Vacation rentals in Penn Estates

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Top-rated vacation rentals in Penn Estates

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

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Top guest favourite
Home in East Stroudsburg
5 out of 5 average rating, 211 reviews

Enchanted Poconos Forest Escape | 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" themed experience, 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 favourite
Chalet in East Stroudsburg
4.98 out of 5 average rating, 262 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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.

Top guest favourite
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, 421 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 favourite
A modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.
Townhouse in East Stroudsburg
4.93 out of 5 average rating, 104 reviews

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautifully renovated luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups.

Superhost
The front exterior of the colonial-style Manor features a blend of stone and vinyl siding, complemented by large windows and a red front door. Surrounding trees provide a natural setting, while a paved driveway leads to the attached garage.
Home in East Stroudsburg
4.86 out of 5 average rating, 109 reviews

Huge Pet Friendly Lakeview w/ Game Room & Hot Tub

Welcome to the Summit Lakeside Manor, your home away from home in the beautiful Poconos! With a large Colonial design, The Manor is spacious, comfortable, and stylishly decorated to host a perfectly peaceful getaway for couples, friends, and families. The Manor features 4 large bedrooms with 2.5 bathrooms (all just renovated July 2021), and all the amenities you're looking for when traveling to the Poconos including boating, central A/C, BBQ, fresh linens and lightning fast wifi.

Guest favourite
A cozy bedroom is presented with a spacious bed adorned with neatly arranged pillows. Flanking the bed, two nightstands each hold lamps that cast a soft light. The backdrop features calming green walls and framed artwork, while a decorative plant adds a touch of nature.
Home in East Stroudsburg
4.91 out of 5 average rating, 141 reviews

✦Peaceful House in the Woods 4BD/3BA w/Game Room✦

Welcome to your home away from home in this newly designed 4-bedroom, 3-bath house in the gated community of Penn Estates, PA. Just 15 minutes from Camelback Mountain Ski Resort, shops, and restaurants. Enjoy nature views, walks to the lake, fun in the game room, and frequent visits from deer and wildlife. Experience the warmth and charm of a home that has created beautiful memories for many, with plenty of space for relaxation and adventure in a peaceful setting.

Superhost
The living room features a spacious wrap-around couch and a coffee table, creating an inviting area for relaxation. Large windows allow natural light to fill the space, while views of the surrounding trees are visible. A dining area and kitchen can be seen in the background.
Home in East Stroudsburg
4.91 out of 5 average rating, 145 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Newly renovated Poconos Mountain Retreat home! House contains 4 bedrooms and 3 full bathrooms with plenty of back and side decks. The home is equipped with a new central ac and heating system with vents in each room! About a 15 minute drive to Camelback. Close to Shawnee Mountain, Tannersville Outlets, Sunset Shooting Range, Great Wolf Lodge, and all the major attractions. Less than a 12 min drive from 24 hour grocery stores, as well as bars and restaurants!

Guest favourite
Guest suite in Mount Pocono
4.88 out of 5 average rating, 360 reviews

Spacious Pocono Loft, Private Close to Everything

Fresh snow fell yesterday 12-23-25. It’s a perfect time to visit Camelback Ski Area. The unique thing about our place is the country setting so close to so much. 3+acres on quiet rural road. Many wholesome activities just 5-15 minutes away. Skiing, snowboarding, snow tubing, indoor water park, great restaurants. etc, etc. Camelback Ski Area 15 minutes away, Mount Airy Casino 3 minutes away, Sanofi 6 minutes away, Kalahari indoor water park 10 minutes away.

Top guest favourite
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, 129 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.

Top guest favourite
The A-frame cabin is showcased in the twilight, surrounded by trees and illuminated by soft string lights. A hot tub is situated on a wooden deck nearby, offering a serene outdoor retreat. A barrel sauna is also visible, adding to the relaxation options.
Cabin in Albrightsville
4.99 out of 5 average rating, 171 reviews

Skiing/Tubing | Sauna | HotTub | Games | Woods

Skiing/Tubing season is almost around the corner! Escape to the "Eclipse", a Scandinavian-inspired modern cabin nestled on .5 acres overlooking endless woods. The Eclipse offers thoughtful amenities such as a striking gas fireplace, a fun arcade console, disc golf, laser tag, and a mouth watering popcorn cart for movie nights. Unwind in the hot tub under the stars or bask in the LED-lit A-frame charm. At 'Eclipse', all stars align for a truly magical stay.

Guest favourite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 123 reviews

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores while you watch the sun set behind the mountain. If you're looking to be more active, there is a fitness center, tennis courts, & swimming all within our safe and peaceful gated community.

Top guest favourite
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
4.93 out of 5 average rating, 204 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!

Popular amenities for Penn Estates vacation rentals

When is the best time to visit Penn Estates?

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Avg. price$373 CAD$361 CAD$321 CAD$305 CAD$314 CAD$335 CAD$428 CAD$454 CAD$290 CAD$321 CAD$332 CAD$388 CAD
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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 house rentals in Penn Estates?

    Experience the best of Penn Estates with our house rentals, starting at about $80 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 chalet rentals in Penn Estates have air conditioning?

    Absolutely! We offer over 10 chalet 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 chalet rentals in Penn Estates have wifi?

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

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

    Enhance your stay in our Chalet Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, 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 $96 CAD 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 and 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

  • Wifi availability

    220 of Penn Estates vacation rentals include wifi 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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