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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Guest favourite
An inviting outdoor space showcases a hot tub and a fire pit surrounded by comfortable seating. The house features a spacious porch with white railings and blue doors, set against a backdrop of tall trees and a colorful sunset sky.
Home in Cresco
4.96 out of 5 average rating, 102 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 in the garden. 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’ getaways.

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, 217 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.

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 East Stroudsburg
4.92 out of 5 average rating, 146 reviews

Poconos - Blue Canoe Lakefront Retreat w/Spa Room

18 in of snow!!! 10 miles to Camelback. Welcome to The Blue Canoe, where lakefront luxury meets mountain adventure. Perfectly located near premier skiing this retreat offers the best of all seasons—kayak through misty mornings, relax at the community’s beach or pool, or enjoy serene afternoons on the water. Inside, indulge in a private spa-inspired suite, complete with a spacious two-person shower and relaxation room. Evenings bring cozy fireside gatherings, hot tub soaks under the stars.

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, 147 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!

Top Guest favourite
Townhouse in Tannersville
4.93 out of 5 average rating, 212 reviews

Cozy Camelback Townhome - Ski In/Out Amazing View!

Welcome to High Pass Lodge! Freshly renovated & conveniently located on top of Camelback Mountain, within walking distance ski-in/out. Indoor heated pool, sauna, hot tub, & more for guests to enjoy (included with your stay). Close to Water Parks, Big Pocono State Park, Breweries, Casinos, Pocono Raceway, Shopping Outlets, Restaurants, & more activities for any season! Enjoy the breathtaking views from the deck while grilling, or cozy up in front of the living room fireplace, and Roku TV.

Superhost
An outdoor patio space is illuminated by string lights, featuring comfortable seating arrangements with colorful cushions. A hot tub is positioned nearby, while a large projector screen displays a movie, creating a cozy atmosphere for evening gatherings.
Cottage in East Stroudsburg
4.85 out of 5 average rating, 157 reviews

Cozy Lakehouse: Hot Tub/Games/Boat/Outdoor Theater

Welcome to "Casa Bianca", the most perfectly cozy lakehouse getaway for families and friends. Surround yourself with style in my beautiful home in the heart of the Poconos! My home features 3 bedrooms, 3 bathrooms, and 6 beds. It comfortably sleeps a total of 8-10 guests. Cots are available for additional guests for an added fee. The home is stylishly decorated, with all the amenities you'll want in your Poconos vacation. Enjoy the hot tub, game room, or a canoe ride in the lake!

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
4.89 out of 5 average rating, 131 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
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 East Stroudsburg
4.94 out of 5 average rating, 363 reviews

Close to Skiing | Hot Tub | Firepit | Hike | 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.

Guest favourite
Home in East Stroudsburg
4.87 out of 5 average rating, 110 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 East Stroudsburg
4.91 out of 5 average rating, 150 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, 141 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 living area showcases a spacious layout with hardwood floors and large windows allowing natural light to flood the space. A black sofa is positioned near the double-height ceiling under a skylight, enhancing the open feel of the room. A staircase leads to additional areas.
Home in East Stroudsburg
4.85 out of 5 average rating, 227 reviews

Quiet rustic house/Jacuzzi in safe gated community

"Enjoy this beautiful spacious home that is located in a secured gated community, Indoor jacuzzi tub in the master bedroom on the second floor , the jacuzzi is a lay down tub for 2 people max .There is free parking on the premises, the driveway can hold up to 5 vehicles. The home is equipped with fast high speed WiFi that can be access all around the home." I have air conditioners in the top 2 floor bedrooms, the house stays cool in summer as well

Popular amenities for Penn Estates rentals with a pool

When is the best time to visit Penn Estates?

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Avg. price$467 NZD$435 NZD$389 NZD$364 NZD$379 NZD$411 NZD$518 NZD$548 NZD$344 NZD$369 NZD$425 NZD$503 NZD
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Quick stats about holiday rentals with a pool in Penn Estates

  • Total holiday rentals

    Explore 150 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at $215 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    150 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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