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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Guest favourite
A spacious and modern basement living area is presented, featuring a large black sectional sofa and a coffee table. A light-colored bed is positioned in the background, and a bar counter is visible. Soft lighting enhances the open, inviting layout.
Guest suite in Pen Argyl
4.91 out of 5 average rating, 120 reviews

Secluded Space Convenient to all Pocono activities

Completely refinished basement space. Located within 20 miles of Shawnee, Camelback, and Blue Mountain ski resorts, Columcille Megalith park. Walking distance from the Wind Gap trailhead of the Appalachian trail. Numerous winieries and hiking areas close by. Centrally located between Stroudsburg and Easton, East Stroudsburg University, Lafayette college. 5 minutes from Route 33. There is an oudoor seating area for you to enjoy. Wifi, off street parking. Above ground windows provide natural light

Top guest favourite
Home in East Stroudsburg
5 out of 5 average rating, 210 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.

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, 421 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
An inviting living area features a comfortable white sofa adorned with decorative cushions. A plush armchair in dark purple contrasts with warm wood flooring. The kitchen, visible in the background, includes wooden cabinetry and modern appliances. Natural light brightens the space through a window.
Guest suite in Bangor
4.93 out of 5 average rating, 344 reviews

Modern Cozy Oasis-Mountains Retreat

Relax in a Modern, Cozy Apartment on a Scenic 3-Acre Retreat Unwind in this stylish and comfortable apartment set on 3-acre property with stunning mountainside views. Whether you're walking, jogging, or simply relaxing, the spacious yard offers the perfect setting to reconnect with nature. In the evenings, gather around the fire pit and enjoy the peaceful sounds of the outdoors. 5 mins to historic Bangor 25 mins to Poconos, Kalahari, ski resorts & Delaware Water Gap Escape & unwind!

Superhost
The front exterior of the colonial-style Manor features a blend of stone and vinyl siding, complemented by large windows and a red front door. Surrounding trees provide a natural setting, while a paved driveway leads to the attached garage.
Home in East Stroudsburg
4.86 out of 5 average rating, 109 reviews

Huge Pet Friendly Lakeview w/ Game Room & Hot Tub

Welcome to the Summit Lakeside Manor, your home away from home in the beautiful Poconos! With a large Colonial design, The Manor is spacious, comfortable, and stylishly decorated to host a perfectly peaceful getaway for couples, friends, and families. The Manor features 4 large bedrooms with 2.5 bathrooms (all just renovated July 2021), and all the amenities you're looking for when traveling to the Poconos including boating, central A/C, BBQ, fresh linens and lightning fast wifi.

Top guest favourite
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.
Home in East Stroudsburg
4.98 out of 5 average rating, 101 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!

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, 143 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, 359 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, 128 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 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
4.93 out of 5 average rating, 123 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 while you watch the sun set behind the mountain. If you're looking to be more active, there is a fitness center, tennis courts, & swimming all within our safe and peaceful gated community.

Top 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
5 out of 5 average rating, 229 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
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, 241 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$358 SGD$338 SGD$301 SGD$285 SGD$294 SGD$313 SGD$401 SGD$425 SGD$271 SGD$301 SGD$311 SGD$366 SGD
Avg. temp-1°C0°C5°C11°C17°C22°C24°C23°C19°C13°C7°C2°C

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 $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,430 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    130 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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