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, 167 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

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 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, 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, 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, 218 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

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 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, 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 favorite

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, 220 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 favorite

A charming home sits elevated amidst trees, featuring a spacious wooden deck with stairs leading to the entrance. An inviting fire pit area with a stone border is visible in the foreground, surrounded by a well-kept grassy lawn.

Chalet in Long Pond

4.95 out of 5 average rating, 262 reviews

Scoots | Voconos

Hello and welcome to this one of a kind unique listing. Situated in the wonderful Pocono Mountains and only minutes away from all major attractions the Poconos has to offer, this home can sure cater to your needs after a long day of site seeing, adventuring and of course fun activities. In this home, you will find yourself immersed in such thoughtful touches to make your stay more enjoyable. Should you have any questions, please don't hesitate to make an inquiry. Home is usually booked!.

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.

Guest favorite

The exterior of a contemporary home is shown, nestled among autumn foliage. The wooden deck offers access, and large windows provide views into the home. A tall chimney rises from the sloped roof, completing the natural, serene setting.

Chalet in Pocono Pines

4.89 out of 5 average rating, 151 reviews

BEAR CREEK INN

Welcome to BEAR CREEK INN. A Three Bedroom Contemporary home for 8 guests in the gated, amenity filled community of Arrowhead Lake. The house has an eat-in kitchen with eating bar, a ½ bathroom with laundry room, 1 bedroom on the first floor and living room with a beautiful freestanding wood burning stove on the first floor. Upstairs has 2 bedrooms and a loft bedroom and full bathroom with skylight and Jacuzzi bathtub .The home sits on a double lot with a private wooded backyard.

Guest favorite

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