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Cuddebackville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Cuddebackville vacation rentals

A wooden interior with a skylight, curved ceiling, and a visible window.

1. Fantastic 5-bedroom country house w/ private access to neversink river near NYC

Fantastic 5-bedroom country house w/ private access to neversink river near NYC
Cuddebackville
8.0 out of 10, Very good, (1 review)
"Excellent host, communicative and helpful. The space is a nice space and plenty of rooms for all. The river access is great and really lovely to have. If you're going in the winter there is a great, new sauna on the deck. We had a great time grilling on the propane griddle and relaxing on the deck. Peaceful and quiet. Be aware, if you are tall, the doorways are a little low, and one of the bedrooms is just off the kitchen and not private."
United States
Damon N.
The price is CA $496
CA $1,074 total
includes taxes & fees
Oct 8 - Oct 9
Fantastic 5-bedroom country house w/ private access to neversink river near NYC
A wooden cabin with a porch, a door, and a window.

2. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is CA $213
CA $339 total
includes taxes & fees
Oct 8 - Oct 9
Close to Trails: Studio w/ Water Views
A wooden cabin with a porch, a door, and a window.

3. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
10.0 out of 10, Exceptional, (12 reviews)
"Very kind and nice owner, brand new building have everything you needed"
United States
Ayur
The price is CA $156
CA $346 total
includes taxes & fees
Oct 8 - Oct 9
Close to Trails: Studio w/ Water Views
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

4. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
The price is CA $159
CA $292 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

5. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
Wurtsboro
9.6 out of 10, Exceptional, (10 reviews)
"Came in to town for a bachelor party weekend and had a great time. Rooms were clean and nice, scenery was beautiful, and the host was very responsive. Beds were comfy but could use some more pillows. Kitchen/dining room was convenient but could definitely use a bigger fridge for people who want to bring stuff for meals. Overall great experience!"
United States
Nate R.
The price is CA $234
CA $500 total
includes taxes & fees
Oct 11 - Oct 12
Hike & Fish: Outdoor Retreat Near Trails
A window with a view of a green, leafy outdoor area, possibly a garden or park.

6. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is CA $112
CA $190 total
includes taxes & fees
Nov 1 - Nov 2
Trails Head Tiny House
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

7. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (119 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is CA $173
CA $311 total
includes taxes & fees
Oct 12 - Oct 13
Trails Head Cabin
An open door leading to a deck with outdoor furniture and a stone wall.

8. Hello Small Stone

Hello Small Stone
Middletown
9.8 out of 10, Exceptional, (7 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is CA $198
CA $557 total
includes taxes & fees
Oct 20 - Oct 21
Hello Small Stone
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

9. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (19 reviews)
"It was a great place "
United States
Jose
The price is CA $117
CA $236 total
includes taxes & fees
Oct 8 - Oct 9
Cottage Suites
A covered deck with outdoor seating and string lights.

10. Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck

Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Sparrow Bush
9.6 out of 10, Exceptional, (8 reviews)
"Great stay, host was very responsive, would definitely stay again! "
United States
Shriraj S.
The price is CA $304
CA $394 total
includes taxes & fees
Oct 13 - Oct 14
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Our indoor plants (2)

11. Scenic Views & River Access, Cozy River Home

Scenic Views & River Access, Cozy River Home
Montague
9.2 out of 10, Wonderful, (19 reviews)
"House was very homey feeling, very dog friendly with large yard."
United States
Catherine F.
The price is CA $183
CA $265 total
includes taxes & fees
Oct 13 - Oct 14
Scenic Views & River Access, Cozy River Home
A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

12. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is CA $301
CA $488 total
includes taxes & fees
Oct 11 - Oct 12
Hike & Fish: Outdoor Retreat Near Trails
A cozy living area with a brick fireplace, a blue sofa, and a red chair.

13. Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY

Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
Sparrow Bush
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful property!!"
United States
Kathryn D.
The price is CA $633
CA $1,184 total
includes taxes & fees
Oct 8 - Oct 9
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
A lakeside scene with a boat and a chair on the shore.

14. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (42 reviews)
"It was amazing quiet, clean, in a great location. Will go back again."
United States
GinaMarie C.
The price is CA $211
CA $362 total
includes taxes & fees
Oct 20 - Oct 21
Beaver Lake Escape
A wooden staircase leading to a garden area with a pathway, rocks, and plants.

15. 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Forestburgh
9.6 out of 10, Exceptional, (16 reviews)
"5 stars across the board! Super communicative host, even offered to change cleaning crew schedule to accommodate our needs. There is a beautiful creek going through the back yard. It’s lovely. I feel like pictures dont do it justice. Definitely a wonderful experience."
United States
Dea
The price is CA $286
CA $541 total
includes taxes & fees
Oct 13 - Oct 14
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A log cabin with a deck, stone foundation, and a green umbrella.

16. Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge

Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
Glen Spey
10.0 out of 10, Exceptional, (2 reviews)
"This place looks even better than what we have seen from the pictures. Everything within the property was very well maintained, organized and cozy. Paul and Chuck put a lot of hard work and love into this place. They included everything that was needed for a comfortable stay in an outdoors cabin, even things you wouldn't have considered in the first place. We were searching for a place to take a break from the city's atmosphere(the sound, the people,etc) and this place answered our needs for...
United States
Aleksandr D.
The price is CA $544
CA $1,004 total
includes taxes & fees
Oct 8 - Oct 9
Secluded Luxury Cabin Surrounded by Nature - Fernwood Lodge
A two-story house with a covered porch, a front door, and a staircase leading to the entrance.

17. Spacious 4 bedroom house with a private pool in a quiet area

Spacious 4 bedroom house with a private pool in a quiet area
Glen Spey
10.0 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Johnny A.
The price is CA $322
CA $676 total
includes taxes & fees
Oct 8 - Oct 9
Spacious 4 bedroom house with a private pool in a quiet area
An outdoor deck with a wooden table and chairs, a grill, and a hot tub.

18. Luxury Retreat w/ Hot Tub - near Bethel Woods!

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (7 reviews)
"This was an excellent property.It was clean, well stocked and beautiful. The host was attentive and available. It was really a wonderful stay."
United States
mary
The price is CA $433
CA $952 total
includes taxes & fees
Oct 8 - Oct 9
Luxury Retreat w/ Hot Tub - near Bethel Woods!
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

19. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is CA $211
CA $420 total
includes taxes & fees
Oct 8 - Oct 9
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A forested area with a table and chairs on a wooden platform.

20. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is CA $199
CA $307 total
includes taxes & fees
Oct 12 - Oct 13
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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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Top Cuddebackville Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"X"
Nicole 1-night trip
Posted 21 hours ago
Sleep Inn & Suites Middletown - Goshen

Find out more about Cuddebackville

Everything you need to know about Cuddebackville 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 Cuddebackville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Cuddebackville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cuddebackville vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuddebackville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuddebackville vacation rentals we have selected for you start as low as CA $248 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuddebackville rentals

At Expedia, we put the best Cuddebackville 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 Cuddebackville 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 Cuddebackville 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 Cuddebackville. 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 Cuddebackville?

Yes, we have vacation rentals in Cuddebackville close to Oakland Valley Race Park, or you can go with a more remote option if you want a relaxing stay.

What's the top vacation rental in Cuddebackville?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental outside of Cuddebackville 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 will I find in Cuddebackville?

Choose from 3 Expedia vacation rentals in Cuddebackville for a memorable vacation.

What can I see and do in Cuddebackville?

Enjoy the outdoors at Neversink River and Delaware and Hudson Canal County Park, or simply take in cultural attractions like Neversink Valley Area Museum and Neversink Valley Museum of History & Innovation. In the larger area, you’ll find Oakland Valley Race Park and The Hawk's Nest Lookout.

What are vacation rentals like in Cuddebackville?

Vacation rentals are private properties you can book for several days or more in Cuddebackville. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.