Photo by Gypsy Adventure Travel

Woodbourne Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Woodbourne

Log Cabin in Catskill NYS

9.8 out of 10, Exceptional, (40)
"Our group of guys loved the cabin. It was spacious and convenient for 12 guys. The cabin was filled with amenities including thermostats in each room, towels, cookware, hot water, and cleaning/hygiene products. Peter and his family responded quickly to all of our messages and requests. This area is quiet and peaceful. The location is about 20-30 minutes from nearby restaurants, trails, and stores. "
Log Cabin in Catskill NYS

Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

7.6 out of 10, Good, (14)
"We had a great time for our family getaway. The house was sized for a summer getaway with a large family/group. Plenty of bedrooms and bathrooms and even a second fridge to accommodate our needs. When the game room is available, the house will be even better"
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

Trails Head Tiny House

9.0 out of 10, Wonderful, (10)
"Had a great stay at the Tiny House! Surprisingly clean and well appointed with all the basics. Perfect for an escape to the woods while still being able to quickly return to the real world. Proximity to the Neversink trail head is a major plus!"
The price is AU$194
includes taxes & fees
26 Dec - 27 Dec
Trails Head Tiny House

Trails Head Cabin

9.8 out of 10, Exceptional, (73)
"Great property right next to the State trails. Very dog friendly. "
The price is AU$320
includes taxes & fees
1 Dec - 2 Dec
Trails Head Cabin

Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub

9.2 out of 10, Wonderful, (15)
"We had a great stay here at woodside! The house was clean and cozy. The perfect long weekend stay for us and our dog. "
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub

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

9.6 out of 10, Exceptional, (38)
"The whole family had a great time! We would love to come back!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (138)
"home and amenities enjoyed by all age groups. the city-slickers were thrilled by the deer, and visiting the chickens and roosters. the location is beautiful and rural. easy drive from nyc and capital district."
Beautiful Private Stone Home in the Hudson Valley

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The Studio at the Inn at High Falls

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

9.6 out of 10, Exceptional, (20)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.2 out of 10, Wonderful, (15)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
The price is AU$245
includes taxes & fees
1 Dec - 2 Dec
Cozy Loft Cabin high above Bashakill Wildlife Refuge

High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

10.0 out of 10, Exceptional, (21)
"My friends and I were looking for a place for 8 of us to enjoy the weekend and it was awesome. The house location has one of the most beautiful sights of any VRBO house I've stayed at. Between the incredible audio systems, furniture layout, overall living room aesthetics, and living room windows designed to take advantage of the beautiful view, the interior was ideal for our group. The host was in constant communication with us and gave clear directions for entering and leaving the house. Highly...
High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

Beautiful Full-Size Private Lakefront Gated Home with dock / boats

9.8 out of 10, Exceptional, (134)
"Loved the house ,locations in view a wonderful stay, perfect sunset ,so quiet .This is the place when we want to come back and come back again."
Beautiful Full-Size Private Lakefront Gated Home with dock / boats

Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park

10.0 out of 10, Exceptional, (14)
"Wonderful home that is clean neat and just perfect for a stay at the foothills of the Catskills! "
The price is AU$521
includes taxes & fees
22 Dec - 23 Dec
Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park

NEW LISTING! Cozy Country Farmhouse with Hot Tub

9.4 out of 10, Exceptional, (3)
"Perfect property for a quiet weekend. Dogs had plenty of room to run free"
NEW LISTING! Cozy Country Farmhouse with Hot Tub

Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

10.0 out of 10, Exceptional, (203)
"Very comfortab;e and cozy"
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (32)
"My Husband and I had a lovely time here. It was even more special because we were able to bring our beloved dog who so enjoyed his morning walks visiting the cows across the street and playing in the yard. The property is absolutely beautiful, the Barn is immaculate, everything is new and clean. We just adored the decor, so cozy! The little touches were so appreciated as well, like stocked tea bags and K-cups, clean blankets, towels, park passes and tons of recommendations to near by activities....
Red Barn Retreat - Shawangunk Mountains Getaway

Log Cabin with Hot Tub, Sauna, Private Pond, 23 acres -- 4.6 mi to Bethel Woods

10.0 out of 10, Exceptional, (110)
"Owners are very nice and helpful"
Log Cabin with Hot Tub, Sauna, Private Pond, 23 acres -- 4.6 mi to Bethel Woods

Huge house with amazing kitchen, near great hiking; great for groups!

10.0 out of 10, Exceptional, (44)
"Northeastern's annual Alternative Weekend trips had an amazing stay over Veteran's Day weekend! The group volunteered with the local Woodstock Animal Sanctuary. Students and staff raved about the house!"
Huge house with amazing kitchen, near great hiking; great for groups!

EV Modern Cozy Waterfront Cottage with Fireplace

10.0 out of 10, Exceptional, (21)
"We were surprised when we first arrived, but were very pleasantly surprised when we got inside. The place was very clean and nice. Jonathan was very prompt with the few questions we had."
EV Modern Cozy Waterfront Cottage with Fireplace

The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard

9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Woodbourne
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Woodbourne you may be interested in

Log Cabin in Catskill NYS

9.8 out of 10, Exceptional, (40)
"Our group of guys loved the cabin. It was spacious and convenient for 12 guys. The cabin was filled with amenities including thermostats in each room, towels, cookware, hot water, and cleaning/hygiene products. Peter and his family responded quickly to all of our messages and requests. This area is quiet and peaceful. The location is about 20-30 minutes from nearby restaurants, trails, and stores. "
Log Cabin in Catskill NYS

Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

7.6 out of 10, Good, (14)
"We had a great time for our family getaway. The house was sized for a summer getaway with a large family/group. Plenty of bedrooms and bathrooms and even a second fridge to accommodate our needs. When the game room is available, the house will be even better"
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

The Kartrite Resort & Indoor Waterpark

4.0 star property
7.8 out of 10, Good, (1118)
"Great service, super clean"
The price is AU$391
includes taxes & fees
1 Dec - 2 Dec
The Kartrite Resort & Indoor Waterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Woodbourne?

Yes, there are holiday rentals close to the most popular sights in Woodbourne, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woodbourne has to offer?

Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit: This highly rated holiday home rental in Woodbourne offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 8 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Woodbourne?

Expedia has 4 holiday rentals for your stay in Woodbourne.

What’s there to see and do in Woodbourne?

Neversink River and Catskill State Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find The Kartrite Resort & Indoor Waterpark and Resorts World Catskills.

What’s a holiday rental in Woodbourne like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodbourne. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.