Chalet vacation rentals in Penn Estates

Find and book unique chalets on Airbnb

Quick stats about chalet rentals in Penn Estates

  • Total vacation rentals

    Explore 20 vacation rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates vacation rentals start at $310 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Penn Estates vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Penn Estates rentals

  • 4.9 Average rating

    Penn Estates stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated chalet rentals in Penn Estates

Guests agree: these chalets are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favourite
Chalet in Long Pond
4.87 out of 5 average rating, 171 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
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, 139 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
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
4.89 out of 5 average rating, 110 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.

Top guest favourite
Chalet in Tobyhanna
4.98 out of 5 average rating, 602 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, 501 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
Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.
Chalet in Penn Estates
4.96 out of 5 average rating, 224 reviews

A-Frame | Hot tub | King Bed | Firepit | Lakes

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

Guest favourite
A welcoming living space features a cozy seating arrangement with a fireplace and a flat-screen TV. The image includes a serene hot tub positioned outdoors, complemented by a play area surrounded by trees. A wooden sauna provides an option for relaxation.
Chalet in Tobyhanna Township
4.93 out of 5 average rating, 297 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
A modern living space features a stone fireplace centered on a wall with a large mounted television. Two windows invite natural light and views of the wooded outdoors. Comfortable seating is arranged around a circular coffee table, complemented by a textured area rug.
Chalet in Pocono Lake
5 out of 5 average rating, 139 reviews

Chalet Retreat with HotTub, Fire Pit and EVCharger

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.

Top guest favourite
Chalet in Pocono Lake
4.99 out of 5 average rating, 172 reviews

HotTub | Firepit |Walk 2 Lake | Kayaks | Bikes |AC

This Cabin offers a perfect balance of proximity to major attractions and a serene natural setting. If you’re looking for a tranquil retreat to create lasting memories with loved ones around a campfire, surrounded by nature, mountains, and lakes, your search ends here. This charming cabin features an open floor plan, equipped with kayaks, bikes, & games for exploration. Enjoy the indoor stone fireplace, remodeled kitchen, bathroom, and inviting outdoor space to relax.

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
4.88 out of 5 average rating, 125 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 favourite
Chalet in Tannersville
4.98 out of 5 average rating, 103 reviews

Earthstone Valley | Ski • Pool • Pickleball/Tennis

Welcome to Earthstone Valley. Let our home be your home away from home. Centrally located in the Pocono Mountains and within the Northridge Community in Camelback Resort with heated outdoor pool, pickleball, tennis and basketball courts. We are less than 3 minutes to skiing, snow tubing, Camelbeach, Kalahari, hiking in Big Pocono, breweries, restaurants, and more. Book your tour with Pocono Wine Tour. Less than 2 hours from NYC, and 20 minutes to Delaware Water Gap

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
4.94 out of 5 average rating, 203 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 Penn Estates chalet rentals

Destinations to explore