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, 397 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

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, 102 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

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.

4.98 out of 5 average rating, 121 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, 165 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

4.91 out of 5 average rating, 133 reviews

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

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.

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.

4.93 out of 5 average rating, 365 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!

4.99 out of 5 average rating, 234 reviews

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

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.

5 out of 5 average rating, 306 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.

5 out of 5 average rating, 284 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

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.

4.83 out of 5 average rating, 157 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.

Townhouse in East Stroudsburg

A spacious dining area features a dark wooden table with seating for several guests, complemented by metal chairs. The kitchen island, with modern stools, opens to the living room, which includes a fireplace and large windows overlooking a natural setting. Decorative red lights hang above.

4.88 out of 5 average rating, 335 reviews

Magnolia House-Jacuzzi, Hiking, Biking & River

Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC