
Family-friendly vacation rentals in Denning
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Denning
Guests agree: these family-friendly homes 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 .

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.

Catskills Aframe, Water View, Goat Sanctuary
This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house is cozy with rustic charm and is the perfect getaway nature-lovers. Outdoor enthusiasts will love the many hiking trails and waterfalls just a short drive away. A sanctuary for goats, animal lovers can visit with over 30 rescues during their stay. Art materials and yoga mats are provided to round out a perfect escape for you to unwind, rest, relax and heal.

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.

Spacious Catskills Farmhouse on over 5 acres!
Spring into fun in the Catskill Mountains! Our outdoor pool will open Memorial Day weekend! 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.

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.

Cozy farmhouse & stunning views on 135 acres
A gorgeous, spacious and secluded retreat with a fabulous swimming/skating pond and two wood-burning stoves surrounded by 135 acres of meadow and hiking trails, and a short jaunt to miles of untouched wilderness. This 160-year-old farmhouse is super cozy in winter and can easily accommodate large groups but offers plenty of privacy. The place has it all but don't take our word for it - read the reviews and check out the pictures!

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.

ENTER HOME - Minimalistic style warm & inviting
ENTER our HOME with an inviting comfortable setting filled with natural light and clean lines inspired by Nordic Design. Full new kitchen with all Bosch appliances including washer and dryer. Our home is designed to embrace the beautiful nature around you and to bring peace and comfort to your stay. ENTER HOME is great for individuals, couples, or families with kids. AC in both bedrooms only

Historic Catskills Farmhouse with Hot Tub/ FirePit
Step into Catskills history at The Red Hill Farmhouse (1849). Lovingly restored by designer John McCormick, this original homestead blends salvaged beams, antique details, and rustic charm with modern comforts. Every corner tells a story. Relax in Casper beds, cook in a fully stocked chef’s kitchen, soak in the hot tub, or gather around the fire pit under the stars for a truly magical stay.
Popular amenities for Denning family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain View Hideaway

Modern & Chic Log Home-Spectacular Mountain Views!

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Tiny glamping cabin with mineral spring hot tub

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Romantic Cabin with Sauna & Wood Fired Hot Tub

40 acre woods: A Catskills home in a National Park
Family- and pet-friendly home rentals

Dave's Milk Barn

Retro Modern Paradise in the Catskills

Black A-Frame: Catskills Cabin

Unique BellEayre River retreat

Lovely Cabin w/Piano No Car Needed Best Hiking

Pet Friendly Cabin Doh-Ray in Woodstock

Catskills Cabin Nature Oasis - Seconds to Hiking!

Contemporary Cabin in Catskill Mountains
Family-friendly home rentals with a pool

midcentury mod * POOL * walk out trail 2 mohonk

Catskills Modernist Cabin Pool Hot Tub

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Cheerful 3-bedroom Cabin in the Woods with a pool.

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Experience The Zen House

Private Catskills Cabin Retreat w/Hot Tub

Woodstock Mountain Cottage w/ Pool and Mtn Views
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,050 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,091 | ﺩ.ﺇ867 | ﺩ.ﺇ933 | ﺩ.ﺇ922 | ﺩ.ﺇ1,014 | ﺩ.ﺇ1,098 | ﺩ.ﺇ918 | ﺩ.ﺇ925 | ﺩ.ﺇ1,087 | ﺩ.ﺇ1,102 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Denning

Total vacation rentals
Explore 60 vacation rentals in Denning

Nightly prices starting at
Denning vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 3,870 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mount Peter Ski Area
- Zoom Flume
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Opus 40
- Millbrook Vineyards & Winery
- Woodloch Resort
- Warwick Valley Winery & Distillery
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