friends, Vrbo will help you find a holiday home that fits your style with all the conveniences you're looking for.
Are there large group holiday rentals in Woodbourne?
Take your pick of three Vrbo properties in Woodbourne that can host five or more people. You'll get all the space and privacy you need to spend time with the people you're holidaying with — and no one else.
Are there holiday rentals in Woodbourne that welcome kids?
Woodbourne has seven family-friendly holiday rentals to choose from. And tracking down a stay that welcomes youngsters is super easy with Vrbo's "Properties good for families" filter. As well as having the whole place to yourselves, you'll also enjoy access to perks and amenities like extra bedrooms, private pools and yards.
What are the top attractions for families in Woodbourne?
Keeping the kids entertained during your holiday in Woodbourne is a breeze with these top family-friendly attractions:
  • The Kartrite Resort & Indoor Waterpark
  • Concord Monster Golf Course
  • Tarry Brae Golf Course
Are there one-bedroom holiday rentals in Woodbourne?
Yes, you can choose from two one-bedroom rentals in Woodbourne. Whether you're on the lookout for a secluded cottage or an upmarket condo, Vrbo's one-bedroom properties are just right if you don't need lots of space. One of the best parts about having your own place? You won't need to share your trip with strangers.
Are there holiday rentals with WiFi in Woodbourne?
Pick from three holiday rentals with WiFi in Woodbourne. If you want to disconnect from the world during your break, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Woodbourne?
Pick your travel dates and then use our filter tool to locate holiday rentals with air conditioning in Woodbourne on Vrbo. With five air-conditioned properties on offer here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday rental in Woodbourne?
The minimum age permitted can differ across properties on Vrbo, so check the rules of the holiday rental in Woodbourne you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Woodbourne for?
It's up to the Woodbourne property. To look at a list of options offering extended stays, just type your dates and guest number into the Vrbo search page. Enjoy having the property to yourself, along with home comforts like air conditioning, a kitchen and a yard to play in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.