Chalet holiday rentals in Penn Estates

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.

Value · Location · Hiking

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

Family · Value · Pool

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

Slow mornings, kids already in play mode, and evenings that don’t need planning. A family chalet in Lake Naomi designed so kids stay busy and parents actually relax. ✴️✴️✴️What families love most✴️✴️✴️ ⮕ 3-min drive or easy bike ride to lake, pool & clubhouse ⮕ Hot tub + fire pit for easy, low-effort nights together ⮕ Game room (pool, ping pong, arcade = hours of built-in fun) ⮕ Two separate hangout zones so everyone has their own space Tap the ❤️ to save us and choose your favorite season

Value · Family · Beach

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.

Location · Family · Air conditioning

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*

Location · Value · Bathroom

Hot Tub | Sauna | Pickleball | Lakes | Pools

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.

Family · Location · Getting around

🐻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.

Family · Location · Sleep quality

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.

Value · Family · Check-in

Whispering Creek Retreat

Nestled in nature with a serene creek flowing behind, this European chalet features 5 bedrooms and 4 baths, perfect for families or groups. It offers a fully equipped kitchen, dining area, cozy living room with a fireplace, game room, sauna, outdoor firepit, and grill. Perfect for reunions, bachelor/bachelorette parties, or wellness retreats, it’s close to waterparks, ski slopes, state parks, wineries, casinos, and shopping. Enjoy comfort, luxury, and adventure in one unforgettable retreat.

Location · Value · Checkout

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.

Location · Family · Backyard

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

Family · Location · Indoor spaces

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!

Family · Location · Barbecue