
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 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.

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Sweet Cottage on a Farm Road
Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Cook House | Modern Cottage w/ Hot Tub & Fireplace
Featured in Vogue, Curbed, and Remodelista, Cook House is a fully renovated modern cottage in the Catskills with cozy minimalist vibes and kitchen gear designed to inspire your inner chef. Enjoy cooking while records spin across the Sonos. Eat al fresco on the porch, then head to the hot tub. Or binge your favorite show on the projection screen at the foot of the bed. Great for couples or individuals looking to relax and enjoy nature. Hosted by The Reset Club, a member of 1% for the Planet.

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.

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.

The Mill House: An Enchanting Stream-Side Retreat
Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

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 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 .

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.

Gingerbread House- a 1950s Catskills Chalet
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 vacation rentals
Other great vacation rentals in Denning

Black A-Frame: Catskills Cabin

Cozy Guesthouse & Healing Vibes

Slide Mountain Chalet

Midcentury House in the Catskills

Catskill Mountains Forest Nest for 2

Catskills Architect-designed Modern Cabin retreat

The Willowemoc Schoolhouse

Cozy Cabin • Forest Views • Perfect Winter Escape
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,026 GYD | G$47,235 GYD | G$41,592 GYD | G$40,547 GYD | G$44,936 GYD | G$45,981 GYD | G$47,653 GYD | G$48,489 GYD | G$46,817 GYD | G$47,235 GYD | G$45,981 GYD | G$48,489 GYD |
| 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 House Rentals in Denning?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with free parking, over 40 homes with a kitchen, over 20 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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 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.
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 90 vacation rentals in Denning

Nightly prices starting at
Denning vacation rentals start at G$10,450 GYD per night before taxes and fees

Verified guest reviews
Over 5,850 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
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mount Peter Ski Area
- Hunter Mountain Resort
- Plattekill Mountain
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Saugerties Marina
- Hudson Chatham Winery
- Warwick Valley Winery & Distillery
- Ventimiglia Vineyard
- Walkway Over the Hudson State Historic Park
- Three Hammers Winery
- High Falls Conservation Area
- Saugerties Lighthouse




