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.

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Top Guest favourite
An outdoor space features dark wooden adirondack chairs arranged around a circular stone fire pit, with a cabin backdrop and trees surrounding the area. Twinkling string lights are visible above, with a soft pink and purple sky creating a serene evening atmosphere.
Cabin in Coolbaugh Township
4.99 out of 5 average rating, 104 reviews

Walk to Lake~Modern & Cozy Cabin w/Hot Tub

El Ranchito Poconos is featured as 1 of 20 best cabins in: Stay: Best Cabins of the East Coast ||Coffee Table Book Enjoy the perfect setting for a restful retreat in this Pocono Lake cabin! Nestled in Arrowhead Lake community, this 2-bedroom, 1-bathroom cabin offers a stunning modern interior and access to resort amenities like multiple pools and 4 beaches. After a day out, soak in the hot tub or relax by the fire pit. With plenty of amenities, there is no better place for your next adventure!

Top Guest favourite
Cabin in Albrightsville
4.99 out of 5 average rating, 205 reviews

Book a Cozy Winter Stay @ this 50 Chalet w/Jukebox

Step into our 50s diner-inspired chalet — where classic charm meets modern comfort. Highlights: *Stunning mint green fridge *Custom Diner banquette seating *A jukebox! *California king-sized bed *High-speed wifi *Dogs Welcome! *Spa-like retro-tiled bathroom *Deluxe hot-tub *Luxurious velvet sofa *Stunning spiral staircase to open loft *Adorable "Little Bear Cave" Play space *Pass-Thru Cafe Window on the deck Retro meets modern... enjoy the best of both worlds here @thehappydayschalet.

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, 207 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
Home in East Stroudsburg
4.96 out of 5 average rating, 151 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

Guest favourite
The main living area features warm wood beams and a stone fireplace, surrounded by an eclectic collection of wall art. A vibrant coral sofa extends across the room, facing a large television and inviting seating arrangements at the dining table. Natural light flows in through the windows.
Chalet in East Stroudsburg
4.98 out of 5 average rating, 259 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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.

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 East Stroudsburg
4.9 out of 5 average rating, 135 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 East Stroudsburg
4.9 out of 5 average rating, 124 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
The lakefront area features a variety of colorful watercraft, including kayaks and a canoe, arranged neatly along the shore. A small deck is visible amidst the wooded landscape, surrounded by lush trees and a serene water view.
Home in East Stroudsburg
4.86 out of 5 average rating, 104 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.

Superhost
A two-story home is surrounded by trees, with warm exterior colors and string lights providing soft illumination. The spacious backyard features a hot tub, playground equipment, and a gravel area. The deck is accessible from the main level, inviting outdoor relaxation.
Home in East Stroudsburg
4.82 out of 5 average rating, 135 reviews

Unbelievable Poconos Estate | Hot Tub, Game Room

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. Hot tub, fire pit, jungle gym, pool table, arcade games, 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!

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 East Stroudsburg
4.91 out of 5 average rating, 140 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, 126 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.

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, 225 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!

Popular amenities for Penn Estates rentals with a pool

When is the best time to visit Penn Estates?

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Avg. price$431 AUD$402 AUD$360 AUD$337 AUD$350 AUD$379 AUD$479 AUD$506 AUD$318 AUD$361 AUD$390 AUD$442 AUD
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Quick stats about holiday rentals with a pool in Penn Estates

  • Total holiday rentals

    Explore 160 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at $122 AUD per night before taxes and fees

  • Verified guest reviews

    Over 10,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 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

    160 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!

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