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
Home in Penn Estates
4.8 out of 5 average rating, 122 reviews

Poconos Play Park Resort | Hot Tub, Bowling, Games

Welcome to your private Poconos resort! This massive 5 bedroom home has been completely upgraded to create a modern vacation experience, loaded with amenities! TWO game rooms, pool table, ping pong, air hockey, arcade games, fire pit, hot tub, bowling, frisbee golf, and so much more - all completely yours! 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
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, 177 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 modern bathroom features a glass shower with marble tiles, a freestanding tub beside a window, and plush towels hanging nearby. The light wood flooring complements the spacious layout and natural light filters through a skylight.
Townhouse in East Stroudsburg
4.94 out of 5 average rating, 127 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 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 Penn Estates
5 out of 5 average rating, 227 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.

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 Penn Estates
4.89 out of 5 average rating, 203 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 spacious living area features large windows allowing natural light to illuminate the room. A comfortable sofa is paired with leather bean bags, while a wooden coffee table sits on a decorative rug. Neutral walls and wooden beams create a calming atmosphere.
Cabin in Knowlton Township
5 out of 5 average rating, 104 reviews

Luxury forest cabin w/private trails

Welcome to picturesque spacious luxury: this fully renovated cabin, tucked away on an expansive 200+ acre property w/ private trails. The spectacular 1 bedroom features: vaulted ceilings, brand new kitchen & appliances, granite counter island w/ seating, dining room, powder room & bathroom with walk in shower & soaking bathtub, King bed, blackout curtains, large windows with nature views, Smart TV, BBQ, hot tub option(available in summer) & direct access to the serene forest & walking paths.

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
4.91 out of 5 average rating, 151 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
A log cabin is shown nestled among trees, with a gravel area in front and a natural stone border. A deer is visible nearby, highlighting the serene natural surroundings. The sky features a gradient of warm colors, creating a peaceful ambiance.
Cabin in East Stroudsburg
4.95 out of 5 average rating, 238 reviews

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit

Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

Top guest favourite
A spacious lofted master suite features a comfortable bed adorned with fresh linens and a decorative heart-shaped arrangement of petals. Two heart-shaped balloons float above, and natural light filters in through a skylight, illuminating the cozy carpet and wooden accents.
Cabin in Albrightsville
4.97 out of 5 average rating, 151 reviews

Romantic vibe, fine art. Lakes, parks, 4 ski areas

That Gray House is a stylish, artsy and quirky cabin in Indian Mountain Lake gated community near 4 ski areas. Ideal for a relaxing romantic get-away weekend for couples, groups of friends or families. -4 ski areas nearby -Central AC -Pet friendly, no pet fee -Fully stocked kitchen -Original art -Weber grill - 2 fire pits -Jetted tub in Master Suite -Close to Jim Thorpe -Kalahari water park -Pocono Raceway -Multiple state parks -Lakes and rivers for kayaking or rafting nearby..

Guest favourite
The spacious living area features a rustic stone fireplace beneath a flat-screen television. Natural light floods the space through large windows, enhancing the warm wooden tones. Comfortable seating includes a mix of armchairs and a plush sofa arranged around a coffee table, creating an inviting atmosphere.
Cabin in Penn Estates
4.89 out of 5 average rating, 133 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.

Top guest favourite
The house is surrounded by vibrant autumn foliage, showcasing a blend of greens, yellows, and oranges. A stone path leads to the entrance, framed by lush shrubs. The natural setting provides a serene and secluded atmosphere, with large trees creating a sense of privacy.
Home in Barrett Township
4.98 out of 5 average rating, 144 reviews

Rustic Poconos Cabin • Fire Pit • 2BR Retreat

Grotto Grove is a 2 bedroom, 1.5 bathroom house that sits on 6 private acres nestled between Skytop Lodge and Buck Hill Falls. We are 2 hrs away from both NYC and Philly. Perfect for friends and family looking to escape and reconnect or couples looking for a romantic getaway. Be it hiking our private trails in the summer, bird watching in the spring, or sitting around the wood burning stove with some apple cider donuts in the fall, if you love nature you will love Grotto Grove!

Top guest favourite
The main living area is illuminated by large windows that frame a view of the trees outside. A comfortable white sofa and armchairs surround a rustic wooden coffee table. The open layout connects to the kitchen area, featuring wooden cabinetry and modern appliances.
Chalet in Penn Estates
4.94 out of 5 average rating, 368 reviews

The Black Forest Chalet: Hot Tub + Firepit

**Ranked the "Best Airbnb in PA" by House Beautiful, 2022** Come and stay in one of the most charming chalets in the Poconos. This 2BR(plus sleeping loft)/2BA home is stylish, family-friendly, and well-equipped with everything you will need. AC to keep you cool in the summer and a pellet stove for those cozy winter nights. A comfy basement hang out has an additional wood burning stove and ping pong table. Outside is a large deck, a three-person hot tub, and an open fire pit.

Popular amenities for Penn Estates holiday 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 150 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 150 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 180 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Penn Estates with our cabin 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 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 house rentals in Penn Estates have wifi?

    Absolutely! We offer over 180 house rentals with wifi in Penn Estates. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 10 cabin 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 40 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 holiday rentals in Penn Estates

  • Total holiday rentals

    Explore 210 holiday rentals in Penn Estates

  • Nightly prices starting at

    Penn Estates holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 12,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    210 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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