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Town of Denning Holiday Rentals

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Top cities in Town of Denning

A clear river surrounded by dense forest and a hill in the background.
Vacation Rentals

Claryville

Claryville

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 Town of Denning holiday rentals

A cabin surrounded by a natural forest setting with a fire pit and picnic table.

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, (222 reviews)
"Amazing get away from the hustle and bustle of the city!! Enjoyed every bit of it! Thanks to Amanda and Hannah!"
United States
I-shante
The price is NZ$332
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
A wooden deck with a grill, chairs, and a potted plant.

2. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is NZ$294
includes taxes & fees
16 Nov - 17 Nov
Starlite Motel
Living area

3. 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 NZ$286
includes taxes & fees
16 Nov - 17 Nov
Suites on Main
A deer grazing in a lush garden with a house in the background.

4. 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 NZ$245
includes taxes & fees
22 Nov - 23 Nov
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A backyard with a fire pit, outdoor furniture, and a wooden fence.

5. 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)
"A cozy little cabin. A great place to enjoy in itself and a relaxing place to come back to after a day out. Stayed two nights and went hiking, great location for the mountains. Host was very responsive."
United States
Devon Q.
The price is NZ$397
includes taxes & fees
1 Dec - 2 Dec
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A cabin with a wooden deck, a porch, and a small garden area.

6. 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, (48 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is NZ$334
includes taxes & fees
1 Dec - 2 Dec
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A living room with a TV, a sliding barn door, a sofa, a lamp, and a plant.

7. 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 NZ$414
includes taxes & fees
19 Nov - 20 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
Two Adirondack chairs facing a river with a bridge in the background.

8. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveller
The price is NZ$523
includes taxes & fees
16 Nov - 17 Nov
Streamside Cottage Half Mile to Town of Woodstock
A wooden deck with a bench, surrounded by a forested area.

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

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (40 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
The price is NZ$375
includes taxes & fees
16 Nov - 17 Nov
West Wing - a unique private space w/patio
A wooden bridge with stone steps leading into a forested area.

10. Kitty Kabana Tiny House

Kitty Kabana Tiny House
Grahamsville
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and cozy property with gracious host."
United States
Maxine
The price is NZ$495
includes taxes & fees
16 Nov - 17 Nov
Kitty Kabana Tiny House
A wooden barrel-shaped structure with a door, a small porch, and a light fixture above.

11. 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)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is NZ$347
includes taxes & fees
22 Nov - 23 Nov
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
An outdoor seating area with a fire pit and a sofa.

12. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is NZ$357
includes taxes & fees
1 Dec - 2 Dec
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

13. 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 NZ$247
includes taxes & fees
1 Dec - 2 Dec
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A swimming pool with clear blue water, surrounded by a fence, and a mountainous landscape in the background.

14. Hunter Mountain`s Only True Ski In Ski Out Condo

Hunter Mountain`s Only True Ski In Ski Out Condo
Hunter Highlands
10.0 out of 10, Exceptional, (23 reviews)
"You will definitely return this place is cozy, clean and convenient! "
United States
Elizabeth C.
The price is NZ$431
includes taxes & fees
16 Nov - 17 Nov
Hunter Mountain`s Only True Ski In Ski Out Condo
A lake with a dock, surrounded by autumn-colored trees and a clear sky.

15. Steps to Slopes | Hunter Mountain Ski In and Out

Steps to Slopes | Hunter Mountain Ski In and Out
Lanesville
8.6 out of 10, Excellent, (7 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is NZ$418
includes taxes & fees
16 Nov - 17 Nov
Steps to Slopes | Hunter Mountain Ski In and Out
Room

16. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (18 reviews)
"We loved the little cabin in the woods!"
United States
Patti G.
The price is NZ$354
includes taxes & fees
16 Nov - 17 Nov
Woods Cabin-Kingston/Woodstock, NY.
A living room with a sofa, armchair, and coffee table, a TV on a wooden stand, and a window with a floor lamp.

17. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is NZ$359
includes taxes & fees
14 Dec - 15 Dec
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A rustic cabin with a wooden barrel entrance, stone fire pit, and outdoor seating area surrounded by a forest.

18. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Bernice
The price is NZ$500
includes taxes & fees
29 Nov - 30 Nov
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
A rustic cabin with a wooden bench and a stone pathway leading to it.

19. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect and really well decorated. The area it was in, proximity to everything. Couldn't have asked for a better spot."
United States
Theresa
The price is NZ$386
includes taxes & fees
19 Nov - 20 Nov
Zen House at the Mountain Ridge
A compact kitchen with a sink, stove, and wooden countertops.

20. 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, (35 reviews)
"Loved our stay! The house is cozy and well cared for. Plenty of room and everything we might have needed. Thanks so much for the nice message, it really shows that you care about your guests :)"
United States
Sara
The price is NZ$360
includes taxes & fees
22 Nov - 23 Nov
Dream getaway apartment in the foot of Gunks Ridge
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

A stone building with a chimney, a pool, and a sign for Shandaken Inn.
Shandaken Inn

Shandaken Inn

Shandaken Inn
Shandaken

10/10 Excellent

Shandankan Inn is a wonderful place to stay, tucked away in picturesque setting, fantastic facilities, inviting decor , we had a beautiful room. The only downside we only stayed 2 nights, would have loved to stay longer. What made the stay all the more memorable for us was the warm and welcoming staff especially Miranda who gave us some fantastic recommendations of places to visit in the area. I dont normally write reviews but we had such a great stay i wanted to let others know about our...
Australia
Andrew
Reviewed June 12, 2024
Shandaken Inn

Find out more about Town of Denning

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

Town of Denning holiday 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 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 Town of Denning holiday rentals we have selected for you start as low as NZ$245 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 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 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 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 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.