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
The spacious great room features high wooden ceilings supported by exposed beams. Large windows allow natural light to fill the space, which includes a cozy seating area with a light-colored sofa, a dining table, and a fully equipped kitchen in the background.
Barn in Jermyn
4.98 out of 5 average rating, 215 reviews

Restored Barn - 44 Acres, 100 Acre Lake

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 treehouse is elevated among vibrant autumn foliage, with golden and orange leaves surrounding it. The structure features large windows and an outdoor deck with railings, offering a view of the forest. The rustic design complements the natural setting.
Treehouse in Mehoopany
4.92 out of 5 average rating, 212 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!

Top guest favorite
A newly constructed treehouse rests elevated among lush trees, featuring a spacious balcony with railings. A stone path leads to the entrance, surrounded by manicured landscaping and greenery. Stairs ascend to the entrance, emphasizing the treehouse's height and secluded setting.
Treehouse in Sweet Valley
4.97 out of 5 average rating, 268 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
Cabin in Lake Harmony
4.93 out of 5 average rating, 211 reviews

"The Lure" Delightful, Private Waterfront Getaway

The Lure is a fully renovated 1940s fishing cabin reimagined into romantic waterfront retreat for 2 on the glacial waters of Round Pond in Lake Harmony. Designed for couples, this home pairs vintage charm with modern indulgence--private hot tub beneath the stars, crackling wood-burning fireplace, fire lit evenings by the shore, and quiet mornings drifting by canoe. Secluded yet moments from adventure: hiking, dining, skiing, Jim Thorpe, and Pocono Raceway--where romance lingers and time slows.

Top guest favorite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.98 out of 5 average rating, 262 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 spacious wooden deck is enveloped by trees, featuring red lounge chairs and a patterned outdoor rug. Soft lighting illuminates the area, creating a calming ambiance. A potted plant adds a touch of greenery, while decorative elements hang from the railing, enhancing the natural setting.
Treehouse in Tunkhannock
4.97 out of 5 average rating, 223 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, 397 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
Cottage in Nicholson
4.94 out of 5 average rating, 109 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!

Guest favorite
The late 19th century farmhouse exhibits a charming blend of stone and stucco exterior. A well-manicured lawn surrounds the home, bordered by lush trees for privacy. The structure features multiple windows on the second floor, providing natural light to the living spaces.
Home in Falls
4.93 out of 5 average rating, 114 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
A rustic living area features a large brown sofa and a cozy chair positioned near a stone fireplace. Natural light filters in through large windows adorned with patterned curtains, illuminating the wooden walls and ceiling. A colorful area rug adds warmth to the space.
Cabin in Tunkhannock
4.98 out of 5 average rating, 128 reviews

WaterFront Cabin Hot Tub Kayaks Fishing Game Conso

Welcome To The Lodge At Tunkhannock Creek, a 2 bedroom rustic log cabin on over 1/10th of a mile of creek frontage In Tunkhannock, PA - a historic town in the beautiful Endless Mountains of Pennsylvania. The creek is great for kayaking, swimming, or fishing, and it’s stocked by the PA Fish Commission. The lodge is a cozy cabin perfect for families, couples, or a small group of friends. Come to enjoy the peace of the creek or to explore all the area has to offer!

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
4.87 out of 5 average rating, 173 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.

Guest favorite
Home in Falls
4.95 out of 5 average rating, 321 reviews

Bella Vista River House 🌅

Come stay in the beautiful endless mountains on the bank of the river, with a private driveway straight to the river. The property has endless riverside views of the river and valley. The view from the balcony is exceptional "Bella Vista" and the home is well equipped for a long or short stay! Follow us on Instagram @bellavistariverhouse Please note that our minimum age requirement for at least one guest is 25 years of age.

Popular amenities for Lake Winola vacation rentals