
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 .

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.

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.

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.

Cozy Catskills Cottage
Welcome to our cottage! We have 4.5 acres in the Catskills which includes a cozy cottage overlooking a babbling brook and next to a adorable duck pond. Come for peace, privacy, and relaxation that's only 2 hours from NYC. Cottage, 1 Bedroom, two floors, 800 sq. ft., full bath, fully furnished with a deck and patio furniture. Set back in the woods on a shared property off a beautiful farm road in Kerhonkson. 10 minutes away from the Shawangunk mountains and amazing options for hikes.

Catskills log cabin in the sky with mountain views
Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

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!

Dry Brook Cabin
The design of the Dry Brook Cabin is inspired by Scandinavian simplicity and functionality. Our aim was to create a space that offers the comfort of modern living while encouraging you to connect with the surrounding landscape. The calming sound of Dry Brook will help you escape the stresses of everyday life, and nature will gently remind you of where we truly belong. We hope you enjoy your stay here as much as we do.

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.

Private Creek, Fireplace, Dog-Friendly
➡ Save us to your WISHLIST for future stays! 🔥 Fire pit under the trees 🍳 Fully stocked kitchen w/ island 🎿 15 min to Belleayre; 20 min to Plattekill Mtn 🛍️ 5 min to Margaretville, 10 min to Andes 📺 55" Smart TV; Fast WiFi, Record player ✨ Dine outdoors under the string lights 🐶 Dog friendly: Up to two dogs with non-refundable $100 fee. Sorry, no cats allowed.

Binnekill Views Apt.1 in the Catskill Mountains
Great location right in the Binnekill Square complex in the heart of Margaretville Village. We are walking distance to everything the village has to offer, accessible by bus for those that want a getaway without a car, we are in walking distance from Trailways bus stop in Margaretville. Close to skiing, golf, hiking, fishing, hunting, and wedding venues. Great for all seasons!
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!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Woodstock retreat with hot tub and deck with view

Creekside Couple's Retreat w/Hot tub, Sauna & More

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

Hillside Views in Hudson Valley

Creekside Cottage in the heart of Phoenicia

Winter Sale - Cozy Cabin + hiking + pets welcome

Fireplace—Chic & Renovated—Near Skiing & Tubing

Alpine Ski Chalet - A Relaxing Mountain Retreat

ENTER HOME - Minimalistic style warm & inviting

Catskills Cedar House | cozy retreat near skiing

Catskills Cabin Winter Oasis - Ski, Hike, & More!
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Ski & Sauna! Modern Mountain Escape

Full Moon Resort-MSC HikingTrails-Belleayre

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

Kapitan’s Cottage Private Upstate Winter Retreat

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Sweet Fern Cottage With Saltwater Pool

Light-Filled Upstate Home, Perfect Location
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!
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- Family-friendly rentals Ulster County
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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
- Mount Peter Ski Area
- Hunter Mountain Resort
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Opus 40
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Poets' Walk Park
- Millbrook Vineyards & Winery
- Walkway Over the Hudson State Historic Park
- Mohonk Preserve
- Upper Delaware Scenic and Recreational River
- Lake Minnewaska
- Storm King Art Center
- Hudson Chatham Winery
- Woodloch Resort
- Mine Kill State Park




