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
Chalet in Long Pond
4.87 out of 5 average rating, 166 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 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, 136 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 favorite
Chalet in Penn Estates
4.97 out of 5 average rating, 287 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, 231 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 favorite
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, 217 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 favorite
Chalet in Pocono Lake
4.92 out of 5 average rating, 292 reviews

Heidi's Chalet - Lake & Beach, Hot Tub, Game Room

Welcome to Poconoland! Jessica & Scott can't wait to host your mountain adventures. 🌲 Fairytale Cedar Chalet 🌲 Private Hot Tub 🌲 Pet Friendly - Bring Your Furry Friends! 🌲 3 Lakes with sandy beaches, playgrounds & swimming areas 🌲 Fire Pit & wood-burning stove 🌲 Game room with Foosball, Pac-Man, Games & toys 🌲 Smart TV with Disney+, Netflix, & Nintendo Switch 🌲 Minutes to skiing and hiking Heidi’s Chalet is open again after a year’s break—come enjoy the mountain magic once more!

Top guest favorite
Chalet in Tannersville
4.99 out of 5 average rating, 132 reviews

Whispering Creek Retreat

Nestled in nature with a serene creek flowing behind, this European chalet features 5 bedrooms and 4 baths, perfect for families or groups. It offers a fully equipped kitchen, dining area, cozy living room with a fireplace, game room, sauna, outdoor firepit, and grill. Perfect for reunions, bachelor/bachelorette parties, or wellness retreats, it’s close to waterparks, ski slopes, state parks, wineries, casinos, and shopping. Enjoy comfort, luxury, and adventure in one unforgettable retreat.

Guest favorite
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, 153 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 favorite
Chalet in Long Pond
4.94 out of 5 average rating, 125 reviews

Cozy Dog Friendly chalet near Kalahari and Lakes

A Pocono Mountains retreat in Emerald Lakes. Black Bear Chalet is a cozy, family & dog friendly cabin which is close to Camelback, Kalahari, & Pocono Premium Outlets. Cozy up to the wood burning fireplace in the living room, firepit outside, enjoy some family games upstairs in the loft or prepare that delicious meal in the well equipped kitchen. Community amenity passes are available for purchase to enjoy the indoor & outdoor pools and beaches. Interior Christmas decor starting Dec 7th.

Top guest favorite
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, 138 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
An open-concept dining area features a long wooden table set for ten, adorned with dark plates and glassware. Bright natural light floods the space through large windows. A modern living area with a cozy fireplace and decorative wall art is visible in the background.
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!

Guest favorite
An open-concept living area features a combination of wooden beams and white shiplap walls. A cozy seating area is positioned next to a stone fireplace. A modern kitchen with dark cabinetry is visible, along with a dining table set for four, complete with plates and a decorative centerpiece.
Chalet in East Stroudsburg
4.9 out of 5 average rating, 207 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 (:

Popular amenities for East Stroudsburg chalet rentals