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
Chalet in Long Pond
4.86 out of 5 average rating, 170 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 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, 138 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 favourite
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
4.89 out of 5 average rating, 107 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
Chalet in Tobyhanna
4.98 out of 5 average rating, 599 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 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, 498 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
4.96 out of 5 average rating, 223 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
Chalet in Pocono Lake
4.99 out of 5 average rating, 172 reviews

HotTub | Firepit |Walk 2 Lake | Kayaks | Bikes |AC

This Cabin offers a perfect balance of proximity to major attractions and a serene natural setting. If you’re looking for a tranquil retreat to create lasting memories with loved ones around a campfire, surrounded by nature, mountains, and lakes, your search ends here. This charming cabin features an open floor plan, equipped with kayaks, bikes, & games for exploration. Enjoy the indoor stone fireplace, remodeled kitchen, bathroom, and inviting outdoor space to relax.

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, 200 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
4.9 out of 5 average rating, 213 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
4.93 out of 5 average rating, 124 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
A welcoming outdoor area is showcased, featuring a clear blue swimming pool surrounded by a wooden deck. Loungers are positioned for relaxation, with a bright red umbrella providing shade. Lush greenery encircles the property, enhancing the serene atmosphere.
Chalet in Pocono Summit
4.91 out of 5 average rating, 124 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.

Superhost
Chalet in Tobyhanna
4.9 out of 5 average rating, 152 reviews

The | Kensington | Chalet

Welcome to The | Kensington | Chalet , a modern day cabin coupled country charm to create the perfect getaway . The home is fully equipped with all the necessities to make a comfortable stay such as 1000MBPS WIFI , laundry , a modern and easy to use kitchen . Our expansive outside patio is furnished with a 5-6 person hot tub , sauna , BBQ grill , lounger and seating furniture.

Popular amenities for East Stroudsburg chalet rentals