
Family-friendly holiday rentals in Denning
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Top-rated family-friendly rentals in Denning
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Phoenicia Cozy Yurt Ski for Two & 2-4 Ski!
5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond and forested hills. A secret meadow for sun worshiping, meditation and watching dark milky way skies. Cold, UV purified spring water. Skiers welcome: Cozy heat in the Yurt down to zero! The gas fired hot shower is glass enclosed. Fast WiFi. Odor-free composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here!

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.

Slide Mountain Chalet
Welcome to Slide Mountain Chalet! Slide Mountain is the highest peak in the Catskills and this chalet is at an elevation of 2,100 ft! Enjoy 2 acres of beautiful moss-covered Hemlock forest on the property, which is located on one of the most scenic drives through the Catskills. Stargaze on the front porch, listen for one of the several species of owls, hang out by the firepit in the back yard nestled amongst large boulders, or fish the Neversink River for some of the best Trout in the Country!

Forest Retreat in the Gunks | Cozy Mountain Escape
Set on the side of the Gunks and surrounded by quiet forest, this warm, cozy home is designed for guests who love nature and simple comfort. Just minutes from Minnewaska and Stony Kill Falls. Enjoy wood-burning stove, a handmade L-couch, premium queen mattresses, a forest-view kitchen stocked with high quality coffee, tea, and essentials. Thoughtful touches include incense, essential oils, Puracy toiletries, and a meaningful library. Two porches facing the woods create a warm, peaceful escape.

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.

Catskills Cabin Winter Oasis - Ski, Hike, & More!
Welcome to our Catskills Cabin Oasis, where you'll enjoy an old-fashioned Catskills stay in comfort and privacy in the heart of Balsam Lake Mountain, surrounded by an abundance of natural beauty, right near the quaint village of Margaretville. SECONDS from hiking trails, and MINUTES from skiing, canoeing, kayaking, and Village shops and eateries, our cozy cabin is equipped with a dynamic kitchen, wood stove, wrap around deck, screened-in porch, grill, fire pit, heat/AC, Smart TV, & more!

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.

Canyon Edge off - grid Bungalow
The ideal perch to reflect, connect, and participate in nature's beauty. This unique structure blends pure nature with simple comfort. Sitting canyon side, you sleep beneath the canopy and wake to the mountains of the Hudson Valley. Welcome the spring buds of our forest oaks; Make summertime memories into the night by the fireside; Enjoy natures fall masterpiece of changing of the leave; Reflect on the year as the snowflakes fall Read listing fully, we’re available for any Q’s!

“Green Meadow Cottage”, updated 1850’s farmhouse.
Relax with friends or family in this cozy updated 19th century farmhouse cottage set on 5 acres surrounded by pasture and forest. This is truly a rural setting to enjoy the serenity of nature. Centrally located, a leisurely country drive will take you to quaint towns, spectacular hiking, fine dining and more. Visit our many breweries and distilleries or just take a drive and explore. Bring your bikes and ride the gently rolling wooded roads… or not. It’s your vacation.

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

Mountain View Hideaway

Modern Riverside in Orchard, Hot tub and Firepit

Modern & Chic Log Home-Spectacular Mountain Views!

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Woodstock retreat with hot tub and deck with view

Cook House | Modern Cottage w/ Hot Tub & Fireplace

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

Dave's Milk Barn

tent camping $25/person/night -stunning mt views.

Winston's Place - Woodland Cozy Catskills Cabin

Cozy renovated One Room Schoolhouse

Lovely Cabin w/Piano No Car Needed Best Hiking

Lidar West

Cozy Catskill Cabin on Acorn Hill

Newly built apartment steps from Mohonk preserve.
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Full Moon Resort-MSC HikingTrails-Belleayre

Far Away, So Close

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Light-Filled Upstate Home, Perfect Location

Experience The Zen House

4Br l Fire-pit l Hot Tub l 10 min to Belleayre

Mtn View Lux Dome w/ Heated Plunge Pool
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 235 | € 212 | € 193 | € 203 | € 218 | € 216 | € 237 | € 257 | € 215 | € 215 | € 239 | € 242 |
| 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 € 86 per night before taxes and fees

Verified guest reviews
Over 3,540 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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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mount Peter Ski Area
- Plattekill Mountain
- Hunter Mountain Resort
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Warwick Valley Winery & Distillery
- Hudson Chatham Winery
- Ventimiglia Vineyard
- Three Hammers Winery
- Walkway Over the Hudson State Historic Park




