Chalet vacation rentals in East Stroudsburg

4.84 out of 5 average rating, 178 reviews

Chalet in Long Pond

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

Chalet in East Stroudsburg

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.

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.

4.87 out of 5 average rating, 123 reviews

Guest favorite

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

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*

4.94 out of 5 average rating, 148 reviews

A scenic outdoor space is highlighted, featuring a circular fire pit surrounded by wooden Adirondack chairs. Soft glowing lights are strung overhead, illuminating the backyard's green grass and walking path lined with gravel. The home is visible in the background, with a deck and sauna in view.

4.98 out of 5 average rating, 106 reviews

Best Deal in the Poconos!

Escape to your private mountain retreat! Unwind in the steaming hot tub, detox in the cedar sauna and share stories around the glowing fire pit after a day on the lake or at the seasonal community pool. ☀ 12 people ☀ 4 Bedrooms (8 Beds) ☀ Spa Master bathroom ☀ Hot-Tub / Sauna / Cold Plunge ☀ Movie / Arcade Game room Community amenities are available from Memorial Day to labor day: Heated Outdoor Pool, Lake, Kayaking, Playground, Basketball Courts, Tennis/Pickleball Courts, Gym, Golf and more.

4.98 out of 5 average rating, 611 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.

4.95 out of 5 average rating, 516 reviews

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

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.

5.0 out of 5 average rating, 119 reviews

Chalet in Jim Thorpe

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.

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.

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!

Guest favorite

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.

4.94 out of 5 average rating, 219 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!

Chalet in East Stroudsburg

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.

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 (:

4.87 out of 5 average rating, 231 reviews

A cozy seating area features a large sectional sofa adorned with pillows in warm tones. A round table sits at the center, complemented by a decorative plant. Tall windows allow natural light to illuminate the space, highlighting the wood beams and a fireplace.