Chalet holiday 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 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*

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.

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.

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, 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.

Guest favourite

An aerial view captures the spacious outdoor area featuring a swimming pool, hot tub, and several lounge chairs arranged along a wooden deck. Green trees frame the space, enhancing the inviting atmosphere of the backyard.

Chalet in Pocono Summit

4.96 out of 5 average rating, 175 reviews

Summit | Lake | Chalet

Picture yourself in the coziest corner of the cottage. Reading a book, taking a nap while you're friends are just getting back from skiing. The hot tub's hot, something's cooking on the stove and everyone's starting to pour some wine in preparation for a relaxing weekend. Want to experience a modern day cabin where design sets the tone for comfort & minimalism? Welcome home. $200 pet fee , 2 pets maximum. 5th bed is in the open loft Pool Heated (Seasonal) - additional cost

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, 123 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 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!

Guest favourite

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, 209 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 (:

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