Chalet holiday rentals in East Stroudsburg

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Top-rated chalet rentals in East Stroudsburg

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Top guest favourite
Chalet in Pocono Lake
5 out of 5 average rating, 122 reviews

Chalet Retreat*FirePit*W/D*HotTub*Fireplace*EV

A stunning chalet ideally situated in the Pocono mountains. Your destination for a weekend escape or a longer stay all year round! Outside one can enjoy a natural setting in a beautiful 1-acre private wooded property, hot tub, two fire pits, a deck for morning coffee, or a delicious BBQ. Our home offers a tranquil interior atmosphere and home is conveniently located near all Pocono Mountains' seasonal activities. Whether you want to unwind or recharge, our home provides the perfect retreat.

Guest favourite
An open-concept living space features vaulted wood ceilings and a mix of rustic and modern design elements. A dining table is positioned near the kitchen, which includes a stainless steel refrigerator. Stairs lead to a loft area, while a comfortable couch provides a cozy seating option.
Chalet in Long Pond
4.86 out of 5 average rating, 132 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
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 East Stroudsburg
4.99 out of 5 average rating, 164 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 exterior of the Black Bear Chalet is presented, showcasing a two-story cabin surrounded by greenery. A spacious deck with outdoor seating is featured, contrasting with the cabin's dark siding. Large windows allow natural light to brighten the living spaces inside.
Chalet in Long Pond
4.96 out of 5 average rating, 113 reviews

Cozy Dog Friendly chalet near Kalahari and Lakes

A Pocono Mountains retreat in Emerald Lakes. Black Bear Chalet is a cozy, family & dog friendly cabin which is close to Camelback, Kalahari, & Pocono Premium Outlets. Cozy up to the wood burning fireplace in the living room, firepit outside, enjoy some family games upstairs in the loft or prepare that delicious meal in the well equipped kitchen. Community amenity passes are available for purchase to enjoy the indoor & outdoor pools, beaches and lakes. There's something special about this one..

Superhost
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, 116 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
An inviting living space is highlighted by a stone fireplace and wooden beams. A cozy sofa with vibrant upholstery faces a large TV mounted on the wall. Artwork adorns the walls, and natural light filters through sheer curtains, enhancing the open atmosphere.
Chalet in East Stroudsburg
4.98 out of 5 average rating, 257 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Kayaks

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 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, 461 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
The exterior of a modern chalet is surrounded by lush greenery, featuring large windows that highlight the interior space. A spacious front deck is visible, providing an inviting entryway. The gravel driveway leads to additional outdoor landscaping, enhancing the serene forest setting.
Chalet in Coolbaugh Township
4.92 out of 5 average rating, 103 reviews

Serenitie Chalet | Modern Poconos Escape w/Firepit

Step into our newly renovated, 3 bedroom/2bath chalet and you will be instantly transported to a place of calm and serenity. The home features a bright & airy Great Room with soaring ceilings, gorgeous hardwood floors, gourmet kitchen and a luxurious master suite. Enjoy treelined views from the stunning wall of windows, relax with a cup of coffee on our spacious deck or gather with friends & family in our cozy backyard retreat. This is the perfect place to relax, refresh and recharge.

Guest favourite
A charming home sits elevated amidst trees, featuring a spacious wooden deck with stairs leading to the entrance. An inviting fire pit area with a stone border is visible in the foreground, surrounded by a well-kept grassy lawn.
Chalet in Long Pond
4.95 out of 5 average rating, 244 reviews

Scoots | Voconos

Hello and welcome to this one of a kind unique listing. Situated in the wonderful Pocono Mountains and only minutes away from all major attractions the Poconos has to offer, this home can sure cater to your needs after a long day of site seeing, adventuring and of course fun activities. In this home, you will find yourself immersed in such thoughtful touches to make your stay more enjoyable. Should you have any questions, please don't hesitate to make an inquiry. Home is usually booked!

Superhost
The living room features large windows that allow natural light to fill the space. A comfortable sectional sofa and armchair provide seating, complemented by a coffee table. A smart TV is positioned on a media console, with snowshoe decor adorning the walls.
Chalet in Albrightsville
4.92 out of 5 average rating, 200 reviews

Beautiful Peaceful Chalet

New 7 SEAT HOT TUB! In the heart of Pocono Mountains a newly renovated, modern, spacious & family-friendly chalet in an amenity filled community Private 3000sqft 4bed3bath home located on 1.5acres backing up to a nature preserve Enjoy the sauna, hot tub, game room, fireplace, fire pit We are in a community with 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Minutes from bird watching, hiking, wineries, skiing, indoor water parks, golfing & casinos

Superhost
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
4.9 out of 5 average rating, 101 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!

Superhost
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
4.95 out of 5 average rating, 173 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!

Popular amenities for chalet rentals in East Stroudsburg