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 kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

1. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (316 reviews)
"Everything was great"
United States
Danielle
The price is CA $206
CA $231 total
includes taxes & fees
Oct 28 - Oct 29
Starlite Motel
A wooden cabin with a kitchen and a bed, surrounded by trees.

2. 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, (203 reviews)
"Place was very quiet and it has a beautiful view"
United States
Leandro
The price is CA $168
CA $248 total
includes taxes & fees
Nov 9 - Nov 10
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Living area

3. Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (81 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 $155
CA $225 total
includes taxes & fees
Oct 13 - Oct 14
Suites on Main
A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

4. 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 $177
CA $397 total
includes taxes & fees
Oct 12 - Oct 13
Kitty Kabana Tiny House
A campfire surrounded by rocks in a grassy field with trees and hills in the background.

5. 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 $156
CA $315 total
includes taxes & fees
Oct 12 - Oct 13
Cold Spring Lodge - Cabin 2
A wooden structure with a circular entrance, two red Adirondack chairs, a small table, and a bottle of water.

6. Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (137 reviews)
"Great stay in a lovely area."
United States
Jordan W.
The price is CA $179
CA $357 total
includes taxes & fees
Oct 12 - Oct 13
Sauna Belleayre Cozy Cabin
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

7. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.8 out of 10, Excellent, (19 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is CA $138
CA $250 total
includes taxes & fees
Nov 3 - Nov 4
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A modern kitchen with a wooden island, large windows, and a view of trees.

8. 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, (88 reviews)
"Great amenities and location!"
United States
Angeli F.
The price is CA $178
CA $413 total
includes taxes & fees
Oct 21 - Oct 22
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

9. 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, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is CA $211
CA $349 total
includes taxes & fees
Nov 5 - Nov 6
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

10. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is CA $123
CA $378 total
includes taxes & fees
Nov 3 - Nov 4
Campfire Cottage: Fireplace, fire pit & no chores!
A natural setting with a stream, red chairs, and a forested area.

11. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (304 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 $229
CA $484 total
includes taxes & fees
Nov 4 - Nov 5
Streamside Cottage Half Mile to Town of Woodstock
A fireplace with logs, a vase with flowers, and candles on a woven mat.

12. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
The price is CA $160
CA $288 total
includes taxes & fees
Nov 3 - Nov 4
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A wooden deck with a bench, surrounded by a forested area.

13. 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 $179
CA $284 total
includes taxes & fees
Oct 13 - Oct 14
West Wing - a unique private space w/patio
A forest campsite with a tent, a fire pit, and a bench.

14. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is CA $122
CA $216 total
includes taxes & fees
Oct 12 - Oct 13
Glamping Tent & Campsite by Minnewaska State Park
A wooden cabin with a porch, two chairs, and a table.

15. 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 $169
CA $620 total
includes taxes & fees
Nov 8 - Nov 9
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
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 $242
CA $405 total
includes taxes & fees
Oct 20 - Oct 21
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)
"The pictures are misleading"
United States
Jia
The price is CA $160
CA $388 total
includes taxes & fees
Oct 12 - Oct 13
The Studio at the Inn at High Falls
A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

18. 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 $145
CA $195 total
includes taxes & fees
Oct 13 - Oct 14
Property of Big Foot Roscoe, NY
A geodesic dome structure with a wooden base, surrounded by lush greenery and trees.

19. 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, (47 reviews)
"Angel was an excellent host. The dome is cool and well furnished. The view is great. An unique spot to stay"
United States
jonathan w.
The price is CA $141
CA $270 total
includes taxes & fees
Oct 12 - Oct 13
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

20. 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 $141
CA $309 total
includes taxes & fees
Oct 26 - Oct 27
Tiny Cat Tiny House
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

Blue Hill Lodge

Blue Hill Lodge

10/10 Excellent
"I seem to always visit when the restaurant is closed but outside of that it’s the perfect spot for me. Good proximity to where I need to be, charming and clean, and great communication. Check in is super easy and if I need anything while there the staff is very helpful."
Bob 2-night trip
Posted 20 hours ago
Blue Hill Lodge

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 $231 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.