
Holiday houses 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.

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

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.

Luxury forest cabin w/private trails
Welcome to picturesque spacious luxury: this fully renovated cabin, tucked away on an expansive 200+ acre property w/ private trails. The spectacular 1 bedroom features: vaulted ceilings, brand new kitchen & appliances, granite counter island w/ seating, dining room, powder room & bathroom with walk in shower & soaking bathtub, King bed, blackout curtains, large windows with nature views, Smart TV, BBQ, hot tub option(available in summer) & direct access to the serene forest & walking paths.

Magical A-Frame by River | Fire Pit, Snowy Forest
Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

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

Cottage in the Woods | Extended Stay Retreat
Cabin vibes & luxury touches make the ⇛Cottage in the Woods⇚ an amazing place for our guests! Come escape to the Cottage nestled deep in the woods in a peaceful and quiet area. Connect with nature watching roaming deer and woodland views from the 4 season sunroom. Enjoy an evening fireside at the firepit with friends and family. *YoutubeTV included* We invite you to our Cottage with cabin vibes & luxury touches. 90min from NYC and 2hrs from Philadelphia. Welcome to the Pocono Mountains!

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.

Enchanting River Chalet
Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Skiing/Tubing | Sauna | HotTub | Games | Woods
Skiing/Tubing season is almost around the corner! Escape to the "Eclipse", a Scandinavian-inspired modern cabin nestled on .5 acres overlooking endless woods. The Eclipse offers thoughtful amenities such as a striking gas fireplace, a fun arcade console, disc golf, laser tag, and a mouth watering popcorn cart for movie nights. Unwind in the hot tub under the stars or bask in the LED-lit A-frame charm. At 'Eclipse', all stars align for a truly magical stay.

Riverfront Dog Friendly Cabin with Mountain Views
Escape to Cliffside Cottage, a private riverfront retreat in the Poconos with breathtaking mountain views and total serenity. This secluded, dog-friendly getaway features a plush king bed, cozy indoor fireplace, outdoor fire pit, wrap-around deck, and direct access to the Bushkill River. Perfect for romantic weekends, quiet resets, or nature-filled escapes, Cliffside Cottage offers comfort, privacy, and connection in every season. Hosted by Wander Home.
Popular amenities for Winona Lakes holiday rentals
Other great holiday rentals in Winona Lakes

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Creekfront Rustic Log Cabin

Private Poconos Getaway - Pet Friendly

Pickle Farm

Lakeview A-Frame | Starlit Hot Tub | Xbox | Modern

Dreamy & Scenic 3BR Lakefront on 200-Acre Estate
Destinations to explore
- Plainview Holiday rentals
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- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
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- Camelback Resort & Waterpark
- Mountain Creek Resort
- Camelback Mountain Resort
- Blue 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




