Holiday houses in Denning

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Top-rated holiday rentals in Denning

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Guest favourite

Cabin in Livingston Manor

4.97 out of 5 average rating, 262 reviews

Creekside Cottage Near Livingston Manor

Welcome to our little cabin that's been designed to maximize relaxation by being fully immersed in nature. Whether you're outside enjoying the private backyard and gentle stream or relaxing inside the cozy cabin with its XL windows, we know you'll feel at peace. The country road leads you to hiking trails and fly-fishing on the Willowemoc in mins by foot or car - and it's a 15-minute windingly beautiful drive to Livingston Manor, a quintessential upstate town, and less than 2 hours from the GWB!

8–15 Jan

$405 NZD per night

Guest favourite

Home in Claryville

4.98 out of 5 average rating, 105 reviews

The Old Farmhouse on Red Hill - Catskill Mountains

The Red Hill Farmhouse is one of the original farmhouses in the Catskills from 1849; a gut renovation labor of love, where owner John McCormick, (designer of popular spots in the city such as St Mazie, Cafe Moto/ Bar Velo, Five Leaves, Smith and Mills and Maison Premiere), has completely redone the house while keeping the integrity of its history through salvaging and using the original materials wherever possible and “barn diving” to reinstall other original features adding to its rustic charm.

13–20 May

$659 NZD per night

Guest favourite

Guesthouse in Mount Tremper

4.97 out of 5 average rating, 300 reviews

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.

10–17 Aug

$225 NZD per night

Guest favourite

Bungalow in Big Indian

4.93 out of 5 average rating, 121 reviews

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

7–14 Nov

$278 NZD per night

Guest favourite

Cabin in Napanoch

4.94 out of 5 average rating, 248 reviews

Serene Catskill Mountain Top Retreat - Denning

2 bedroom Catskill Mountain top cabin located on 30 private and pristine acres. Ideal for the nature lover in search of privacy, relaxation and access to Catskill hiking trails, waterfalls and area ski attractions (Hunter Mountain) and nature parks (Minnewaska/Mohonk). Cabin has two full beds and a sleeper loft with another full bed(ideal for children or an extra guest). About two hours from New York City and 40 minutes from the restaurants & attractions of Woodstock and New Paltz.

13–20 Nov

$283 NZD per night

Guest favourite

Home in Claryville

4.93 out of 5 average rating, 110 reviews

Modern Catskills Tiny House Near Hiking Trails

A modern and well- designed home located in the Neversink area of the Catskills. The Tiny House has been updated with high-speed 200 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 .

27 Jul – 3 Aug

$310 NZD per night

Guest favourite

Cabin in Kerhonkson

5.0 out of 5 average rating, 306 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!!

7–14 Sep

$261 NZD per night

Guest favourite

Apartment in Arkville

4.92 out of 5 average rating, 233 reviews

Catskills Hideaway - West

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. A queen size bed, en suite bath, kitchen, fireplace, & luxurious amenities await in your perfect Hideaway.

12–19 Jun

$188 NZD per night

Guest favourite

Guesthouse in Olivebridge

4.97 out of 5 average rating, 224 reviews

Black Olive Cabin in the Woods - Secluded, Tiny

The cabin is nestled into a mossy rock ledge covered with ferns in a secluded part of the Catskills just south of the Ashokan Reservoir. Constructed of large reclaimed hemlock beams and charred cedar siding on the outside, the cabin mixes the old with the new. The open concept design includes high ceilings, hardwood floors, a wood stove, lofted sleeping quarters, a full bathroom, and a kitchen with an induction cooktop and convection oven. It's the perfect weekend getaway.

19–26 Jun

$277 NZD per night

Guest favourite

Cottage in Kerhonkson

4.91 out of 5 average rating, 378 reviews

Home Alone Woods

Small and charming cottage in quiet and secluded place surrounded by woods and nature with the hiking trails half a mile away. There is easy access to Hunter Mountain, Minnewaska State Park, Shawangunks, and many hiking trails. This is a perfect getaway for nature and outdoor enthusiasts, bikers, hikers, climbers, and skiers or people who look for peace and tranquility in the woods.The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

23–30 Jul

$279 NZD per night

Superhost

Home in Arkville

4.86 out of 5 average rating, 175 reviews

Little Red Schoolhouse

A charming Schoolhouse from the mid-nineteeth century with a separate sleeping cabin and bathroom approximately twelve feet away from the Schoolhouse itself. Open from March through the beginning of December. Remote, yet accessible. Two night stay minimum. PLEASE PARK IN THE PARKING LOT BY THE ROAD -- not on the dirt road itself, nor on the grass as it leaves tire marks on the grass (apologies for my obsession with a maintaining a nice lawn)

24–31 Jan

$238 NZD per night

Superhost

Cabin in Grahamsville

4.95 out of 5 average rating, 143 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!

6–13 Mar

$409 NZD per night