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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Top Guest favourite
Chalet in Tobyhanna
4.98 out of 5 average rating, 581 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
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, 177 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
The spacious great room features vaulted ceilings highlighted by a large ceiling fan and natural light streaming through multiple windows. A cozy leather couch surrounds a live-edge wooden coffee table, with a gas fireplace positioned centrally. A billiards table is visible in the background.
Chalet in Clifton Township
4.93 out of 5 average rating, 147 reviews

Cozy Fun Chalet: Gym-Game Room-Firepit-EV Charger!

All-season modern chalet on private lot. Boasts vaulted ceilings, skylights, and rustic accents. Adjacent Game Rooms, Gym, Lvl 2 EV Charger, 2 Decks, Firepit, gathering spaces, Fireplace, Workspace. Amenity-filled Big Bass Lake offers pool access, lakes + more. Loaded for comfort: comfy mattresses/pillows, well-equipped kitchen, large 4K Roku TVs all over, Playstation 4, Billiards, Foosball, Air Hockey, Arcades, Weber Grill, central AC/heat. Plenty of space for groups big & small, pet friendly!

Superhost
Chalet in East Stroudsburg
4.78 out of 5 average rating, 448 reviews

BLVCK Cabin I w/ wood Hot Tub near Bushkill Falls

Escape to the designer Black Cabin near Bushkill Falls—your perfect mountain getaway. Surrounded by forest and within walking distance to peaceful creek access for kayaking or fishing, this stylish all black retreat sleeps 6 with two queen bedrooms &a cozy loft. Enjoy the open kitchen with high-end appliances, a warm pellet stove & wraparound deck with gas firepit and outdoor TV. Relax in the wood-fired hot tub or by the firepit under the stars. Only 20 min to Shawnee Mountain & Bushkill Falls.

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 271 reviews

The Green Forest Retreat: Hot Tub/Sauna/Spa Bath

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.

Guest favourite
A clear view of the heated pool is presented, reflecting a bright blue sky. The log home is positioned in the background, surrounded by lush greenery, and features a wooden deck. Sunlight filters through the trees, enhancing the serene outdoor setting.
Chalet in Barrett Township
4.99 out of 5 average rating, 108 reviews

4 Acre Oasis: Heated Pool, Hot Tub & Gameroom

Looking for a place with peace and quiet, spectacular wildlife, tons of amenities, and plenty of space for your friends and family? Look no further. This newly renovated, pet friendly 4 BR log home offers the classic Pocono Mountains experience. You'll have 4 acres to explore including heated pool, hot tub, backyard, firepit, dog run, zen garden, picnic area, hiking trail, and more. Nestled in the heart of the Poconos, you'll enjoy nature while being just minutes to all major attractions.

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, 217 reviews

Newly Renovated! Tucked Away Precious Haven

Brand new. Renovated 2/24/2026! Newly refreshed, modern, expansive & family welcoming chalet in an amenity filled community Private 3000sqft 4bed3bath escape resting on 1.5acres with uninterrupted views into a protected woodland preserve Enjoy the sauna, new hot tub, game room, fireplace, fire pit Community offers 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Moments from bird watching, hiking, wineries, skiing, indoor waterparks, golfing & casinos

Top Guest favourite
Chalet in Pocono Pines
4.96 out of 5 average rating, 160 reviews

Hot Tub+Fire Pit | Game Room Lake Naomi Golden Owl

Welcome to Golden Owl - our recently renovated, 1900 square foot oasis in the Lake Naomi 5 Star Platinum Rated community. Our bright and airy Mid-century modern inspired two floor raised chalet is tucked away in a private wooded lot only a short walk or bike to the lake, trout pond and main club pool. We aimed to create a special getaway for two or three small families looking to get a break from the fast pace of everyday life and invite you to experience our slice of nature.

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
4.91 out of 5 average rating, 190 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
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, 112 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 Tobyhanna
4.92 out of 5 average rating, 145 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
A spacious living area is highlighted by large windows offering lake views. Two patterned chairs sit facing the water. Sliding glass doors provide access to an outdoor deck. Natural light floods the space, enhancing the calm ambiance.
Chalet in Tobyhanna
4.96 out of 5 average rating, 123 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