Vacation rentals in Winona Lakes

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Top-rated vacation rentals in Winona Lakes

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Guest favourite
Chalet in East Stroudsburg
4.78 out of 5 average rating, 429 reviews

BLVCK Cabin I w/ wood Hot Tub near Bushkill Falls

Escape to the designer Black Cabin near Bushkill Falls—your perfect mountain getaway. Surrounded by forest and within walking distance to peaceful creek access for kayaking or fishing, this stylish all black retreat sleeps 6 with two queen bedrooms &a cozy loft. Enjoy the open kitchen with high-end appliances, a warm pellet stove & wraparound deck with gas firepit and outdoor TV. Relax in the wood-fired hot tub or by the firepit under the stars. Only 20 min to Shawnee Mountain & Bushkill Falls.

Guest favourite
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.
Cabin in East Stroudsburg
4.97 out of 5 average rating, 147 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 (:

Superhost
A cabin nestled among trees features a wrap-around deck, enhancing the connection to nature. Large windows bring natural light into the space, with a stone chimney adding rustic charm. The surrounding area is covered in fallen leaves, indicating the seasonal surroundings.
Cabin in Bushkill
4.9 out of 5 average rating, 138 reviews

Whimsical Forest Retreat near Bushkill Falls

PLEASE SELECT "SHOW MORE" TO SEE FAQ AT BOTTOM FOR INFO ABOUT PET POLICY, FIREWOOD, AND MORE. Come stay at our forest-fantasy abode in the Poconos, where each bedroom is inspired by the seasons. Enjoy the wrap-around deck, picnic table surrounded by trees, and smoker/grill. We have a washer/dryer, full kitchen, and 2 full baths. We’re located nearby Bushkill Falls (10 min), Shawnee Mountain (15 min), Delaware Water Gap (20 min). The home is in a gated community with many guest amenities.

Superhost
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.
Cabin in East Stroudsburg
4.93 out of 5 average rating, 380 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!

Top guest favourite
A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift
4.99 out of 5 average rating, 243 reviews

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Top guest favourite
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, 409 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 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, 189 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
Guest suite in Columbia
5 out of 5 average rating, 287 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

Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 161 reviews

Home away from home, with many community amenities

Make some memories in our unique and family-friendly cozy home. Our newly renovated clean home features: Modern bathrooms - one bathroom features a state of the art shower experience. Fully stocked kitchen New comfortable mattresses in themed bedrooms, one bedroom has a king size bed Backyard water feature Outdoor fairy garden Fire Pit Fire Pit Table Gas Grill All of this located in the number 1 rated amenity filled community in the Poconos featuring outstanding amenities.

Superhost
The living room features a cozy U-shaped sofa and a mounted flat-screen TV above a modern coffee table. Large windows illuminate the space, revealing views of the outdoor area. An indoor fireplace and telescope are present, adding charm to the inviting atmosphere.
Townhouse in East Stroudsburg
4.89 out of 5 average rating, 198 reviews

★Scenic Mountain Oasis | Mins to Ski Slopes/Hiking

Spoil yourself by staying in the modern townhouse nestled less than 5mins away from the ski slopes of Shawnee Mountain. Besides numerous winter activities, East Stroudsburg offers many hiking trails throughout the lush green forest in the summertime. Enjoy the lovely natural ambiance in the backyard, or relax in the comfortable and stylish interior. ✔ 2 Comfy BRs and Loft Bed ✔ Fully Equipped Kitchen ✔ Indoor Fireplace ✔ Workstation ✔ High-Speed Wi-Fi ✔ Free Parking

Guest favourite
Cottage in East Stroudsburg
4.98 out of 5 average rating, 211 reviews

Charming Cottage | Peaceful Escape in the Poconos

Woodland charm & luxe comfort make the Cottage in the Woods a must-stay escape! Retreat to this forest hideaway for total peace & privacy. Watch deer wander past and enjoy woodland views from the four-season sunroom. Gather under the stars at the fire pit and share memories. Our Cottage blends cozy cabin vibes with stylish touches. Only 90min from NYC & 2hrs from Philadelphia. Experience the magic of the Pocono Mountains today.

Guest favourite
A wooden dining table is surrounded by three chairs and a bench, set against a backdrop of large sliding doors leading to a deck. Natural light filters in through sheer white curtains, highlighting the tree views outside. Framed art decorates the wall beside a window.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 130 reviews

Nature serene Cabin near popular hiking/waterfalls

Your trailhead starts here. Experience a unique stay surrounded by nature and sunset serenity. Thoughtfully remodeled and furnished for coziness and comfort in mind, this place is perfect for gatherings with family and friends, or a mere relaxing stay with a partner. The highlight of this place is the sunroom, accompanied by an entertainment room, providing the essentials for your enjoyment.

Popular amenities for Winona Lakes vacation rentals