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

Cozy Forest Cabin | Fire Pit & Trails Nearby
Welcome to Darcy's Perch, a charming 1920s Catskills cabin nestled on a forested acre just minutes from downtown Phoenicia. This historic retreat offers a blend of vintage charm and modern comfort. The perfect spot for couples seeking a romantic getaway, families looking to reconnect in nature, or friends escaping the city hustle. Whether you're looking to hit the slopes, relax by the fire, or explore nearby hiking trails and swimming holes, this cabin offers a memorable escape in every season.

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.

Catskills Cabin: Heated Pool, Hot Tub, Fire-Pit
7 min drive to Phoenicia 10 min drive to Belleayre 25 min drive to Hunter 35 min drive to Windham Renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-Sept). 6 person hot tub is available year round. Not for parties!! Please be mindful of our neighbors!

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!!

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.

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!

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.

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.

ENTER HOME - Minimalistic style warm & inviting
ENTER our HOME with an inviting comfortable setting filled with natural light and clean lines inspired by Nordic Design. Full new kitchen with all Bosch appliances including washer and dryer. Our home is designed to embrace the beautiful nature around you and to bring peace and comfort to your stay. ENTER HOME is great for individuals, couples, or families with kids. AC in both bedrooms only

Modern Riverside in Orchard, Hot tub and Firepit
In the remains of an ancient apple orchard next to the Neversink River sits a modern house with mountain views and valley comforts. With a huge lawn and deck, hot tub and patio with firepit, BBQ gill and the river, it has all you could need for a great country weekend! The evenings are perfect for stargazing and warming your feet by the fire, and days are spent in quiet at the river.

Cabin in the Sky • Restorative Catskills Escape
There's a moment — usually 20 minutes after you arrive — when the city finally lets go. Cabin in the Sky sits at 1,671 ft above the Catskills: a private deck, a wall of windows, and not a building, road, or car in sight. Just forest, mountains, and stillness that's hard to find within 2.5 hours of NYC. This cabin books out weeks in advance. If you're seeing it available, book it.

Spruced Moose Lodge & Treehouse w/ New Hot Tub!
Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+ brand new hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500
Popular amenities for Town of Denning family-friendly rentals
Family-friendly home rentals with a hot tub

Modern & Chic Log Home-Spectacular Mountain Views!

the tree house, Wood Fired Hot Tub/Barrel Sauna

Willow Treehouse - secluded, unique, romantic

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Valley View Chalet: AC, Hot Tub, Firepit, Games

Romantic Cabin with Sauna & Wood Fired Hot Tub

Zink Cabin, Mountain Views and Hot Tub

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

Dave's Milk Barn

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Retro Modern Paradise in the Catskills

Dry Brook Cabin
Woodstock Historic Artist Estate - The Pond House

Andes Cottage

Sweet Fern Cottage With Saltwater Pool

Half Moon: Fairytale Catskills Retreat
Family-friendly home rentals with a pool

Shula | Farmhouse | Pool, Hot tub, Fire pit

Au Bon Orchard - Hot Tub - 56 Private Acres

Hike & Sauna! Modern Mountain Escape

midcentury mod * POOL * walk out trail R2R /TOWN

4Br Mountain Brook House on 130 acres w/ trails

Experience The Zen House

Mtn View Lux Dome w/ Heated Plunge Pool

Spacious Catskills Farmhouse on over 5 acres!
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- Rentals with a fire pit Town of Denning
- Pet-friendly rentals Town of Denning
- Rentals with a washer and dryer Town of Denning
- Rentals with a hot tub Town of Denning
- House rentals Town of Denning
- Cabin rentals Town of Denning
- Rentals with a patio Town of Denning
- Rentals with a fireplace Town of Denning
- Fitness-friendly rentals Town of Denning
- Rentals with outdoor seating Town of Denning
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Plattekill Mountain
- Zoom Flume
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mohonk Preserve
- Walkway Over the Hudson State Historic Park
- Mount Peter Ski Area
- Storm King Art Center
- Millbrook Vineyards & Winery
- Woodloch Resort
- Storm King Art Center
- Peekamoose Blue Hole
- Benmarl Winery
- Poets' Walk Park
- Three Hammers Winery
- Warwick Valley Winery & Distillery
- Ranch Skydive
- Opus 40





