
Holiday rentals in Winona Lakes
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Top-rated holiday rentals in Winona Lakes
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Cozy Lakeside Cottage w Year Round Hot Tub
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.

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!

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.

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

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

Modern Creekside cabin near falls, slopes & more!
Welcome to Bushkill River front cabin! Literally steps from the Bushkill Creek and nestled away on a private road of unique log cabins. Enjoy a weekend getaway or long relaxing vacation in this lovely custom built cabin. This home will leave you feeling disconnected from everyday life yet is conveniently located to major roadways, golf, skiing, shopping and area attractions. If you are looking to enjoy the natural beauty of nature in a unique modern home—you have found it!

BLVCKCabin2 near Falls w/HotTub, Sauna & Game Room
True mountain escape with designer finishes and high end appliances. The Cabin is situated near Bushkill Falls surrounded by a creek accessible for kayaking and fishing. The house is suited for 6 people 2 queen bedrooms on the main level and King Loft on the upper level. Open kitchen plan that connects with the living space highlighted by a beautiful fireplace. Beautiful deck for entertaining with a fire pit. Only 20mins away from Shawnee Mountain & 24/7 Supermarket.

Nature Lovers Paradise Private Close to Everything
Many Pocono attractions within a 15 minute drive! Kalahari indoor water park 10 minutes away, Camelback Ski Area (with snowboarding and snow tubing) and Aquatopia indoor water park 15 minutes away, the Crossings Premium shopping outlets 12 minutes away, Blue Ridge Estates Winery, many restaurants & Mount Airy Casino and golf course is only 3 minutes away! 6 minutes to Sanofi. Large bedroom, big living space with microwave, fridge, deck with gas grill.

The Upper Hill Cottage
Located in the heart of the Poconos, Just 1 hour and 15 minutes from Manhattan! Our home has been completely remodeled with no detail overlooked. Modern amenities, quiet community and minutes to hiking, waterfalls & the Delaware river. Pets welcome! ** Please take note** ALL DOGS MUST BE KEPT ON A LEASH OUTSIDE & ONLY ON OUR PROPERTY AT ALL TIMES! We have neighbors with animals and ask this for everyone’s safety. Thank you in advance!!

Poconos Cabin | Hot Tub | Game Room | Pets | Ski
Escape to this luxurious Poconos getaway at The Alpine Haus the perfect place for families or couples seeking a perfect blend of relaxation and adventure. Enjoy a Hot tub, Fire pit, Smart TVs and central heating in this spacious 2060 Sq ft main cabin just a 12 min drive to Hidden Lake with easy access to nearby attractions like Delaware Water Gap Bushkill Falls and Shawnee for skiing golfing and rafting all in East Stroudsburg PA.

Pocono - A-Frame - Sauna, Hot Tub, Fire Pit
Escape to the idyllic surroundings of Pocono Lake and discover your perfect retreat at our classic A-frame home. Nestled in a serene wooded area on Lake Naomi (members only lake - not public), this true gem is the perfect spot for weekend getaways or remote work retreats. Whether you're looking for adventure or relaxation, our home has something for everyone.
Popular amenities for Winona Lakes holiday rentals
Other great holiday rentals in Winona Lakes

5 min Shawnee Mountain, Hot tub, Game Rm, 3 Kings

Jewy’s Cozy Cottage

Waterfront Compound - Fire Pit, Fishing & Hiking

Creekview Suite, 2 Queen BRs in Shawnee village

Luxe 5BR Poconos Retreat | Ski, Lake & Resort

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

Mountain Views • Sauna • Hot Tub • EV • Secluded

Forest Haven Retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Camelback Resort & Waterpark
- Mountain Creek Resort
- Blue Mountain Resort
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Montage Mountain Resorts
- Bethel Woods Center for the Arts
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Bushkill Falls
- Camelback Snowtubing
- Big Boulder Mountain
- Camelback Mountain
- Hickory Run State Park
- Lake Harmony
- Resorts World Catskills
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Camelbeach Mountain Waterpark
- Mohegan Sun Pocono
- Aquatopia Indoor Waterpark
- Shawnee Mountain Ski Area
- Mount Peter Ski Area
- Penn's Peak




