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Family-friendly holiday rentals in Penn Estates

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Penn Estates

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

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Top guest favourite
A cozy cabin is set in a wooded area, featuring a front porch adorned with festive decorations. Snow-dusted logs are scattered around the gravel yard, along with outdoor seating that invites relaxation. Tall trees surround the property, enhancing the serene atmosphere.
Cabin in Tannersville
4.98 out of 5 average rating, 233 reviews

Cozy Creek Cabin on Pocono Creek w/ hot tub

Welcome to Cozy Creek Cabin on Pocono Creek! This beautifully decorated cabin with a bedroom and private loft (both with queen beds), full sized bathroom, brand new 7 person hot tub, and comfortable outdoor spaces overlooking the creek are sure to provide a relaxing and peaceful getaway. Located 1 minute from Camelback Mountain & Resort and 5 minutes from Pocono State Park. Minutes from Asylum Paintball, Kalahari, Great Wolf Lodge, Mount Airy Casino and the Crossings Outlets. Exit 299 off 80.

Top guest favourite
The spacious living area features a large green sofa, two cozy accent chairs, and a rustic coffee table made from natural wood. A stone fireplace adds warmth, while soft lighting and large windows enhance the inviting atmosphere.
Home in East Stroudsburg
5 out of 5 average rating, 218 reviews

Enchanted Poconos Forest Escape | 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.

Guest favourite
Chalet in East Stroudsburg
4.97 out of 5 average rating, 269 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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.

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, 427 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!

Superhost
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.
Home in East Stroudsburg
4.91 out of 5 average rating, 150 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Newly 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!

Guest favourite
Guest suite in Mount Pocono
4.88 out of 5 average rating, 365 reviews

Spacious Pocono Loft, Private Close to Everything

Fresh snow fell yesterday 12-23-25. It’s a perfect time to visit Camelback Ski Area. The unique thing about our place is the country setting so close to so much. 3+acres on quiet rural road. Many wholesome activities just 5-15 minutes away. Skiing, snowboarding, snow tubing, indoor water park, great restaurants. etc, etc. Camelback Ski Area 15 minutes away, Mount Airy Casino 3 minutes away, Sanofi 6 minutes away, Kalahari indoor water park 10 minutes away.

Top guest favourite
An outdoor area features a spacious deck with a hot tub at its center, surrounded by wooden fencing. Dining furniture is arranged on the deck, and decorative string lights hang overhead, enhancing the inviting atmosphere of the space.
Cabin in East Stroudsburg
5 out of 5 average rating, 141 reviews

Hot Tub, GameRoom, Fire Pit, Mins to Skiing, Pets

Escape to the Poconos at the Whispering Willow Lodge. Relax with family or friends at our beautifully appointed 4 bedroom + loft with plenty of space for everyone. Enjoy the outdoors on our spacious deck, have a soak in the hot tub or cozy up by the fireplace. Centrally located in Penn Estates Private, gated community which offers swimming pools, lakes, beach, tennis, volleyball & more. Minutes to skiing, water parks, shopping, rafting, hiking, and wineries.

Guest favourite
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.
Townhouse in Tannersville
4.98 out of 5 average rating, 238 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!

Top guest favourite
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.
Home in East Stroudsburg
4.93 out of 5 average rating, 211 reviews

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit

Discover the tranquility of the Pocono Mountains at our 3-bedroom, 2-bathroom home, where the perfect blend of nature and luxury awaits. This spacious retreat is perfect for families and friends, accommodating up to 8 people, ensuring a comfortable and unforgettable stay. We also welcome up to 2 furry pets. With a range of fantastic amenities, you'll have everything you need to make your Pocono getaway truly exceptional!

Guest favourite
A cozy dining area features a wooden table with a checkered tablecloth and two chairs. Decorative items, including a flower arrangement and wall art, enhance the warm ambiance. Large windows allow natural light to brighten the space, creating a welcoming atmosphere.
Farm stay in Saylorsburg
4.94 out of 5 average rating, 254 reviews

Adorable Farm Cottage

This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

Guest favourite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 131 reviews

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

Top 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.
Guest house in Stroudsburg
4.95 out of 5 average rating, 249 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.

Popular amenities for Penn Estates family-friendly rentals

When is the best time to visit Penn Estates?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$352 SGD$332 SGD$295 SGD$280 SGD$289 SGD$308 SGD$394 SGD$418 SGD$266 SGD$282 SGD$333 SGD$398 SGD
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Quick stats about holiday rentals that are family-friendly in Penn Estates

  • Total holiday rentals

    Explore 210 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at $126 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,670 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    210 of Penn Estates holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Penn Estates rentals

  • 4.8 Average rating

    Penn Estates stays are highly rated by guests – averaging 4.8 out of 5!

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