Holiday rentals with a pool in Penn Estates

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Penn Estates

  • Total holiday rentals

    Explore 170 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at $201 AUD per night before taxes and fees

  • Verified guest reviews

    Over 12,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Penn Estates holiday rentals include Wi-Fi 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 rentals with a pool in Penn Estates

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top 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, 189 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.

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
4.95 out of 5 average rating, 157 reviews

12 beds | Lake, Pools & Game Loft | Fire Pit

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 table, foosball & arcade games • Kid-favorite bunk rooms with slide, toys & Legos • Fire pit, hammock, swing set & indoor sauna • Fully stocked kitchen + baby gear included • Dog-friendly + EV charger • 12 passes to pools, lakes & playgrounds Near Kalahari, Shawnee Mountain, hiking, tubing, shopping & more!

Top Guest favourite
An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.
Home in Stroudsburg
4.99 out of 5 average rating, 190 reviews

Simply Serene: Wild West City/Escape Room/4 Acres

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Unique Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

Top Guest favourite
Home in Penn Estates
5 out of 5 average rating, 247 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.

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
4.88 out of 5 average rating, 163 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
The spacious living area features a rustic stone fireplace beneath a flat-screen television. Natural light floods the space through large windows, enhancing the warm wooden tones. Comfortable seating includes a mix of armchairs and a plush sofa arranged around a coffee table, creating an inviting atmosphere.
Cabin in Penn Estates
4.89 out of 5 average rating, 136 reviews

Summit Lodge in The Poconos - Hot Tub

Kick back and relax in this newly renovated mountainside cabin. Girls weekend? Perfectly close to multiple wineries and eateries. Many adventure seeking attractions nearby. To make your stay as relaxing as possible, we provide linens, towels and paper products! **Renters must be at least 25 years of age. **All guests, including infants and children MUST be included in the guest count and may not exceed 8. **No pets please. **Please note 3 car max due to short/steep driveway.

Superhost
Home in Penn Estates
4.85 out of 5 average rating, 118 reviews

Lakefront Resort w/ HotTub, Fire Pit, Games, Boats

Poconos relaxation at it's finest. Tranquility awaits at our beautiful lakefront vacation home, located just over an hour from NYC. Our Pocono lakehouse is the perfect escape for those who want to feel like they are a world away, but may not want to drive for hours to get there. Our home is situated in the Penn Estates Gated Community of East Stroudsburg. The lakehouse home feels cozy and secluded with a large, private, wooded property, with direct access to the backyard lake.

Guest favourite
The main living area is illuminated by large windows that frame a view of the trees outside. A comfortable white sofa and armchairs surround a rustic wooden coffee table. The open layout connects to the kitchen area, featuring wooden cabinetry and modern appliances.
Chalet in Penn Estates
4.94 out of 5 average rating, 382 reviews

A-Frame | Hot Tub | King Bed | Firepit | Lakes

**Ranked the "Best Airbnb in PA" by House Beautiful, 2022** Come and stay in one of the most charming chalets in the Poconos. This 2BR(plus sleeping loft)/2BA home is stylish, family-friendly, and well-equipped with everything you will need. AC to keep you cool in the summer and a pellet stove for those cozy winter nights. A comfy basement hang out has an additional wood burning stove and ping pong table. Outside is a large deck, a three-person hot tub, and an open fire pit.

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
4.81 out of 5 average rating, 136 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.

Guest favourite
Home in Penn Estates
4.87 out of 5 average rating, 141 reviews

Modern 5BR Pocono Cabin | Fire Pit, Hot Tub, Games

This 5 bedroom beauty will take your breath away! This sleek, modern home is masterfully designed from head-to-toe to give you and your friends & family the vacation of your dreams. Game room, pool table, foosball, fire pit, hot tub, and SO much more awaits for you here! 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
Home in Penn Estates
4.89 out of 5 average rating, 150 reviews

Poconos Chalet -Kayaks- HotTub-Karaoke-Lake

This home was created by my sister and me as the kind of Pocono escape we always searched for ourselves — warm lighting, peaceful mornings, nature outside the windows, and space to slow down. Hidden in the woods of a private gated community, the house features a hot tub, gas fireplace, billiards loft, outdoor dining deck, kayaks, and access to lakes, pools, beaches, sports courts, and walking trails — all close to Camelback, Kalahari, restaurants, and hiking

Top Guest favourite
Chalet in Henryville
4.95 out of 5 average rating, 147 reviews

Log House Chalet | Outdoor Pool | Sauna | Hot Tub

<b>Outdoor HEATED POOL available from May to late October! </b> Unique Wooden Chalet easily host families of all sizes, sleeps up to 14 guests, 4 full bathrooms, Outdoor Pool, Sauna, Hot Tub, Volleyball field. Built with natural materials the house was uniquely designed to create an enjoyable and relaxing atmosphere and comfort. Enjoy charming views from every room where open contemporary design and walls of windows allow a great amount of natural light

Popular amenities for Penn Estates rentals with a pool

When is the best time to visit Penn Estates?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$413 AUD$403 AUD$348 AUD$316 AUD$329 AUD$357 AUD$450 AUD$476 AUD$299 AUD$321 AUD$370 AUD$437 AUD
Avg. temp-1°C0°C5°C11°C17°C22°C24°C23°C19°C13°C7°C2°C

Destinations to explore