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Cuddebackville Vacation Rentals

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Check prices for these dates

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

Our top choices for Cuddebackville vacation rentals

A covered porch with four lounge chairs, a white railing, and a red floor.

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.
$475 nightly
The price is $515
Nov 15 - Nov 16
Total with taxes and fees
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.
$681 nightly
The price is $771
Nov 15 - Nov 16
Total with taxes and fees
Fantastic 5-bedroom country house w/ private access to neversink river near NYC
A log cabin with a stone foundation, a garage, and a wooden deck.

3. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
$304 nightly
The price is $344
Nov 13 - Nov 14
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
A log cabin with a stone foundation, a garage, and a wooden deck.

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.
$294 nightly
The price is $333
Nov 13 - Nov 14
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
A house with a covered porch, stone pillars, and a black railing.

5. Cozy Huguenot Hideaway

Cozy Huguenot Hideaway
Huguenot
$525 nightly
The price is $570
Nov 15 - Nov 16
Total with taxes and fees
Cozy Huguenot Hideaway
An open door leading to a deck with outdoor furniture and a stone wall.

6. 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.
$371 nightly
The price is $420
Nov 15 - Nov 16
Total with taxes and fees
Hello Small Stone
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, (125 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
$190 nightly
The price is $214
Nov 15 - Nov 16
Total with taxes and fees
Trails Head Cabin
A covered outdoor seating area with a sofa and a coffee table.

8. 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.
$214 nightly
The price is $242
Nov 17 - Nov 18
Total with taxes and fees
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
A forested area with a table and chairs set up for outdoor dining.

9. 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.
$103 nightly
The price is $116
Nov 16 - Nov 17
Total with taxes and fees
Trails Head Tiny House
A swimming pool with two dogs on the deck.

10. 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.
$700 nightly
The price is $791
Nov 13 - Nov 14
Total with taxes and fees
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

11. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 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
$127 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Columbus Suites
A circular fire pit with flames, surrounded by wooden chairs, set in a forested area with string lights.

12. Breathtaking River Views · The Hawks Nest Cabin

Breathtaking River Views · The Hawks Nest Cabin
Glen Spey
10.0 out of 10, Exceptional, (11 reviews)
"Nice sized cabin for a relaxing weekend away. We enjoyed the views from the deck. We spent time on the river. Highly recommend if you want to be near the Delaware River!"
United States
Jessica G.
$445 nightly
The price is $493
Nov 19 - Nov 20
Total with taxes and fees
Breathtaking River Views · The Hawks Nest Cabin
Kitchen Area (3)

13. 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.
$147 nightly
The price is $164
Dec 1 - Dec 2
Total with taxes and fees
Scenic Views & River Access, Cozy River Home
A wooden bench in a forested area with a clear path and greenery around.

14. 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
$302 nightly
The price is $340
Nov 15 - Nov 16
Total with taxes and fees
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Patio with Scenic view

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 traveler
$142 nightly
The price is $159
Dec 1 - Dec 2
Total with taxes and fees
Forest and River Side Tranquil House
A log cabin with a deck, stone foundation, and a green umbrella.

16. Secluded Luxury Catskills Log Cabin - 4BR, Fireplace & Fire Pit, Sleeps 8

Secluded Luxury Catskills Log Cabin - 4BR, Fireplace & Fire Pit, Sleeps 8
Glen Spey
10.0 out of 10, Exceptional, (4 reviews)
"beautiful cabin!"
United States
liah w.
$657 nightly
The price is $740
Nov 15 - Nov 16
Total with taxes and fees
Secluded Luxury Catskills Log Cabin - 4BR, Fireplace & Fire Pit, Sleeps 8
A rectangular swimming pool with a white border, surrounded by a brick patio.

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.
$410 nightly
The price is $462
Nov 16 - Nov 17
Total with taxes and fees
Spacious 4 bedroom house with a private pool in a quiet area
A lakeside scene with a boat and a chair on the shore.

18. 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.
$214 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Beaver Lake Escape
A wooden dock extending over calm water, surrounded by dense forest.

19. Cozy Nature Escape: Pet-Friendly Retreat w/Game Rm

Cozy Nature Escape: Pet-Friendly Retreat w/Game Rm
Glen Spey
9.4 out of 10, Exceptional, (28 reviews)
"Pet friendly"
United States
Tony F.
$521 nightly
The price is $587
Dec 7 - Dec 8
Total with taxes and fees
Cozy Nature Escape: Pet-Friendly Retreat w/Game Rm
A two-story house with a porch, a table, and chairs outside.

20. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
3.5 star property
Goshen
Historic Horse Barn Apartment in Goshen
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Very restful and relaxing stay with my family. Staff were amazing even when we had issues with toilet clogging. Other than the elevator breaking down on our last day there, it didn’t ruin our stay. We’ll definitely stay again."
Omar 2-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Chester by IHG

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, 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 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 low season months. For more hustle and bustle, you may prefer to visit Cuddebackville 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 $160 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 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.