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Family-friendly vacation rentals in Middle Smithfield Township

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Middle Smithfield Township

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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
4.88 out of 5 average rating, 103 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, 168 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

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, 392 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, 418 reviews

Pocono Castle w/ 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 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, 100 reviews

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

Beautifully renovated 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.

Guest favourite
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.
Townhouse in East Stroudsburg
4.88 out of 5 average rating, 349 reviews

Magnolia House-Jacuzzi, Hiking, Biking & River

Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC

Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 166 reviews

Home away from home, with many community amenities

Make some memories in our unique and family-friendly cozy home. Our newly renovated clean home features: Modern bathrooms - one bathroom features a state of the art shower experience. Fully stocked kitchen New comfortable mattresses in themed bedrooms, one bedroom has a king size bed Backyard water feature Outdoor fairy garden Fire Pit Fire Pit Table Gas Grill All of this located in the number 1 rated amenity filled community in the Poconos featuring outstanding amenities.

Top guest favourite
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
4.96 out of 5 average rating, 181 reviews

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

Guest favourite
The exterior of a modern cabin is viewed from above, featuring large glass windows with triangular accents. A spacious deck is highlighted by a dining table, lounge seating, and a hot tub. Surrounding nature is visible, revealing a carpet of fallen leaves.
Cabin in East Stroudsburg
4.85 out of 5 average rating, 335 reviews

BLVCKCabin2 near Falls w/HotTub, Sauna & Game Room

True mountain escape with designer finishes and high end appliances. The Cabin is situated near Bushkill Falls surrounded by a creek accessible for kayaking and fishing. The house is suited for 6 people 2 queen bedrooms on the main level and King Loft on the upper level. Open kitchen plan that connects with the living space highlighted by a beautiful fireplace. Beautiful deck for entertaining with a fire pit. Only 20mins away from Shawnee Mountain & 24/7 Supermarket.

Guest favourite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guesthouse in Stroudsburg
4.95 out of 5 average rating, 233 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Guest favourite
A wooden dining table is surrounded by three chairs and a bench, set against a backdrop of large sliding doors leading to a deck. Natural light filters in through sheer white curtains, highlighting the tree views outside. Framed art decorates the wall beside a window.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 135 reviews

Nature serene Cabin near popular hiking/waterfalls

Your trailhead starts here. Experience a unique stay surrounded by nature and sunset serenity. Thoughtfully remodeled and furnished for coziness and comfort in mind, this place is perfect for gatherings with family and friends, or a mere relaxing stay with a partner. The highlight of this place is the sunroom, accompanied by an entertainment room, providing the essentials for your enjoyment.

Top guest favourite
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
5 out of 5 average rating, 163 reviews

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

Cabin B is a fully equipped cabin located on our gorgeous 35 acre farm sanctuary located in the Pocono Mountains region of Pennsylvania. We are a 501(c)(3) non-profit animal rescue organization and all AirBnB proceeds go to helping animals live their best lives at our sanctuary! Ask us about scheduling a “meet the animals” walking tour during your stay!

Popular amenities for Middle Smithfield Township family-friendly rentals

When is the best time to visit Middle Smithfield Township?

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Avg. price$315 CAD$310 CAD$278 CAD$275 CAD$292 CAD$302 CAD$340 CAD$333 CAD$277 CAD$285 CAD$296 CAD$311 CAD
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Quick stats about vacation rentals that are family-friendly in Middle Smithfield Township

  • Total vacation rentals

    Explore 360 vacation rentals in Middle Smithfield Township

  • Nightly prices starting at

    Middle Smithfield Township vacation rentals start at $83 CAD per night before taxes and fees

  • Verified guest reviews

    Over 22,210 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    350 of Middle Smithfield Township vacation 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!

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