
Family-friendly holiday 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 .

Tiny House in Central Catskills
“Shelly” is our Tiny House in Central Catskills Cute and cozy and just 10 minutes to Phoenicia and Pine Hill and all the great hiking and skiing of the Central Catskills. Part of a 1940s bungalow colony lovingly restored., “Shelly” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoors space. At 300 sq. ft. shelly gives you cozy comfort

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.

Secluded Cabin in Catskills Park on 20 acres
It's a secluded cabin and we kept it small and pristine for a reason. We also just planted cherry trees and apple tree...We kept it pristine so one can feel nature. And we dont have internet or Tv there otherwize it would be like being in the city. Get a feel for what it is like to be in a cabin in the woods. There is a whole flourishing ecosystem there with family of rabits, foxes, humming birds, bees, butterflies and birds. We are planting a garden and flowers. A place for hiking lovers.

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.

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 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!!

Catskill Cabin, Little Owl Apt #1 * * * * *
Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

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!
Popular amenities for Denning family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!

Mountain View Hideaway

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Woodstock retreat with hot tub and deck with view

Dancing Bear Cottage

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Shawangunk House

Private lake cabin w/hot tub, views and fruit
Family- and pet-friendly home rentals

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Unique Barn Loft on Century Old Farm

Hillside Views in Hudson Valley

Winston's Place - Woodland Cozy Catskills Cabin

Alpine Ski Chalet - A Relaxing Mountain Retreat

ENTER HOME - Minimalistic style warm & inviting

Art Room at Old Stone Farmhouse

Architect's Hudson Valley Home in the Woods
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Kapitan’s Cottage Private Upstate Winter Retreat

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Peaceful and Private Boutique Apartment *Pool*

Light-Filled Upstate Home, Perfect Location

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing

Spacious Catskills Farmhouse on over 5 acres!
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £205 | £184 | £168 | £176 | £190 | £187 | £206 | £223 | £187 | £187 | £208 | £211 |
| 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 holiday rentals that are family-friendly in Denning

Total holiday rentals
Explore 60 holiday rentals in Denning

Nightly prices starting at
Denning holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 3,790 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Denning holiday 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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- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Hunter Mountain Resort
- Zoom Flume
- Plattekill Mountain
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Warwick Valley Winery & Distillery
- Three Hammers Winery
- Walkway Over the Hudson State Historic Park
- Saugerties Lighthouse
- High Falls Conservation Area




