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Family-friendly vacation rentals in Shawangunk

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Top-rated family-friendly rentals in Shawangunk

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of the modern rustic apartment showcases a wooden structure with a stylish sloped roof. The well-maintained front yard features lush green grass and ornamental plants, while a spacious deck is visible above, complemented by outdoor furniture and shade options.

Guesthouse in Woodstock

5 out of 5 average rating, 379 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

An open living space features warm wooden paneling and large windows, allowing natural light to fill the area. A dining table with woven chairs sits near the center, complemented by a comfortable seating area with plush couches. A wood-burning stove adds character to the room.

Chalet in Tafton

4.85 out of 5 average rating, 131 reviews

Pocono Chalet~HeatedPool~Sauna~Firepits~Fireplaces

This is a one of a kind LINDAL CEDAR HOME, with an open layout, 16 foot Cathedral ceilings with floor to ceiling windows. Perfect getaway for family outings or friends getting out of the city. Following attractions are nearby: Lakes Wallenpaupack Promised Land State Park Skytop Camelback Ski/tube Kalahari Indoor Water Park Mt. Airy Casino NO PROMS NO FRATS POOL opens mid April and closes mid Nov. All guests are required to accept host's lease agreement prior to check in. Pets need approval

Top guest favorite

A spacious retreat is seen from above, featuring a large deck with seating and modern design elements. Surrounding foliage displays vibrant autumn colors, while a gravel pathway leads to the house. The serene landscape emphasizes the property's natural setting.

Home in Round Top

4.96 out of 5 average rating, 196 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Farm stay in Blairstown

4.85 out of 5 average rating, 130 reviews

Cozy LakeView Farm near NYC/Rt.80 & Del. Water Gap

Enjoy Fresh Air & Spacious Views on your retreat w/ a Private Lake, Trails, Fields & Streams throughout. Beauty and Wildlife abounds. Spread out in an open layout apartment. See Guidebook for Seasonal Fun! Escape Pocono traffic & enjoy the countryside. *Close to NYC/Rt 80 thru a Quaint Moravian VIL. Appalachian Trail access. *Animal Tour w/Petting incl. Great local Farms/Markets w/Fresh Food. Alpaca & Wolf Preserve nearby. Hiking nearby. Farm Store coming soon.*3-day all Holidays. 1 dog<40pd.

Top guest favorite

An enclosed porch features two metal-framed chairs with cushions, positioned near a small table. A decorative rug with vibrant floral patterns covers the floor. A potted plant and a lantern add to the decor, with sunlight streaming through the windows overlooking the water.

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Home in Bushkill

4.93 out of 5 average rating, 137 reviews

POOL, Game Room, Lakefront, Hot Tub, PickleBall

Olibear is your ultimate spring retreat—ideal for couples, families, or anyone seeking a lakefront escape. Nestled by the water, our home offers warm charm amid blooming Pocono landscapes. Just 5 minutes from Bushkill Falls, explore vibrant spring or relax by the indoor community pool, open weekends 12-4 PM Enjoy the private hot tub, paddle kayaks or canoes, explore vibrant trails, or relax by the firepit under the spring sky. Indoor pool open on weekends Claim your spring escape now!

A charming two-story house features a welcoming porch bordered by colorful flower beds. Blue trim accents the white exterior, highlighting the architectural details. A pathway leads to the entrance, which is framed by a decorative arch and supported by columns.

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

A collage displays different areas of the Harry Potter-inspired vacation home. A cedar barrel sauna appears alongside a cozy seating area featuring decorative trunks. A pool table is vibrant with colorful balls, while a nearby hot tub is inviting with bubbles gently rising.

Home in Pocono Summit

4.9 out of 5 average rating, 277 reviews

Enchanted Castle - Unique & Charming Getaway

Recently renovated unique Harry Potter inspired 4BR/2BA 1600sq ft castle themed home near Kalahari, Mt Airy Casino & Camelback! Enjoy a private fenced yard with Hot Tub, Sauna, Fire Pit, Mini Golf, Swing Set, Patio & BBQ Grill. Inside: Pool Table, Ping-Pong, Chess, Scavenger hunt, Smart TVs, WiFi, Netflix & Family Games. Perfect Poconos getaway with comfort & fun for all ages—very close to top attractions, skiing, waterparks & dining. Great for families, couples & group retreats.

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

4.95 out of 5 average rating, 355 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

A charming children's playroom features a wooden playhouse adorned with colorful decorations. Beside it, a round table with two red chairs offers a space for creative play. A light blue pouf and a basket filled with plush toys add to the playful atmosphere, illuminated by a teal lamp.

Chalet in East Stroudsburg

4.92 out of 5 average rating, 435 reviews

Cozy House - Lovely Fairytale TreeHouse - Hot Tub

Experience a nature lover's paradise in this stunning house with serene surroundings for play and relaxation. Perfect for families, it sleeps up to 6 adults and features a spacious living room, entertainment loft, and a 7-person hot tub for post-exploration relaxation. With its prime location, you're close to major Pocono Mountains attractions like Camelback Water Parks, Crossing Outlets, Delaware Water Gap, and more—the ultimate destination to explore this scenic region.

The living area showcases a spacious sectional sofa facing a coffee table on a decorative area rug. A flat-screen TV is positioned on a stand, with ample natural light streaming through windows that overlook a dining area in the background.

Home in Oneonta

4.89 out of 5 average rating, 164 reviews

1st Class Rentals Munson Manor III at Murdock

**** Summer rental from June to August please use ONE guest for the pricing. Also check out time is 9 am *****From September to May please list the number of guests staying to get the proper pricing. We charge additional fees after 2 guests. Check out time is 11 am. *****We also have a $100 fee for a pet (dogs only) per stay. Location is awesome! This 5 bedroom, 2 bathroom home is located on a quiet street with several restaurants within walking distance.

A cabin is shown nestled among trees, with a wooden deck overlooking a gently flowing stream. Vibrant autumn leaves contrast against the dark exterior of the cabin, enhancing the natural setting. The scene captures the peacefulness of the surrounding landscape, inviting relaxation.

Cabin in Accord

4.94 out of 5 average rating, 112 reviews

Peaceful Cabins by the river, excellent wifi!

Just figured out availability for our cabins this summer! The Big Cabin, located 15 feet from the water’s edge, will easily sleep six. The Little Cabin, 30 yards from the House with a water view and plenty of privacy, is perfect for a couple. Located on a secluded, non-thoroughfare road, it includes access to a private swimming hole and waterfall. Near the Shawangunk climbing mountain and hiking/cycling trails, Accord “downtown” and super chic Inness.

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Popular amenities for Shawangunk family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in East Stroudsburg

4.92 out of 5 average rating, 189 reviews

Big House On The Hill - Hot Tub, Sauna, Fireplace!

Home in Rhinebeck

4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

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, 455 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

The kitchen features an open layout with bright natural light illuminating modern appliances, a spacious island with seating, and rustic shelving displaying various kitchen essentials. A solid wood dining table sits in the background, complemented by a patterned rug beneath.

Chalet in Jewett

4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

A bright living area features expansive floor-to-ceiling windows offering views of the autumn foliage outside. Comfortable seating includes a green sofa and modern chairs. A textured area rug and a decorative coffee table complete the space, enhancing a warm and inviting atmosphere.

Cabin in Swan Lake

4.83 out of 5 average rating, 201 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

A hot tub is illuminated with soft blue light, situated on a deck. Snow-covered ground surrounds the area, providing a tranquil setting in the evening. The hot tub features a spacious design, accommodating several guests for relaxation.

Cabin in Bushkill

4.9 out of 5 average rating, 188 reviews

Bushkill Falls Cabin

The charming country house showcases a light-colored exterior with symmetrical windows and a covered porch. Lush greenery surrounds the entryway, providing a welcoming feel. The roof features a gabled design, and a garage is positioned on the left side of the image.

Home in Elizaville

4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

Top guest favorite

A bright bedroom area features large windows showcasing views of the surrounding mountains. A telescope stands beside a green sofa, complemented by a decorative pouf and a potted plant. A wooden table rests beside a chair, creating a cozy reading nook.

Home in Roxbury

4.99 out of 5 average rating, 240 reviews

Charming Cottage on 12 Secluded Acres + Hot Tub

Family- and pet-friendly home rentals

The exterior of the cottage is showcased, featuring a dark wood façade and a large deck with a railing. Stairs lead down to a lush green lawn bordered by trees. A clear blue sky with scattered clouds complements the inviting outdoor setting.

Cottage in Roxbury

4.9 out of 5 average rating, 130 reviews

Bellwood Cottage 8-14min to all Roxbury Wed Venues

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, 148 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

Home in Bushkill

4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

A well-maintained private yard features lush green grass, a vibrant hammock for relaxation, and a stone path leading through flower beds. A cozy seating area with woven chairs and a decorative rug is positioned near the apartment, surrounded by trees for added privacy.

Apartment in Carmel-by-the-Sea

4.87 out of 5 average rating, 297 reviews

Private space, with yard

The farmhouse is framed by lush green grass and towering maple trees, offering shade and natural beauty. A covered porch extends from the house, while large windows invite ample natural light into the interior.

Cottage in Greenville

4.91 out of 5 average rating, 223 reviews

Historic farmhouse escape on 14 scenic acres

A cozy sitting area is furnished with a wooden rocking chair and a sofa adorned with decorative cushions. A patterned area rug lies beneath, and soft lighting is provided by two lamps. Wall art and decor enhance the warm ambiance of the room.

Home in Windham

4.91 out of 5 average rating, 155 reviews

Serendipity Lake House on Lake Heloise

Home in West Kill

4.93 out of 5 average rating, 121 reviews

Catskill Mountain Cabin Waterfall Retreat

A person is paddling on a calm, reflective pond surrounded by lush greenery and hills in the background. The water's surface mirrors the landscape, enhancing a serene atmosphere. The scene is framed by trees and a gently sloping area, showcasing nature's beauty.

Cabin in Prattsville

4.83 out of 5 average rating, 169 reviews

Private Waterfront w/Swimming, Boats & Hot Tub!

Family-friendly home rentals with a pool

Top guest favorite

A spacious backyard is highlighted, featuring a volleyball net between two trees and a hammock hanging nearby. Sunlight filters through the leaves of the surrounding trees, illuminating the well-maintained grassy area. A small shed is visible in the background, offering additional outdoor storage.

Home in Saugerties

4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

Top guest favorite

An aerial view of a spacious property showcasing a round, 33-foot swimming pool surrounded by lush greenery. The house features a patio area and gazebo, offering a serene outdoor setting. Guests can be seen enjoying the pool, emphasizing the space's recreational potential.

Home in Tobyhanna

4.8 out of 5 average rating, 129 reviews

Cozy home for 10 ~ Private pool, BBQ, fire pit

A modern kitchen area features stainless steel appliances, including an oven and microwave, alongside a spacious dining table with seating for four. Natural light is filtered through large windows, illuminating the open concept living space that connects to a cozy sitting area.

Townhouse in Tannersville

4.81 out of 5 average rating, 115 reviews

Aquatopia & Camelbeach Waterparks,Pool,Pickleball

A modern farmhouse exterior is visible beside a crystal-clear swimming pool surrounded by grassy areas. Colorful pool floats are placed in the water, while a wooden fence and tall trees frame the peaceful setting.

Home in Saugerties

4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

A large heated swimming pool is surrounded by lush greenery, with several lounge chairs arranged on a concrete deck. A float in blue and white lies on the water's surface, and an umbrella provides shade nearby.

Apartment in Saugerties

4.97 out of 5 average rating, 111 reviews

Lovely Creekside w pool/sauna near Woodstock

A wooden deck is featured, equipped with a patio umbrella, overlooking a seasonal swimming pool. Surrounding trees provide privacy and a natural setting. A gravel pathway leads to the cabin, enhancing the serene ambiance of the forested area.

Cabin in East Stroudsburg

4.88 out of 5 average rating, 129 reviews

Pocono cabin with POOL at Shawnee Mtn

A serene salt-water pool reflects the surrounding greenery and blue sky. The natural stone edge frames the pool, while two lounge chairs are positioned nearby, creating a peaceful outdoor retreat.

Home in Cold Spring

4.95 out of 5 average rating, 167 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

A clear, blue saltwater swimming pool is surrounded by lush greenery and tall trees. Lounge chairs are positioned by the poolside, with a stone path leading to the water. The tranquil setting provides a sense of privacy and relaxation.

4.93 out of 5 average rating, 243 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

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

Total rentals
110 properties
Nightly prices starting at
G$18,942 GYD before taxes and fees
Total number of reviews
5.4K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore