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Compare 342 Vacation Homes in Woodbourne with updated reviews, rates, and availability.

The Perfect up to date Private Getaway to call home for a while
Interior

The Perfect up to date Private Getaway to call home for a while

8.6 out of 10, Excellent, (4)
"This property and listing was perfect for our men's retreat weekend getaway. We gathered together and enjoyed being able to spread out in the spacious home. It was very close to a local park with a pool, basketball court, and open field. We also enjoyed grilling on the patio and using the fire-pit to roast s'mores in the evening. The driveway had plenty of parking. The pool on the property was unusable but the backyard was perfect for us to play football and have outdoor activities. We...
The Perfect up to date Private Getaway to call home for a while
Mountain Views & Brook Access: Home in Arkville!
Arkville Vacation Rental | 3BR | 3BA | 7 Steps to Enter | 3,000 Sq Ft

Mountain Views & Brook Access: Home in Arkville!

Mountain Views & Brook Access: Home in Arkville!
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
Exterior

Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park

9.4 out of 10, Exceptional, (30)
"Everything was good and we all enjoyed our stay"
The price is SAR 1,142
SAR 2,063 total
includes taxes & fees
13 Jan - 14 January 2025
Spacious 4-bedroom home on 5 acre farm near Minnewaska State Park
Cozy Swan Lake Apt w/ Grill + Private Yard
Swan Lake Vacation Rental | 1BR | 1BA | 700 Sq Ft | Stairs Required to Enter

Cozy Swan Lake Apt w/ Grill + Private Yard

9.6 out of 10, Exceptional, (14)
"Great private and quiet spot shared with many deer. Tastefully decorated and well equipped. Comfortable bed. Close to Bethel Woods via scenic back roads! "
Cozy Swan Lake Apt w/ Grill + Private Yard
Luxury Lakeside Paradise

Luxury Lakeside Paradise

9.6 out of 10, Exceptional, (4)
"Our family stayed for a number of days in Chaya's wonderful house on Swinging Bridges Lake. Everything about this house is great, and we would LOVE to come back! Thank you Chaya for being a gracious and attentive hostess!"
Luxury Lakeside Paradise
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Pine Bush Vacation Rental | 1BR | 1.5BA | Stairs Required for Access | 750 Sq Ft

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
The Highland: a Cute Private Country Estate, Pool, GameRoom 18+ beds
Aerial view

The Highland: a Cute Private Country Estate, Pool, GameRoom 18+ beds

2.0 star property
The Highland: a Cute Private Country Estate, Pool, GameRoom 18+ beds
Trails Head Tiny House
Updated picture of the exterior with the extended deck.

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 SAR 297
SAR 466 total
includes taxes & fees
24 Dec - 25 Dec
Trails Head Tiny House
NEW LISTING! Cozy Country Farmhouse with Hot Tub
Exterior

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
Catskill dreamy pet friendly country house for a unique getaway experience.
The Tannery House

Catskill dreamy pet friendly country house for a unique getaway experience.

9.8 out of 10, Exceptional, (7)
"We loved the comfortness and homeyness of the house. We loved the fact that the backyard is fenced in. Our dogs loved it. It was also great that it was dog friendly, they have a dog bed and feeding station. The 🏡 stress is great and very caring."
Catskill dreamy pet friendly country house for a unique getaway experience.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Exterior

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!
The Studio at the Inn at High Falls
Exterior

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
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
Exterior

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
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
View from upper deck

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
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Welcome to the Louie II. A serene setting for your next Hudson Valley getaway.

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
Beautiful Private Stone Home in the Hudson Valley
Exterior

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (139)
"We had a wonderful time together. Room for everyone. We were 11. Clean and spacious. We would stay there again."
Beautiful Private Stone Home in the Hudson Valley
Waterfront Catskills Retreat on 2 Acres with Lots of Amenities, Close to Town
Exterior

Waterfront Catskills Retreat on 2 Acres with Lots of Amenities, Close to Town

9.4 out of 10, Exceptional, (11)
"We are happy with the roomy home with space for everyone. Beautiful surroundings and easy to get to. "
Waterfront Catskills Retreat on 2 Acres with Lots of Amenities, Close to Town
The Loft At The Inn At High Falls
Exterior

The Loft At The Inn At High Falls

8.6 out of 10, Excellent, (10)
"Frank's place had everything we needed for the perfect end to summer weekend. He was responsive and his instructions were easy. We hope to come back someday!"
The Loft At The Inn At High Falls
Catskill home set in the catskill forest preserve.
Front entrance

Catskill home set in the catskill forest preserve.

9.4 out of 10, Exceptional, (47)
"We wanted a place to relax for a week and enjoy our relatives The house is cute and cozy And everything was clean and enjoyed the location for all the foliage this time of year"
Catskill home set in the catskill forest preserve.
Sun Drenched Lakefront Cove
Massive Chef's Kitchen

Sun Drenched Lakefront Cove

9.2 out of 10, Wonderful, (15)
"We had a great time! Plenty of room and very clean."
Sun Drenched Lakefront Cove
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.
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Other property types in Woodbourne

Log Cabin in Catskill NYS
Exterior

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
Exterior

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

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

10.0 out of 10, Exceptional, (204)
"Very comfortab;e and cozy"
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
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.