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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Top 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.

Guest favorite
A spacious living area is highlighted by a stone fireplace and large windows allowing natural light. Comfortable seating is arranged around a coffee table, with a television mounted on the wall. The layout connects to an adjacent dining area, creating an open concept feel.
Home in Penn Estates
4.95 out of 5 average rating, 154 reviews

Lake, Pools & Game Loft | Fire Pit + Family Fun

Welcome to your family-friendly Pocono escape in gated Penn Estates! • 5 bedrooms + office, 12 beds & 4 bathrooms • Vaulted living room with fireplace + 75” Smart TV • Game loft with pool table, foosball & arcade games • Kid-favorite bunk rooms with slide, toys & Legos • Fire pit, hammock, swing set & indoor sauna • Fully stocked kitchen + baby gear included • Dog-friendly + EV charger • 12 passes to pools, lakes & playgrounds Near Kalahari, Shawnee Mountain, hiking, tubing, shopping & more!

Top guest favorite
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, 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.

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, 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 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, 453 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!

Top guest favorite
A covered porch features several wicker chairs and a hammock, inviting relaxation. Sheer curtains provide privacy while allowing natural light to filter through. Lush greenery and the sounds of the creek enhance the serene atmosphere just beyond the railing.
Cabin in East Stroudsburg
4.95 out of 5 average rating, 265 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

Guest favorite
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
4.9 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
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, 377 reviews

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

**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.

Guest favorite
Home in Penn Estates
4.88 out of 5 average rating, 146 reviews

Poconos Chalet -Kayaks- HotTub-Karaoke-Lake

This home was created by my sister and me as the kind of Pocono escape we always searched for ourselves — warm lighting, peaceful mornings, nature outside the windows, and space to slow down. Hidden in the woods of a private gated community, the house features a hot tub, gas fireplace, billiards loft, outdoor dining deck, kayaks, and access to lakes, pools, beaches, sports courts, and walking trails — all close to Camelback, Kalahari, restaurants, and hiking

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, 235 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, 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
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guesthouse in Stroudsburg
4.96 out of 5 average rating, 269 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?

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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 cabin rentals in Penn Estates have air conditioning?

    Absolutely! We offer over 10 cabin 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 Chalet Rentals in Penn Estates?

    Enhance your stay in our Chalet Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, 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 €95 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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