A forest with tall trees, a leaf-covered ground, and moss-covered rocks.

Town of Denning Vacation Rentals

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Our top choices for Town of Denning vacation rentals

A modern, enclosed room with a large window displaying a forest scene.

1. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Roscoe
9.4 out of 10, Exceptional, (208 reviews)
"Such a beautiful cabin, I will call it as glamping. Location was perfect. I would love to go one more time"
United States
Pallavi
The price is CA $166
CA $244 total
includes taxes & fees
Nov 19 - Nov 20
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

2. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (320 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is CA $204
CA $228 total
includes taxes & fees
Oct 22 - Oct 23
Starlite Motel
A campfire surrounded by rocks in a grassy field with trees and hills in the background.

3. Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (5 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is CA $155
CA $307 total
includes taxes & fees
Oct 28 - Oct 29
Cold Spring Lodge - Cabin 2
Living area

4. Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (82 reviews)
"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...
United States
Jonathan
The price is CA $153
CA $222 total
includes taxes & fees
Oct 22 - Oct 23
Suites on Main
A wooden structure with a circular entrance, two red Adirondack chairs, a small table, and a bottle of water.

5. Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (138 reviews)
"Great stay in a lovely area."
United States
Jordan W.
The price is CA $176
CA $354 total
includes taxes & fees
Oct 28 - Oct 29
Sauna Belleayre Cozy Cabin
A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

6. Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
8.8 out of 10, Excellent, (14 reviews)
"Very cute house with the necessities and more!"
United States
TAYLOR L.
The price is CA $139
CA $300 total
includes taxes & fees
Oct 26 - Oct 27
Tiny Cat Tiny House
A wooden deck with a bench, surrounded by a forested area.

7. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (37 reviews)
"loved our stay and would stay again!"
United States
MIKE W.
The price is CA $177
CA $282 total
includes taxes & fees
Oct 22 - Oct 23
West Wing - a unique private space w/patio
A two-story house with a porch, a staircase, and a small garden area.

8. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
The price is CA $109
CA $218 total
includes taxes & fees
Nov 1 - Nov 2
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A modern kitchen with a wooden island, large windows, and a view of trees.

9. HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.4 out of 10, Exceptional, (90 reviews)
"Great amenities and location!"
United States
Angeli F.
The price is CA $176
CA $405 total
includes taxes & fees
Oct 29 - Oct 30
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

10. Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY
Roscoe
9.8 out of 10, Exceptional, (10 reviews)
"Quiet place with fantastic hosts!"
United States
Jeremy H.
The price is CA $148
CA $198 total
includes taxes & fees
Oct 27 - Oct 28
Property of Big Foot Roscoe, NY
A stone wall beside a flowing river, surrounded by trees and a wooden cabin.

11. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (305 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is CA $214
CA $462 total
includes taxes & fees
Nov 10 - Nov 11
Streamside Cottage Half Mile to Town of Woodstock
A wooden cabin with a porch, two chairs, and a table.

12. Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Halcott Center
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect during my stay. The service was excellent, and everything went very smoothly. I’m really happy with the overall experience and would highly recommend it to anyone."
United States
Hnin
The price is CA $167
CA $612 total
includes taxes & fees
Nov 8 - Nov 9
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

13. Kitty Kabana Tiny House

Kitty Kabana Tiny House
Grahamsville
9.2 out of 10, Wonderful, (5 reviews)
"Very clean and cozy property with gracious host."
United States
Maxine
The price is CA $175
CA $398 total
includes taxes & fees
Oct 22 - Oct 23
Kitty Kabana Tiny House
A room with a large glass dome window, a small round table with chairs, a bed, and a teddy bear.

14. Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Parksville
9.8 out of 10, Exceptional, (48 reviews)
"Angel was a fantastic host, the Dome was comfy, and the area was lovely."
United States
Richard F.
The price is CA $139
CA $270 total
includes taxes & fees
Oct 27 - Oct 28
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Private kitchen

15. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (15 reviews)
"Thank you. What an experience!"
United States
Burc
The price is CA $160
CA $284 total
includes taxes & fees
Oct 22 - Oct 23
Woods Cabin-Kingston/Woodstock, NY.
A cozy living room with a stone fireplace, a sofa, and a coffee table.

16. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (18 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
The price is CA $256
CA $419 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

17. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"Great property in a serene setting. We enjoyed it very much!"
United States
John M.
The price is CA $158
CA $379 total
includes taxes & fees
Oct 22 - Oct 23
The Studio at the Inn at High Falls
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

18. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (46 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is CA $164
CA $296 total
includes taxes & fees
Nov 1 - Nov 2
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

19. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful property will definitely book again."
United States
Jane G.
The price is CA $96
CA $233 total
includes taxes & fees
Oct 22 - Oct 23
Dream getaway apartment in the foot of Gunks Ridge
Property grounds

20. Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Fleischmanns
9.8 out of 10, Exceptional, (32 reviews)
"It was very quiet which we wanted very comfortable love the hot tub. Easy check-in have no problems with the hoe. She always got back to me in time if you're looking for peace and quiet in downtime,this is a place to come."
United States
Tracy G.
The price is CA $203
CA $444 total
includes taxes & fees
Oct 22 - Oct 23
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
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 Town of Denning Hotel Reviews

Hotel Kinsley

Hotel Kinsley

8/10 Good
"rooms were very clean, check-in staff were friendly. I am over 75y/o and my room was a third story walk-up. If I had known that, I might have packed differently, so I would not be carrying a heavy suitcase up three flights."
maryellen 1-night trip
Posted 7 hours ago
Hotel Kinsley

Find out more about Town of Denning

Everything you need to know about Town of Denning 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 Town of Denning 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 Town of Denning vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Town of Denning vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Town of Denning. 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 Town of Denning 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 Town of Denning vacation rentals we have selected for you start as low as CA $228 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Town of Denning rentals

At Expedia, we put the best Town of Denning 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 Town of Denning 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 Town of Denning 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 Town of Denning. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.