Chalet holiday rentals in Penn Estates

Find and book unique chalets on Airbnb

Quick stats about chalet rentals in Penn Estates

  • Total holiday rentals

    Explore 10 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at £142 per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Penn Estates holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Penn Estates rentals

  • 4.9 Average rating

    Penn Estates stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated chalet rentals in Penn Estates

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Long Pond
4.86 out of 5 average rating, 169 reviews

The Cedar A-Frame | Hot Tub | Firepit | Fireplace

Welcome to the Cedar A Frame, where every detail is hand crafted for your memorable trip to the Poconos. Perfect for a romantic getaway, couple with 1 to 2 children, or individual escape for creativity. When you're ready, you can hit the areas hiking trails or rally out to the slopes. This authentic A Frame cabin features: -Propane fireplace -Outdoor firepit -Hot Tub -Full kitchen -Modern rustic professional design -55" Smart TV -4 Car Parking -High Speed Wi-Fi -Close to all area attractions

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
An A-frame cabin is nestled among tall trees, illuminated by warm string lights. A cozy fire pit with glowing embers is positioned in front, creating a welcoming atmosphere. The cabin's porch features seating, inviting relaxation in a serene outdoor setting.
Chalet in Stroudsburg
4.94 out of 5 average rating, 137 reviews

Cozy Poconos A-Frame on Appenzell Creek

Charming A-frame cabin with modern amenities on 3.5 acres of private land. Appenzell Creek and its tributaries run through the property. Perfect for a relaxing getaway. Minutes from Delaware Water Gap, skiing, hiking, state parks, lakes, water parks, outlet shopping, breweries, wineries, great dining, resorts, casinos and more. Enjoy listening to the rushing creek while grilling on the deck, soaking in the hot tub, decompressing in the sauna or dipping your feet in the creek.*NOT a party house*

Guest favourite
A spacious interior is showcased with high wooden ceilings and large windows allowing natural light to enter. A comfortable seating area with a green sofa and a dining table set for six is visible. A modern chandelier hangs above, enhancing the open atmosphere.
Chalet in East Stroudsburg
4.89 out of 5 average rating, 107 reviews

Cliffside Chalet

Located conveniently in the Pocono’s, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Escape to our newly renovated Chalet that was built on a rock ledge and features a gigantic 22 foot ceiling with a charming loft to relax in. Enjoy being surrounded by lush greenery and nature, just minutes from popular hiking trails, waterfalls, and walking distance to the lake and playground. The bathroom features rare stone imported from Italy and a sink carved out of rock boulders.

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 290 reviews

Hot Tub | Sauna | Lake Access | Firepit | Hiking

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.

Superhost
A modern chalet is nestled within a wooded landscape, surrounded by trees shedding their leaves. An inviting pathway leads to the entrance, illuminated by soft outdoor lighting. The sky exhibits gentle hues of orange and pink as sunset approaches.
Chalet in Albrightsville
4.89 out of 5 average rating, 233 reviews

Tucked Away Precious Haven-Hot Tub and Game Room

☀️ Summer Escape in the Poconos! 🏖️ Recently renovated modern chalet in a gated, amenity-filled community. This spacious 3,000 sq. ft. retreat offers 4 bedrooms, 3 bathrooms, and beautiful woodland views on an acre of private lot.🌲 Enjoy lakes, beaches, heated pools, tennis, basketball, hiking, golf, wineries, casinos, and waterparks. After a sunny day, relax in the hot tub, sauna, game room, or by the fire pit 🔥 The perfect summer getaway for relaxation, adventure, and family fun! ⛱️🌞

Guest favourite
A spacious mountain chalet is nestled among colorful autumn trees, featuring large glass windows that reflect the warm glow from within. A gravel driveway leads up to the inviting entrance, bordered by lush greenery and natural stone landscaping.
Chalet in Lake Harmony
4.94 out of 5 average rating, 219 reviews

Pocono Retreat | Sauna | Game Room | Dining Table

🏖️ Lake beach (17min) 🎱 Games room 💦 Water park (2min) 🍽️ Dining table 🥩 Weber gas grill 🥅 Air hockey 🔥 Wood fireplace 🏓 Ping pong 🪵 Firepit in backyard 🚴‍♂️ Peloton 🏡 Massive 3,000 sqft 🧘 Sauna ★ 6-person cedar barrel sauna ★ Separate dining room & living room ★ Mudroom for golf & ski gear ★ Secluded 2 acre plot ★ 4 bedrooms + sleeping loft ★ Parking for 7 cars ★ Min. age 23yrs for primary renter ❄️ At the gates of Jack Frost Ski Resort ❄️

Guest favourite
A spacious two-story home features a rich red exterior and a welcoming front porch with steps leading up. Lush greenery surrounds the house, enhancing the tranquil setting. A gravel driveway and landscaped areas contribute to the inviting outdoor space.
Chalet in Stroudsburg
4.95 out of 5 average rating, 497 reviews

Dog-Friendly Chalet in the Heart of the Poconos

This comfortable home with a fully fenced yard is located in the heart of the Pocono Mountains. It is minutes from Camelback Mountain, The Crossings Premium Outlets, the Pocono Raceway, indoor and outdoor water parks, the Appalachian Trail, and some of Pennsylvania's best fishing and hunting. The property features a 1/3 acre fully fenced yard with deck access including a smaller fenced area for letting dogs out in a more contained space than the larger fenced yard. The house is pet friendly.

Superhost
The chalet is set against a twilight backdrop, showcasing a combination of wood and modern design. A spacious deck with railing offers access to the upper level, while warm lights illuminate the windows, creating a welcoming ambiance. Surrounding trees are silhouetted against the evening sky.
Chalet in Bushkill
4.89 out of 5 average rating, 154 reviews

Chalet at Poconos / Delaware water gap / Bushkill

The perfect place to get away. Enjoy the beauty of mother nature, all seasons have something special to offer from the white covered snow mountains to the colorful multicolor fall or even better the fresh green covered mountains in summer. There are many spectacular views from the private gate community to the public Delaware Water Gap. This Chalet at the Poconos offers you quiet and relaxing nights with plenty of amenities included. Amenities hours here https://sawcreek.org/amenity-hours/

Guest favourite
A welcoming living space features a cozy seating arrangement with a fireplace and a flat-screen TV. The image includes a serene hot tub positioned outdoors, complemented by a play area surrounded by trees. A wooden sauna provides an option for relaxation.
Chalet in Tobyhanna Township
4.93 out of 5 average rating, 294 reviews

Lake View Chalet-HOT TUB/ SAUNA- pet friendly

This family oriented, pet friendly rental property in Locust Lake Village has everything you need. 3 Bedrooms 2 Baths and sleeps 6 people comfortably. Cozy chalet with great living & dining space. Nice yard with hot tub, outdoor games and fire pit! Yard is fully fenced in. Flat TV's in all rooms with Hulu and Netflix. Four seasons room for all year entertainment and nice size deck. All this in an amentity filled community with 3 lakes, beaches, tennis courts, clubhouse, and 3 ski slopes

Top guest favourite
A modern living space features a stone fireplace centered on a wall with a large mounted television. Two windows invite natural light and views of the wooded outdoors. Comfortable seating is arranged around a circular coffee table, complemented by a textured area rug.
Chalet in Pocono Lake
5 out of 5 average rating, 139 reviews

Chalet Retreat with HotTub, Fire Pit and EVCharger

Escape to Firefly Chalet, a modern and elegant private retreat nestled on a stunning 1-acre wooded property in Pennsylvania’s Pocono Mountains. Whether you’re planning a romantic weekend, family reunion, or extended stay, this tranquil chalet delivers the perfect year-round escape—unplug, recharge, and soak in nature right outside your door. This chalet is more than a stay—it’s your personal sanctuary in the Poconos. Book now and create unforgettable memories surrounded by nature.

Guest favourite
An outdoor space is illuminated by string lights suspended between trees, creating a soft glow against the night sky. A hot tub is nestled on a stone patio, accompanied by a shaded umbrella, with a backdrop of lush greenery and distant trees.
Chalet in Tobyhanna
4.94 out of 5 average rating, 197 reviews

Hot Tub|Game Room|10 Min 2 Kalahari|6 Min 2 Casino

The whole group will enjoy easy access to everything from this centrally located three bedroom home designed with modern natural wood decor throughout the home. This home has everything you and your guests will need for this Pocono Mountain getaway. We are conveniently located near all major parks, casino, restaurants, bars, lakes and more. Or feel free to lounge indoors while enjoying TV's in every room, a hot tub, game room and bar, BBQ area and fire pit!

Popular amenities for chalet rentals in Penn Estates

Destinations to explore