Holiday rentals in Penn Estates

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Top-rated holiday rentals in Penn Estates

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

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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 East Stroudsburg
4.99 out of 5 average rating, 182 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
A cozy cabin is set in a wooded area, featuring a front porch adorned with festive decorations. Snow-dusted logs are scattered around the gravel yard, along with outdoor seating that invites relaxation. Tall trees surround the property, enhancing the serene atmosphere.
Cabin in Tannersville
4.98 out of 5 average rating, 248 reviews

Cozy Creek Cabin on Pocono Creek w/ hot tub

Welcome to Cozy Creek Cabin on Pocono Creek! This beautifully decorated cabin with a bedroom and private loft (both with queen beds), full sized bathroom, brand new 7 person hot tub, and comfortable outdoor spaces overlooking the creek are sure to provide a relaxing and peaceful getaway. Located 1 minute from Camelback Mountain & Resort and 5 minutes from Pocono State Park. Minutes from Asylum Paintball, Kalahari, Great Wolf Lodge, Mount Airy Casino and the Crossings Outlets. Exit 299 off 80.

Top guest favourite
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, 235 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
4.97 out of 5 average rating, 280 reviews

Hot Tub | Sauna | Lake | Firepit | Hiking

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.

Superhost
A serene outdoor seating area is nestled among trees, featuring comfortable chairs and a wooden coffee table. The view overlooks a calm lake with a fountain, surrounded by rocks and green foliage, reflecting a peaceful natural setting.
Home in East Stroudsburg
4.89 out of 5 average rating, 204 reviews

Lady of the Lake-Poconos Premier Lakefront Retreat

Embodying everything your heart can conjure when dreaming upon the perfect lakefront vacation, this 3500 sq ft Grand Dame of the Poconos, with its stunning lake views in every direction, fresh off a complete remodel, is being offered to the public for the very first time. From hot tubs, hammocks, kayaks & other peaceful places to relax, to game and groovy rooms meant for social shenanigans and fun, this mid-century beauty on the lake will be the talk of friends and family for years to come!

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, 445 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!

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 East Stroudsburg
4.89 out of 5 average rating, 159 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!

Top guest favourite
An indoor mini golf course features four holes set against a vibrant mural of mountains and colorful skies. The course is surrounded by artificial green turf, with obstacles made from wood. The ceiling is adorned with glowing accents that enhance the whimsical atmosphere.
Home in East Stroudsburg
4.94 out of 5 average rating, 101 reviews

OMG! Glow in the Dark Mini Golf, Pickleball, Bball

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. Indoor mini golf, movie theater, fire pit, game room, 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 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, 161 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, 159 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
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, 227 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 East Stroudsburg
4.92 out of 5 average rating, 142 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.

Popular amenities for Penn Estates holiday rentals

When is the best time to visit Penn Estates?

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Avg. price$375 SGD$361 SGD$307 SGD$281 SGD$290 SGD$309 SGD$395 SGD$419 SGD$267 SGD$283 SGD$333 SGD$399 SGD
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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 chalet rentals in Penn Estates?

    Experience the best of Penn Estates with our chalet rentals, starting at about $190 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 40 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 40 homes with a bbq area, over 180 homes with wifi, over 170 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $139 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    220 of Penn Estates holiday 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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