Holiday rentals in Middle Smithfield Township

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Quick stats about holiday rentals in Middle Smithfield Township

  • Total holiday rentals

    Explore 410 holiday rentals in Middle Smithfield Township

  • Nightly prices starting at

    Middle Smithfield Township holiday rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 23,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    360 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    400 of Middle Smithfield Township holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middle Smithfield Township rentals

  • 4.8 Average rating

    Middle Smithfield Township stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Middle Smithfield Township

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Townhouse in East Stroudsburg
4.93 out of 5 average rating, 152 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.

Guest favourite
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.
Chalet in East Stroudsburg
4.89 out of 5 average rating, 108 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.

Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 214 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!

Guest favourite
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.
Home in East Stroudsburg
4.9 out of 5 average rating, 137 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!

Guest favourite
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.
Townhouse in East Stroudsburg
4.96 out of 5 average rating, 185 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

Top guest favourite
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.
Home in East Stroudsburg
5.0 out of 5 average rating, 97 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!

Top guest favourite
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.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 445 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!

Top guest favourite
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.
Castle in East Stroudsburg
4.99 out of 5 average rating, 462 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!

Top guest favourite
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.
Cabin in East Stroudsburg
4.95 out of 5 average rating, 277 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

Top guest favourite
Cabin in East Stroudsburg
5.0 out of 5 average rating, 9 reviews

Grand River Cabin I Fire Pit I Deck I Pool Table

Escape to this peaceful riverside cabin in the heart of the Poconos — the perfect blend of relaxation and adventure. ☆ 3 cozy bedrooms ☆ Spacious deck with beautiful nature views ☆ Pool table for fun game nights ☆ Large fully equipped kitchen ☆ Riverfront setting perfect for relaxing escapes ☆ 3 minutes from the Delaware Water Gap National Recreation Area ☆ 9 minutes from the Pocono Indian Museum and TreeVentures ☆ Close to hiking, biking, kayaking, and outdoor adventures

Superhost
An open-concept living area features a combination of wooden beams and white shiplap walls. A cozy seating area is positioned next to a stone fireplace. A modern kitchen with dark cabinetry is visible, along with a dining table set for four, complete with plates and a decorative centerpiece.
Chalet in East Stroudsburg
4.9 out of 5 average rating, 214 reviews

Enchanting River Chalet

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Top guest favourite
Cabin in East Stroudsburg
4.97 out of 5 average rating, 30 reviews

Sauna, Hot Tub, Cold Plunge + Movie & Game Room

Welcome to Élevé Lodge—your ultimate Pocono wellness escape where resort-style relaxation meets endless entertainment! Designed for unforgettable getaways with family and friends, this modern mountain retreat features your very own private spa oasis and a fully-equipped game room. Nestled in a peaceful forested community, it’s the perfect blend of outdoor adventure and luxurious comfort for a truly memorable escape.

Popular amenities for Middle Smithfield Township holiday rentals

When is the best time to visit Middle Smithfield Township?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Middle Smithfield Township?

    Middle Smithfield Township has more than 360 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in chalet rentals in Middle Smithfield Township?

    Experience the best of Middle Smithfield Township with our chalet rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Middle Smithfield Township?

    Four-legged friends are welcome in Middle Smithfield Township. Choose from more than 170 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Middle Smithfield Township?

    Yes! Work meets play with ease at over 170 vacation rentals in Middle Smithfield Township featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Middle Smithfield Township condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 condo rentals with pools in Middle Smithfield Township, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Middle Smithfield Township have air conditioning?

    Absolutely! We offer over 30 condo rentals with air conditioning in Middle Smithfield Township. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Middle Smithfield Township have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Middle Smithfield Township. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Middle Smithfield Township have wifi?

    Absolutely! We offer over 10 chalet rentals with wifi in Middle Smithfield Township. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Middle Smithfield Township have free parking?

    Absolutely! We offer over 10 chalet rentals with free parking in Middle Smithfield Township. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Middle Smithfield Township?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore