Family-friendly vacation 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 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, 116 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
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, 201 reviews

Themed| Lake | Pool | Hot Tub | 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" experience in mind, 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 spacious living area is highlighted by a stone fireplace and large windows allowing natural light. Comfortable seating is arranged around a coffee table, with a television mounted on the wall. The layout connects to an adjacent dining area, creating an open concept feel.
Home in East Stroudsburg
4.96 out of 5 average rating, 149 reviews

13 Beds, 4BA, Pools, Lake, Sauna, Game Room, EV

Family-friendly Poconos escape! Spacious 5BR + bonus room, 13 beds, 4 baths. *Renovated 3,500 sq ft house *Tons of sleeping space for extended families *Cool double bunkbed room for kids *Game loft w/ pool table, foosball, arcade game *Sauna, hammock, fire pit, swing set *Infant + toddler gear equipped *12 free amenity passes for pools, lakes, courts, playgrounds *Set on a quiet cul-de-sac next to forest *EV charger *Close to skiing, waterparks, shopping, stores, golf & hiking *Dog friendly

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, 407 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!

Guest favourite
The exterior of a spacious, two-story house is shown, featuring a large front lawn with well-maintained landscaping. Pathways lead to a welcoming entryway, accentuated by two bright orange doors. Surrounding trees and plants provide a vibrant and inviting atmosphere.
Guest suite in Bangor
4.94 out of 5 average rating, 337 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!

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, 169 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. Farm/horse Experiences available!

Guest favourite
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, 136 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, 122 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, 329 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
4.94 out of 5 average rating, 113 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, 218 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!

Superhost
A cozy bedroom features a spacious bed with a light blue comforter and decorative pillows. Two bedside tables with lamps flank the bed, providing soft illumination. A wall-mounted air conditioning unit is positioned nearby, and the carpeted floor adds a comfortable touch.
Apartment in Stroudsburg
4.81 out of 5 average rating, 224 reviews

Stroudsburg - Poconos: Nice 1 bedroom

You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

Popular amenities for Penn Estates family-friendly rentals

When is the best time to visit Penn Estates?

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Avg. price$390 CAD$368 CAD$327 CAD$311 CAD$320 CAD$341 CAD$452 CAD$448 CAD$341 CAD$327 CAD$339 CAD$399 CAD
Avg. temp-1 °C0 °C5 °C11 °C17 °C22 °C24 °C23 °C19 °C13 °C7 °C2 °C

Quick stats about vacation rentals that are family-friendly in Penn Estates

  • Total vacation rentals

    Explore 210 vacation rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates vacation rentals start at $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,430 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    210 of Penn Estates vacation 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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