Vacation rentals in Denning

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Top-rated vacation rentals in Denning

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Superhost
A wooden deck extends from the chalet, offering a view of lush greenery and rolling hills under a clear blue sky. Sunlight filters through the trees, creating dappled light on the ground. The vibrant colors of autumn foliage can be seen in the landscape.
Chalet in Grahamsville
4.94 out of 5 average rating, 191 reviews

Catskills mountain view chalet

Come and enjoy our Catskills mountain view chalet. Escape the chaos of the city for peace and serenity. In our home you'll find an open concept kitchen/dining and living room space, a huge deck, 2 bedrooms, a newly renovated bathroom and a loft work space. Take in the country skyline view with a glass of wine on the deck while listening to meditative sounds of the babbling brook. Don't forget to bring groceries as the best way to enjoy the chalet is with a home cooked meal with those you love

Top guest favourite
Home in Claryville
4.93 out of 5 average rating, 132 reviews

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 .

Top guest favourite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 229 reviews

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.

Guest favourite
The cabin's exterior features a dark wood facade surrounded by vibrant autumn foliage. A deck extends from the side, leading to a grassy area with three pink Adirondack chairs arranged for outdoor relaxation. A stone chimney rises from the roof, adding to the cozy appearance.
Cabin in Kerhonkson
4.95 out of 5 average rating, 212 reviews

The Laurel Cabin

Tucked away in the serene Catskill mountains, this charming cabin has undergone a recent top-to-bottom renovation. Located just a short 5-min stroll from the vast expanse of the 30,000-acre Sundown Wild Forest, you'll discover endless trails, picturesque waterfalls, and abundant wildlife to explore. Additionally, within a mere 20-minute drive lies the stunning Minnewaska and Mohonk. We warmly welcome up to two well-behaved, non-aggressive dogs, although we regretfully cannot accommodate cats

Top guest favourite
Home in Napanoch
4.94 out of 5 average rating, 222 reviews

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.

Guest favourite
Home in Livingston Manor
4.92 out of 5 average rating, 168 reviews

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.

Top guest favourite
An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.
Cabin in Big Indian
4.97 out of 5 average rating, 354 reviews

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)

Guest favourite
A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.
Guest suite in West Shokan
4.94 out of 5 average rating, 196 reviews

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.

Top guest favourite
The serene Neversink River reflects the surrounding landscape, featuring a still surface that mirrors the clouds above. A weathered log extends from the shoreline into the water, framed by lush greenery and rolling hills in the background.
Home in Neversink
4.98 out of 5 average rating, 226 reviews

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.

Top guest favourite
A rustic Finnish cabin is seen nestled among trees, featuring a slanted wooden roof and a spacious deck. Adironack chairs are placed on the deck, complemented by a green umbrella. A stone garden borders the deck, enhancing the natural surroundings.
Cabin in Kerhonkson
4.99 out of 5 average rating, 392 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Superhost
An aerial view of a rustic cabin is shown, surrounded by lush greenery. The structure features a dark exterior, with a walkway leading to the entrance. Stairs ascend to an upper level, while a wooden fence encloses part of the yard.
Cabin in Grahamsville
4.94 out of 5 average rating, 174 reviews

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!

Top guest favourite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 393 reviews

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.

Popular amenities for Denning vacation rentals

When is the best time to visit Denning?

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Avg. price$312 CAD$314 CAD$276 CAD$269 CAD$299 CAD$306 CAD$317 CAD$322 CAD$311 CAD$314 CAD$306 CAD$322 CAD
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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 vacation rentals in Denning

  • Total vacation rentals

    Explore 80 vacation rentals in Denning

  • Nightly prices starting at

    Denning vacation rentals start at $111 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Denning vacation 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!

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