Vacation rentals in Winona Lakes

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, 388 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

4.82 out of 5 average rating, 172 reviews

A spacious great room features tall ceilings with exposed beams, filled with natural light from large windows. Comfortable seating for eight is arranged around a coffee table. The view of the mountain range can be seen through the windows, enhancing the room's open atmosphere.

Home in East Stroudsburg

A minimal retreat atop the Pocono mountains.

Tucked away stands a private minimal retreat for those seeking to relax and recharge. Standing high above the tree tops, are 180 degrees of open mountain views from either of the two outdoor decks, or one of many windows that light Alpine. Alpine Cottage offers quick access to Camel Back or Shawnee mountains, hiking or kayaking on the Delaware, ATV, Snowmobile and waterfall tours, zip lining, and antique malls. Visit one of three indoor/outdoor resorts -Camelback, Kalahari or Great Wolf Lodge.

The A-frame chalet is surrounded by lush greenery, featuring a welcoming front porch with steps leading to the entryway. Large windows allow ample natural light to fill the interior. A small shed is visible in the background, accentuating the tranquil forest setting.

4.97 out of 5 average rating, 117 reviews

Norway Chalet: Forest Escape

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing A-Frame Chalet is inspired by European design/ architecture and gives you the feel of a Nordic Home in the Poconos. Enjoy 4 large decks where you can hear the birds chirping and watch humming birds, butterflies, deer, and other wildlife in a "jungle like" back yard. Just minutes from the most popular hiking destinations, and water falls. Pets are welcome free of charge (:

Townhouse in East Stroudsburg

A warmly decorated living area features a sectional sofa complemented by a plush ottoman. A natural wood accent wall houses a flat-screen TV above a fireplace. A potted plant adds a touch of greenery, while a patterned rug covers the wooden floor, enhancing the space's comfort.

4.97 out of 5 average rating, 159 reviews

Serene Escape - Jacuzzi, mins from trails/skiing

Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises a mountain retreat close to the best skiing, restaurants, stores, hiking, and amenities of the Poconos. Enjoy ski slope and mountain views from the deck. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs

The inviting living area features wooden beams and a stone fireplace, surrounded by comfortable seating arrangements. Large windows illuminate the space, showcasing rustic decor and a cozy sheepskin rug on warm-toned wooden floors. A dining table is visible in the background, enhancing the communal atmosphere.

4.94 out of 5 average rating, 361 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

5 out of 5 average rating, 300 reviews

A rustic wooden cabin is nestled among tall trees in a dense forest. A covered front porch is visible, featuring two yellow chairs and surrounded by natural landscaping. The cabin's exterior showcases a blend of wood tones and large windows, inviting natural light indoors.

Cabin in Dingmans Ferry

Charming Chestnut Cabin in Woods

*Winter bookings must have 4 Wheel or AWD Vehicle. This one-of-a-kind cabin borders the Delaware Water Gap National Recreation Area. Hike right behind the cabin, through the woods, to Dingmans Creek. A short hike upstream leads to George W. Childs Park with 3 tumbling waterfalls, a rustic trail system, and observation decks. A longer hike downstream will bring you to Dingmans Falls. DWGNRA offers swimming, fishing, hiking, biking, canoeing, and kayaking, all within minutes of the cabin.

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.

4.96 out of 5 average rating, 160 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

Superhost

The open living area features a spacious sectional couch, a wooden coffee table, and large windows that allow sunlight to illuminate the space. A dining table is visible in the background, along with a fully equipped kitchen, creating a welcoming and functional environment.

Cabin in Stroudsburg

4.85 out of 5 average rating, 329 reviews

El Sol~A Cozy/Trendy Cabin With Stunning Views!

This peaceful, beautiful, SUNNY and cozy cabin is the perfect escape! A winter Ski retreat only 15 minutes to Shawnee Mountain and all the outdoor activities. So much light and a wall of windows looking out into the woods and surrounding mountains. 2 bedrooms, 3 beds 1 and 1/2 bath. Only a short drive from NYC or Philly and within 10 mins from camping, hiking, rafting and fishing in the spring and summer months. El Sol is a magical and perfect homey place for a day off or extended vaca!

5 out of 5 average rating, 280 reviews

A landscaped garden features a winding pond surrounded by various plants and flowers. Smooth stones line the water's edge, adding natural texture. A small shed is visible in the background, framed by lush green trees, creating a serene and relaxing outdoor space.

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

Superhost

A wood-burning hot tub emits a calming blue glow, surrounded by rustic seating. Red Adirondack chairs are arranged around a fire pit, positioned beneath warm string lights that enhance the outdoor ambiance, creating a relaxed gathering space beneath the night sky.

4.84 out of 5 average rating, 152 reviews

Scenic Cabin by Bushkill Falls & Shawnee w/Hot Tub

Welcome to our cozy cabin near Bushkill Falls! This cozy retreat offers beautiful wood burning hot tub and fire pit. More so, there are three spacious bedrooms, you and your loved ones can comfortably unwind after a day of exploration. The open concept kitchen, equipped with modern appliances provides a seamless cooking experience. For entertainment enthusiasts the cabin features a projector room. Step outside onto the balconies and be captivated by the picturesque views of the nature.