Vacation rentals in Winona Lakes

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Top-rated vacation rentals in Winona Lakes

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Top guest favorite

A spacious living room features vaulted ceilings adorned with wooden beams and skylight windows, allowing natural light to fill the space. A dark sofa is positioned in front of a low coffee table on a textured area rug. White cabinets provide organized storage along one wall.

Guest suite in Mount Bethel

4.94 out of 5 average rating, 125 reviews

Peaceful Vacation rental near the Pocono mountains

Welcome! This warm, cozy light-filled unit awaits. This unit has its own private entrance, which leads to a light and spacious living room with vaulted ceilings & skylight windows. Unit includes a laundry room, full sized kitchen & bath. 1-BR W/ queen sized bed. You can’t go wrong with this unit. Beautiful sunrises and sunsets, minutes from the Delaware Water Gap with miles of trails. Close to the Pocono Mountains. Come stay and relax in this tranquil unit that will make you feel right at home.

Top guest favorite

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

Castle in East Stroudsburg

4.99 out of 5 average rating, 401 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

OMG! 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!

Top guest favorite

A serene cabin is nestled among lush trees, with a gentle sunset casting a warm glow. A spacious front porch features comfortable seating, while a woodpile is neatly stacked nearby. A hammock sways subtly, inviting relaxation in this tranquil outdoor setting.

Cabin in East Stroudsburg

4.98 out of 5 average rating, 104 reviews

Private Retreat- Cozy Cabin in the Woods

Welcome to Rose Marie, this quiet retreat is a perfect match for Nature Lovers, Romantics & Small Families. This former hunting cabin has been completely remodeled adding modern amenities while retaining its history & charm. This 750 sq. ft. cabin features two bedrooms, one bath & a cozy living space with a wood burning stove. A fully stocked quaint kitchen has everything you need to prepare a home cooked meal. Did I mention the Delaware State Forest, 1,820 acres right outside the back door

Superhost

A spacious living area is furnished with a contemporary black leather sectional sofa, arranged around a glass coffee table atop a checkered rug. Large windows offer views of the surrounding nature, while a modern pellet stove adds warmth to the corner of the room.

Chalet in East Stroudsburg

4.77 out of 5 average rating, 417 reviews

BLVCK Cabin I w/ wood Hot Tub near Bushkill Falls

True mountain escape with designer finishes and high end appliances. The black cabin is situated near Bushkill Falls surrounded by a creek accessible for kayaking and fishing. The house is suited for six people 2 queen bedrooms and Queen Loft on the second level. Open kitchen plan that connects with the living space highlighted by a beautiful pellet stove. Wrap around deck with gas firepit & outdoor TV . Wood burning hot tub in the woods. Only 20mins away from Shawnee Mountain & Bushkill Falls

Guest favorite

The A-frame chalet is surrounded by lush greenery, featuring a welcoming front porch with steps leading to the entryway. Large windows allow ample natural light to fill the interior. A small shed is visible in the background, accentuating the tranquil forest setting.

Cabin in East Stroudsburg

4.98 out of 5 average rating, 133 reviews

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 (:

Guest favorite

A warmly decorated living area features a sectional sofa complemented by a plush ottoman. A natural wood accent wall houses a flat-screen TV above a fireplace. A potted plant adds a touch of greenery, while a patterned rug covers the wooden floor, enhancing the space's comfort.

Townhouse in East Stroudsburg

4.97 out of 5 average rating, 167 reviews

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

Superhost

A cabin nestled among trees features a wrap-around deck, enhancing the connection to nature. Large windows bring natural light into the space, with a stone chimney adding rustic charm. The surrounding area is covered in fallen leaves, indicating the seasonal surroundings.

Cabin in Bushkill

4.9 out of 5 average rating, 136 reviews

Whimsical Forest Retreat near Bushkill Falls

PLEASE SELECT "SHOW MORE" TO SEE FAQ AT BOTTOM FOR INFO ABOUT PET POLICY, FIREWOOD, AND MORE. Come stay at our forest-fantasy abode in the Poconos, where each bedroom is inspired by the seasons. Enjoy the wrap-around deck, picnic table surrounded by trees, and smoker/grill. We have a washer/dryer, full kitchen, and 2 full baths. We’re located nearby Bushkill Falls (10 min), Shawnee Mountain (15 min), Delaware Water Gap (20 min). The home is in a gated community with many guest amenities.

Superhost

The open living area features a spacious sectional couch, a wooden coffee table, and large windows that allow sunlight to illuminate the space. A dining table is visible in the background, along with a fully equipped kitchen, creating a welcoming and functional environment.

Cabin in Stroudsburg

4.85 out of 5 average rating, 335 reviews

El Sol~A Cozy/Trendy Cabin With Stunning Views!

This peaceful, beautiful, SUNNY and cozy cabin is the perfect escape! A winter Ski retreat only 15 minutes to Shawnee Mountain and all the outdoor activities. So much light and a wall of windows looking out into the woods and surrounding mountains. 2 bedrooms, 3 beds 1 and 1/2 bath. Only a short drive from NYC or Philly and within 10 mins from camping, hiking, rafting and fishing in the spring and summer months. El Sol is a magical and perfect homey place for a day off or extended vaca!

Top guest favorite

Guest suite in Columbia

5 out of 5 average rating, 285 reviews

DWG Country Mountain Oasis-Frog Pond View

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

Guest favorite

A cozy living area features warm wooden paneling and a plush sofa with light-colored cushions. A wooden coffee table holds two water bottles and a binder, while a stone fireplace adds character. Natural light streams in through large windows, enhancing the inviting atmosphere.

Farm stay in Cresco

4.96 out of 5 average rating, 164 reviews

The Thoroughbred Cottage at Pleasant Ridge Farm

The Thoroughbred Cottage is the quintessential, early 1900s Pocono vacation cottage. Located on our commercial horse farm, the cottage has been entirely renovated but has kept its unique original details. Views include our upper pastures and wooded hillside of the state game lands beyond. The cottage is set back on our private lane, but is close to all major Pocono attractions and wedding venues. A perfect, cozy little getaway for couples. Farm/horse Experiences available!

Superhost

The living room features a cozy U-shaped sofa and a mounted flat-screen TV above a modern coffee table. Large windows illuminate the space, revealing views of the outdoor area. An indoor fireplace and telescope are present, adding charm to the inviting atmosphere.

Townhouse in East Stroudsburg

4.89 out of 5 average rating, 194 reviews

★Scenic Mountain Oasis | Mins to Ski Slopes/Hiking

Spoil yourself by staying in the modern townhouse nestled less than 5mins away from the ski slopes of Shawnee Mountain. Besides numerous winter activities, East Stroudsburg offers many hiking trails throughout the lush green forest in the summertime. Enjoy the lovely natural ambiance in the backyard, or relax in the comfortable and stylish interior. ✔ 2 Comfy BRs and Loft Bed ✔ Fully Equipped Kitchen ✔ Indoor Fireplace ✔ Workstation ✔ High-Speed Wi-Fi ✔ Free Parking

Superhost

A wooden kayak rack is positioned near the water's edge, displaying two kayaks. A black storage container is nestled underneath the rack. Lush greenery surrounds the scene, with a serene lake visible in the background, reflecting the blue sky and scattered clouds.

Home in Bushkill

4.8 out of 5 average rating, 106 reviews

Lakefront home in Saw Creek Estates, Bushkill

Lake House in Saw Creek Estate Community Escape to our LAKEFRONT HOME just 1.5 hours from NYC! Enjoy the serene beauty and numerous amenities of the Saw Creek Estate Community: Community Amenities: Ski Lift Hill Indoor & Outdoor Pools Lakefront Beach Playgrounds Basketball Courts Racquetball Court Fitness Center Top of the World Restaurant Nearby Attractions (~15-minute drive): Bushkill Falls Shawnee Ski TreeVenture Zip Lining Snow Tubing Golf Courses