
Vacation rentals in Denning
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Top-rated vacation rentals in Denning
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

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.

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)

Modern Riverside Retreat with Firepit, Hot tub
Come enjoythe oasis on the pristine headwaters of the Neversink River with huge backyard, river access, and great kitchen amenities. Offers four bedrooms, and two large baths with bright, sunny living areas. You won't be roughing it! We have a large outdoor stone firepit surrounded by Adirondack chairs, a hot tub, quiet trails for private walks, and all the nature you love. There are three outdoor seating areas for meals and relaxation, a woodstove, and a picture perfect kitchen.

Catskill Cabin Oasis: Ski, Hot Tub, Creek, Hike!
Imagine waking up in a tranquil cabin & then walking out to your deck where you enjoy your morning cup of coffee in the NEW hot tub while listening to the babbling brook at your feet. Well you don't have to imagine ...the Catskills Cabin Oasis is here! For adventurous types, there's a hiking trail steps away & Bellayre Mountain is 10 minutes away complete with a lake & biking for the Summer & Skiing/Tubing for the Winter! Come here & have it all!

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.

Willow Treehouse - secluded, unique, romantic
The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Dreamy Catskills mountain getaway w/ yoga studio
This stunning house has been recently renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

The Blue House on the Hill Catskills
Spectacular Mountain & Valley Views—Streamside. A beautifully renovated getaway located in the heart of the Catskill Mountains. Upon entering this gorgeous retreat, you will be instantly taken by the designer's attention to detail. Enjoy the open floor plan kitchen with soapstone countertops overlooking the amazing vaulted great room with spectacular views of the farm, valley, and surrounding mountains.

Spacious Catskills Farmhouse on over 5 acres!
Spring into fun in the Catskill Mountains! Enjoy a hike at one of our local trails or nature preserves. Try your luck at the casino, spend a day at the indoor water park, or play a round of golf at one of the local courses. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.
Popular amenities for Denning vacation rentals
Other great vacation rentals in Denning

Cabin Retreat in Catskills by the River w/ Hot Tub

Creekside cottage on 65 acres of land

Andes Cottage

Crows Nest Mtn. Chalet

Blue Quill Cabin on the River

Catskills Luxury Chalet - Mountains |Sauna|Hot Tub

Midcentury House in the Catskills

The Cottage
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,688 ZAR | R3,704 ZAR | R3,262 ZAR | R3,180 ZAR | R3,524 ZAR | R3,606 ZAR | R3,737 ZAR | R3,802 ZAR | R3,671 ZAR | R3,917 ZAR | R3,704 ZAR | R4,130 ZAR |
| 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
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.
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.
Are there pet-friendly cabin rentals in Denning?
Four-legged friends are welcome in Denning. Choose from more than 10 cabin rentals for guests traveling with pets.
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.
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.
Do cabin rentals in Denning have a kitchen?
Absolutely! We offer over 20 cabin rentals with a kitchen in Denning. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Denning have wifi?
Absolutely! We offer over 20 cabin rentals with wifi in Denning. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Denning have free parking?
Absolutely! We offer over 40 house rentals with free parking in Denning. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Denning

Total vacation rentals
Explore 80 vacation rentals in Denning

Nightly prices starting at
Denning vacation rentals start at R1,311 ZAR per night before taxes and fees

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

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Denning vacation rentals include wi-fi 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!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Hunter Mountain Resort
- Mount Peter Ski Area
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Opus 40
- Storm King Art Center
- Benmarl Winery
- Walkway Over the Hudson State Historic Park
- Warwick Valley Winery & Distillery
- Millbrook Vineyards & Winery
- Woodloch Resort
- Poets' Walk Park
- Mohonk Preserve
- Peekamoose Blue Hole
- Hudson Chatham Winery
- Lake Minnewaska
- The Culinary Institute of America




