Vacation rentals in Penn Estates

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Quick stats about vacation rentals in Penn Estates

  • Total vacation rentals

    Explore 230 vacation rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates vacation rentals start at €79 per night before taxes and fees

  • Verified guest reviews

    Over 14,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    230 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!

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 favorite
Home in Penn Estates
5 out of 5 average rating, 34 reviews

Forest Retreat -Pool-FullSpa-Theater-SpeakeasyMORE

🌲Chill & Thrill Forest Retreat🌲 is a 5BR/3BA, 3,500 sq ft designer escape that sleeps large groups comfortably, perfect for family vacations and group getaways. Located in gated Penn Estates, it blends spa-style relaxation with resort-level entertainment: CHILL in a Spa Circuit with Hot Tub, 9kW Sauna, and seasonal Cold Plunge—or enjoy movie nights in the 135” private Cinema. THRILL in the Backyard Oasis with heated pool, mega chess, and bowling, plus a stacked Game Room or hidden Speakeasy.

Top guest favorite
Home in Penn Estates
5 out of 5 average rating, 251 reviews

Enchanted Forest Escape | 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" 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.

Top 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, 447 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!

Guest favorite
Chalet in Penn Estates
4.97 out of 5 average rating, 294 reviews

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.

Guest favorite
Home in Penn Estates
5 out of 5 average rating, 7 reviews

Luxury Woodland Escape | Swim Spa Oasis | Firepit

Nestled among the trees, our cozy chalet combines modern design, spa-inspired comforts, and warm hospitality to create a truly memorable stay in the mountains. Spend your mornings sipping coffee surrounded by nature, your afternoons soaking in the swim spa, and your evenings relaxing under glowing string lights in the hammock as the stars fill the sky. Our year-round luxury swim spa is for every season—heated for a warm soak on snowy evenings or cooled for a refreshing swim on summer days.

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, 465 reviews

Pocono Castle: 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!

Guest favorite
A spacious bathroom is equipped with a glass-enclosed shower and a sleek, black concrete soaking tub. Natural light filters through large windows, offering views of the surrounding greenery. Gray tile lines the floors and walls, while modern fixtures add a stylish touch.
Home in Penn Estates
4.89 out of 5 average rating, 166 reviews

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +

This is a one of a kind home custom built home, completely remodeled from the ground-up with custom finishes not found in the Poconos! This massive 5 bedroom home is not only stunning inside, but is also filled with amenities such as a outdoor 6 person hot tub, a sauna, a custom made concrete bathroom tub overlooking the forest, and has one of the largest, most breath-taking private deck with endless views of the Poconos forest that you can enjoy with seating for 12 and a propane fire pit!

Guest favorite
An aerial view captures a modern treehouse nestled among lush trees, with a heated swim spa glowing in blue. A spacious deck features seating arrangements and is framed by surrounding nature, while a colorful sunset illuminates the sky in soft pastels, enhancing the serene environment.
Home in Penn Estates
4.98 out of 5 average rating, 127 reviews

!Poconos TREE HOUSE LAKE+Swim SPA+Cinema + Kayak!

Welcome to the Poconos TREEHOUSE + SPA Getaway... Let us take your breath away by capturing beautiful memories during your stay. Surrounded by nature, the lake view sits on an uphill which allows you to enjoy the beautiful sunrise and sunset through our deck access giving it the TREEHOUSE effect... Immerse yourself in our 20 FT HEATED SWIM SPA!!!! Deck can also be used for BBQ days/nights. From our common areas, to outdoors, we also provide indoor entertainment and many more!

Guest favorite
An aerial view presents the expansive backyard, featuring a colorful basketball court, a playground with a slide, and a fire pit surrounded by seating. The hot tub is visible on the patio, enhancing the inviting outdoor space surrounded by natural greenery.
Home in Penn Estates
4.95 out of 5 average rating, 104 reviews

Pocono Game Heaven | Basketball, Bowling, Theater!

Conveniently located just minutes away from all the natural attractions that the Poconos has to offer (lakes, hiking, & more!), you will have all the amenities & entertainment you could need right here at home. Basketball court, hot tub, fire pit, mini golf, pool table, and much more! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

Guest favorite
An inviting fire pit is surrounded by eight Adirondack chairs, situated by the lake. Soft outdoor lighting illuminates the scene as the sun sets, casting warm hues across the sky. A wooden deck can be seen in the background, nestled among trees.
Home in Penn Estates
4.95 out of 5 average rating, 66 reviews

Poconos Lakefront | Hot tub/Sauna, Firepit, Kayaks

Welcome to Terraces on the lake, a lakefront retreat in the heart of the Poconos! WIth multiple levels (terraces) for everyone, whether you’re enjoying a morning coffee in the sun room overlooking the lake, soaking in the hot tub or sauna below, or going down to the lower level by the lake to roast s’mores by the fire, play cornhole, or take the paddle boards out… there is something here for everyone. This 5-bedroom retreat is the perfect mix of adventure and relaxation.

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 Penn Estates
4.9 out of 5 average rating, 169 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

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 favorite
Home in Penn Estates
4.91 out of 5 average rating, 87 reviews

Family Pocono Retreat • Stream • Pool • Firepit

Escape to Tranquil Streams, a charming streamside chalet in the Poconos, perfect for couples, families, and nature lovers. Wake to the sound of a flowing brook, enjoy coffee on the private deck, and end your day by the fire pit under the stars. This cozy 3-bedroom retreat features a king bed, warm interiors, and resort-style amenities including pools, lake access, hiking, and outdoor recreation for a relaxing Pocono getaway.

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 vacation rentals with a dedicated workspace in Penn Estates?

    Yes! Work meets play with ease at over 140 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 170 vacation homes with pools in Penn Estates, available on Airbnb. Make a splash and soak up the sun in style!

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

    Penn Estates has more than 190 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do chalet rentals in Penn Estates have air conditioning?

    Absolutely! We offer over 20 chalet rentals with air conditioning in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Penn Estates have wifi?

    Absolutely! We offer over 20 chalet rentals with wifi in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 50 house 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 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.

  • 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 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Four-legged friends are welcome in Penn Estates. Choose from more than 160 vacation rentals for guests traveling with pets.

Destinations to explore