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
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, 197 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.

ValueFamilyCheckout

Superhost
Chalet in Long Pond
4.84 out of 5 average rating, 177 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

LocationFamilyCleanliness

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, 122 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.

FamilyLocationParking

Guest favourite
Chalet in Penn Estates
4.97 out of 5 average rating, 299 reviews

Hot Tub | Sauna | Pickleball | Lakes | Firepit

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.

LocationValueWalkability

Top Guest favourite
Chalet in Tobyhanna
4.98 out of 5 average rating, 609 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.

LocationFamilyCondition

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, 511 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.

ValueLocationSleep quality

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

Fall escape | Hot Tub, Sauna & Huge Game Room

Spend the day hiking, leaf peeping, skiing, or enjoying Arrowhead Lake just a 2-minute walk away. Then unwind in your private 7-person hot tub, outdoor sauna, or by the fire. With a huge game room, kayaks, bikes, and a gated patio for kids and dogs, Latitude Adjustment is the perfect Pocono escape to relax, reconnect, and make beautiful memories you’ll talk about long after your stay. With 4 nearby ski resorts, colorful fall scenery, and year-round amenities, it's a memorable Pocono escape.

FamilyLocationWalkability

Top Guest favourite
Chalet in Jim Thorpe
5.0 out of 5 average rating, 118 reviews

Modern Luxury Chalet on 10 Private Acres

Newly renovated 4BR/3BA chalet on 10 private wooded acres in the Pocono Mountains. Sleeps up to 12 guests and is packed with amenities: a sauna, indoor fireplace, outdoor fire pit, two dedicated workstations with fast Wi-Fi, a yoga space, sunroom, and a fully stocked kitchen. Whether you’re seeking adventure or relaxation, you'll have quick access to the Pocono Mountains top attractions—whitewater rafting on the Lehigh River and skiing at Blue Mountain, Camelback, Jack Frost, or Bear Creek.

LocationFamilyBiking

Guest favourite
Chalet in Lehman township
4.91 out of 5 average rating, 138 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.

LocationValueBathroom

Guest favourite
An open-concept dining area features a long wooden table set for ten, adorned with dark plates and glassware. Bright natural light floods the space through large windows. A modern living area with a cozy fireplace and decorative wall art is visible in the background.
Chalet in Tobyhanna
4.88 out of 5 average rating, 132 reviews

Toby Chalet with Hot Tub, Game Room and 2 Firepits

YOU FOUND IT! The perfect family vacation home close to all the major attractions! Start your friends and family getaway in this NEWLY renovated chalet, professionally designed with a modern cabin feel! Unplug from the busy city life by immersing yourself in nature. Within a 2hr drive from NYC and Philadelphia, you can relax in a hot tub or kick your feet up by one of the two fireplaces in the property. *BOOK TODAY!* ...and make memories that will last a lifetime!

ValueFamilyKitchen

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, 218 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!

FamilyValueGetting around

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, 229 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 (:

LocationValueWalkability

Popular amenities for East Stroudsburg chalet rentals