Chalet holiday rentals in East Stroudsburg

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Top-rated chalet rentals in East Stroudsburg

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Guest favourite
An A-frame cabin is illuminated under the softly glowing lights, surrounded by dense trees. A gentle creek flows nearby, with smooth stones lining its banks, enhancing the serene natural setting. The structure's large windows offer a glimpse of a cozy interior.
Chalet in Stroudsburg
4.95 out of 5 average rating, 133 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
Chalet in Penn Estates
4.97 out of 5 average rating, 282 reviews

Hot Tub | Sauna | Lake | 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.

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
5 out of 5 average rating, 136 reviews

1 min Lake Walk + Pool! Hot Tub, Sauna & Game Room

Latitude Adjustment is a unique retreat in Pocono Lake, designed for those who seek the perfect blend of relaxation and local exploration. Equipped with an amazing 4person outdoor steam sauna, a private 7person hot tub featuring waterfall, Bluetooth speakers, and LED lights, huge game room with 65” TV, wood burning stove, large outdoor entertaining area with a grill, fire pit, guest shed and dining area. Located in a beautiful, amenity-rich Arrowhead Lake community, 1 minute walk to the lake!

Top Guest favourite
Chalet in Tobyhanna
4.98 out of 5 average rating, 594 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, 493 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
Chalet in Bushkill
4.89 out of 5 average rating, 151 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 favourite
Chalet in Tobyhanna Township
4.94 out of 5 average rating, 292 reviews

Lake View Chalet-HOT TUB/ SAUNA- pet friendly

This family oriented, pet friendly rental property in Locust Lake Village has everything you need. 3 Bedrooms 2 Baths and sleeps 6 people comfortably. Cozy chalet with great living & dining space. Nice yard with hot tub, outdoor games and fire pit! Yard is fully fenced in. Flat TV's in all rooms with Hulu and Netflix. Four seasons room for all year entertainment and nice size deck. All this in an amentity filled community with 3 lakes, beaches, tennis courts, clubhouse, and 3 ski slopes

Top Guest favourite
The image captures a serene outdoor space surrounded by lush trees. A 6-person hot tub is featured on the left, while a wooden deck with seating overlooks the natural setting. Soft string lights add a gentle glow, enhancing the tranquil atmosphere.
Chalet in Pocono Lake
5 out of 5 average rating, 136 reviews

Pocono Chalet with HotTub, Fire Pit and EV Charger

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 open living area features a spacious sectional sofa adorned with patterned cushions. A large area rug enhances the space, with a modern ceiling fan above. Natural light filters through tall windows, revealing a dining area with a wooden table and a view of the outdoors.
Chalet in Tobyhanna
4.94 out of 5 average rating, 194 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, 204 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 (:

Superhost
Chalet in Tobyhanna
4.92 out of 5 average rating, 149 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.

Top Guest favourite
Chalet in Tobyhanna
4.96 out of 5 average rating, 127 reviews

Lakefront Chalet w/Private Hot Tub & Stunning View

Escape to our serene lakefront chalet in the heart of the Poconos. Enjoy stunning lake views from the main living areas and unwind in your private hot tub surrounded by nature. Perfect for a romantic getaway, time with friends, or a family retreat, this cozy yet peaceful escape is ideal for relaxing, reconnecting, recharging and creating unforgettable memories in the Pocono Mountains.

Popular amenities for East Stroudsburg chalet rentals