Woodbourne Vacation Rentals from $343: Search Short-Term Rentals

A mountainous landscape with autumn foliage.

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Our top choices for Woodbourne vacation rentals

A lakeside cabin with a large deck, a boat dock, and a reflection in the water.

1. Private Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV

Woodbourne

Xavier F.

$1,162 nightly

Dec 1 - Dec 2

Total with taxes and fees

A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

2. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville

Holly L.

$216 nightly

Nov 15 - Nov 16

Total with taxes and fees

A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

3. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

Woodridge

Chris D.

$249 nightly

Nov 15 - Nov 16

Total with taxes and fees

A cabin with a deck overlooking a calm body of water, surrounded by lush greenery.

4. Black Marsh Mellow Tiny Home

Woodridge

Edward G.

$275 nightly

Nov 15 - Nov 16

Total with taxes and fees

A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

5. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Hurleyville

Kami E. Q.

$361 nightly

Nov 15 - Nov 16

Total with taxes and fees

A tent set up in a forest with a campfire in front.

6. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

Harris

"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...

Lissette

$86 nightly

Nov 18 - Nov 19

Total with taxes and fees

A window with a view of a green, leafy outdoor area, possibly a garden or park.

7. Trails Head Tiny House

Rock Hill

Michael R.

$103 nightly

Nov 16 - Nov 17

Total with taxes and fees

A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

8. Trails Head Cabin

Rock Hill

Tonne

$190 nightly

Nov 15 - Nov 16

Total with taxes and fees

A lakeside scene with a boat and a chair on the shore.

9. Beaver Lake Escape

Rock Hill

GinaMarie C.

$214 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

10. Tiny Cat Tiny House

Grahamsville

TAYLOR L.

$209 nightly

Nov 15 - Nov 16

Total with taxes and fees

A covered porch with a wooden floor, a table with chairs, and a hanging light fixture.

11. Historic 2BR Home +Patio in Quiet Catskills Hamlet

Grahamsville

Maura C.

$290 nightly

Nov 17 - Nov 18

Total with taxes and fees

A covered outdoor seating area with wicker furniture, a table with food and drinks, and a view of a grassy yard.

12. Lakefront Hot Tub Retreat • Gig WiFi • 75” TV • Sleeps 16

Woodridge

"We had a great time here with our group! There was a trampoline, a huge yard, a beautiful lake view from the deck hot tub. The house was recently redone inside, and the rooms were nice, with a relaxing atmosphere. The outdoor firepit and fireplace were both wonderful. The only thing preventing 5 stars was that the outside of the house could use a facelift, and the deck could use being redone in some places. But our experience was very nice, and we would come back again!"

Michael K.

$517 nightly

Nov 15 - Nov 16

Total with taxes and fees

An outdoor seating area with a cushioned sofa, a small table, and a hammock.

13. Entire Cabin - Modern A-Frame w/Hot Tub

Ellenville

Bruce C.

$495 nightly

Nov 16 - Nov 17

Total with taxes and fees

14. Peaceful Lake House Sauna,Hot tub,& Pool getaway in the Catskills

Woodridge

Esther T.

$551 nightly

Nov 13 - Nov 14

Total with taxes and fees

A cozy living room with a sofa, a coffee table, and a dining area with a table and chairs.

15. Cozy two bedroom House

Liberty

Michael G.

$321 nightly

Nov 13 - Nov 14

Total with taxes and fees

A tent, two chairs, and a campfire on a wooden deck.

16. Riverfront Bell Tent Glamping -15 minutes to Bethel Woods Concerts

Harris

Dawn

$110 nightly

Dec 8 - Dec 9

Total with taxes and fees

A wooden deck with string lights, a covered area, and a staircase leading to a door.

17. Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Glen Wild

Biju P.

$384 nightly

Nov 16 - Nov 17

Total with taxes and fees

A hallway with a staircase, a door leading outside, and a basket with towels.

18. Private Riverfront, Family Ready, Wood Stove

Ferndale

Claire O.

$638 nightly

Dec 1 - Dec 2

Total with taxes and fees

A living room with a black sectional sofa, a wooden coffee table, a staircase, and a small side table with books.

19. Anthony's Castle

Liberty

David

$366 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern living room with a sofa, coffee table, and a fireplace.

20. Charming Swan Lake Retreat w/ Hot Tub & Deck

Swan Lake

Debra

$371 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Find vacation rentals that suit your style

Top Woodbourne Hotel Reviews

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

Hampton Inn Monticello

Monticello

10/10 Excellent

Paul

A restaurant interior with wooden walls, a bar area, and a ceiling with intricate patterns.

Blue Hill Lodge

Claryville

10/10 Excellent

I knew the moment I drove up that this was a great find. Perfect blend of country charm and convenience. Great little restaurant/deli/general store, with friendly and efficient staff. Restaurant had some great Russian specialty foods and beers. Liquor store on premises too. The room was simple and comfortable with a good tv and its own themostat, and really, really clean! I'm looking forward to coming back in spring 2015 when the microbrewery opens.

Curtis

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

Best Western Monticello

Monticello

10/10 Excellent

Laurie

A rustic interior with a stone fireplace, wooden beams, and a chandelier.

Urban Cowboy Lodge

Big Indian

10/10 Excellent

Carolena

A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

The Bradstan Boutique Hotel

Eldred

10/10 Excellent

Eric

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

The Kartrite Resort & Indoor Waterpark

Monticello

10/10 Excellent

Upon arrival i called And spoke with Wendy about my upcoming arrival and she was very friendly and assisted me with my questions and with making sure she can get my rooms as close as possible with me having to last minute book another room. When i arrived She assisted me at the desk with a smile very pleasant and welcoming. Her service was impeccable and made me want to return and recommend. Thanks again Wendy at the front desk

destiny

A two-story house with a front porch, a covered entryway, and a small garden area.

Windsong Retreat 2

Bethel

10/10 Excellent

Kelly

An indoor venue with wooden beams, tables set for dining, and hanging greenery.

Callicoon Hills

Callicoon Center

10/10 Excellent

John

A two-story house with a stone facade and a large window.

Kenoza Lake View Manor

Jeffersonville

10/10 Excellent

America, the owner of this bed and breakfast property, and her family were all very sincere and helpful. Comfortable outdoor chairs surround an outdoor fire pit, which makes for great night time conversations. Staying in the plush king bed suite equipped with a microwave and refrigerator allowed us to keep food we travel with fresh and handy. The WiFi connection was strongest late at night or early in the mooning. During the day, as more guests use WiFi, the connection begins to slow down....

Anonymous traveler

A traditional Japanese-style building with a wooden entrance, surrounded by lush greenery and stone pathways.

Elmrock Inn

Stone Ridge

10/10 Excellent

Patricia

Find out more about Woodbourne

Everything you need to know about Woodbourne vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodbourne vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodbourne vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodbourne vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodbourne. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodbourne in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $343 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodbourne rentals

At Expedia, we put the best Woodbourne vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodbourne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodbourne vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodbourne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Woodbourne?

Yes, there are vacation rentals close to popular attractions in Woodbourne, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Woodbourne has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: Visitors like this Woodbourne vacation home rental. It is located on a lake and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Woodbourne?

Expedia has 5 vacation rentals for your stay in Woodbourne.

What’s there to see and do in Woodbourne?

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

What’s a vacation rental in Woodbourne like?

A vacation rental is a private property you can book for a long or short time in Woodbourne. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.

Woodbourne Vacation Rentals

Check prices for these dates

Our top choices for Woodbourne vacation rentals

1. Private Lakeside Retreat -2Hot tub,Sauna, Pickleball,Basketball,RV

2. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

3. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

4. Black Marsh Mellow Tiny Home

5. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

6. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

7. Trails Head Tiny House

8. Trails Head Cabin

9. Beaver Lake Escape

10. Tiny Cat Tiny House

11. Historic 2BR Home +Patio in Quiet Catskills Hamlet

12. Lakefront Hot Tub Retreat • Gig WiFi • 75” TV • Sleeps 16

13. Entire Cabin - Modern A-Frame w/Hot Tub

14. Peaceful Lake House Sauna,Hot tub,& Pool getaway in the Catskills

15. Cozy two bedroom House

16. Riverfront Bell Tent Glamping -15 minutes to Bethel Woods Concerts

17. Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

18. Private Riverfront, Family Ready, Wood Stove

19. Anthony's Castle

20. Charming Swan Lake Retreat w/ Hot Tub & Deck

Find vacation rentals that suit your style

Top Woodbourne Hotel Reviews

Hampton Inn Monticello

10/10 Excellent

Find out more about Woodbourne

Everything you need to know about Woodbourne vacation rentals

Woodbourne vacation rentals: An excellent choice for every season

How to find incredible deals on Woodbourne rentals

Frequently Asked Questions

Are there vacation rentals in Woodbourne?

What's the top vacation rental that Woodbourne has to offer?

How many vacation rentals are there in Woodbourne?

What’s there to see and do in Woodbourne?

What’s a vacation rental in Woodbourne like?

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