Holiday rentals with a pool in Penn Estates

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Penn Estates

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

%{current} / %{total}1 / 1
Guest favourite
Home in Cresco
4.96 out of 5 average rating, 108 reviews

Luxury Pocono Retreat:Jacuzzi, Sauna, Gym, Games

Luxury meets fun in our spacious Pocono chalet for 14. Enjoy the putting green or the deck with a private pool. Relax in the sauna, hot tub, and hammocks, or gather around the fire pit. Indoors offer poker, darts,basketball, pool, ping pong, foosball, skeeball, air hockey. With two living areas, a chef’s kitchen, and cozy bedrooms, there’s space for everyone. Minutes from ski slopes, waterparks, golf courses, and hiking trails—perfect for families, reunions, and friends’ getaway. EVcharger avail

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, 179 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
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, 176 reviews

Simply Serene: Wild West City, 4 acres of privacy

✨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
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 Penn Estates
5 out of 5 average rating, 230 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.

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 277 reviews

The Green Forest Retreat: Hot Tub/Sauna/Spa Bath

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
The spa room features a natural stone wall with two reclining lounge chairs. Glass walls allow natural light, while plush robes hang nearby. A table holds two glasses of orange juice, offering a serene space for relaxation.
Home in Penn Estates
4.93 out of 5 average rating, 148 reviews

Poconos - Blue Canoe Lakefront - Fishing/Firepit

Welcome to The Blue Canoe, where lakefront luxury meets peaceful mountain escape. Set directly on a private shoreline, this Pocono retreat offers year-round adventure—kayak across calm morning waters, fish right from your private lakefront, relax at the community beach or pool, or unwind beside the water. Inside, enjoy a spa-inspired primary suite with a spacious two-person shower and relaxation room. Evenings are made for fireside gatherings and soaking in the hot tub under the stars.

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
4.9 out of 5 average rating, 134 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.

Guest favourite
Home in Penn Estates
4.88 out of 5 average rating, 145 reviews

Poconos Chalet -Kayaks- HotTub-Karaoke-Lake

Charming 5-Bedroom Getaway - 15 Minutes from Camelback! Enjoy our newly renovated home with a hot tub, projector, fireplace, and billiards table. Relax on the outdoor patio with a propane grill, and make use of our kayaks and inflatable boat at the community lake. Located close to restaurants, shopping, and 5 minutes from two community pools and sports courts for tennis, basketball, baseball, soccer, and volleyball. Nearby activities include hiking, skiing Kalahari, casino.

Guest favourite
Home in Penn Estates
4.95 out of 5 average rating, 154 reviews

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

Family-Friendly Pocono Escape | 5BR + Bonus Room, 13 Beds, 4BA • Renovated 3,500 sq ft home • Designed for extended & multi-family stays • Kids’ double bunk room + slide • Game loft (pool table, foosball, arcade-style fun) • 🌞 Sauna, fire pit, swing set & hammock • Infant & toddler gear provided • 12 free passes: pools, lakes, courts & playgrounds • Quiet cul-de-sac backing to forest • EV charger • Minutes to skiing, waterparks, hiking, shopping, golf • Dog-friendly

Guest favourite
Home in Penn Estates
4.86 out of 5 average rating, 125 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!

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 Penn Estates
4.91 out of 5 average rating, 158 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 Penn Estates
5 out of 5 average rating, 146 reviews

Hot Tub, GameRoom, Fire Pit, Lake W/ Beach, 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.

Popular amenities for Penn Estates rentals with a pool

When is the best time to visit Penn Estates?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$399 AUD$372 AUD$332 AUD$311 AUD$324 AUD$351 AUD$443 AUD$468 AUD$294 AUD$315 AUD$364 AUD$430 AUD
Avg. temp-1°C0°C5°C11°C17°C22°C24°C23°C19°C13°C7°C2°C

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 $170 AUD per night before taxes and fees

  • Verified guest reviews

    Over 10,890 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!

Destinations to explore