Family-friendly vacation rentals in Pine Hill

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Popular amenities for Pine Hill family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
An inviting BBQ hut features a central fire and cooking space, surrounded by wooden benches. Two glasses of red wine sit elegantly next to a platter of grilled meats, with a warm orange glow emanating from the flames. The natural wood interior adds a rustic touch.
Home in Jewett
4.93 out of 5 average rating, 178 reviews

Mountain house w/ Scandinavian BBQ hut Spa & more!

LisaRating, 5 stars1 day 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
A cozy cabin is illuminated at night, surrounded by string lights that outline its exterior. A fire pit is situated in the foreground, with guests gathered around. The expansive deck is partially visible, enhancing the inviting atmosphere of the outdoor space.
Cabin in Gilboa
4.89 out of 5 average rating, 183 reviews

Catskills Retreat - hot tub, views, summer avails

MelissaRating, 5 stars2 weeks ago
We went for a quick weekend getaway with our two dogs and absolutely loved William and Liz’s home, we didn’t want to leave!! I loved the privacy, how peaceful it was, and of course the views! Our dogs enjoyed all the free space to run as well. We unfortunately had a lot of rain when we stayed, causing our tour of howes cavern to be canceled due to flash flooding. We were rescheduled which affected our check out time, but they were so sweet and offered us to check out whenever we liked and even offered us an extra night to stay! (We wish we could have). It was a wonderful weekend getaway and we all can’t wait to go back! :)
Top guest favorite
A hot tub is positioned on a wooden deck, surrounded by lush greenery and trees. It offers expansive views of the natural landscape, with gentle hills visible in the distance under a soft, overcast sky.
Apartment in New Paltz
4.97 out of 5 average rating, 545 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

StephenRating, 5 stars2 weeks ago
Such a perfect location for a weekend in new paltz and the views from the patio/hot tub are absolutely spectacular. Ami was a great host!
Superhost
A bright living area features large windows that allow natural light to illuminate a pink sectional sofa adorned with colorful cushions. A white coffee table sits atop a light wooden floor, complemented by a decorative rug. Art pieces in warm hues are displayed on the wall.
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
A charming country home is illuminated by soft evening light, surrounded by trees. A fire pit, constructed of stones, sits in the foreground, with a warm fire flickering. The expansive deck offers outdoor seating, providing a serene setting for gatherings.
Chalet in Jewett
4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

Gina-LouiseRating, 5 stars4 months ago
Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!
Guest favorite
A spacious living area is furnished with a large sectional sofa, adorned with decorative throw pillows. Natural light filters through multiple tall windows, illuminating a central coffee table accompanied by simple decor. In the background, a large dining table and green accents enhance the inviting atmosphere.
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.
Superhost
A cabin exterior features large glass windows revealing a cozy sleeping area adorned with soft bedding. A pendant light illuminates the space, offering a warm glow. Lush greenery and colorful flowers line the path leading to the cabin, enhancing the natural setting.
Cabin in Saugerties
4.81 out of 5 average rating, 265 reviews

Container Cabin in the Catskills (Field)

NoraRating, 5 stars1 week ago
Beautiful inside and out — a peaceful oasis & retreat from everything! Nearby restaurants and hikes but also so quiet and private. Great weekend we will be back!!
Guest favorite
The serene Neversink River reflects the surrounding landscape, featuring a still surface that mirrors the clouds above. A weathered log extends from the shoreline into the water, framed by lush greenery and rolling hills in the background.
Home in Neversink
4.98 out of 5 average rating, 218 reviews

Modern Riverside Retreat with Firepit, Hot tub

TracRating, 5 stars4 months ago
The house is spacious and elegant. The wooded lot has a pretty creek a little way from the house. We took some walks through the snowy woods and roads beyond the house and could have kept going for a long time - the mountain is peaceful and beautiful. The owners live a few doors down and came by to help set us up before a major snow storm. We had a really nice time.

Family- and pet-friendly home rentals

Top guest favorite
The exterior of a charming A-frame house is depicted under a dusk sky, adorned with warm lights that outline the roof. A welcome sign is displayed beside a green front door, which is enhanced by a decorative wreath. Soft landscaping and pathway lighting create a cozy ambiance.
Home in Windham
4.99 out of 5 average rating, 366 reviews

Custom Catskills private retreat

JenniferRating, 5 stars1 month ago
Arin & Brian’s place was nothing short of amazing ! From the minute we walked in , it felt like home . Our 21 month old daughter especially took a liking to the home . I was so shocked and happy to see how baby/toddler friendly their home is . From child locks to stair gates , you name it , they had it all! It was also very peaceful surroundings and private, which I always appreciate in an air b n b. Arin and Brian were great hosts too , checking in when needed. I would love to come again !
Guest favorite
Home in Phoenicia
4.96 out of 5 average rating, 156 reviews

Hiking and Breweries! Mountain and river views!

AlisonRating, 5 stars1 month ago
Julie’s place is great! We came with 4 adults, 2 kids, and 1 dog. There was plenty of room for everyone and all had fun! The kids especially loved their room, which came complete with toys, games, and beanbag chairs. The kitchen was well-stocked with cooking supplies and utensils. There are 2 dining tables, which allowed us to have a puzzle going on one while we ate at the other. Easy walk to town, lots of outside space, super cozy and cute inside and out. Highly recommended and would totally stay here again!
Top guest favorite
A charming wooden house is set among trees with green leaves and a gently landscaped pathway. Warm light emanates from the windows, illuminating the porch area. The seasonal fallen leaves create a natural carpet on the ground, enhancing the serene woodland surroundings.
Cabin in Woodstock
4.97 out of 5 average rating, 151 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

ChrisRating, 5 stars2 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!
Superhost
A modern wooden structure features a wall of expansive glass windows that frame a panoramic view of the surrounding mountains and valleys. Lush greenery can be seen in the foreground, with a clear sky and soft clouds enhancing the serene outdoor landscape.
Home in Andes
4.87 out of 5 average rating, 107 reviews

Above it All

CaseyRating, 5 stars1 month ago
What a gem. Tucked away in woods, this house was just what we needed. Tranquil, gorgeous, homey, and a perfect reset. My dog loved exploring the grounds, while I admired the beautiful mountain view. It was a little chillier than expected when we arrived but host sent directions for food recs and suggested we take advantage of the fireplace, which we did. Everything was very easy to find in the kitchen and bathroom, and my bedroom was cozy. Loved it very much, and would stay again.
Top guest favorite
A rustic cabin exterior is displayed, featuring a weathered blue facade with red trim. The porch is supported by wooden posts, where a rocking chair and small table can be seen. Surrounding greenery adds to the natural setting.
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
An expansive wooden sundeck is illuminated by soft string lights, creating a welcoming atmosphere. Seating options include several colorful chairs and a dining table, with sliding glass doors leading into the interior. The surrounding trees provide a natural backdrop, contributing to the sense of seclusion.
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.
Guest favorite
The spacious living and dining area features a fieldstone fireplace as a focal point. Exposed beams add character, while colorful hanging lamps brighten the space. A large wooden dining table is surrounded by sleek chairs, and cozy seating areas are arranged for relaxation.
Home in East Durham
4.93 out of 5 average rating, 248 reviews

Bluff House

ChuckRating, 5 stars4 weeks ago
We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!
Guest favorite
A wooden house nestled among tall trees, featuring a combination of large windows and circular porthole windows. The entrance is highlighted by a small porch and steps leading up from the yard, which is surrounded by greenery.
Home in Phoenicia
4.83 out of 5 average rating, 214 reviews

Mountain Magic Happy House

SarahRating, 5 stars4 weeks ago
My family and I had a wonderful weekend at David's cabin. The property is magical ... right on the stream and backing up against state land. It's beautiful, private, and you can walk right out the back door onto a well groomed state park trail.

Family-friendly home rentals with a pool

Superhost
A spacious living area features a large sectional sofa and a fluffy area rug. Natural light floods the room, highlighting the hardwood floors. An open kitchen with modern appliances is visible in the background, while a dining area is located near the staircase.
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!
Guest favorite
A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
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
The exterior of a modern cabin is displayed, featuring large glass windows and a sleek black facade. A heated pool is visible with a smooth blue surface. Several lounge chairs are arranged around the pool, enhancing the outdoor relaxation space.
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
A saltwater pool is surrounded by a stone patio, with lush greenery and wildflowers near the edges. The serene water reflects the soft colors of the sunset, and the distant mountains are visible in the background, creating a peaceful setting.
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
The outdoor pool is surrounded by a fenced area with lounge chairs positioned around its perimeter. Lush greenery and trees provide a natural backdrop, with a shaded umbrella nearby. A storage shed is visible in the background, adding to the functional outdoor space.
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.
Guest favorite
A serene view of a spring-fed swimming pond is captured, with clear water reflecting the surrounding greenery. A duck swims gently across the pond, while trees line the banks, enhancing the natural ambiance. In the background, a grassy area is visible, with boats stored at the water's edge.
Cabin in Prattsville
4.83 out of 5 average rating, 172 reviews

Private Waterfront w/Swimming, Boats & Hot Tub+

KRating, 5 stars3 weeks ago
This comfortable, cozy, magical piece of Catskill paradise was the perfect place to gather to mourn the loss of my father and make some new family memories for a lifetime. Photography is a hobby of mine and the picturesque landscape allowed me to get lost in my passion. We cooked all our meals together in the well-appointed kitchen, challenged each other in the PacMan arcade game and cuddled up together to watch the stars shine and a movie on the comfy couch. We took long walks and met two local farm horses grazing freely in the local fields. The wonderful host was very accommodating and fast to respond. We loved her thorough recommendations for local dining, fun activities and nearby shopping. Book this cabin in the Catskills! You will not be disappointed! We will be back! ". . . there are deeper gorges, greater streams and higher mountains but in no other place is the combination so blended into a harmony so perfect as to form such tempting bits for the camera or the brush.”

Quick stats about vacation rentals that are family-friendly in Pine Hill

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ477 before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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