Family-friendly holiday rentals in Coolbaugh Township

A chalet with a steeply pitched roof is surrounded by snow-covered trees. The wooden deck is visible, accompanied by several brightly colored chairs arranged on the snowy ground. A distant shed can be seen among the winter landscape.

4.95 out of 5 average rating, 232 reviews

Hidden Chalet > Arrowhead Lake, Pocono Mountains

Looking for a peaceful mountain escape with plenty to do for the whole family? You've found it! Enjoy a newly renovated chalet in Arrowhead Lake, a gated community full of amenities. Located at the end of a quiet cul-de-sac, it's just a short walk to a heated pool. Relax by the fireplace, unwind on the spacious deck,or explore nearby attractions like Jack Frost Ski Resort and Kalahari Water Park. With beaches, pools, and family-friendly fun, this cozy retreat is perfect for your Pocono getaway!

Cabin in Coolbaugh Township

An outdoor space features dark wooden adirondack chairs arranged around a circular stone fire pit, with a cabin backdrop and trees surrounding the area. Twinkling string lights are visible above, with a soft pink and purple sky creating a serene evening atmosphere.

4.99 out of 5 average rating, 104 reviews

Walk to Lake~Modern & Cozy Cabin w/Hot Tub

El Ranchito Poconos is featured as 1 of 20 best cabins in: Stay: Best Cabins of the East Coast ||Coffee Table Book Enjoy the perfect setting for a restful retreat in this Pocono Lake cabin! Nestled in Arrowhead Lake community, this 2-bedroom, 1-bathroom cabin offers a stunning modern interior and access to resort amenities like multiple pools and 4 beaches. After a day out, soak in the hot tub or relax by the fire pit. With plenty of amenities, there is no better place for your next adventure!

Superhost

A modern bathroom is showcased, featuring a sleek glass shower enclosure and a stylish soaking tub. A marble sink is positioned atop a dark vanity with wooden accents. Soft natural lighting illuminates the space, highlighting grey stone walls and elegant fixtures.

4.87 out of 5 average rating, 409 reviews

Pocono Mountains Home Near Kalahari and Casino

Escape to a cozy fall getaway near Kalahari, Mount Airy Casino, Crossings Outlets, Lake Wallenpaupack, & Tobyhanna State Park 2 miles away w/ fall foliage, & mountain air, lake views, wildlife, & picnic spots. Nestled off a rugged private road. This spa style retreat has a soaking tub, rain shower, smart lights, kitchen w/ smart stove, plush beds, LED mirrors w/ music sync, & retro arcade fun. Perfect for couples, birthday getaways or families seeking a peaceful Poconos stay w/ modern amenities.

An inviting outdoor space features a hot tub with bubbling water, surrounded by trees and a warm sunset sky. Cozy seating is arranged around a fire pit, while a wooden sauna with a curved roof stands nearby, illuminated by string lights.

5 out of 5 average rating, 115 reviews

*Family Pocono Gem w/Sauna+Hot tub+Game room+Lake*

Latitude Adjustment is a unique retreat in Pocono Lake, designed for those who seek the perfect blend of relaxation and local exploration. Equipped with an amazing 4person outdoor steam sauna, a private 7person hot tub featuring waterfall, Bluetooth speakers, and LED lights, huge game room with 65” TV, wood burning stove, large outdoor entertaining area with a grill, fire pit, guest shed and dining area. Located in a beautiful, amenity-rich Arrowhead Lake community, 1 minute walk to the lake!

Home in Tobyhanna Township

A bright and airy living space is highlighted by large windows that frame a serene view of the surrounding woods. A stone fireplace stands against a wood-paneled wall, and the seating area features comfortable sofas arranged around a circular coffee table on a textured rug.

5 out of 5 average rating, 102 reviews

Pocono Chalet with Lake access and kayaks

Come and relax in this big comfy, newly renovated house in the woods! Cozy up by the fire or take a hike in the woods. This three bedroom house has everything you need to kick back and relax- wood burning fire place, fully equipped kitchen, lots of toys for the kiddos, games to play, and fenced in back yard! Just 2 hours to Philly & New York. The house is located in Locus Lake Village - an enclosed community with great amenities- lakes , tennis, & more. STR Permit #2024-041 Tobyhanna 007520

The exterior of a modern chalet is surrounded by lush greenery, featuring large windows that highlight the interior space. A spacious front deck is visible, providing an inviting entryway. The gravel driveway leads to additional outdoor landscaping, enhancing the serene forest setting.

4.92 out of 5 average rating, 103 reviews

Serenitie Chalet | Modern Poconos Escape w/Firepit

Step into our newly renovated, 3 bedroom/2bath chalet and you will be instantly transported to a place of calm and serenity. The home features a bright & airy Great Room with soaring ceilings, gorgeous hardwood floors, gourmet kitchen and a luxurious master suite. Enjoy treelined views from the stunning wall of windows, relax with a cup of coffee on our spacious deck or gather with friends & family in our cozy backyard retreat. This is the perfect place to relax, refresh and recharge.

4.95 out of 5 average rating, 233 reviews

Modern spa | pool table | fireplace | arcade | ski

☞Community Fees included ☞Private 10-person hot tub ☞Fireplace ☞Full pool table, ping-pong topper, arcade infinite table, board games ☞Firepit (wood included) ☞High-speed Wi-Fi ☞Fully stocked kitchen ☞BBQ grill ☞7 Mins to Austin T. Natural Area/hiking trails, waterfalls ☞20-30 mins to Kalahari water park, Camelback zip lines & (ski & snow tubing), Pocono Daytripper Wine Trolley, Jack Frost & Big Boulder ski Mountains, etc. ☞Pet friendly ☞Self check-in ☞King bed ☞On-site washer + dryer

4.96 out of 5 average rating, 177 reviews

A cozy living area features warm wooden paneling and a plush sofa with light-colored cushions. A wooden coffee table holds two water bottles and a binder, while a stone fireplace adds character. Natural light streams in through large windows, enhancing the inviting atmosphere.

Farm stay in Cresco

The Thoroughbred Cottage at Pleasant Ridge Farm

The Thoroughbred Cottage is the quintessential, early 1900s Pocono vacation cottage. Located on our commercial horse farm, the cottage has been entirely renovated but has kept its unique original details. Views include our upper pastures and wooded hillside of the state game lands beyond. The cottage is set back on our private lane, but is close to all major Pocono attractions and wedding venues. A perfect, cozy little getaway for couples. Not suitable for infants or children

A spacious living area is highlighted by a large, inviting sectional sofa adorned with decorative pillows. Natural light floods the room through expansive windows. A dining area with a modern table and colorful chairs complements the bright, airy atmosphere, while a staircase adds architectural interest.

4.97 out of 5 average rating, 170 reviews

Modern Home in ❤️ Poconos Camelback Lake 🎣 🏊‍♂️ 🎱

Cozy home located inside a private gated community (A Pocono Country Place) consisting of 4 private bedrooms 2 full baths. Community offers access to 4 swimming pools playgrounds paddle boats mini golf basketball & tennis courts. Located in the heart of the Poconos there are additional opportunities for entertainment within a close proximity that includes water parks, skiing, snow tubing, recreational parks, hiking, fishing, biking, shopping and fine dining NASCAR & casinos

A spacious house is surrounded by mature trees showcasing vibrant fall foliage. Solar panels are installed on the roof. The driveway leads to a two-car garage, while a neatly maintained front yard adds to the home's inviting appearance.

4.94 out of 5 average rating, 223 reviews

Kid-Friendly Stylish and Cozy Poconos Retreat

Perfect family-friendly getaway in the Poconos! This fully renovated 4-bed, 2.5-bath home blends modern comfort with cozy charm. Solar powered and off-grid capable, it features central air, blazing fast internet, multiple smart TVs, work space, and dedicated areas for kids and entertainment. Enjoy a spacious deck with gas BBQ, large yard, playground, fire pit, and more. Close to top attractions, with a J1772 EV Level 2 Charger for added convenience.

Townhouse in Tannersville

The image captures a lively game room featuring a slide, colorful play structures, and a cozy seating area. A spacious dining area is visible, with large windows overlooking the scenic mountain view. The wooden accents and modern decor create a welcoming ambiance.

5 out of 5 average rating, 225 reviews

Mountain Top! Family Paradise w Hot Tub & Game Rm

Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

An inviting chalet features a spacious deck with seating and views of the surrounding woods. The open-concept living area showcases large windows allowing natural light, complemented by a comfortable leather sofa. An outdoor firepit area includes Adirondack chairs, surrounded by a gravel path.

4.92 out of 5 average rating, 116 reviews

Hopskip Modern | Firepit | Grill | Walk to Lake

This fall, Hopskip Home to your modern chalet nestled in the woods of amenity-filled Arrowhead Lake community and close to the top Pocono attractions like Kalahari 14mi, Aquatopia 17mi, Camelback 17mi, Mt Airy 18mi, Pocono Raceway 11mi and more. This home offers the perfect mix of relaxation and recreation. Autumn in the Poconos is calling – BBQ, firepit, lake (only a 0.3mi walk), leaf peeping, pumpkin farms and more fall fun awaits!

Popular amenities for Coolbaugh Township family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cabin in East Stroudsburg

The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.

4.93 out of 5 average rating, 387 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

A thoughtfully designed bedroom features a striking dragon-themed mural highlighting the walls. A spacious bed with a bold dragon-printed comforter is flanked by decorative lamps, providing a warm glow. Rich colors and textures create a compelling focal point within the room.

4.99 out of 5 average rating, 244 reviews

Dragon House - Hot Tub, Mini Golf, Pet Friendly

4.88 out of 5 average rating, 427 reviews

A living area features a stone accent wall with a mounted television and a cozy fireplace. Comfortable seating arrangements include a light sofa and a coffee table. A dining area is visible in the background, highlighted by a rustic table and overhead pendant lighting.

Cottage in Pocono Pines

⭐⭐⭐⭐⭐ Country Cottage, Heart of the Poconos

4.99 out of 5 average rating, 205 reviews

Cabin in Albrightsville

Book a Cozy Winter Stay @ this 50 Chalet w/Jukebox

4.95 out of 5 average rating, 237 reviews

The cabin's exterior showcases a charming white facade with navy blue shutters and a welcoming front porch. Two Adirondack chairs are positioned on the porch, with tall evergreen trees framing the home, creating a serene outdoor setting.

Cabin in Pocono Pines

Cozy Cabin*Firepit*Loft*Ski JFBB or Camelback

4.82 out of 5 average rating, 117 reviews

The exterior of a rustic cabin is partially obscured by fresh snow, surrounded by trees coated in white. Large windows allow light to filter through, revealing a welcoming entrance featuring wooden steps. Snow blankets the ground, enhancing the serene winter atmosphere.

Cabin in Albrightsville

Little Woodsy Lodge Poconos ski/hot tub/lake

4.88 out of 5 average rating, 154 reviews

A private hot tub is situated within a covered gazebo, surrounded by large windows that offer views of the wooded area outside. Soft lighting is visible, enhancing the serene environment. Bubbles are gently rising from the water, suggesting a soothing experience.

Tiny home in Gouldsboro

spacious tiny cabin with private hot tub by lake

Superhost

An outdoor space is illuminated by string lights suspended between trees, creating a soft glow against the night sky. A hot tub is nestled on a stone patio, accompanied by a shaded umbrella, with a backdrop of lush greenery and distant trees.

Chalet in Tobyhanna

4.95 out of 5 average rating, 174 reviews

Hot Tub|Game Room|10 Min 2 Kalahari|6 Min 2 Casino

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 168 reviews

The cedar A-frame cabin is surrounded by trees, with a spacious deck leading to the entrance. Large windows reflect the natural surroundings, and a stone chimney rises from the roof. The area around the cabin features a mix of grass and gravel.

Cabin in Pocono Pines

Pine Cone Cabin - Lake Naomi Poconos Escape

Home in Tobyhanna Township

A charming lakeside home is set against a sunset sky painted in shades of pink and purple. Snow blankets the ground, leading to the welcoming front porch adorned with an American flag. The lake can be seen in the background, enhancing the serene landscape.

4.91 out of 5 average rating, 136 reviews

Lake Escape - LAKEFRONT Home - Arrowhead

4.98 out of 5 average rating, 162 reviews

Chalet in Jim Thorpe

Winter Family-Centric Cabin In Prime Location!

Superhost

The two-story home is set within a tranquil forest, featuring a large outdoor deck with wooden railings and an American flag. Snow lightly covers the ground, while large windows offer views into the well-lit interior. The pathway leads to the entrance, bordered by natural stone.

Home in Clifton Township

4.78 out of 5 average rating, 148 reviews

Poconos Mountain Family Experience | Private Home

4.98 out of 5 average rating, 150 reviews

A spacious living area displays a high ceiling with exposed wooden beams. Comfortable leather sofas are arranged around a low coffee table, complemented by a patterned area rug. Natural light floods the room, illuminating the wooden walls and adjacent dining area.

Cabin in Effort

Stylish Log Cabin Getaway in the Pocono Mountains

The two-story house is illuminated by warm lights against a colorful sunset backdrop. A firepit surrounded by Adirondack-style chairs is positioned in the foreground, with a gravel area highlighting the tranquil forest surroundings.

4.9 out of 5 average rating, 30 reviews

Pellet fireplace. Dogs OK. Firepit, Wi-Fi, SmartTV

4.96 out of 5 average rating, 418 reviews

The interior of the yurt is illuminated by natural light from the skylight dome, highlighting the wood framework. A queen bed with a canopy is the focal point, surrounded by a dining table, chairs, and a storage dresser. Decorative elements add a sense of warmth.

Yurt in South Sterling

Yurt at the farm!

Chalet in Tobyhanna Township

5 out of 5 average rating, 37 reviews

2 Full Baths, Fireplace, Steps 2 Lake, In Woods

Family-friendly home rentals with a pool

Chalet in Tobyhanna Township

A modern chalet is nestled among trees, showcasing a sloped roof and large glass windows. A spacious deck extends from the front, offering access via a set of outdoor stairs. The surrounding area is carpeted with fallen leaves, reflecting the colors of the season.

4.93 out of 5 average rating, 59 reviews

The Great Outdoors Chalet - Arrowhead Lake 010060

An aerial view showcases the lush greens of a golf course bordered by vibrant fall foliage. Below, the living area is depicted with a spacious couch facing a wood-burning fireplace, and large windows offering views of the serene outdoor landscape, which includes a reflective lake.

4.98 out of 5 average rating, 63 reviews

Best PoconoMountain Getaway-Firepit|Lake|Golf|WiFi

The exterior perspective highlights a modern Scandinavian-style home with oversized glass doors that provide a view into the inviting interior. An outdoor seating area with two chairs is visible, along with a dining table and kitchen beyond. String lights frame the scene, enhancing the ambiance.

4.98 out of 5 average rating, 129 reviews

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

5 out of 5 average rating, 29 reviews

Pocono Base Camp *Golf Cart Available* Lakes/Pools

4.98 out of 5 average rating, 90 reviews

The living room features a spacious leather sofa adorned with patterned pillows. A wooden coffee table displays decorative items, while a large ceiling fan provides airflow. Natural light enters through multiple windows, highlighting the open staircase and the tasteful decor throughout the room.

Home in Gouldsboro

Serene & Fun Family Gem ~ Hot Tub & Theater Room!

Chalet in Tobyhanna Township

An inviting loft area is designed for comfort and entertainment, featuring two cozy sleeping spaces bordered by shelves filled with books and games. A colorful area rug enhances the space, while natural light enters through a window, creating a warm atmosphere.

4.94 out of 5 average rating, 221 reviews

The Poconos House-Chalet in the Woods (Arrowhead)

4.97 out of 5 average rating, 60 reviews

A scenic outdoor space is highlighted, featuring a circular fire pit surrounded by wooden Adirondack chairs. Soft glowing lights are strung overhead, illuminating the backyard's green grass and walking path lined with gravel. The home is visible in the background, with a deck and sauna in view.

Chalet in Tobyhanna

Best Deal in the Poconos!