
Family-friendly vacation rentals in Denning
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Top-rated family-friendly rentals in Denning
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Popular amenities for Denning family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain house w/ Scandinavian BBQ hut Spa & more!
We had a lovely long weekend with our 20 year old daughters and our dog. We celebrated a birthday and midsummer and really relaxed. The house was comfortable, clean and offered an relaxing environment. The Sauna, hot tub and She Shed were fan favorites with our family! Highly recommend for a family of 4-6.

A Cozy’s Woodstock Getaway Home
We had a great stay at BorisRungcheewan’s place. Check-in was easy, and the hosts sent us all the necessary information well in advance. The only minor challenge was finding the house—it’s set back from the road and located at the top of a long, steep driveway. I can imagine that arriving for the first time in the dark could be a bit tricky. The house itself was just as advertised: very private and quiet. The interior was comfortably furnished, and we especially appreciated the fireplace and the Bluetooth speaker. The two full bathrooms were also nice . The hot tub was easy to use, although a few of the jets didn’t seem to be working. The kitchen was well-stocked with pots, pans, plates, and glasses. The house is about 15 minutes from the Woodstock area and the nearest grocery store, so we’d recommend stopping to pick up any necessary provisions before checking in. Overall, we would absolutely return to BorisRungcheewan’s place for another stay.

Mountain-Top Catskills Getaway Cabin w/hot tub
We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!

Beautiful Catskills Retreat 3 mins from Belleayre
Actually, the photos of this place do not do it justice at all. This property is incredible! It was everything (and more!) of what we were looking for. A long holiday weekend very well spent in a clean, extremely well kept, and cozy place hidden in a beautiful forest. The hosts were top-notch! Incredibly helpful and super responsive. We would love to visit again!

Guesthouse On 1879 Farm. Hot tub and hiking
Hidden gem. Really appreciated the countryside accommodation. The hot tub was nice and hot and we enjoyed a fire right after. The stores were in a close enough proximity if needed. My fiancé was skeptical as it’s right next to another property but we had are own space and we were not disturbed. Also we enjoyed the fresh eggs and being able to bring our fur babies.

Roscoe Retreat
beautiful place, friendly owners, everything you need to disconnect from a crazy world

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods
Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.

Clove Schoolhouse on Mohonk Preserve
We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.
Family- and pet-friendly home rentals

Cozy renovated One Room Schoolhouse
Jane’s Old Schoolhouse is awesome. Whimsical, relaxed, well equipped kitchen, loved all the little knooks to curl up with a book & cup of coffee or wine. Would love to enjoy the porches, however both visits offered us rain & cool weather. Great for doing puzzles & enjoying the wood stove.

Secluded Oasis w/ Fire Place In Stone Ridge
Jane’s home is beautiful, quiet, and so relaxing. The area itself is wonderful and quaint and the home has everything you need and more. We sat out each morning on the front deck for coffee and each evening for a glass of wine, and ate dinner on the screened-in porch. Despite the temperatures reaching 90 degrees outside, the home remained very comfortable even without A/C. There were plenty of fans and the evenings were pleasantly cool. Jane is very friendly and helpful—stopped by on our first day to give us some wonderful local recommendations (our kids loved visiting a nearby apple orchard / restaurant). Honestly, you can’t ask for a better host. We already miss the place and would definitely return!

Peace & Quiet & Space (!) in Woodstock
Lisa was an amazing host—truly one of the best I’ve ever had on Airbnb. She went above and beyond to make sure everything was perfect, and her thoughtfulness really showed in the details. The space was cozy, peaceful, and beautifully kept, and to top it all off, she stocked the place with delicious food and drinks that made us feel incredibly welcomed and cared for. It was the perfect spot to unwind, and Lisa’s hospitality made it extra special. Highly recommend!

Pet Friendly Cabin Doh-Ray up at 1450 ft
The perfect place for a Catskills getaway. Raymond and Maura's house is peacefully secluded in the woods while being just a few minute drive to downtown Woodstock. The screened in porch is the perfect place to enjoy your morning coffee and take in the beautiful setting. We have stayed here several times now and hope to come back again soon!

Victorian Haven
We have stayed at Erik's place 4 or 5 times now. It's perfect, has everything you need. It is centrally located to surrounding towns. Erik and his parents are very friendly and always responsive. I highly recommend staying there!

"Far from the Madding Crowd" Cozy Cabin Retreat
The perfect spot to be nurtured by nature! The sweetest cabin had everything we could need and gave us the ability to unplug, relax and rejuvenate. Loved being able to go hiking and just enjoy being outside.. surrounded by gorgeous nature. The babbling brook was so soothing. Honestly, just a perfect spot to enJOY!

Tranquil Paradise With Lake Views
It's a magical location with a beautiful forest and reservoir view.

Scandinavian-Style Chalet with Scenic Views
Beautiful chalet with even better views - perfect for a calm and peaceful get away from the city, near hiking trails and 7 min from town for restaurants, had a great weekend and hope to be back soon
Family-friendly home rentals with a pool

Shula | Farmhouse | Pool, Fire pit, Hot tub
Cute house, open concept first floor was great for a weekend with our girlfriends! Hava was very responsive and kind!

midcentury mod * POOL * walk out trail to mohonk
This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

Bluestone Escape - Where everyone is at home.
Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Experience The Zen House
We had such a great stay at Eugene’s place! The house was perfect for our group — spacious, comfortable, and full of fun things to do. We especially loved the private theatre, the hot tub, and especially the sauna — such a great touch! The volleyball net was a hit, and there were tons of games in the closet that kept us entertained. The kitchen was well-stocked and roomy enough for us to cook meals for our large group, and there were plenty of different areas to hang out in, everyone could find their own space to relax. The towels were plentiful (huge plus) and having access to the washer and dryer came in handy during our stay. Eugene was a fantastic host — super friendly, very responsive, and just really helpful all around. We also got to enjoy a few deer sightings right in the yard, which felt magical. We visited the nearby alpaca farm and did the Beer Mountain hike, which was a nice outing. All in all, a wonderful stay. Would absolutely come back. Thank you Eugene!

Modern Upstate Cabin, near Rhinebeck NY
Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

Majestic King Suite just minutes to the Gunks
Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.

Woodstock Carriage House HotTub FirePit Pool
Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

Redwood Retreat in Windham - Pool! Tennis!
My family stayed here for a weekend trip to Windham. The location to the ski area was very close, only 6 minutes away. There were plenty of nearby restaurants, markets, and coffee. The house is clean and cozy and perfect for a family of 4 or 5.
Quick stats about vacation rentals that are family-friendly in Denning
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
3.7K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Zoom Flume
- Windham Mountain
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Villa Roma Ski Resort
- Hunter Mountain Resort
- Opus 40
- Mount Peter Ski Area
- Thaddeus Hait Farm
- Plattekill Mountain