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 £96 per night before taxes and fees
Verified guest reviews
Over 14,500 verified reviews to help you choose
Pet-friendly holiday rentals
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
Wifi availability
230 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!

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

Home in Penn Estates

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.

5.0 out of 5 average rating, 261 reviews

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

12 Beds | Game Loft | Sauna | Fire Pit | Baby Gear

Welcome to your cozy, 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.

4.95 out of 5 average rating, 160 reviews

Guest favourite

Home in East Stroudsburg

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

Escape to your own private Backyard Oasis — featuring an LED-lit hot tub, 2 fire pits, game room, outdoor gaming area, hammock, and a fully fenced resort-style yard built for unforgettable group getaways, couples’ retreats, and family vacations. Home designed for maximum comfort with 4,200 SF of space to unwind. Relax under the stars, gather around the fire, and enjoy the perfect Pocono retreat just minutes from Camelback, Shawnee, skiing, water parks, hiking, casinos, restaurants, and more.

4.88 out of 5 average rating, 135 reviews

Superhost

A serene outdoor seating area is nestled among trees, featuring comfortable chairs and a wooden coffee table. The view overlooks a calm lake with a fountain, surrounded by rocks and green foliage, reflecting a peaceful natural setting.

Home in Penn Estates

Lady of the Lake-Poconos Premier Lakefront Retreat

Embodying everything your heart can conjure when dreaming upon the perfect lakefront vacation, this 3500 sq ft Grand Dame of the Poconos, with its stunning lake views in every direction, fresh off a complete remodel, is being offered to the public for the very first time. From hot tubs, hammocks, kayaks & other peaceful places to relax, to game and groovy rooms meant for social shenanigans and fun, this mid-century beauty on the lake will be the talk of friends and family for years to come!

4.89 out of 5 average rating, 214 reviews

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

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!

4.99 out of 5 average rating, 475 reviews

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

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!

4.89 out of 5 average rating, 172 reviews

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

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.

4.89 out of 5 average rating, 131 reviews

Guest favourite

Home in Penn Estates

The Ridge at Penn Estates | A 4BR Pocono Retreat

Escape to this 4-bedroom retreat in the exclusive Penn Estates community of East Stroudsburg, where comfort, location, and everything you need for an unforgettable Pocono vacation come together. • Hot Tub & Sauna • Fire Pit & Seating Area • Paddleboard, Kayak, & Bikes! • Putt Putt, Corn Hole, Giant Jenga, & Connect 4 • Game Room: Arcade Games & Shuffleboard • Outdoor Patio/Dining & BBQ Grill • Community Amenities: Pool, Tennis & Basketball Courts, Lake Access • Family/Kid Friendly

5.0 out of 5 average rating, 9 reviews

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 Penn Estates

!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!

4.99 out of 5 average rating, 135 reviews

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

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.

4.79 out of 5 average rating, 144 reviews

Guest favourite

An aerial view reveals a spacious backyard with a heated pool, a mini golf course, and a pickleball court. Surrounding lounge chairs and a fire pit invite relaxation amidst lush trees showcasing autumn colors.

Home in Penn Estates

WOW Poconos Heated Pool, Pickleball, Bball, Hottub

Conveniently located just minutes away from all the natural attractions that the Poconos has to offer (lakes, hiking, & more!), you will have all the amenities & entertainment you could need right here at home. Heated pool, hot tub, fire pit, pool table, pickleball, and much 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!

4.91 out of 5 average rating, 103 reviews

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 Penn Estates

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

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!

4.89 out of 5 average rating, 176 reviews