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 $155 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    170 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 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
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, 187 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, 155 reviews

Lake, Pools & Game Loft | Fire Pit + Family Fun

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
Home in Penn Estates
5 out of 5 average rating, 243 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
Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.
Chalet in Penn Estates
4.95 out of 5 average rating, 221 reviews

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

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

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, 162 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!

Superhost
A comfortable living area is centered around a stone fireplace, adding warmth to the space. A soft rug lies on the hardwood floor, complemented by a light gray sofa and two blue accent chairs. Natural light filters through the large windows adorned with sheer curtains.
Cottage in Penn Estates
4.85 out of 5 average rating, 165 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 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.

Top guest favourite
An indoor mini golf course features four holes set against a vibrant mural of mountains and colorful skies. The course is surrounded by artificial green turf, with obstacles made from wood. The ceiling is adorned with glowing accents that enhance the whimsical atmosphere.
Home in Penn Estates
4.95 out of 5 average rating, 112 reviews

OMG! Glow in the Dark Mini Golf, Pickleball, Bball

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. Indoor mini golf, movie theater, fire pit, game room, 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!

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
4.9 out of 5 average rating, 166 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!

Guest favourite
Home in Penn Estates
4.89 out of 5 average rating, 149 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

Guest favourite
Chalet in Henryville
4.95 out of 5 average rating, 144 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?

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Avg. price$371 SGD$362 SGD$313 SGD$284 SGD$296 SGD$321 SGD$405 SGD$428 SGD$269 SGD$288 SGD$332 SGD$393 SGD
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