Family-friendly vacation rentals in Town of Denning

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Town of Denning

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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

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.

KitchenIndoor spacesComfort

5.0 out of 5 average rating, 277 reviews

Guest favorite

Home in Napanoch

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.

KitchenIndoor spacesComfort

4.93 out of 5 average rating, 251 reviews

Guest favorite

An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.

Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

Come enjoy autumn in the Catskill Mountains! Fall is the best time to visit the Catskills. Crisp nights, fresh apple cider, U-pick farms, bonfires, and picture-perfect fall foliage. Get outside to explore our local trails, parks & lakes. Enjoy a round of golf, or visit the casino or indoor waterpark. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.

Indoor spacesKitchenAccuracy

4.91 out of 5 average rating, 127 reviews

Guest favorite

A wooden bridge crosses a gently flowing stream, leading to a cozy A-frame cabin partially obscured by leafy trees. The cabin features a porch with multiple entrances, while colorful seating areas are visible in the grassy yard beyond.

Cabin in Grahamsville

Cabin Retreat in Catskills by the River w/ Hot Tub

Escape to this cozy, secluded A-frame cabin nestled on 50 acres of private land in Beautiful Grahamsville area near Minnewaska Park, perfect for outdoor enthusiasts. Enjoy hunting (with proper permits) or relax by the private river. The cabin features a charming wood and stone interior with an inviting fireplace. Outdoors, unwind in the hot tub, gather around the fire pit, or lounge in the hammock. A peaceful retreat with endless opportunities for adventure and relaxation!

Indoor spacesKitchenDecor

4.93 out of 5 average rating, 101 reviews

Top guest favorite

A modern house is nestled among lush green trees, showcasing a spacious deck with outdoor seating. Large windows allow natural light to fill the interior, while the surrounding foliage creates a sense of privacy and tranquility.

Vacation home in Parksville

Dreamy Catskills Mountain Getaway w/ Yoga Studio

This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Indoor spacesFamilyGetting around

4.93 out of 5 average rating, 224 reviews

Top guest favorite

The exterior of a blue farmhouse cottage is shown, featuring a metal roof and a welcoming front porch with two white chairs. Lush green grass surrounds the house, complemented by blooming hydrangeas and decorative potted plants. Trees and open land are visible in the background.

Cottage in Grahamsville

“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.

KitchenFamilyQuiet

5.0 out of 5 average rating, 119 reviews

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

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!

Indoor spacesKitchenBathroom

4.93 out of 5 average rating, 183 reviews

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

Peaceful creekside retreat near Livingston Manor

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.

FamilyKitchenCondition

4.96 out of 5 average rating, 436 reviews

Top guest favorite

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

FamilyIndoor spacesCheck-in

4.98 out of 5 average rating, 473 reviews

Top guest favorite

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

Home in Big Indian

10 Min from Bellayre! Gingerbread House!

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

KitchenFamilySleep quality

4.98 out of 5 average rating, 170 reviews

Top guest favorite

The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.

Home in Claryville

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.

KitchenFamilyGetting around

4.99 out of 5 average rating, 136 reviews

Guest favorite

Home in Claryville

Historic Catskills Farmhouse with Hot Tub/ FirePit

Step into Catskills history at The Red Hill Farmhouse (1849). Lovingly restored by designer John McCormick, this original homestead blends salvaged beams, antique details, and rustic charm with modern comforts. Every corner tells a story. Relax in Casper beds, cook in a fully stocked chef’s kitchen, soak in the hot tub, or gather around the fire pit under the stars for a truly magical stay.

Indoor spacesFamilyAir conditioning

4.96 out of 5 average rating, 152 reviews