Vacation rentals in Penn Estates

Castle in East Stroudsburg

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.

4.99 out of 5 average rating, 401 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

OMG! 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!

Cabin in East Stroudsburg

A serene cabin is nestled among lush trees, with a gentle sunset casting a warm glow. A spacious front porch features comfortable seating, while a woodpile is neatly stacked nearby. A hammock sways subtly, inviting relaxation in this tranquil outdoor setting.

4.98 out of 5 average rating, 104 reviews

Private Retreat- Cozy Cabin in the Woods

Welcome to Rose Marie, this quiet retreat is a perfect match for Nature Lovers, Romantics & Small Families. This former hunting cabin has been completely remodeled adding modern amenities while retaining its history & charm. This 750 sq. ft. cabin features two bedrooms, one bath & a cozy living space with a wood burning stove. A fully stocked quaint kitchen has everything you need to prepare a home cooked meal. Did I mention the Delaware State Forest, 1,820 acres right outside the back door

4.97 out of 5 average rating, 315 reviews

A spacious living room features a cozy seating arrangement with soft couches, a wooden entertainment center, and a stone fireplace as a focal point. Natural light enters through the adjacent doors, enhancing the warm tones of the decor.

Guest suite in Bangor

Takes two private suite

Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

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.

5 out of 5 average rating, 195 reviews

Themed| Lake | Pool | 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" experience in mind, 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.

5 out of 5 average rating, 285 reviews

Guest suite in Columbia

DWG Country Mountain Oasis-Frog Pond View

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

4.94 out of 5 average rating, 397 reviews

A private saltwater hot tub is positioned on a wooden deck, surrounded by autumn foliage. The vibrant yellow and orange leaves create a serene backdrop. Nearby, a fire pit with Adirondack chairs invites relaxation under the trees.

Cabin in Stroudsburg

Rustic Private Cabin saltwater Hot tub w Lake View

Escape the everyday hustle of the big city at this picture-perfect open floor plan A-Frame Cabin, nestled in nature surrounded by 5 acres of breathtaking views of the old-growth oak forest and lake below. The lake house offers a one-of-a-kind modern rustic aesthetic from the pro design team at Restoration Hardware. Full kitchen, king size loft, fireplace, indoor & outdoor dining, & a private seven-person hot tub. There’s something for the whole family (including furry friends).

Chalet in East Stroudsburg

An A-frame chalet is set amidst trees at dusk, featuring large windows that reveal warm lighting from inside. A circular stone fire pit is surrounded by wooden chairs, inviting guests to gather. The natural surroundings complete the serene outdoor setting.

4.94 out of 5 average rating, 338 reviews

A-Frame - Hot Tub | Firepit | Hike | 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.

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.

4.91 out of 5 average rating, 132 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!

Cabin in East Stroudsburg

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.

4.95 out of 5 average rating, 110 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 while you watch the sun set behind the mountain. If you're looking to be more active, there is a fitness center, tennis courts, & swimming all within our safe and peaceful gated community.

4.82 out of 5 average rating, 222 reviews

A cozy bedroom features a spacious bed with a light blue comforter and decorative pillows. Two bedside tables with lamps flank the bed, providing soft illumination. A wall-mounted air conditioning unit is positioned nearby, and the carpeted floor adds a comfortable touch.

Apartment in Stroudsburg

Stroudsburg - Poconos: Nice 1 bedroom

You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

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.

4.92 out of 5 average rating, 184 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!

4.96 out of 5 average rating, 230 reviews

A cozy dining area features a wooden table with a checkered tablecloth and two chairs. Decorative items, including a flower arrangement and wall art, enhance the warm ambiance. Large windows allow natural light to brighten the space, creating a welcoming atmosphere.

Farm stay in Saylorsburg

Adorable Farm Cottage

This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

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Popular amenities for Penn Estates vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Penn Estates

Superhost

4.83 out of 5 average rating, 18 reviews

Luxe Vacation | Beach&Lake Access~HotTub~GameRoom

4.84 out of 5 average rating, 631 reviews

A bright living area features two light-colored armchairs with tufted details, positioned beside a wooden coffee table. A small potted plant adds a touch of greenery. Soft light is provided by a nearby lamp, while an open doorway leads to the kitchen area.

Home in Stroudsburg

Cozy Home in Historic Downtown

The chalet's exterior is framed by tall trees, featuring large windows that reflect the surrounding greenery. The dark wooden facade is complemented by a sloping roof, enhancing the mountain retreat feel. A balcony is visible on the side, adding to the overall charm.

4.97 out of 5 average rating, 38 reviews

Temi House - Vintage Calm in the Pocono Mountains

Superhost

A bright reading and relaxing loft is highlighted by a skylight, allowing natural light to fill the space. A cozy yellow sofa faces large windows, complemented by a wooden rocking chair and a decorative coffee table on a plush rug.

4.79 out of 5 average rating, 261 reviews

Getaway Dream - Hot Tub- Surrounded by Nature

4.96 out of 5 average rating, 164 reviews

A cozy living area features warm wooden paneling and a plush sofa with light-colored cushions. A wooden coffee table holds two water bottles and a binder, while a stone fireplace adds character. Natural light streams in through large windows, enhancing the inviting atmosphere.

Farm stay in Cresco

The Thoroughbred Cottage at Pleasant Ridge Farm

The wellness zone is outfitted with a 10-seat massage pool and a custom-built Finnish sauna. Soft lighting highlights the natural wood paneling, while lounge seating complements the serene environment. A stone table is positioned beside the pool, enhancing the tranquil atmosphere.

5 out of 5 average rating, 31 reviews

Luxury Wellness Estate | Private Pool, SPA, Cinema

Superhost

A comfortable living room features a gray sofa, complemented by two white side tables. Natural light enters through large windows adorned with dark curtains. Decorative plants sit on the tables, adding a touch of greenery to the inviting space.

Apartment in Stroudsburg

4.79 out of 5 average rating, 94 reviews

Poconos Stylish 1 bedroom Apt- Stroudsburg Main St