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 €77 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
5.0 out of 5 average rating, 260 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
Home in Penn Estates
5.0 out of 5 average rating, 41 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.

Guest favorite
Chalet in Penn Estates
4.97 out of 5 average rating, 297 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.

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, 475 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
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
4.96 out of 5 average rating, 68 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.

Guest favorite
An aerial view reveals a spacious backyard with a heated pool, a mini golf course, and a pickleball court. Surrounding lounge chairs and a fire pit invite relaxation amidst lush trees showcasing autumn colors.
Home in Penn Estates
4.92 out of 5 average rating, 102 reviews

WOW Poconos Heated Pool, Pickleball, Bball, Hottub

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. Heated pool, hot tub, fire pit, pool table, pickleball, 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
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, 175 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, 91 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.

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 Penn Estates
4.92 out of 5 average rating, 257 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!

Guest favorite
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 Penn Estates
4.92 out of 5 average rating, 154 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. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

Top guest favorite
Home in Penn Estates
5.0 out of 5 average rating, 14 reviews

Poconos Retreat: Pool, Hot Tub, Sauna

Experience Minhaus, your ultimate Poconos retreat! This pet-friendly, 5-bedroom home comfortably sleeps 12 guests. Enjoy a private pool (seasonal, heating optional), hot tub, sauna, fire pit, game room, and movie room. Located in a secure gated community with lake, beach, and community pool access. Perfect for families & groups seeking a memorable escape near Camelback, Delaware Water Gap, and Kalahari.

Superhost
An inviting outdoor seating area features a wooden deck overlooking a serene lake, framed by lush trees. A person relaxes in a dark wooden chair, holding a drink, while mist rises gently from the water's surface, enhancing the tranquil setting.
Home in Penn Estates
4.95 out of 5 average rating, 84 reviews

Lakefront Hot Tub I Game Room I Fire Pit I Kayaks

Highland Lake Retreat – Where Waterfront Dreams Come True Wake to the gentle lap of water at your doorstep. Morning coffee on the deck, afternoon kayaking adventures, and nights under the stars by a crackling fire pit—this is Highland Lake Retreat. Tucked in the private Penn Estates community located in East Stroudsburg, this stunning 5-bedroom, 3-bath lakefront home is your escape from the everyday.

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 160 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 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 chalet rentals in Penn Estates?

    Penn Estates has more than 20 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Penn Estates with our chalet rentals, starting at about $220 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 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 House Rentals in Penn Estates?

    Enhance your stay in our House Rentals with the most popular amenities: over 180 homes with air conditioning, over 190 homes with wifi, over 30 homes with a gym, over 50 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.