Vacation rentals in Lake Winola

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Top-rated vacation rentals in Lake Winola

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Barn in Jermyn
4.98 out of 5 average rating, 208 reviews

Restored Barn - 44 Acres Near Elk Mountain

Reconnect with nature at this unforgettable retreat. Escape to our renovated barn on a 44-acre eco-paradise. Experience modern farmhouse living with 25-foot ceilings, a great room with beautiful views, fully equipped kitchen, king-size bed in giant loft bedroom, and cozy gas stoves. Hike, kayak or fish on the 100 acre lake, forage for wild berries and ramps in season, or go skiing at Elk Mountain right down the road. One-of-a-kind serenity and rustic, natural luxury in Pennsylvania's wilderness.

Guest favorite
A red treehouse is elevated among tree trunks, featuring a wooden ramp leading to its door. The surrounding area includes bare trees and a view of open fields in the background, illuminated by soft natural light.
Treehouse in Mehoopany
4.92 out of 5 average rating, 211 reviews

So Secluded & Magical Easy access & Pet Friendly

+Pet Friendly + Professionally Cleaned for Every Guest+ It is a REAL treehouse Send me a message for amazing local outdoor adventures. You will have a truly unique experience sleeping 30 feet above the forest floor. Rock-a-bye, baby! You get to go totally “off the grid” in this treehouse perched between two beautiful maple trees in a wooded forest, with amazing views over fields all the way to the stunning Endless Mountains. Send a message for how you can be in touch with the environment!

Guest favorite
Treehouse in Sweet Valley
4.97 out of 5 average rating, 261 reviews

Owls Nest Treehouse- Hot Tub- 2mi to RG state park

This beautiful treehouse lifts guests into the trees with the peak of the structure reaching 30 feet into the air. This private, tiny home and balcony is all yours with no shared spaces. Enjoy the ground level patio complete with furniture, gas grill and a new salt water hot tub! Perfect for cookouts after long hikes at Rickett's Glen. Immerse yourself in the beautiful landscapes of this woodland experience. Perfect base for your outdoor adventure to Ricketts Glen State Park, only 2.5 miles.

Top guest favorite
A modern A-frame cabin is illuminated by warm outdoor lights, showcasing a spacious deck and hot tub. The structure features large glass doors that open to a cozy living area, while the surrounding woodlands provide a serene backdrop. A gravel pathway leads to the entrance.
Cabin in Damascus
4.98 out of 5 average rating, 247 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Top guest favorite
A wooden deck is surrounded by trees, featuring a large umbrella shading a circular table with benches. A barbecue grill is positioned nearby, and string lights are draped along the railing, while Bowman's Creek is visible in the background amid the natural greenery.
Treehouse in Tunkhannock
4.97 out of 5 average rating, 221 reviews

Creekside Getaway in the Trees

A very large & private 2nd floor (steps) efficiency studio apt with a spectacular 40 foot deck amid trees overlooking Bowman's Creek in the beautiful Endless Mountains of NEPA . Very close to Tunkhannock, a beautiful country town w/ great shops, food, stores, outdoor activities, entertainment & much more. Included are furnishings, dishes, bedding, electric, heat, air, internet, off street parking & more. Near restaurants, coffee shops, entertainment, antiques, hiking paths, lakes & nature.

Top guest favorite
A charming log cabin is nestled among the trees, featuring a sloped roof and wooden façade. A stone patio area includes a picnic table and a grill, surrounded by lush greenery. The inviting outdoor space highlights the cabin's connection to the natural wooded landscape.
Place to stay in Wapwallopen
4.99 out of 5 average rating, 392 reviews

Peaceful, authentic, rustic log cabin in the woods

Quiet wooded setting for authentic log cabin: *Self-contained wooded area. Owners live nearby. Other homes visible in winter. *1/2 mile country dirt road passes homes on way to cabin. Please drive slowly! *Signs along road after GPS leaves off. *Parking area turn around. *Complete bathroom *Kitchen: convection oven/ air-fryer/ microwave combo, Keurig, toaster, under counter frig. / small freezer. *Loft queen bed *Double Futon *Pots, pans, utensils *Table service for 4 *Games, books

Top guest favorite
The exterior of a cozy cottage is framed by a large tree, showcasing a welcoming blue front door and seasonal wreath. Two brown wicker chairs are positioned on the grassy area in front, inviting relaxation. Vibrant autumn leaves add color to the scene.
Cottage in Nicholson
4.93 out of 5 average rating, 106 reviews

Cozy Lakefront Cottage, Sleeps 4, Great Amenities!

A cozy cottage nestled on a 90-acre private lake, located in the tranquil Endless Mountains of Pennsylvania. Comfortable decor, exemplary hospitality, with available activities like multiple nearby fishing,golf courses, hiking, skiing and lake fun throughout the year! Think of The Bitty Bee Lake Cottage as your home away from home either with complete privacy or join the fun with the lake community at the Pavillion. Cozy meets casual...where people come together to eat, drink and BEE happy!

Top guest favorite
A hot tub is illuminated by soft green lights, creating a calming ambiance under the evening sky. Warm, inviting string lights hang overhead, reflecting the natural surroundings of trees in the background, while a gravel area provides space for outdoor seating.
Cabin in Meshoppen
4.97 out of 5 average rating, 111 reviews

Gracie’s Cabin on the lake with a hot tub!

Come stay at our peaceful cozy cabin with a hot tub to recharge and relax. Our cabin is located on a back country road with very little traffic. You have lake frontage just across the road on a 19 acre non motorboat lake. You can kayak, fish or swim here. Our cabin has all the amenities you need including water, electric, grill, outdoor picnic table and fire pit. The cabin is small, cozy and one to remember!!! We have two kayaks, paddle boat and new dock for you to enjoy.

Superhost
Home in Dalton
4.87 out of 5 average rating, 102 reviews

Modern Getaway w/ POOL & HOT TUB and AMAZING VIEWS

Immerse yourself in nature and luxury at our Pocono Mountain Oasis. Modern elegance meets rustic charm, from the fully equipped kitchen to the plush master suite and finished basement. The outdoor hot tub boasts sweeping mountain vistas, while the heated pool offers the perfect summer escape. Whether you seek adventure or relaxation, this haven promises an unforgettable retreat in the heart of the Pocono Mountains. *No events or parties. *No outside guests allowed.

Guest favorite
Home in Falls
4.93 out of 5 average rating, 112 reviews

Cozy secluded farmhouse in Wyoming County, PA

This late 19th century farmhouse has been beautifully restored to feature the original hardwood flooring throughout but comes equipped with all the most important 21st century updates (heat, running water, electricity, wifi). Our 3 bd/ 1 bath home is perfect for a relaxing weekend getaway for couples, friends, or families, whether you want to serve a 3-course meal at our antique dining room table or relax at the picnic table while grilling in our outdoor fireplace.

Top guest favorite
The A-frame cabin is showcased in the twilight, surrounded by trees and illuminated by soft string lights. A hot tub is situated on a wooden deck nearby, offering a serene outdoor retreat. A barrel sauna is also visible, adding to the relaxation options.
Cabin in Albrightsville
4.99 out of 5 average rating, 198 reviews

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.

Guest favorite
Two rustic wooden rocking chairs are positioned beside a circular fire pit on a comfortable patio. The inviting entrance of a cottage is visible in the background, featuring a decorative front door and a porch with railing. The setting offers a welcoming outdoor space.
Cottage in Nicholson
4.88 out of 5 average rating, 168 reviews

Lakeside Cottage near skiing/waterparks/wineries

Welcoming cottage located on a private lake near skiing, golfing, waterparks, wineries, and breweries. Recently renovated with a large living/dining area perfect for relaxing and gathering with family & friends. Offers an additional loft with 2 full-size beds, great for kids. A short walking distance from a year-round bar and grill with a rotating seasonal menu and craft beer. Several other casual and fine dining options are located within minutes.

Popular amenities for Lake Winola vacation rentals