Chalet holiday rentals in East Stroudsburg

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Top-rated chalet rentals in East Stroudsburg

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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, 195 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.

Superhost
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
4.87 out of 5 average rating, 119 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.

Top Guest favourite
An inviting outdoor space features a hot tub with bubbling water, surrounded by trees and a warm sunset sky. Cozy seating is arranged around a fire pit, while a wooden sauna with a curved roof stands nearby, illuminated by string lights.
Chalet in Coolbaugh Township
4.99 out of 5 average rating, 148 reviews

Steps to Lake | Hot Tub, Sauna & Game Room

Stay just a 1-minute walk from Arrowhead Lake at Latitude Adjustment, a cozy Pocono chalet built for lake days, fall leaf peeping, ski weekends, and relaxing nights under the stars. Walk to the Island for pools, beaches, boat rentals, and fishing, then return to a private 7-person hot tub, outdoor steam sauna, fire pit, huge game room, kayaks, bikes, and a gated patio for kids and dogs. With 4 nearby ski resorts, colorful fall scenery, and year-round amenities, it's a memorable Pocono escape.

Top 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, 509 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.

Top Guest favourite
The contemporary log chalet is illuminated at night, showcasing its elaborate facade decorated with festive lights. The spacious balconies and numerous large windows are visible, reflecting a warm glow. A circular gravel drive surrounds the home, enhancing its inviting appearance.
Chalet in Tannersville
4.99 out of 5 average rating, 134 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.

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
5.0 out of 5 average rating, 145 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
Chalet in Pocono Summit
4.96 out of 5 average rating, 182 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

Guest favourite
Chalet in Lehman township
4.91 out of 5 average rating, 137 reviews

Hot Tub+Sauna+Game Room+Fire Pit | Pocono Chalet

Escape to the ultimate Pocono getaway! Relax in our brand-new luxury hot tub and private spa area, unwind in the private 3-person sauna, and enjoy the game room, fire pit, and more. This spacious 4-bedroom, 3-bath authentic log chalet is in a secure 5-star gated community, perfect for families and groups. Enjoy a fully equipped kitchen, Smart TVs, pool table, arcade games, indoor & outdoor pools, community skiing, and a pool right next door for the perfect year-round vacation.

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, 216 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!

Superhost
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
4.88 out of 5 average rating, 226 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 (:

Top Guest favourite
The loft area features warm wooden floors and a sloped ceiling with exposed beams. A comfortable daybed is positioned near a hanging chair, enhancing the cozy ambiance. Light filters in through large windows, illuminating the room, while soft curtains add a touch of privacy.
Chalet in Tobyhanna
4.92 out of 5 average rating, 131 reviews

Pocono Mt. Chalet W/ Fire Pit, Grill, Deck!

*The home is ensconced within a gated community with amenities w/ a small daily fee* Kick back and relax in this rustic, yet modern 2 bed/ 2 bath with a loft full w/ amenities. This cozy chalet in the Poconos makes it the ideal vacation spot during those fall and winter getaways. Whether a day out on the slopes or hanging by the fireplace or making s'mores at the fire pit, you will fall in love with our home!

Superhost
Chalet in Pocono Summit
4.91 out of 5 average rating, 128 reviews

Vacation Lane Chalet Hot Tub

Escape to our sophisticated 4-bedroom Poconos chalet, a serene retreat blending rustic charm with modern design. Perfect for relaxing getaways, this home comfortably fits your group and features a private hot tub, sauna, and a large swimming pool. Enjoy a fully equipped kitchen and cozy wood stove, all just a short drive from Kalahari Resorts and local shops. Your ultimate quaint and relaxing getaway awaits.

Popular amenities for East Stroudsburg chalet rentals