
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.

40 acre woods: A Catskills home in a National Park
Welcome to the 40-Acre Woods. Situated 2hrs from NYC, nestled in the Catskill Mountains and surrounded by Federally protected land, this former sheep farm has now been converted into a stunning barn-style cabin. The property is on 40+ acres, surrounded by an additional 80+ acres used as an Eagle Sanctuary. Enjoy a day’s hike, a soak in the hot tub, followed by sitting around the many fire pits while star gazing, roasting marshmallows, telling stories, and enjoying a glass of wine or bourbon.

West Kill Barnhouse: Ski, Work & Unwind
* Door-to-door 10-20 mins to skiing. * Unobstructed mountain views! Escape to the "Winter Wonderland" of West Kill. Whether you are chasing powder at Windham, Hunter or Belleayre, seeking a silent retreat from the city, or looking for the ultimate remote-work backdrop, our renovated barn is your cozy basecamp. Tucked away from the road for total peace, yet just minutes from the legendary West Kill Brewing and major ski resorts, we offer the perfect blend of rustic charm and modern convenience

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.

Cozy & Spacious Country Home - All Seasons
We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods & pond + the canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with patio furniture, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.

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

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.

River view:
Rental is located next to a busy road , if you are not comfortable with some traffic at certain times of the day then this may not be for you I would also note that this home is small inside but very comfortable . There is a cozy yard to relax in next to a fire pit and a table and chairs if you would like to eat outside. I will provide firewood for one night, and charcoal for grill for one night as well. Located 1/4 mile from home is a local place to purchase extra wood .

5 minutes to Belleayre! The Birch Creek BelleHouse
Our modern home is clean and bright. Just minutes from skiing, hiking, swimming, and fine dining - The gorgeous Birch Creek is right outside . Feel free to take a dip. - A quick walk to Pine Hill Lake for swimming, boating and more. - Many spectacular hiking trails nearby. - It's an easy five minute drive to Belleayre Ski Center - Close to the best restaurants in NY State. - Pets are welcome with an additional fee. - Next door to our other property, the Birch Creek Cottage.

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.

The Cabin at Pleasant Valley Farm
The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Oct.

Modern Catskills Cabin
Our cozy cabin is right on Route 212 in Mount Tremper, between Woodstock and Phoenicia, in close proximity to everything the sublime Catskills have to offer like hiking, skiing, swimming, and fishing. We are 20 minutes to Belleayre, 25 to Hunter, and 40 to Windham Mountains for the best of Catskills skiing, snowboarding, and snowtubing. The Pines restaurant is a short 5 minute walk from the cabin and home to local eclectic cuisine.
Popular amenities for Denning family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Getaway with Mountain Views

Mountain View Hideaway

Catskill Retreat w/ Hot Tub / Near Casino

Tiny glamping cabin with mineral spring hot tub

Crows Nest Mtn. Chalet

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Modern House with Mountain View @Getawind
Family- and pet-friendly home rentals

Dave's Milk Barn

Dry Brook Cabin

Night Fox Catskills A-Frame Cabin w/ Barrel Sauna

ENTER HOME - Minimalistic style warm & inviting

The Porch Upstate Super clean

Birch Creek House - Private & Cozy Creekside Cabin

Upper Delaware River cottage

Container Cabin in the Catskills (Field)
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

midcentury mod * POOL * walk out trail 2 mohonk

Sweet Fern Cottage With Saltwater Pool

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

Hawk View

Private Catskills Cabin w/Hot Tub Near Phonecia

Mtn View Lux Dome w/ Heated Plunge Pool

Woodstock Historic Artist Estate- The Museum House
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,006 | ﺩ.ﺇ907 | ﺩ.ﺇ826 | 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 3,790 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Cabin rentals Denning
- Pet-friendly rentals Denning
- Rentals with a hot tub Denning
- Rentals with a patio Denning
- Rentals with a fireplace Denning
- House rentals Denning
- Fitness-friendly rentals Denning
- Rentals with outdoor seating Denning
- Rentals with a fire pit Denning
- Rentals with a washer and dryer Denning
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- 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
- Benmarl Winery
- Warwick Valley Winery & Distillery
- Millbrook Vineyards & Winery
- Walkway Over the Hudson State Historic Park
- Poets' Walk Park
- Storm King Art Center
- Woodloch Resort
- Mohonk Preserve
- Hudson Chatham Winery
- Peekamoose Blue Hole
- Lake Minnewaska
- Upper Delaware Scenic and Recreational River




