Family-friendly vacation 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.

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Top guest favorite
The rustic cabin, framed by vibrant autumn trees, showcases a wooden exterior with large windows reflecting the evening light. A neatly stacked woodpile stands beside the building, and a spacious porch invites relaxation in the serene natural setting.
Cottage in Grahamsville
4.97 out of 5 average rating, 103 reviews

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.

Superhost
Home in West Kill
4.84 out of 5 average rating, 113 reviews

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

Top guest favorite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 242 reviews

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.

Top guest favorite
The two-story farmhouse features a warm yellow exterior and a large, screened sunroom that extends along the back. A spacious yard is visible, adorned with trees and greenery, while a swing set adds a playful touch to the outdoor area.
Home in High Falls
4.98 out of 5 average rating, 115 reviews

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.

Guest favorite
The cabin's exterior features a dark wood facade surrounded by vibrant autumn foliage. A deck extends from the side, leading to a grassy area with three pink Adirondack chairs arranged for outdoor relaxation. A stone chimney rises from the roof, adding to the cozy appearance.
Cabin in Kerhonkson
4.95 out of 5 average rating, 214 reviews

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

Guest favorite
Chalet in Napanoch
4.95 out of 5 average rating, 248 reviews

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.

Top guest favorite
A rustic cabin is set among colorful autumn foliage, with trees in varying shades of yellow and orange. A gravel road borders the property, and a car is parked nearby. The cabin features a metal roof, wooden siding, and a welcoming porch area.
Home in Livingston Manor
4.96 out of 5 average rating, 339 reviews

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 .

Guest favorite
Home in Big Indian
4.91 out of 5 average rating, 146 reviews

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.

Superhost
An aerial view of a rustic cabin is shown, surrounded by lush greenery. The structure features a dark exterior, with a walkway leading to the entrance. Stairs ascend to an upper level, while a wooden fence encloses part of the yard.
Cabin in Grahamsville
4.94 out of 5 average rating, 176 reviews

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!

Top guest favorite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 402 reviews

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.

Top guest favorite
A serene cabin is situated next to a tranquil pond, reflecting the surrounding greenery. The dock extends into the water, offering a peaceful outdoor space. The area features a well-maintained lawn with tall grasses, enhancing the natural setting.
Cabin in Callicoon
4.99 out of 5 average rating, 213 reviews

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.

Guest favorite
A wooden dining table is adorned with a woven runner, featuring a round tray filled with fresh fruits including oranges and limes. The background displays a bright kitchen with white cabinetry and stainless steel appliances, complemented by rustic beams overhead.
Cabin in Mount Tremper
4.94 out of 5 average rating, 245 reviews

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

When is the best time to visit Denning?

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Avg. priceﺩ.ﺇ1,006ﺩ.ﺇ907ﺩ.ﺇ826ﺩ.ﺇ867ﺩ.ﺇ933ﺩ.ﺇ922ﺩ.ﺇ1,014ﺩ.ﺇ1,098ﺩ.ﺇ918ﺩ.ﺇ925ﺩ.ﺇ1,087ﺩ.ﺇ1,102
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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!