Family-friendly holiday rentals in East Stroudsburg

4.83 out of 5 average rating, 156 reviews

Poconos Play Park Resort | Hot Tub, Bowling, Games

Welcome to your private Poconos resort! This massive 5 bedroom home has been completely upgraded to create a modern vacation experience, loaded with amenities! TWO game rooms, pool table, ping pong, air hockey, arcade games, fire pit, hot tub, bowling, frisbee golf, and so much more - all completely yours! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 196 reviews

The cozy outdoor area features a fire pit surrounded by several Adirondack chairs. Soft lighting from string lights enhances the inviting atmosphere of the cabin, which is illuminated from within, showcasing a spacious deck and large windows that reflect the night sky.

Chalet in Penn Estates

Poconos Treetop Lakehouse: Lakefront/Spa/Sauna

Accessible, dog-friendly, waterfront A-line with breathtaking views only 50 ft from lake. Stepless entry/shower, elevator. Newly renovated & stylishly furnished w/ 4 bedrooms, 3 full bathrooms, hot tub, sauna, gourmet kitchen, 12 person custom dining table, coffee bar, fireplace, game room w/ billiards/foosball/arcade, many outdoor games, 3 outdoor decks, Big Green Egg grill, fire pit, fire table, hammocks, many types of boats, fishing poles, work desk, high speed WiFi, 5 Smart TV’s, EV charger.

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Townhouse in East Stroudsburg

A modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.

4.93 out of 5 average rating, 163 reviews

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautiful luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups. Decor available.

FamilyKitchenSkiing

5.0 out of 5 average rating, 263 reviews

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

Indoor spacesFamilyAccess

4.99 out of 5 average rating, 173 reviews

Home in East Stroudsburg

Fancy Poconos Castle & Indoor MEGA 10+ SWIM SPA

Welcome to your luxurious sanctuary in the heart of the Poconos. Located in the prestigious, Gold Star-rated Blue Mountain Lake Community, this 6,600 sq ft home offers breathtaking views and an estate-like experience. With elegant interiors, spacious living areas, and year-round beauty, every moment here is designed to impress. Whether relaxing or entertaining, comfort and sophistication await at every turn. Here, comfort is elevated, and unforgettable memories are just part of the experience.

FamilyKitchenSkiing

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, 453 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

Indoor spacesFamilyWi-Fi

4.88 out of 5 average rating, 135 reviews

Home in East Stroudsburg

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

Escape to your own private Backyard Oasis — featuring an LED-lit hot tub, 2 fire pits, game room, outdoor gaming area, hammock, and a fully fenced resort-style yard built for unforgettable group getaways, couples’ retreats, and family vacations. Home designed for maximum comfort with 4,200 SF of space to unwind. Relax under the stars, gather around the fire, and enjoy the perfect Pocono retreat just minutes from Camelback, Shawnee, skiing, water parks, hiking, casinos, restaurants, and more.

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Castle in East Stroudsburg

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

4.99 out of 5 average rating, 479 reviews

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

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Cabin in East Stroudsburg

4.94 out of 5 average rating, 156 reviews

Luxury PA cabin, heated pool, hot tub, game r

This is a three floors gorgeous A FRAME HOUSE designed for anybody who loves nature, luxury homes, and privacy, with an amazing interior design cozy and modern. Is a private space for friends and families. During your visit you will have work space, pool, hot tub, pool table, game room, tv room, outdoor fire pit, indoor fireplace, back porch with an amazing view, modern kitchen, and cozy corners all around the house, It’s the perfect vacation rental home that you will never want to leave!

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The living room features a spacious wrap-around couch and a coffee table, creating an inviting area for relaxation. Large windows allow natural light to fill the space, while views of the surrounding trees are visible. A dining area and kitchen can be seen in the background.

4.89 out of 5 average rating, 179 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Renovated Poconos Mountain Retreat home! House contains 4 bedrooms and 3 full bathrooms with plenty of back and side decks. The home is equipped with a new central ac and heating system with vents in each room! About a 15 minute drive to Camelback. Close to Shawnee Mountain, Tannersville Outlets, Sunset Shooting Range, Great Wolf Lodge, and all the major attractions. Less than a 12 min drive from 24 hour grocery stores, as well as bars and restaurants!

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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.

4.99 out of 5 average rating, 274 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!

FamilyIndoor spacesBiking

An outdoor space features a wood barrel sauna set among autumn foliage. Black, Adirondack-style chairs surround a circular firepit with flickering flames, creating a cozy gathering area. The sauna is minimally designed with a wooden exterior and a single door.