
Holiday rentals in Denning
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Denning
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern Catskills Tiny House Near Hiking Trails
A modern and well- designed home located in the Neversink area of the Catskills. 3 night minimum. The Tiny House has been updated with high-speed 500 Mbps wifi and a separate landline. There is no cell phone service in the immediate area. The house is a short drive to some of the best hiking trails in the area. Enjoy walks in the woods, country drives, or relax on the deck overlooking the pond. 3- night minimum stay. We require our guests to be 24 and over. Maximum of 2 adults. No pets .

Artful and Serene Woodstock Getaway
Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. We use fragrance free laundry detergent. No smoking or vaping. This listing is not suitable for children or infants.

The Black Dymond A Private Streamside Cabin
A 2.5 hour drive from NYC to a serene, private, woodland, streamside home. This cabin sits on the very edge of the Catskill Mountains. It's cozy, modern, and minimalistic with a touch of rustic elegance. All new appliances with all the cooking necessities, a comfortable bed with large screen smart tv, excellent wifi service, a romantic gas-powered fireplace and the most private back deck away from the world to get lost for a weekend in the beauty of the woods.*Now offering mid-week price deals!

Secluded Cabin in Catskills Park on 20 acres
It's a secluded cabin and we kept it small and pristine for a reason. We also just planted cherry trees and apple tree...We kept it pristine so one can feel nature. And we dont have internet or Tv there otherwize it would be like being in the city. Get a feel for what it is like to be in a cabin in the woods. There is a whole flourishing ecosystem there with family of rabits, foxes, humming birds, bees, butterflies and birds. We are planting a garden and flowers. A place for hiking lovers.

Stunning Passive Solar Cabin on 135 acres & pond
Just the perfect cabin. This newly built, passive solar house has a wood-burning stove, incredible views and is drenched with light. The house is intimate yet connected to the outside, with total seclusion and every imaginable modern convenience! It’s an architect-designed marvel of concrete, glass and reclaimed wood that sits on 135 acres of field and forest with a lovely swimming pond and miles of hiking trails. The cabin sleeps up to 6 people in two bedrooms and a spacious sleeping loft.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Romantic Cabin with Sauna & Wood Fired Hot Tub
Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

Stylish and Cozy Mountain Retreat
Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Catskill Cabin, Zen Mantra Apt. #9 * * * * *
Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and duds, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

A Secluded Catskills Getaway: The Red Hill House
Situated on five acres inside the Catskills Park alongside a babbling brook, this mountain escape is perfect for couples, a friends retreat, or family getaway. Wake up with pour over coffee and take in the fresh air with a trek through our woods or the nearby Red Hill Fire Tower hike. Later, enjoy a nap in the hammock followed by a nighttime bonfire. Or put on a record and get cozy indoors with the woodburning stove and a variety of board games!

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

10 Min from Bellayre! Gingerbread House!
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.
Popular amenities for Denning holiday rentals
Other great holiday rentals in Denning

Hillside Views in Hudson Valley

Cabin Retreat in Catskills by the River w/ Hot Tub

Cozy Catskills Lakefront Cottage

Cozy Catskills Chalet *Hot Tub*

Midcentury House in the Catskills

River Cottage: Peaceful + stylish country getaway

Spacious Catskills Farmhouse on over 5 acres!

Private Creek, Fireplace, Dog-Friendly
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 SGD | $285 SGD | $251 SGD | $245 SGD | $271 SGD | $278 SGD | $288 SGD | $293 SGD | $283 SGD | $302 SGD | $285 SGD | $318 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
Do house rentals in Denning have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Denning. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Denning?
Yes! Work meets play with ease at over 50 vacation rentals in Denning featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Cabin Rentals in Denning?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Denning have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Denning. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Denning?
Four-legged friends are welcome in Denning. Choose from more than 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Denning?
Experience the best of Denning with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Denning have free parking?
Absolutely! We offer over 20 cabin rentals with free parking in Denning. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Denning?
Denning has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Denning

Total holiday rentals
Explore 80 holiday rentals in Denning

Nightly prices starting at
Denning holiday rentals start at $101 SGD per night before taxes and fees

Verified guest reviews
Over 6,180 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Denning holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Denning rentals

4.9 Average rating
Denning stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a firepit Denning
- Rentals with a washing machine and dryer Denning
- Cabin rentals Denning
- Fitness-friendly rentals Denning
- Rentals with outdoor seating Denning
- Pet-friendly rentals Denning
- House rentals Denning
- Rentals with a fireplace Denning
- Family-friendly rentals Denning
- Rentals with a patio Denning
- Rentals with a hot tub Denning
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Mount Peter Ski Area
- Hunter Mountain Resort
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Opus 40
- Benmarl Winery
- Warwick Valley Winery & Distillery
- Poets' Walk Park
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Upper Delaware Scenic and Recreational River
- Walkway Over the Hudson State Historic Park
- Hudson Chatham Winery
- Storm King Art Center
- Three Hammers Winery
- Lake Minnewaska
- Woodloch Resort




