Family-friendly holiday rentals in Middle Smithfield Township

4.89 out of 5 average rating, 653 reviews

A serene river flows through a lush forest, bordered by tall trees and vibrant green foliage. The sunlight creates a shimmering effect on the water, while smooth stones line the riverbank, adding to the natural beauty of this tranquil environment.

Cabin in Bushkill

Experience Magical Creekside! Real Fireplace, Ski+

House is Right On The Mountain Creek! Switch your Mind, Rest, Relax in the Jacuzzi, Hike in Nature! Calming home to reconnect or unwind by yourself! Great waterfront location on Saw Creek! Meditation deck above the water by the mini waterfall! Inspiring, back-in-time, cozy place in the wood settings. Wood-burning fireplace, jacuzzi/whirlpool tub for two, excellent community amenities, awesome hikes, river, mountains, wildlife, waterfalls, restaurants, shopping. 1h 40m from NYC Welcome! Enjoy!

KitchenFamilyHiking

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, 156 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.

Indoor spacesKitchenCheckout

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, 113 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.

KitchenIndoor spacesHiking

A spacious living room showcases a comfortable leather sectional sofa, accented by decorative pillows. A modern coffee table sits in front, with a small centerpiece. A cozy brick fireplace is flanked by a large mirror and a flat-screen TV, while soft curtains frame the window.

4.9 out of 5 average rating, 141 reviews

Charming Family Getaway ~ Close to D.W.G ~ Games

Step into the spacious and entertaining 3BR 2Bath retreat close to the enchanting town of East Stroudsburg. Enjoy the lovely views from the tranquil backyard and wraparound deck, have fun in the game room, and explore exciting Poconos attractions and natural landmarks from this fantastic family gem. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Pool/Ping-Pong Table ✔ Wraparound Deck ✔ Backyard (BBQ, Fire Pit, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

FamilyIndoor spacesPool

4.98 out of 5 average rating, 216 reviews

Entertainers Retreat • Fire Pit + Games • Hot Tub

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

KitchenFamilyLaundry

4.9 out of 5 average rating, 163 reviews

Pocono cabin with hot tub and pool at Shawnee Mtn

All year round retreat cabin in the forest, great for romantic getaways, family, friends get-together, drinks by fire-pit at night, quiet, nature-surrounded setting for meditating or conversation, grilling on the patio. Seasonal swimming pool (aprox May 23- Sept 8) and hot tub on site(all year round) adds to a perfect ambiance for catching sunset. Located 10-20 min from attractions. An area where guests can enjoy fishing, hiking, biking,kayaking, sight-seeing and more. CHECK MY OTHER LISTINGS

Indoor spacesKitchenHot tub

An outdoor space is illuminated by string lights, creating a cozy ambiance. The red chalet exterior features large windows and sliding doors. Comfortable seating surrounds a fire pit, set on a grassy area, providing a welcoming spot for gatherings under the night sky.

4.97 out of 5 average rating, 101 reviews

Pocono Cove: Hot Tub,Bar,Fire Pit,Theater,Games +!

Indulge in the ultimate Pocono Mountains experience at this stunning 3BR/2.5BA Pocono Paradise. Just a few miles from Golf, Skiing, Waterparks! This modern chalet boasts a Hot Tub, Fire Pit, BBQ, Game Room, Home Theater, and Dry Bar. Inside, discover a luxury interior with a high-end design and entertainment, perfect for friends and family getaways. This 2,500 sq. ft. retreat sleeps 10 & offers unrivaled entertainment. Book now for an unforgettable stay in the heart of the Pocono Mountains!

Indoor spacesFamilyCheck-in

5.0 out of 5 average rating, 254 reviews

Home in Penn Estates

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.

FamilyKitchenBreakfast

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, 450 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 spacesKitchenSkiing

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, 469 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!

KitchenIndoor spacesHot tub

An aerial view captures the expansive log cabin surrounded by lush greenery and twinkling string lights. The outdoor space features a heated pool, lounge chairs, and a playground, creating a vibrant atmosphere for relaxation and recreation.

4.99 out of 5 average rating, 155 reviews

5BR Lux Cabin w HotTub/Sauna/Pool/FirePit/GameRoom

Nestled within the Poconos mountains, this luxe 4,800+ SQ FT log cabin + resort-style amenities on 2 acres is the ultimate city escape and entertainment paradise. Fire pit, theater, bar/game room, 3 fireplaces, 8 TVs, kids bunk/playroom, 2 living rooms, gourmet kitchen, multiple decks/balcony & massive backyard. All this just minutes from skiing, hiking, great dining in Stroudsburg, Shawnee Mtn, Camelback Resort, and the Delaware Water Gap. The perfect getaway for families and large groups!

Indoor spacesKitchenCondition

A log cabin is shown nestled among trees, with a gravel area in front and a natural stone border. A deer is visible nearby, highlighting the serene natural surroundings. The sky features a gradient of warm colors, creating a peaceful ambiance.

4.95 out of 5 average rating, 285 reviews

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit

Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

KitchenIndoor spacesWalkability

Popular amenities for Middle Smithfield Township family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 257 reviews

Private Forest Retreat *Hot Tub *Pet Friendly

Indoor spacesFamilyGetting around

4.77 out of 5 average rating, 178 reviews

A serene outdoor pool is seen at sunset, with calm waters reflecting the orange and pink hues of the sky. Loungers are arranged around the pool, and a tree-lined landscape serves as a backdrop, enhancing the tranquil setting of the area.

Cabin in Bushkill

Bushkill Cabin Amazing pools

KitchenIndoor spacesHospitality

4.95 out of 5 average rating, 145 reviews

Poconos Lake Cottage. Hot Tub + Nature + Fire pit

Indoor spacesKitchenDecor

4.95 out of 5 average rating, 115 reviews

A charming cabin is surrounded by lush green trees, showcasing a spacious wooden deck that wraps around the front. A stone chimney rises from the side, complementing the cabin's architecture. Gravel landscaping creates a tidy entrance, enhancing the natural setting.

Cabin in Bushkill

Cabin w/Jacuzzi, W&D, Pool, Lake, Fitness, & More.

FamilyIndoor spacesView

4.96 out of 5 average rating, 198 reviews

The hot tub, set within a wood-paneled room, features bubbling water and seats multiple guests. Expansive windows provide a view of the surrounding trees, allowing natural light to enhance the relaxing environment.

Home in Lehman township

Creek Front, Hot Tub, Fireplace, & Amenities

Indoor spacesKitchenAccuracy

4.91 out of 5 average rating, 365 reviews

The cabin's A-frame structure is framed by lush trees, featuring a large glass front that invites natural light. A wooden deck with two yellow chairs offers a vibrant seating area. Potted plants add greenery around the entrance, creating an inviting outdoor space.

Cabin in Greentown

the little A, Wood Fired Hot Tub

KitchenFamilyCheckout

Townhouse in East Stroudsburg

A spacious dining area features a dark wooden table with seating for several guests, complemented by metal chairs. The kitchen island, with modern stools, opens to the living room, which includes a fireplace and large windows overlooking a natural setting. Decorative red lights hang above.

4.89 out of 5 average rating, 373 reviews

Magnolia House-Jacuzzi, Hiking, Biking & River

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 200 reviews

Home away from home, with many community amenities

KitchenFamilyCondition

Family- and pet-friendly home rentals

5.0 out of 5 average rating, 183 reviews

A group of goats is seen in a grassy area, with a black goat standing atop a wooden platform. The yellow cabin is visible in the background, surrounded by trees displaying autumn foliage.

Farm stay in Greentown

Farm Sanctuary Cabin with a Sunset View! (Cabin B)

Indoor spacesFamilyQuiet

4.88 out of 5 average rating, 129 reviews

A two-story red wooden house is nestled among tall trees, showcasing a welcoming front deck. A paved driveway leads to the entrance, with greenery surrounding the property, creating a natural setting that enhances the privacy of the residence.

Home in Bushkill

Poconos Mountains Relaxing Retreat

FamilyKitchenBarbecue

A modern kitchen features wooden countertops and white cabinetry. A central island with two place settings is highlighted by a vase of flowers. Stainless steel appliances, a black faucet, and pendant lighting complement the overall design. Natural light is provided by a window above the sink.

4.86 out of 5 average rating, 163 reviews

Entire Home • Beautiful cozy Cabin in the Poconos

Indoor spacesFamilyNearby

An inviting porch is illuminated by string lights, showcasing a decorative wreath on the door. A small table and chairs are placed beneath the overhang, providing a cozy spot to enjoy the evening. The exterior features green siding, complemented by a white picket fence.

4.97 out of 5 average rating, 148 reviews

Casa de Carmen! Cozy Cabin with a view & HOT TUB!

FamilyIndoor spacesCheck-in

4.98 out of 5 average rating, 287 reviews

A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.

Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

KitchenIndoor spacesPets

4.96 out of 5 average rating, 216 reviews

A bright open living area showcases a green sectional sofa adorned with a plaid throw and a soft rug beneath. A dining table with clear chairs sits nearby, while large windows bring in natural light, enhancing the space's modern rustic charm.

Cabin in Shohola

Private Poconos Cabin near River, Food, and Fun

Indoor spacesKitchenLong stay

4.77 out of 5 average rating, 204 reviews

The illuminated outdoor space features a sparkling pool reflecting warm lights from the surrounding deck and home. A spacious wooden deck is lined with lounge chairs and a gazebo, providing a serene atmosphere for relaxation. Nearby, trees and shrubs enhance the natural ambiance.

Home in Cresco

Huge Poconos Retreat Hot Tub, Heated Pool,Hike&Ski

FamilyIndoor spacesBackyard

4.98 out of 5 average rating, 234 reviews

Cabin in Yulan

Enchanting River A-Frame|Fire Pit| Magical Forest

FamilyIndoor spacesBreakfast

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 137 reviews

Stylish 4Bdr Mountain Retreat, Hot Tub, Pool

Indoor spacesKitchenQuiet

4.89 out of 5 average rating, 159 reviews

The chalet is set against a twilight backdrop, showcasing a combination of wood and modern design. A spacious deck with railing offers access to the upper level, while warm lights illuminate the windows, creating a welcoming ambiance. Surrounding trees are silhouetted against the evening sky.

Chalet in Bushkill

Chalet at Poconos / Delaware water gap / Bushkill

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 197 reviews

An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.

Home in Stroudsburg

Simply Serene: Wild West City/Escape Room/4 Acres

KitchenIndoor spacesCheck-in

4.99 out of 5 average rating, 168 reviews

Fancy Poconos Castle & Indoor MEGA 10+ SWIM SPA

Indoor spacesKitchenCondition

5.0 out of 5 average rating, 144 reviews

Cabin in Tobyhanna

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector

FamilyIndoor spacesAmenities

4.96 out of 5 average rating, 149 reviews

A cozy living room features a brick fireplace as its focal point, with a gray sofa adorned with blue and orange cushions. A wooden coffee table is positioned centrally, and large windows allow natural light to illuminate the space.

Home in Bushkill

Sweet Home Poconos

FamilyKitchenAccess

4.77 out of 5 average rating, 119 reviews

An open-concept living area features large windows allowing natural light and views of the outdoors. Comfortable sofas and a central coffee table create a cozy atmosphere. A staircase leads to the lofted bedrooms while a dining area is visible in the background.

Home in Bushkill

Bright and Beautiful - 8 person Jacuzzi, fireplace

FamilyIndoor spacesHospitality