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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Guest favorite
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, 185 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 favorite
A spacious living area features high ceilings and large windows allowing natural light to fill the room. Comfortable seating is arranged around a soft rug, and a stylish staircase leads to a loft space overlooking the kitchen equipped with modern appliances and bar seating.
Townhouse in East Stroudsburg
4.92 out of 5 average rating, 143 reviews

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

Beautiful 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. Decor available.

Top guest favorite
A modern living area features a cozy gas fireplace set within a stone wall. A green accent wall adds a touch of nature, while a plush rug and leather poufs offer comfortable seating. Natural light fills the space from large windows above.
Home in Penn Estates
5 out of 5 average rating, 241 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 favorite
Chalet in Penn Estates
4.97 out of 5 average rating, 286 reviews

Hot Tub | Sauna | Lake Access | 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 new hot tub is positioned on a wooden deck, surrounded by trees. Soft purple lights illuminate the water, creating a calming environment. A view of the lake is visible, along with a string of lights above the deck, enhancing the outdoor setting.
Home in Penn Estates
4.89 out of 5 average rating, 206 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 favorite
A serene garden landscape features a gently flowing pond surrounded by smooth stones and lush greenery. Colorful flowers bloom along the edges, and a small shed is visible in the background, nestled among the trees. Sunlight filters through the foliage, creating a peaceful atmosphere.
Guest suite in Columbia
5 out of 5 average rating, 303 reviews

DWG Mountain Oasis-Private Apt w/Frog Pond

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

Guest favorite
An open living area is highlighted by a modern fireplace surrounded by a stone accent wall, with large windows allowing natural light. A comfortable couch and a dining table with six chairs create a welcoming space, while wooden beams add warmth to the atmosphere.
Cabin in Penn Estates
4.9 out of 5 average rating, 134 reviews

Summit Lodge in The Poconos - Hot Tub

Kick back and relax in this newly renovated mountainside cabin. Girls weekend? Perfectly close to multiple wineries and eateries. Many adventure seeking attractions nearby. To make your stay as relaxing as possible, we provide linens, towels and paper products! **Renters must be at least 25 years of age. **All guests, including infants and children MUST be included in the guest count and may not exceed 8. **No pets please. **Please note 3 car max due to short/steep driveway.

Guest favorite
Home in Penn Estates
4.87 out of 5 average rating, 136 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
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
4.91 out of 5 average rating, 161 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!

Top 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
4.93 out of 5 average rating, 237 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
A modern cabin is situated amid lush trees, featuring a sloped roof and large windows. The expansive deck is accessed by wide steps and is lined with wooden railings. A stone pathway leads from the driveway to the entrance, enhancing the cabin's inviting exterior.
Cabin in Penn Estates
4.92 out of 5 average rating, 145 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 favorite
Guesthouse in Stroudsburg
4.95 out of 5 average rating, 271 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Popular amenities for Penn Estates vacation rentals

When is the best time to visit Penn Estates?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$61,924 GYDG$59,622 GYDG$50,627 GYDG$46,443 GYDG$47,907 GYDG$51,045 GYDG$65,271 GYDG$69,246 GYDG$44,141 GYDG$46,652 GYDG$55,020 GYDG$65,898 GYD
Avg. temp-1°C0°C5°C11°C17°C22°C24°C23°C19°C13°C7°C2°C

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 170 homes with air conditioning, over 180 homes with wifi, over 50 homes with a bbq area, over 30 homes with a gym, 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 G$23,012 GYD per night before taxes and fees

  • Verified guest reviews

    Over 13,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 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

    130 properties have a dedicated workspace

  • Wi-Fi availability

    220 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!

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