Cuddebackville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cuddebackville holiday rentals

A spacious kitchen with wooden cabinets, a central island, and a dining area with chairs.

1. Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
Cuddebackville
9.6 out of 10, Exceptional, (10 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is AU$751
includes taxes & fees
15 Nov - 16 Nov
Serene Rustic Retreat with Lake
A stone pathway leading to a river with a stone wall on one side.

2. 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, (2 reviews)
"Great communication, location/scenery was gorgeous"
United States
Lisa R.
The price is AU$1,088
includes taxes & fees
16 Nov - 17 Nov
Fantastic 5-bedroom country house w/ private access to neversink river near NYC
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

3. 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
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.

4. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
Wurtsboro
9.6 out of 10, Exceptional, (10 reviews)
"Clean, cozy, relaxing vibes"
United States
Daniel S.
The price is AU$485
includes taxes & fees
15 Nov - 16 Nov
Hike & Fish: Outdoor Retreat Near Trails
A window with a view of a green, leafy outdoor area, possibly a garden or park.

5. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
8.8 out of 10, Excellent, (23 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is AU$172
includes taxes & fees
17 Nov - 18 Nov
Trails Head Tiny House
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.

6. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is AU$505
includes taxes & fees
17 Nov - 18 Nov
Hike & Fish: Outdoor Retreat Near Trails
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

7. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.6 out of 10, (23 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
The price is AU$212
includes taxes & fees
16 Nov - 17 Nov
Columbus Suites
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

8. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (125 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is AU$316
includes taxes & fees
17 Nov - 18 Nov
Trails Head Cabin
An open door leading to a deck with outdoor furniture and a stone wall.

9. 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 AU$613
includes taxes & fees
15 Nov - 16 Nov
Hello Small Stone
A modern hotel room with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view of the adjacent dining area.

10. The Columbus Hotel - The Reimagined Suite - 52-304

The Columbus Hotel - The Reimagined Suite - 52-304
Middletown
The price is AU$211
includes taxes & fees
15 Nov - 16 Nov
The Columbus Hotel - The Reimagined Suite - 52-304
A hotel room with a bed, bedside tables, a desk, a chair, and a view of the outdoors.

11. The Columbus Hotel - The Scholar Suite - 89-307

The Columbus Hotel - The Scholar Suite - 89-307
Middletown
The price is AU$271
includes taxes & fees
16 Nov - 17 Nov
The Columbus Hotel - The Scholar Suite - 89-307
A modern kitchen with a built-in microwave and a dining area with a table and chairs.

12. The Columbus Hotel - The Courtyard Suite - 89-303

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is AU$270
includes taxes & fees
14 Dec - 15 Dec
The Columbus Hotel - The Courtyard Suite - 89-303
A covered deck with outdoor seating and string lights.

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

Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Sparrow Bush
9.4 out of 10, Exceptional, (9 reviews)
"Great stay, host was very responsive, would definitely stay again! "
United States
Shriraj S.
The price is AU$360
includes taxes & fees
17 Nov - 18 Nov
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Our indoor plants (2)

14. Scenic Views & River Access, Cozy River Home

Scenic Views & River Access, Cozy River Home
Montague
9.2 out of 10, Wonderful, (21 reviews)
"This house was very clean and spacious! Having access to the river makes this place very special. The host was very communicative and response to requests if needed. I was very happy with my stay at this Tri-State property. It's very easy to get to and the directions are very clear."
United States
Elizabeth W.
The price is AU$233
includes taxes & fees
3 Dec - 4 Dec
Scenic Views & River Access, Cozy River Home
Patio (2)

15. Forest and River Side Tranquil House

Forest and River Side Tranquil House
Montague
7.6 out of 10, Good, (21 reviews)
"The location of the house was great and the surrounding neighborhood and wooded area was really nice. I would suggest to the owner to provide a bit more kitchenware in the kitchen and possibly a bit more furniture in the living room. Overall, my family and i had a good time."
United States
Anonymous traveller
The price is AU$233
includes taxes & fees
3 Dec - 4 Dec
Forest and River Side Tranquil House
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

16. The Columbus Hotel - The Upper Studio - 52-402

The Columbus Hotel - The Upper Studio - 52-402
Middletown
The price is AU$253
includes taxes & fees
14 Dec - 15 Dec
The Columbus Hotel - The Upper Studio - 52-402
A lakeside scene with a boat and a chair on the shore.

17. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (44 reviews)
"It was amazing quiet, clean, in a great location. Will go back again."
United States
GinaMarie C.
The price is AU$359
includes taxes & fees
15 Nov - 16 Nov
Beaver Lake Escape
A cozy living area with a brick fireplace, a blue sofa, and a red chair.

18. 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 AU$1,144
includes taxes & fees
15 Nov - 16 Nov
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
A wooden staircase leading to a garden area with a pathway, rocks, and plants.

19. 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 AU$516
includes taxes & fees
16 Nov - 17 Nov
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

20. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great for a group"
United States
Audra
The price is AU$276
includes taxes & fees
15 Nov - 16 Nov
Carriage House Apartment Goshen NY
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Top Cuddebackville Hotel Reviews

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown

8/10 Good

Nice staff. Had a room that the refrigerator did not work. Otherwise fine.
Australia
Karen
Reviewed July 3, 2024
Sleep Inn & Suites Middletown - Goshen

Find out more about Cuddebackville

Everything you need to know about Cuddebackville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuddebackville holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Cuddebackville holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuddebackville holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuddebackville holiday rentals we have selected for you start as low as AU$172 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cuddebackville rentals

At Expedia, we put the best Cuddebackville holiday 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 holiday.

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 holiday rentals in Cuddebackville?

Yes, there are holiday rentals in Cuddebackville close to Oakland Valley Race Park, 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 Cuddebackville has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Cuddebackville is located on a lake, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Cuddebackville?

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

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 wider area, you’ll find Oakland Valley Race Park and The Hawk's Nest Lookout.

What are holiday rentals like in Cuddebackville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cuddebackville. Holiday rentals feature extras such as patios, hot tubs and fire pits 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 busy lobbies while still allowing you a great travel experience. 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 family gatherings.