Vacation rentals in Winona Lakes

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Top-rated vacation rentals in Winona Lakes

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

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Guest favorite

Home in Blairstown

4.9 out of 5 average rating, 115 reviews

Private Lakeview Cottage/Farmstay NYC & Rt80.

Retreat, Relax, & Renew. Enjoy Open Land, Fresh Air & Spacious Views. Your Sweet Cottage sits on 80 Ac. of Land w/Lakeviews, Fields, Trails & Streams throughout. Easy Access to Rt 80. *Avoid the Pocono traffic with quiet country roads, local antiques & crafts. Plenty of local fun-See our Guidebook! Enjoy daily walks on the trails. Ask for our animal tours. Alpaca Farm+Wolf Preserve+ ask about Ski/tubing/Snow Shoe Nearby. Local Music & Events/Wineries & Farmer's Mkt. Our market coming soon :))

Superhost

Guest suite in White

4.86 out of 5 average rating, 126 reviews

Private Waterfront Park - Firepit Hammocks Islands

Surrounded by 2 acres of beautiful Delaware riverfront park btwn islands and mountains. Comfy modern suite with deck, gazebo couch and amazing views of river and islands - 20 & 30 min to ski mountains - 75 min to NYC - 15 min to Poconos - 10 min to Delaware Water Gap & Appalachian trail - 10 min to 3 lakes w beaches - 2 to 5 min to lots of great shopping and restaurants - Hiking, fishing, nature adventures all around 1 queen bed, 1 sofa, kitchen, gazebo couch, grill, hammocks, firepit

Guest favorite

Home in Bushkill

4.95 out of 5 average rating, 300 reviews

Entire House One Bedroom Hot Tub Barrel Sauna

PLEASE READ THE ENTIRE LISTING BEFORE BOOKING. THE HOUSE IS CLEANED THROUGHLY AND SANITIZED AFTER EVERY STAY. WE ONLY USED TWO CLEANING PRODUCTS - LYSOL AND STEAMERS - KILLS 99.9% OF VIRUSES AND BACTERIA . PLEASE DON’T BRING ANY CHEMICALS TO THE HOUSE !!! Our house is located at the end of a road. PRIVATE BACKYARD surrounded by trees with SONOS INDOOR OUTDOOR SOUND SYSTEM MASTER SPA BARREL SAUNA BONE FIRE OUTSIDE PROJECTOR hookup and screen Access to lake, pool and activities.

Guest favorite

Cabin in Cresco

4.98 out of 5 average rating, 537 reviews

Romantic Getaway for couples-Pocono Mountains

Chic, boho minimalist cabin for TWO people only with a stream view • 6+ acres with no wifi & no TV... a true paradise for a dopamine detox and reconnection with each other & nature. • Perfect for avid outdoors folk or homebodies who prefer to sit by fire pit or on the porch & listen to the stream. Private but not secluded. • NO WIFI & LIMITED CELL CONNECTION! no landline either. PLEASE NO PETS/ANIMALS, AT ALL, THIS IS A HEALTH ISSUE, so NOT EVEN SERVICE ANIMALS due to severe allergies.

Guest favorite

Townhouse in East Stroudsburg

4.87 out of 5 average rating, 282 reviews

Magnolia House-Hiking, Biking, River & Jacuzzi

Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC

Guest favorite

Guest suite in Columbia

5.0 out of 5 average rating, 243 reviews

Private DWG Country Mountain Oasis-Frog Pond View

**PRIVATE in-law suite built for relaxing comfort & views of nature. **LOCATION- 2 miles from the Delaware Water Gap - Mount Tammany & Mount Minsi **WALK to a private brook side trail & a winery **DECK & PATIO - Grill & enjoy s'mores and roasted marshmallows by the pond. **INCLUDES - Bread, eggs, pancake mix, coffee, tea, milk, bananas and s'mores kit. (See photo) **EXPERIENCED HOSTS - #1 Most Hospitable Host in NJ 2021 - Airbnb. **Little or no interaction - your choice.

Guest favorite

Farm stay in Cresco

4.97 out of 5 average rating, 104 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!

Guest favorite

Cabin in Canadensis

4.91 out of 5 average rating, 889 reviews

Pocono Log Cabin Getaway

Cute & Cozy One Bedroom Log Cabin tucked away in the picturesque Pocono Mountains. Embrace the simplicity & tranquility of the mountains. Perfect for a cozy retreat. Private hot tub nestled in the trees, outdoor fireplace, hammock, and gas grill. The Pocono Mountains offer a diverse range of activities & attractions, including scenic hiking trails, thrilling ski slopes, lakes for boating & fishing, golf courses, water parks, charming towns w/shopping & dining options.

Guest favorite

Guest suite in Bangor

4.94 out of 5 average rating, 252 reviews

Modern Apt - Countryside /Mountains

Soak up the modern and homey apartment surrounded by private 3 acres yard with mountain side views. Plenty of space to walk, run or sit and relax in a countryside atmosphere. Enjoy evenings by the fire pit and nature sounds in the background. Only 5 minutes from beautiful and historic town of Bangor. Near Pocono Mountains and Lehigh Valley attractions, within 25 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park.

Guest favorite

Guest suite in Bangor

4.94 out of 5 average rating, 296 reviews

Delaware River Treehouse

SUPER HOST is a designation I'm proud of. But more than that, I'm thrilled and humbled by the number of folks who have chosen to stay at my Treehouse, and inspired by their GUEST COMMENTS: * Your place was perfect *Out-of-this world *Quiet *So refreshing *Truly an oasis *Tranquil abode *A great break from the city *So inviting, warm, comfortable, and unique *Truly our happy place *An amazing time *Peaceful sanctuary *

Guest favorite

Townhouse in East Stroudsburg

4.97 out of 5 average rating, 123 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 an mountain retreat close to the best restaurants, stores, and amenities of the Poconos. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs ✔ Free Parking

Guest favorite

Guesthouse in Stroudsburg

4.93 out of 5 average rating, 111 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.