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Family-friendly holiday rentals in Penn Estates

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 230 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at $226 NZD per night before taxes and fees

  • Verified guest reviews

    Over 14,500 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Penn Estates holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Penn Estates rentals

  • 4.8 Average rating

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

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
Home in Penn Estates
4.83 out of 5 average rating, 185 reviews

4BR Game Cabin! Mini Golf, Hot Tub, Fire Pit

This 4 bedroom home is gorgeous, from the inside out! Beautiful, modern design all throughout the home includes a spacious living room with tall ceilings, walls of windows, a large game room LOADED with amenities, and comfortably designed bedrooms. Outside is loaded with a hot tub, fire pit, games, & more! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

Guest favourite
The cozy outdoor area features a fire pit surrounded by several Adirondack chairs. Soft lighting from string lights enhances the inviting atmosphere of the cabin, which is illuminated from within, showcasing a spacious deck and large windows that reflect the night sky.
Chalet in Penn Estates
4.99 out of 5 average rating, 198 reviews

Poconos Treetop Lakehouse: Lakefront/Spa/Sauna

Accessible, dog-friendly, waterfront A-line with breathtaking views only 50 ft from lake. Stepless entry/shower, elevator. Newly renovated & stylishly furnished w/ 4 bedrooms, 3 full bathrooms, hot tub, sauna, gourmet kitchen, 12 person custom dining table, coffee bar, fireplace, game room w/ billiards/foosball/arcade, many outdoor games, 3 outdoor decks, Big Green Egg grill, fire pit, fire table, hammocks, many types of boats, fishing poles, work desk, high speed WiFi, 5 Smart TV’s, EV charger.

Top Guest favourite
Home in Penn Estates
5.0 out of 5 average rating, 263 reviews

Enchanted Forest Escape | 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" 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.

Superhost
A charming brown house sits among trees, featuring large windows and a welcoming front door. An American flag is displayed outside, and a small deck with steps leads to the entrance. The gravel pathway is surrounded by natural greenery.
Home in Penn Estates
4.8 out of 5 average rating, 186 reviews

My Little Flagship Cabin

Our charming little house is located in Pocono Mountains in a gated community. It is composed of 3 bedrooms with 2 full baths. It has a cozy sitting room with a live fireplace and 2 bright sky lights. The best reading place is the four season screen room. The house is equipped with central air conditioning. Activities nearby include skiing, hiking, horse riding, canoeing, rafting, fishing, hunting, swimming and etc. It is only minutes away from a 100 store outlet and Mount Airy Casino $100/day

Top Guest favourite
Home in Penn Estates
5.0 out of 5 average rating, 45 reviews

Forest Retreat -Pool-FullSpa-Theater-SpeakeasyMORE

🌲Chill & Thrill Forest Retreat🌲 is a 5BR/3BA, 3,500 sq ft designer escape that sleeps large groups comfortably, perfect for family vacations and group getaways. Located in gated Penn Estates, it blends spa-style relaxation with resort-level entertainment: CHILL in a Spa Circuit with Hot Tub, 9kW Sauna, and seasonal Cold Plunge—or enjoy movie nights in the 135” private Cinema. THRILL in the Backyard Oasis with heated pool, mega chess, and bowling, plus a stacked Game Room or hidden Speakeasy.

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 300 reviews

Hot Tub | Sauna | Pickleball | Lakes | Firepit

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, 479 reviews

Pocono Castle: 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
A spacious bathroom is equipped with a glass-enclosed shower and a sleek, black concrete soaking tub. Natural light filters through large windows, offering views of the surrounding greenery. Gray tile lines the floors and walls, while modern fixtures add a stylish touch.
Home in Penn Estates
4.89 out of 5 average rating, 175 reviews

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +

This is a one of a kind home custom built home, completely remodeled from the ground-up with custom finishes not found in the Poconos! This massive 5 bedroom home is not only stunning inside, but is also filled with amenities such as a outdoor 6 person hot tub, a sauna, a custom made concrete bathroom tub overlooking the forest, and has one of the largest, most breath-taking private deck with endless views of the Poconos forest that you can enjoy with seating for 12 and a propane fire pit!

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 Penn Estates
4.94 out of 5 average rating, 162 reviews

12 Beds | Game Loft | Sauna | Fire Pit | Famlies

Welcome to your family-friendly Pocono escape in gated Penn Estates! • 5 bedrooms + office, 12 beds & 4 bathrooms • Vaulted living room with fireplace + 75” Smart TV • Game loft with pool, ping pong, foosball & arcade • Kid-favorite bunk rooms with slide, toys & Legos • Indoor sauna + outdoor fire pit • Stocked kitchen + baby gear • Dog-friendly + EV charger • Peaceful wooded setting Near Shawnee, Camelback, Kalahari, snow tubing, hiking & shopping! Perfect for ski weekends & getaways.

Guest favourite
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 Penn Estates
4.89 out of 5 average rating, 132 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
Home in Penn Estates
5.0 out of 5 average rating, 102 reviews

Pizza Oven, Hot Tub, Game Loft: Gated Poconos

Escape to a cozy luxury retreat tucked away in the heart of the Pocono Mountains - where modern design & peaceful nature come together to create a memorable mountain getaway. Recently renovated with comfort and connection in mind, this stylish home is perfect for couples trips, family vacations, girls weekends, or relaxing escapes with friends. Whether you're soaking in the hot tub, or gathering around the fire pit, every space was designed to help you slow down and unwind.

Superhost
A spacious living area features a stone fireplace and a comfortable sofa adorned with orange cushions. Sunlight filters in through large windows, illuminating the warm wooden floors. Above, a loft area is visible, enhancing the open feel of the home.
Home in Penn Estates
4.79 out of 5 average rating, 145 reviews

The Marron Escape | Poconos Getaway

Everything you need to relax and unwind is at The Marron Escape — a spacious and comfy home with 3 Queen size beds in the heart of the Poconos. This 2300 sq ft lake view home is great for anyone looking to getaway from the hustle and bustle of everyday life. Whether you are seeking adventure or want to kick back and relax, The Marron Escape is the perfect location. So, come unwind and escape. You deserve it. Please note: after the 7th guest, there is a $75 per guest fee.

Popular amenities for Penn Estates family-friendly rentals

When is the best time to visit Penn Estates?

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Avg. price$515 NZD$496 NZD$421 NZD$431 NZD$464 NZD$506 NZD$543 NZD$576 NZD$367 NZD$388 NZD$459 NZD$548 NZD
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