Holiday houses in Penn Estates

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Quick stats about holiday rentals in Penn Estates

  • Total holiday rentals

    Explore 220 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at $192 NZD per night before taxes and fees

  • Verified guest reviews

    Over 13,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Penn Estates holiday 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 holiday rentals in Penn Estates

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

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Top Guest favourite
The cozy outdoor area features a fire pit surrounded by several Adirondack chairs. Soft lighting from string lights enhances the inviting atmosphere of the cabin, which is illuminated from within, showcasing a spacious deck and large windows that reflect the night sky.
Chalet in Penn Estates
4.99 out of 5 average rating, 188 reviews

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.

Top Guest favourite
Home in Penn Estates
5 out of 5 average rating, 246 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.

Guest favourite
Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.
Chalet in Penn Estates
4.95 out of 5 average rating, 221 reviews

A-Frame | Hot tub | King Bed | Firepit | Lakes

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

Guest favourite
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
4.88 out of 5 average rating, 162 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!

Superhost
A spacious living area features a stone fireplace and a comfortable sofa adorned with orange cushions. Sunlight filters in through large windows, illuminating the warm wooden floors. Above, a loft area is visible, enhancing the open feel of the home.
Home in Penn Estates
4.81 out of 5 average rating, 136 reviews

The Marron Escape | Poconos Getaway

Everything you need to relax and unwind is at The Marron Escape — a spacious and comfy home with 3 Queen size beds in the heart of the Poconos. This 2300 sq ft lake view home is great for anyone looking to getaway from the hustle and bustle of everyday life. Whether you are seeking adventure or want to kick back and relax, The Marron Escape is the perfect location. So, come unwind and escape. You deserve it. Please note: after the 7th guest, there is a $75 per guest fee.

Guest favourite
Home in Penn Estates
4.87 out of 5 average rating, 141 reviews

Modern 5BR Pocono Cabin | Fire Pit, Hot Tub, Games

This 5 bedroom beauty will take your breath away! This sleek, modern home is masterfully designed from head-to-toe to give you and your friends & family the vacation of your dreams. Game room, pool table, foosball, fire pit, hot tub, and SO much more awaits for you here! 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!

Superhost
Home in Penn Estates
5 out of 5 average rating, 3 reviews

Nature Spa House | 5BR | Hot Tub Sauna Plunge

Welcome to your private retreat! This beautiful home offers the perfect blend of comfort and relaxation, featuring a private sauna and hot tub for an unforgettable spa-like experience. Enjoy spacious living areas, stylish décor, a fully equipped kitchen, and everything you need for a comfortable stay. Whether you're visiting with family, friends, or for a romantic getaway, this home provides the perfect setting to relax, unwind, and create lasting memories.

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, 168 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!

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 Penn Estates
4.93 out of 5 average rating, 244 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 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 Penn Estates
4.91 out of 5 average rating, 149 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.

Guest favourite
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
4.97 out of 5 average rating, 73 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.

Guest favourite
Chalet in Penn Estates
5 out of 5 average rating, 14 reviews

Chalet | Hot Tub | Lakes | Firepit | Game Loft

An upgraded 3BR in the heart of the Poconos, offering a luxury hot tub, Pac-Man arcade, air hockey, and a cozy fire pit lounge. Enjoy access to Penn Estates’ lakes, pools, playground, and sport courts. Dog friendly and ideal for groups up to 6, with skiing, hiking, and water activities nearby. Just 1.5 hours from NYC and minutes from East Stroudsburg dining and attractions.

Popular amenities for Penn Estates holiday rentals

When is the best time to visit Penn Estates?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$518 NZD$499 NZD$423 NZD$388 NZD$401 NZD$427 NZD$546 NZD$579 NZD$369 NZD$390 NZD$460 NZD$551 NZD
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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 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 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 vacation rentals in Penn Estates?

    Penn Estates has more than 220 family-friendly stays. 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 $110 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 10 chalet rentals with air conditioning in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Penn Estates have wifi?

    Absolutely! We offer over 10 cabin 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 30 homes with a gym, over 170 homes with air conditioning, over 180 homes with wifi, over 50 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore