Vacation rentals in Penn Estates

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Penn Estates

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

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Superhost
A modern bathroom is showcased, featuring a sleek glass shower enclosure and a stylish soaking tub. A marble sink is positioned atop a dark vanity with wooden accents. Soft natural lighting illuminates the space, highlighting grey stone walls and elegant fixtures.
Home in Tobyhanna
4.87 out of 5 average rating, 409 reviews

Pocono Mountains Home Near Kalahari and Casino

Escape to a cozy fall getaway near Kalahari, Mount Airy Casino, Crossings Outlets, Lake Wallenpaupack, & Tobyhanna State Park 2 miles away w/ fall foliage, & mountain air, lake views, wildlife, & picnic spots. Nestled off a rugged private road. This spa style retreat has a soaking tub, rain shower, smart lights, kitchen w/ smart stove, plush beds, LED mirrors w/ music sync, & retro arcade fun. Perfect for couples, birthday getaways or families seeking a peaceful Poconos stay w/ modern amenities.

Top guest favorite
The spacious living area features a large green sofa, two cozy accent chairs, and a rustic coffee table made from natural wood. A stone fireplace adds warmth, while soft lighting and large windows enhance the inviting atmosphere.
Home in East Stroudsburg
5 out of 5 average rating, 207 reviews

Themed| Lake | Pool | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" experience in mind, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

Guest favorite
The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 387 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

Top guest favorite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg
4.99 out of 5 average rating, 412 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Top guest favorite
Home in Mount Pocono
4.96 out of 5 average rating, 254 reviews

King Suite Near Kalahari, Soaking Tub, Fast Wi-Fi

⭐Perfect for Couples and Solo Travelers! ✅ King Bed with Blackout Curtains ✅ Dimmable Bedroom Lights ✅ Bedside Lamps (with USB charging) ✅ Relaxing Soaking Bathtub ✅ Washer & Dryer ✅ Full-Length Mirror ✅ Full Kitchen ✅ Towels, Soap, Shampoo & Toiletries ✅ Toiletries ✅ Hair Dryer & Iron ✅ Coffee / Tea ✅ Electric Kettle ✅ Fast Wi-Fi ✅ Dedicated Work Desk ✅ 55-Inch Smart TV with Netflix ✅ EV Charging ⭐ Experience comfort, convenience, and a touch of luxury — book your stay today!

Top guest favorite
A cozy living area features warm wooden paneling and a plush sofa with light-colored cushions. A wooden coffee table holds two water bottles and a binder, while a stone fireplace adds character. Natural light streams in through large windows, enhancing the inviting atmosphere.
Farm stay in Cresco
4.96 out of 5 average rating, 176 reviews

The Thoroughbred Cottage at Pleasant Ridge Farm

The Thoroughbred Cottage is the quintessential, early 1900s Pocono vacation cottage. Located on our commercial horse farm, the cottage has been entirely renovated but has kept its unique original details. Views include our upper pastures and wooded hillside of the state game lands beyond. The cottage is set back on our private lane, but is close to all major Pocono attractions and wedding venues. A perfect, cozy little getaway for couples. Not suitable for infants or children

Guest favorite
The main living area is illuminated by large windows that frame a view of the trees outside. A comfortable white sofa and armchairs surround a rustic wooden coffee table. The open layout connects to the kitchen area, featuring wooden cabinetry and modern appliances.
Chalet in East Stroudsburg
4.94 out of 5 average rating, 348 reviews

A-Frame - Ski | Hot Tub | Firepit | Hike | Lakes

**Ranked the "Best Airbnb in PA" by House Beautiful, 2022** Come and stay in one of the most charming chalets in the Poconos. This 2BR(plus sleeping loft)/2BA home is stylish, family-friendly, and well-equipped with everything you will need. AC to keep you cool in the summer and a pellet stove for those cozy winter nights. A comfy basement hang out has an additional wood burning stove and ping pong table. Outside is a large deck, a three-person hot tub, and an open fire pit.

Top guest favorite
An outdoor area features a spacious deck with a hot tub at its center, surrounded by wooden fencing. Dining furniture is arranged on the deck, and decorative string lights hang overhead, enhancing the inviting atmosphere of the space.
Cabin in East Stroudsburg
5 out of 5 average rating, 126 reviews

Hot Tub, GameRoom, Fire Pit, Mins to Skiing, Pets

Escape to the Poconos at the Whispering Willow Lodge. Relax with family or friends at our beautifully appointed 4 bedroom + loft with plenty of space for everyone. Enjoy the outdoors on our spacious deck, have a soak in the hot tub or cozy up by the fireplace. Centrally located in Penn Estates Private, gated community which offers swimming pools, lakes, beach, tennis, volleyball & more. Minutes to skiing, water parks, shopping, rafting, hiking, and wineries.

Superhost
A cozy bedroom features a spacious bed with a light blue comforter and decorative pillows. Two bedside tables with lamps flank the bed, providing soft illumination. A wall-mounted air conditioning unit is positioned nearby, and the carpeted floor adds a comfortable touch.
Apartment in Stroudsburg
4.81 out of 5 average rating, 228 reviews

Stroudsburg - Poconos: Nice 1 bedroom

You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

Top guest favorite
An outdoor space features a wood barrel sauna set among autumn foliage. Black, Adirondack-style chairs surround a circular firepit with flickering flames, creating a cozy gathering area. The sauna is minimally designed with a wooden exterior and a single door.
Home in East Stroudsburg
4.92 out of 5 average rating, 196 reviews

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit

Discover the tranquility of the Pocono Mountains at our 3-bedroom, 2-bathroom home, where the perfect blend of nature and luxury awaits. This spacious retreat is perfect for families and friends, accommodating up to 8 people, ensuring a comfortable and unforgettable stay. We also welcome up to 2 furry pets. With a range of fantastic amenities, you'll have everything you need to make your Pocono getaway truly exceptional!

Superhost
A cozy dining area features a wooden table with a checkered tablecloth and two chairs. Decorative items, including a flower arrangement and wall art, enhance the warm ambiance. Large windows allow natural light to brighten the space, creating a welcoming atmosphere.
Farm stay in Saylorsburg
4.94 out of 5 average rating, 244 reviews

Adorable Farm Cottage

This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

Guest favorite
Cottage in East Stroudsburg
4.98 out of 5 average rating, 211 reviews

Serene Poconos Cottage • Peaceful Retreat

Escape to Woodland Serenity at “The Cottage in the Woods”. This peaceful, private retreat is perfect for remote work with fast WiFi and a sun-filled four-season room. Ideal for monthly furnished stays—whether relocating, house-hunting, or renovating nearby. A highly sought-after monthly summer vacation rental, loved for its tranquility, deer sightings, and relaxing evenings by the fire pit in the Pocono Mountains.

Popular amenities for Penn Estates vacation rentals

When is the best time to visit Penn Estates?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Penn Estates?

    Four-legged friends are welcome in Penn Estates. Choose from more than 150 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Penn Estates?

    Yes! Work meets play with ease at over 130 vacation rentals in Penn Estates featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Penn Estates vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 160 vacation homes with pools in Penn Estates, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in cabin rentals in Penn Estates?

    Experience the best of Penn Estates with our cabin rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Penn Estates have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penn Estates have air conditioning?

    Absolutely! We offer over 180 house rentals with air conditioning in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penn Estates have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cabin rentals in Penn Estates?

    Penn Estates has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Penn Estates have wifi?

    Absolutely! We offer over 190 house rentals with wifi in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cabin Rentals in Penn Estates?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Penn Estates

  • Total vacation rentals

    Explore 220 vacation rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates vacation rentals start at € 61 per night before taxes and fees

  • Verified guest reviews

    Over 12,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Penn Estates vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Penn Estates rentals

  • 4.8 Average rating

    Penn Estates stays are highly rated by guests—averaging 4.8 out of 5!

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