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Family-friendly vacation rentals in Denning

Find and book unique family-friendly homes on Airbnb

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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.

Guest favourite
Cabin in Kingston
Charming cabin. Catskills. Secluded on 11 acres.
Situated on 11 acres of private woodlands, this newly renovated cabin is the perfect escape from the city - only 1.5 hours north of NYC! Relax and prepare meals in a well equipped kitchen. WiFi works very well for remote work. We have a wooden deck with a view of the forest and a fire pit area at the rear of the cabin. We welcome you to check our other 2 bedroom listing close-by which is a bigger space with a heated saltwater pool, and bizarrely rents for the same or less money on airbnb!
Guest favourite
Home in Kerhonkson
Dream House in the Gunks
This cozy House is located on top of the Gunks a few miles away from Minnewaska State Park main entry. House is facing State forest and is a perfect getaway from hectic city life. The space has been carefully redesigned with a lot of details for guests to enjoy the stay. We are very serious about the cleaning/laundry process. Fast internet, complimentary high quality coffee and tea, natural body wash/shampoo. There are good restaurants, wineries, farms and great outdoor activities around.
Superhost
Home in West Shokan
Watson House 1850
1850 Watson House near the Catskill high peaks, with the beautiful sound of the nearby Bushkill Creek. Spacious, clean, peaceful. Fast reliable WIFI. Big stone fireplace. Two roomy bedrooms, screened porch, and a picket-fence. AC, fire pit with adirondack chairs. A comfortable mix of art and wooden mid-century minimalism. The house is in a beautiful natural area while a short drive to town, restaurants, farm stands. Favorite summer spot – the sunroom with french doors open to the garden!

Popular amenities for Denning family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cottage in Phoenicia
Romantic hot tub cottage. Skiing/breweries nearby.
Guest favourite
Cabin in Kerhonkson
Hot Tub on 5 acres & secluded - Casa Minnewaska
Guest favourite
Apartment in Stone Ridge
Stone Ridge Historic District Apartment
Guest favourite
Home in Woodstock
Romantic Cottage - Hot Tub- Mt. Views - Woodstock
Guest favourite
Cabin in Roscoe
Roscoe Retreat
Guest favourite
Home in Bearsville
A Cozy’s Woodstock Getaway Home
Guest favourite
Home in Roxbury
Charming Cottage on 12 Secluded Acres + Hot Tub
Guest favourite
Cabin in Livingston Manor
Experience The Zen House
Superhost
Home in Woodstock
1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
Superhost
Home in woodstock
CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Guest favourite
Guest suite in New Paltz
Majestic Studio with Shawangunk Mountain Views
Guest favourite
Guesthouse in Forestburgh
Private hot tub. Modern Guesthouse On 1879 Farm

Family- and pet-friendly home rentals

Superhost
Home in Phoenicia
Mountain Magic Happy House
Guest favourite
Apartment in High Falls
THE GARRET/Hudson Valley Wonderful!
Guest favourite
Tiny homes in Shandaken
Tiny House in Central Catskills
Guest favourite
Home in Livingston Manor
Wooded Livingston Manor Oasis With Stream & Deck
Guest favourite
Home in Kerhonkson
Country House: Rustic Charm With Modern Feel
Guest favourite
Home in New Paltz
Victorian Haven
Guest favourite
Guesthouse in New Paltz
Ridge View Walk-Up | Your GUNKS Home
Guest favourite
Guesthouse in Woodstock
Rocket Room - Rock Stars Only
Guest favourite
Cabin in Kerhonkson
The Laurel Cabin
Guest favourite
Guesthouse in Woodstock
Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
Guest favourite
Cabin in Arkville
Solace: perfect for all seasons; near Belleayre Mt
Guest favourite
Cottage in Kerhonkson
Mod Scandinavian! HudsonValley, Catskills, Amazing

Family-friendly home rentals with a pool

Guest favourite
Guesthouse in Olivebridge
Cozy Mountain Cottage With Saltwater Pool
Guest favourite
Guesthouse in Woodstock
Light-filled Cabin on 10 acres with pool & sauna
Guest favourite
Home in New Paltz
Mid Century Mod *fireplace walk to rail trail/town
Guest favourite
Home in Woodstock
Secluded 7acres, Saline Heated Pool, Spa, Stream !
Guest favourite
Home in Ghent
Modern Barn on 12 acres w Sauna, FirePit+swimming
Guest favourite
Home in Woodstock
Shula | Modern Farmhouse | Hot tub, Ski, Firepit
Guest favourite
Cabin in Red Hook
Modern Upstate Cabin, near Rhinebeck NY
Superhost
Home in Saugerties
Hillside Escape: HIT's Home w/ Pool & Hot Tub
Guest favourite
Cottage in West Hurley
Woodstock Carriage House HotTub FirePit Pool
Guest favourite
Home in Woodstock
Woodstock Modern Gem, Glorious Heated Saline Pool
Guest favourite
Apartment in Saugerties
Lovely apt overlooking stream w pool/sauna
Guest favourite
Bungalow in Swan Lake
Stunning Modern Catskills Home w/HotTub/Spa &Pool

Quick stats about vacation rentals that are family-friendly in Denning

Total rentals

50 properties

Wifi availability

50 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Total number of reviews

3K reviews

Nightly prices starting at

$149 CAD before taxes and fees

Destinations to explore