Holiday rentals in Winona Lakes

Raccoon Retreat

Hi, Welcome to Raccoon Retreat! This is a house that you will be able to come to unplug, unwind and reconnect with family, friends and all of what nature has to offer. The home is located within the ‪Delaware Water Gap National Recreation Area‬. Here you will have the opportunity to take advantage of hiking trails, waterfalls, swimming, zip lining, fishing, horseback riding, canoeing and kayaking, as well as skiing or snowtubing during the snowy season. Though you get to experience nature here, you are only a short drive away from restaurants, casino, shopping and also water parks. The entire home is all yours! Our three story home sits on a one acre wooded lot. In the event you are just wanting to get away to hunker down here, we have designed the space to feel cozy and warm. You will find a full kitchen ready for you to prepare some home cooked meals, three bedrooms, two baths, a soaker tub and a deck for miles!   The home has a private driveway with plenty of space for up to 5 vehicles.  Follow us on Instagram @raccoonretreat While you are enjoying your stay we will be available for you to contact as you need us anytime from afar.   Please respect our home. A lot of heart has gone into creating this space and the hope is every new guest will get to enjoy the space as if they were the first!

Poconos Lake Cottage. Hot Tub + Nature + Fire pit

Surrounded by peaceful forest this picturesque retreat is only 1hr30 from NYC and less than 2hrs from Philly! A sunny deck overlooks the lake and backyard filled with wildlife. This cottage has been designed with warm, stylish touches that emphasize comfort and relaxation. Enjoy a cozy fireplace, steamy hot tub, plenty of games, fast wifi, kayaks, SUPs. Minutes away: Shawnee Mountain(skiing),Breweries&Wineries, golfcourses and the Delaware National Rec area (hiking, biking, river excursions)!

Luxe 2-Bed/2.5-Bath: Sleeps 8, Breakfast/Ski/Views

Beautiful luxe townhouse for up to 8 guests, with 2 bedrooms, 2.5 baths, a full kitchen, office, loft, and a deck with a grill overlooking parklike shared grounds. Bright interiors, skylights, mountain views, and a marble master shower will take your breath away. Steps from Shawnee Mountain and a short drive to Shawnee Inn & Golf, Bushkill Falls, the Delaware Water Gap, outlets, and dining. Includes breakfast, snacks, and quality body care—ideal for families, couples, or groups. Decor available.

Cliffside Chalet

Located conveniently in the Pocono’s, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Escape to our newly renovated Chalet that was built on a rock ledge and features a gigantic 22 foot ceiling with a charming loft to relax in. Enjoy being surrounded by lush greenery and nature, just minutes from popular hiking trails, waterfalls, and walking distance to the lake and playground. The bathroom features rare stone imported from Italy and a sink carved out of rock boulders.

Entertainers Retreat • Fire Pit + Games • Hot Tub

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

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 (:

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.

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!

Pocono Castle: 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!

Whitetail Retreat-Hiking, Biking & River adventure

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

Indoor Pool, Home Theater - HUGE Poconos Home

Welcome to our luxurious mountain retreat nestled in the heart of the picturesque Pocono Mountains! This expansive home is the perfect destination for families and friends seeking an unforgettable getaway filled with relaxation, entertainment, and adventure. Amenities include an indoor heated pool, private home theater, game room, gym, home office, themed children's rooms, and more.

Mori A-Frame: New Cabin Retreat w/Hot Tub

1.5 hours from NYC / 2 hours from Philadelphia. Mori A-Frame is a newly built minimalist cabin in the Poconos thoughtfully designed by two architects—who also happen to be your hosts! Located in a quiet, wooded community in East Stroudsburg, our design centers on providing a serene and restorative retreat. We hope you enjoy staying at our getaway home as much as we do.