Chalet vacation rentals in East Stroudsburg

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Top-rated chalet rentals in East Stroudsburg

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

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Guest favorite
An inviting living area features a dark sectional couch with decorative pillows next to a warm wooden dining table and industrial-style chairs. The space showcases vaulted wood ceilings, an open plan connecting to the modern kitchen, and visible stairs leading up to the loft area.
Chalet in Long Pond
4.87 out of 5 average rating, 164 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 favorite
An A-frame cabin is illuminated under the softly glowing lights, surrounded by dense trees. A gentle creek flows nearby, with smooth stones lining its banks, enhancing the serene natural setting. The structure's large windows offer a glimpse of a cozy interior.
Chalet in Stroudsburg
4.95 out of 5 average rating, 134 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*

Superhost
An open living space showcases high wooden ceilings and large windows, allowing natural light to fill the area. A cozy seating arrangement is positioned beside an elegant dining table. A modern kitchen with a spacious island is visible, with a glimpse of lush greenery through the glass doors.
Chalet in East Stroudsburg
4.89 out of 5 average rating, 99 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 favorite
Chalet in Penn Estates
4.97 out of 5 average rating, 284 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.

Top guest favorite
Chalet in Tobyhanna
4.98 out of 5 average rating, 594 reviews

🐻The Poconos Rustic Cozy Bear Chalet Pet-Friendly

We have been visiting the Poconos for a number of years. Finally, we had decided to move there permanently…haven’t looked back since. This area is everything outdoorsy kind of people can look for – so much to see and do! As far as the chalet, we have been told by multiple groups that the kitchen is very well-stocked. The place is prepared with the intention of making it a themed, cozy, affordable, and above all clean place where our guests can enjoy themselves, no matter where they come from.

Guest favorite
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, 495 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.

Guest favorite
Chalet in Lake Harmony
4.94 out of 5 average rating, 214 reviews

Lake Beach Nearby | 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 ★ Minimum age 23yrs for primary renter ★ 6-person, aromatic cedar barrel sauna ★ Separate dining room & living room ★ Mudroom for your golf & ski gear ★ Secluded 2 acre plot ★ 4 bedrooms + sleeping loft ❄️ At the gates of Jack Frost Ski Resort ❄️

Top guest favorite
The image captures a serene outdoor space surrounded by lush trees. A 6-person hot tub is featured on the left, while a wooden deck with seating overlooks the natural setting. Soft string lights add a gentle glow, enhancing the tranquil atmosphere.
Chalet in Pocono Lake
5 out of 5 average rating, 137 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.

Superhost
Chalet in Tobyhanna
4.88 out of 5 average rating, 122 reviews

Toby Chalet with Hot Tub, Game Room and 2 Firepits

YOU FOUND IT! The perfect family vacation home close to all the major attractions! Start your friends and family getaway in this NEWLY renovated chalet, professionally designed with a modern cabin feel! Unplug from the busy city life by immersing yourself in nature. Within a 2hr drive from NYC and Philadelphia, you can relax in a hot tub or kick your feet up by one of the two fireplaces in the property. *BOOK TODAY!* ...and make memories that will last a lifetime!

Superhost
A spacious hot tub is visible, with seating for multiple guests. The water is clear and inviting, surrounded by a private wooded area. A fire pit is positioned nearby, adding to the serene outdoor setting.
Chalet in Albrightsville
4.89 out of 5 average rating, 229 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 🌲 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 favorite
A spacious living area features a comfortable sectional sofa arranged around a coffee table. Natural light floods through large windows, complemented by decorative accents on a stone fireplace. A cozy ambiance is enhanced by the presence of a ceiling fan and wall decor.
Chalet in Tobyhanna
4.94 out of 5 average rating, 194 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!

Guest favorite
Two black adirondack chairs are positioned beside a small table, creating a cozy seating area along the riverbank. The flowing water is visible in the foreground, while trees and rocky terrain frame the peaceful landscape in the background.
Chalet in East Stroudsburg
4.9 out of 5 average rating, 206 reviews

Enchanting River Chalet

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

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