Family-friendly vacation rentals in Pine Hill

4.96 out of 5 average rating, 300 reviews

Cabin in Big Indian

Retro Modern Paradise in the Catskills

Our spacious home is nestled at the top of Rose Mountain in The Catskills, perfect for a family retreat. Approximately 2.5 hour drive from New York City and only 10 minutes from Belleayre. Spend your time relaxing in our cabin with the seclusion and privacy of 5 acres of forest and meadow. Our property runs along a small creek in Big Indian, NY, with sweeping views of Slide Mountain. Centered in the middle of the Catskills its easy to explore many local restaurants and bars within an hour drive.

4.92 out of 5 average rating, 145 reviews

A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.

Cabin in Arkville

Mountain View Hideaway

This cabin is a peaceful hideaway with spectacular mountain views tucked into a wooded cove. The hot tub along with the aura of tranquility will provide an oasis after a day of hiking, skiing or snowboarding. It’s an easy 5 minutes to Belleayre Ski Mountain and if looking to work from home, there is high speed wifi available as well as clear cellphone signals at the location. Lookout for the deer, wild turkeys, birds and much more from the porch or lounge. Check out @mountainviewhideaway on IG!

Superhost

A modern living area features a leather sofa paired with a wooden coffee table, accented by a ceramic vase. A cozy patterned wall hanging adds texture. A dining space is visible in the background, complemented by natural light from the windows.

Cabin in Big Indian

4.86 out of 5 average rating, 158 reviews

Birch Creek House - Private & Cozy Creekside Cabin

Hidden, fully renovated, modernized cabin off Rte 28 in Big Indian. Located on 5 acres of private forest, down a long driveway, with a private wrap around deck, outdoor dining + firepit + indoor fireplace. Just a few min drive to notable shopping and dining, along with several mountains, ski resorts like Belleayre, world-class hiking, and outdoor everything that upstate NY has to offer. @birchcreekhouse on IG. 5 min to Belleayre Mtn 25 min from Hunter Mtn 15 min to Phoenicia Diner SBL#414137

4.98 out of 5 average rating, 172 reviews

A serene view of the cabin set amidst lush greenery, with a calm stream flowing nearby. The deck is visible, and seating areas are arranged on the manicured lawn. Surrounding trees offer a sense of seclusion, enhancing the natural ambiance of the location.

Cabin in Hardenburgh

Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax

Escape to a secluded Catskills cabin with hot tub, forest views, fireplace, and walkable access to Balsam Lake Trailhead. Relax in the hot tub under the stars, enjoy coffee on the deck beside a babbling creek, and unwind by the historic fireplace built in 1920. Just 10 minutes to Belleayre Mountain for skiing, tubing, hiking, and lake days. Perfect for couples getaways, family weekend escapes, hiking trips, ski weekends, and year-round Catskills adventures. Welcome to Catskill Cabin Oasis!

The cabin's exterior showcases a charming green facade adorned with decorative stars. A spacious deck is visible, equipped with a dining area and umbrellas for shade. Surrounding lush grass and colorful flowering bushes enhance the natural setting, while seating arrangements offer inviting spots to relax outdoors.

4.98 out of 5 average rating, 160 reviews

Storybook Creekside Retreat: 8 Acres + Epic Views

STR License # 2023-STR-AO-002 Escape to our one-of-a-kind mountainside cabin in the heart of Catskill State Park. Every detail of this 120-year-old home has been thoughtfully updated into a collected, soulful retreat sitting on 8 creekside acres with sweeping mountain views and the sound of water just outside your door. Minutes from Phoenicia, Mt Tremper, Woodstock, restaurants, breweries, and some of the region's best waterfall hikes, Camp Vista Falls is your 4-season Catskills retreat

4.83 out of 5 average rating, 151 reviews

A charming farmhouse is set alongside a serene pond, with lush greenery and mountains in the background. A balcony extends from the upper level, and a small dock is visible on the water. Adjacent structures contribute to the rural appeal.

Home in Arkville

Scenic farmhouse near Belleayre Mountain

Charming farmhouse overlooking the babbling Dry Brook. Entry to a large eat in kitchen that reflects natural light. Beautiful living room with hardwood floors and a stone clad fireplace. Full bathroom downstairs. The second floor offers a master suite with a balcony, large landing, walk in closet, and a full private or shared bathroom as suite has an extra bedroom. The property features a spring fed pond with a dock and pedal boat. Old logging trails that lead you up the scenic mountain.

Superhost

A cozy campfire area is surrounded by wooden Adirondack chairs, set upon a gravel surface. In the background, the A-frame cabin stands under the tree canopy, with multiple illuminated windows providing a warm glow.

Cabin in Pine Hill

4.87 out of 5 average rating, 136 reviews

Modern A-Frame in Catskills Park

The Pine Hill Aframe curates a modern and intentionally designed A-frame retreat on 1.6 acres just 3 mins to Belleayre Ski resort & 20 min. to Plattekill. Centrally located in the heart of the Catskills, surrounded by world renown trails and fishing. Rest, hike, ski, relax, create amongst the renovated interior or forest bathe outdoors. We invite you to come build memories! As seen on Dwell Mag & Cabin Chronicles Season 3. Find us on IG @pinehillaframe STR License #2022-STR-AO-073P

A pool table with a red felt surface is positioned in the room, illuminated by a hanging light fixture. A triangle rack containing colored billiard balls sits on the table, while a wood-burning stove is visible in the background against a stone wall.

4.96 out of 5 average rating, 180 reviews

Catskills Retreat-Phoenicia & Belleayre Beach

Nestled in the heart of the Catskills, close to Phoenicia, Belleayre and Hunter this 3-bedroom, 2-bathroom log cabin offers a perfect blend of rustic charm and modern comfort. Featuring Central Air, a cozy living area, a fully-equipped kitchen, and a pool table. If you’re here to enjoy nearby ski resorts or explore the local scene, this retreat provides the perfect balance of seclusion and convenience for your mountain escape. Perfect place for hiking & close to Belleayre Beach!

4.94 out of 5 average rating, 101 reviews

Cabin in Margaretville

Outdoor Sauna; Secluded Creek; Dog-friendly

Perched above a stream with panoramic mountain views and total privacy. Batavia Creek Cabin's setting is unmatched. → Outdoor Sauna with VIEWS! → Fishing, hiking trails + ski resorts nearby → 3 bedrooms, 2 king beds, open floor plan → Indoor fireplace, strong WiFi + 2 workspaces → Outdoor dining, fire pit + gas grill → Hands-on local co-hosts w/ great recs! 4WD/AWD is required to access the property in the winter. Add us to your favorites lists for future stays!

Apartment in Town of Shandaken

A serene bedroom features a light lavender bed with plush pillows. A golden accent pillow adds color. A wall mural depicting a tree with birds in flight creates a calming backdrop, while natural light brightens the space from a nearby door.

4.93 out of 5 average rating, 121 reviews

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

Escape to a calm Catskills retreat at the base of Belleayre Mountain 🌲🏔️ Where natural fineness meets charming, relaxed style ✨ Thoughtfully designed with a focus on healthy living, sustainability, and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, fresh air, and quiet moments in every season 🌿 Wake up to the beauty of the outdoors—deer passing by, birds overhead, and the occasional glimpse of local wildlife 🦌🐻

4.94 out of 5 average rating, 155 reviews

The exterior view showcases a blue cabin with a welcoming deck leading to several outdoor planters. Expansive mountain views create a scenic backdrop under a partly cloudy sky, with rich green foliage framing the scene.

Cottage in Fleischmanns

Private Cabin with Views, WIFI, 9 min to Belleayre

Scenic 2BR Catskills cabin just 2 hours from NYC! Enjoy stunning mountain views from the private deck, fast & reliable WIFI for remote work, and easy access to Belleayre skiing, lake swimming, & tons of hiking trails. Peaceful and private—perched above a quiet road with regular visits from deer, turkeys, bunnies, and songbirds. Perfect for family getaways, ski trips, or a scenic work-from-home stay. Follow us @berushka_cottage for more!

4.98 out of 5 average rating, 464 reviews

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

Popular amenities for Pine Hill family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A seasonal saltwater pool is surrounded by a wooden deck and lounge chairs, offering a scenic view of the lush hillside. An umbrella provides shade, and a basketball hoop is positioned at one end of the pool, enhancing outdoor leisure options.

4.95 out of 5 average rating, 245 reviews

Catskills Retreat | Heated Pool & Hot Tub

4.96 out of 5 average rating, 158 reviews

A spacious country house is surrounded by lush greenery and mature trees. A gazebo is elegantly positioned on the lawn, while a meandering stream flows gently nearby, enhancing the natural setting.

Home in Pine Hill

Birch Creek Retreat ~ 8BR/8BA New Hot Tub + Sauna

4.97 out of 5 average rating, 392 reviews

An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.

Cabin in Big Indian

Romantic Cabin with Sauna & Wood Fired Hot Tub

4.96 out of 5 average rating, 108 reviews

A large hot tub is positioned beneath a wooden shelter, surrounded by lush greenery. Adirondack chairs are placed nearby, providing a comfortable seating area. The bubbling water of the hot tub invites relaxation, set against a backdrop of tall trees and vibrant foliage.

Home in Arkville

Mountain Escape with a Large Hot Tub and more!

5.0 out of 5 average rating, 148 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

4.94 out of 5 average rating, 149 reviews

The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.

Cottage in Chichester

Stream Come True | Hot Tub, Ski, Hike, Relax

4.95 out of 5 average rating, 507 reviews

An aerial view captures the chalet, surrounded by a lush, open green lawn. Trees line the property, providing a natural border. The distant mountains and hills are visible, with a gentle gradient of colors as sunset approaches, suggesting a serene rural setting.

Cabin in Windham

CozyCatskillChalet w/ Hot Tub (Catskill Mountains)

4.99 out of 5 average rating, 165 reviews

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

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

Family- and pet-friendly home rentals

A spacious living area features a wood-paneled ceiling with four skylights, allowing natural light to brighten the room. A cozy sectional sofa offers a comfortable seating option. A stone fireplace is positioned next to a wall-mounted television, with large glass doors leading to the outdoor deck.

4.97 out of 5 average rating, 175 reviews

Catskills Cedar House | central Catskills retreat

5.0 out of 5 average rating, 268 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

4.95 out of 5 average rating, 137 reviews

A circular stone fire pit area is surrounded by five red Adirondack chairs on a well-maintained grassy lawn. Lush green trees provide shade, with a view of a charming house in the background, contributing to a serene outdoor setting.

Home in Big Indian

Birch Creek Mountain House

4.87 out of 5 average rating, 167 reviews

An open living space is viewed through arched doorways, showcasing wood flooring and natural light. A central seating area features a sofa and minimalist décor, while two cozy sleeping areas are visible in the background. Two pendant lights hang from the ceiling, enhancing the airy feel.

Home in Pine Hill

The Carriage House/Pine Hill Studio

Bungalow in Margaretville

A garden brimming with vibrant orange flowers is set in front of a dark structure. A red building is visible in the background, surrounded by lush trees, adding to the green landscape. This serene outdoor space emphasizes a natural and welcoming environment.

4.96 out of 5 average rating, 384 reviews

The Porch Upstate Super clean

4.99 out of 5 average rating, 112 reviews

A spacious living area is bathed in natural light, featuring floor-to-ceiling windows that frame views of the outdoor patio. A comfortable sectional sofa is complemented by a geometric coffee table and a stylish lamp. Bright accent cushions add a pop of color to the neutral decor.

Dome in Roxbury

Luxury Designer Dome Private Oasis in Catskills

Vacation home in Pine Hill

4.99 out of 5 average rating, 154 reviews

The Perfect Catskills Escape for Families and Groups

4.98 out of 5 average rating, 131 reviews

Home in Phoenicia

Modern dreamy Hudson Valley home

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 169 reviews

A modern cabin stands against a backdrop of lush greenery and mountains. Large windows invite natural light, while a deck with seating is visible in the foreground. Surrounding landscaping includes trees and shrubs, creating a serene and private outdoor space.

Cabin in Arkville

Hike & Sauna! Modern Mountain Escape

4.98 out of 5 average rating, 181 reviews

Farm stay in Saugerties

Catskills Family Retreat: Pool, Sauna and Animals!

4.95 out of 5 average rating, 102 reviews

A tranquil heated saltwater pool is framed by lush greenery and sun loungers, inviting relaxation. An orange inflatable ring floats on the water, and a wooden fence provides some separation from the surrounding area. Bright sunlight casts a refreshing glow on the pool's surface.

Cabin in Roxbury

Blissful Mountain House

Superhost

The image features a modern hot tub in the foreground, with bubbling water and a clear dome structure nearby. The dome showcases a seating area surrounded by nature, with trees visible in the background against a bright blue sky.

Chalet in Prattsville

4.9 out of 5 average rating, 126 reviews

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

4.95 out of 5 average rating, 404 reviews

A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.

Home in Kerhonkson

Fenced & Salt Water Pool | Cozy Catskills Cottage

4.94 out of 5 average rating, 392 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

4.97 out of 5 average rating, 143 reviews

A sparkling heated pool is framed by natural surroundings, with a stand-alone guest house visible in the background. Lush trees create a serene atmosphere, enhancing the privacy of the outdoor space. Nearby, seating areas and open grass provide inviting spots for relaxation.

Cottage in Bearsville

Contemporary Guesthouse with Heated Pool