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
A serene cabin is nestled among lush trees, with a gentle sunset casting a warm glow. A spacious front porch features comfortable seating, while a woodpile is neatly stacked nearby. A hammock sways subtly, inviting relaxation in this tranquil outdoor setting.
Cabin in East Stroudsburg
4.98 out of 5 average rating, 114 reviews

Private Retreat- Cozy Cabin in the Woods

Welcome to Rose Marie, this quiet retreat is a perfect match for Nature Lovers, Romantics & Small Families. This former hunting cabin has been completely remodeled adding modern amenities while retaining its history & charm. This 750 sq. ft. cabin features two bedrooms, one bath & a cozy living space with a wood burning stove. A fully stocked quaint kitchen has everything you need to prepare a home cooked meal. Did I mention the Delaware State Forest, 1,820 acres right outside the back door

Guest favourite
The spacious living area features two comfortable couches and a ceiling fan for airflow. A variety of decor elements, including wall art and indoor plants, adds character. The warm-colored walls enhance the cozy atmosphere, creating an inviting space for relaxation.
Farm stay in Saylorsburg
4.86 out of 5 average rating, 549 reviews

The Nesting Place in the Pocono’s LLC Studio

My apartment has a kitchenette, Full size refrigerator. Living room has 2 couches and a 32” television with Roku s Full bathroom with shower. Bedroom with a queen bed. I provide my fresh organic eggs and juice and coffee , The studio is totally private with separate entrance and parking. The studio is in the lower level of my house with no windows. Very quiet and Great for sleeping . My home is on 2 acres , In the Pocono Mountains 15 mins to all local skiing 3Great local winery's within 3 mile

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, 420 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!

Guest favourite
A cozy bedroom is presented with a spacious bed adorned with neatly arranged pillows. Flanking the bed, two nightstands each hold lamps that cast a soft light. The backdrop features calming green walls and framed artwork, while a decorative plant adds a touch of nature.
Home in East Stroudsburg
4.91 out of 5 average rating, 138 reviews

✦Peaceful House in the Woods 4BD/3BA w/Game Room✦

Welcome to your home away from home in this newly designed 4-bedroom, 3-bath house in the gated community of Penn Estates, PA. Just 15 minutes from Camelback Mountain Ski Resort, shops, and restaurants. Enjoy nature views, walks to the lake, fun in the game room, and frequent visits from deer and wildlife. Experience the warmth and charm of a home that has created beautiful memories for many, with plenty of space for relaxation and adventure in a peaceful setting.

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!

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
A spacious bedroom is depicted, featuring two large beds with crisp white linens and green woven bedskirts. Natural light floods the room through two windows. A wooden nightstand and a comfortable chair adorn the area, enhancing the welcoming yet simple design.
Guest suite in Mount Pocono
4.87 out of 5 average rating, 330 reviews

Nature Lovers Paradise Private Close to Everything

Many Pocono attractions within a 15 minute drive! Kalahari indoor water park 10 minutes away, Camelback Ski Area (with snowboarding and snow tubing) and Aquatopia indoor water park 15 minutes away, the Crossings Premium shopping outlets 12 minutes away, Blue Ridge Estates Winery, many restaurants & Mount Airy Casino and golf course is only 3 minutes away! 6 minutes to Sanofi. Large bedroom, big living space with microwave, fridge, deck with gas grill.

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
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
4.92 out of 5 average rating, 199 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!

Popular amenities for Penn Estates family-friendly rentals

When is the best time to visit Penn Estates?

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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
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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 $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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