Family-friendly vacation rentals in Denning

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Popular amenities for Denning family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Jewett
4.93 out of 5 average rating, 178 reviews

Mountain house w/ Scandinavian BBQ hut Spa & more!

LisaRating, 5 stars2 days ago
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.
Guest favorite
Home in Bearsville
4.92 out of 5 average rating, 232 reviews

A Cozy’s Woodstock Getaway Home

BradfordRating, 5 stars1 month ago
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.
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 458 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

AmeliaRating, 5 stars1 month ago
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!
Guest favorite
Home in Highmount
4.81 out of 5 average rating, 143 reviews

Beautiful Catskills Retreat 3 mins from Belleayre

TamaraRating, 5 stars4 weeks ago
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!
Top guest favorite
Guesthouse in Forestburgh
4.97 out of 5 average rating, 422 reviews

Guesthouse On 1879 Farm. Hot tub and hiking

StacyRating, 5 stars1 week ago
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.
Superhost
Cabin in Roscoe
4.93 out of 5 average rating, 228 reviews

Roscoe Retreat

OlkaRating, 5 stars1 day ago
beautiful place, friendly owners, everything you need to disconnect from a crazy world
Top guest favorite
Cabin in Cochecton
5 out of 5 average rating, 133 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

RobRating, 5 stars4 months ago
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.
Guest favorite
Home in High Falls
4.95 out of 5 average rating, 219 reviews

Clove Schoolhouse on Mohonk Preserve

PaulRating, 5 stars1 week ago
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

Guest favorite
Home in Livingston Manor
4.9 out of 5 average rating, 134 reviews

Cozy renovated One Room Schoolhouse

BeverlyRating, 5 stars1 month ago
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.
Top guest favorite
Home in Stone Ridge
4.96 out of 5 average rating, 148 reviews

Secluded Oasis w/ Fire Place In Stone Ridge

JasonRating, 5 stars2 weeks ago
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!
Guest favorite
Loft in West Hurley
4.89 out of 5 average rating, 130 reviews

Peace & Quiet & Space (!) in Woodstock

JrRating, 5 stars1 day ago
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!
Top guest favorite
Cabin in Woodstock
4.97 out of 5 average rating, 151 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

ChrisRating, 5 stars3 days ago
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!
Top guest favorite
Home in New Paltz
4.97 out of 5 average rating, 753 reviews

Victorian Haven

JanetRating, 5 stars1 day ago
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!
Top guest favorite
Cabin in Jefferson
5 out of 5 average rating, 484 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

ShaneRating, 5 stars3 weeks ago
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!
Top guest favorite
Bungalow in Margaretville
4.87 out of 5 average rating, 115 reviews

Tranquil Paradise With Lake Views

ZoeRating, 5 stars1 week ago
It's a magical location with a beautiful forest and reservoir view.
Top guest favorite
Chalet in Cragsmoor
5 out of 5 average rating, 242 reviews

Scandinavian-Style Chalet with Scenic Views

VikromRating, 5 stars4 weeks ago
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

Superhost
Home in Woodstock
4.88 out of 5 average rating, 167 reviews

Shula | Farmhouse | Pool, Fire pit, Hot tub

MimiRating, 5 stars3 weeks ago
Cute house, open concept first floor was great for a weekend with our girlfriends! Hava was very responsive and kind!
Top guest favorite
Home in New Paltz
4.98 out of 5 average rating, 490 reviews

midcentury mod * POOL * walk out trail to mohonk

ArielRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Saugerties
4.94 out of 5 average rating, 131 reviews

Bluestone Escape - Where everyone is at home.

LoriRating, 5 stars1 month ago
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!
Guest favorite
Cabin in Livingston Manor
4.97 out of 5 average rating, 307 reviews

Experience The Zen House

BethRating, 5 stars1 week ago
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!
Top guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 353 reviews

Modern Upstate Cabin, near Rhinebeck NY

JenniferRating, 5 stars2 weeks ago
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.
Guest favorite
Guest suite in New Paltz
4.98 out of 5 average rating, 126 reviews

Majestic King Suite just minutes to the Gunks

MattRating, 5 stars7 months ago
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.
Guest favorite
Cottage in West Hurley
4.94 out of 5 average rating, 267 reviews

Woodstock Carriage House HotTub FirePit Pool

MaureenRating, 5 stars2 weeks ago
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!
Superhost
Townhouse in Windham
4.84 out of 5 average rating, 199 reviews

Redwood Retreat in Windham - Pool! Tennis!

DawnRating, 5 stars3 months ago
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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