Family-friendly holiday rentals in East Stroudsburg

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, 153 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.

Chalet in East Stroudsburg

A spacious interior is showcased with high wooden ceilings and large windows allowing natural light to enter. A comfortable seating area with a green sofa and a dining table set for six is visible. A modern chandelier hangs above, enhancing the open atmosphere.

4.89 out of 5 average rating, 110 reviews

Cliffside Chalet

Located conveniently in the Pocono’s, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Escape to our newly renovated Chalet that was built on a rock ledge and features a gigantic 22 foot ceiling with a charming loft to relax in. Enjoy being surrounded by lush greenery and nature, just minutes from popular hiking trails, waterfalls, and walking distance to the lake and playground. The bathroom features rare stone imported from Italy and a sink carved out of rock boulders.

5.0 out of 5 average rating, 251 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.

Townhouse in East Stroudsburg

A warmly decorated living area features a sectional sofa complemented by a plush ottoman. A natural wood accent wall houses a flat-screen TV above a fireplace. A potted plant adds a touch of greenery, while a patterned rug covers the wooden floor, enhancing the space's comfort.

4.96 out of 5 average rating, 186 reviews

Serene Escape - Jacuzzi, mins from trails/skiing

Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises a mountain retreat close to the best skiing, restaurants, stores, hiking, and amenities of the Poconos. Enjoy ski slope and mountain views from the deck. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs

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, 447 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!

4.97 out of 5 average rating, 294 reviews

Chalet in Penn Estates

Hot Tub | Sauna | Pickleball | Lakes | Pools

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

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, 465 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!

Cabin in East Stroudsburg

A spacious living area features large glass doors that invite natural light and views of the outdoors. A modern fireplace serves as a focal point, complemented by wooden walls and a stylish chandelier. Comfortable seating options include a brown leather sofa and a minimalist chair.

4.94 out of 5 average rating, 145 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!

An aerial view captures a modern treehouse nestled among lush trees, with a heated swim spa glowing in blue. A spacious deck features seating arrangements and is framed by surrounding nature, while a colorful sunset illuminates the sky in soft pastels, enhancing the serene environment.

4.98 out of 5 average rating, 127 reviews

!Poconos TREE HOUSE LAKE+Swim SPA+Cinema + Kayak!

Welcome to the Poconos TREEHOUSE + SPA Getaway... Let us take your breath away by capturing beautiful memories during your stay. Surrounded by nature, the lake view sits on an uphill which allows you to enjoy the beautiful sunrise and sunset through our deck access giving it the TREEHOUSE effect... Immerse yourself in our 20 FT HEATED SWIM SPA!!!! Deck can also be used for BBQ days/nights. From our common areas, to outdoors, we also provide indoor entertainment and many more!

An aerial view presents the expansive backyard, featuring a colorful basketball court, a playground with a slide, and a fire pit surrounded by seating. The hot tub is visible on the patio, enhancing the inviting outdoor space surrounded by natural greenery.

4.95 out of 5 average rating, 104 reviews

Pocono Game Heaven | Basketball, Bowling, Theater!

Conveniently located just minutes away from all the natural attractions that the Poconos has to offer (lakes, hiking, & more!), you will have all the amenities & entertainment you could need right here at home. Basketball court, hot tub, fire pit, mini golf, pool table, and much more! 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!

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.

4.98 out of 5 average rating, 265 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 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.