House vacation rentals in Winona Lake

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Top-rated house rentals in Winona Lake

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Top guest favorite
An exterior view of the charming home showcases the covered front porch with wooden railing and welcoming entryway. A lantern hangs above the door, and flower beds with colorful blooms are visible along the side. A sign indicating 'NO SMOKING' is prominently displayed.
Home in Winona Lake
4.99 out of 5 average rating, 371 reviews

Off The Beaten Pass -on Greenway .3 mi Beach/Park

Charming home nestled on Greenway Trails in historic Winona Lake, IN. Completely renovated in 2017 with cozy living space. Walking/biking distance to Beach, Park, Playground, Splash Pad, Tennis Courts, Basketball Court, Volley Ball Court, The Village shopping & restaurants, Grace College. Beautiful sunsets from the beach! Perfect for couples, solo adventurers, business travelers, small families, mountain bike get-aways, cross-country skiing, weekend tailgating Notre Dame Football games, etc!

Top guest favorite
The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.
Home in Milford
4.98 out of 5 average rating, 119 reviews

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

From the heated in-ground pool, to the large hot tub, to the huge heated/a/c game room, you will love your stay at our Milford location. Created with comfort and fun in mind there is no end of things to do and places to unwind and enjoy the relaxation of a home away from home. With sizzling hot Wi-Fi, this place is perfect for a girl's weekend, a couples retreat, an extended stay with your family, or a work trip. All the details are well thought out to create a perfect getaway for every group.

Guest favorite
Home in Goshen
4.88 out of 5 average rating, 115 reviews

The Cozy Townhouse

Welcome to The Cozy Townhouse located in Goshen. Centrally located to Middlebury, Nappanee, and Shipshewana, this will be the perfect place to settle down for the night. The property has a closed in backyard fence with a fireplace where you can enjoy your evenings. Whether you are staying with family or with friends this will be a great stay for you. Wake up and enjoy a fresh cup of coffee with grounds from local coffee shop Main Street Roasters which is located in Nappanee. 40 minutes from ND.

Guest favorite
Home in Winona Lake
5 out of 5 average rating, 14 reviews

The Birdhouse

Welcome to "The Birdhouse" nestled in the picturesque lake town of Winona Lake, Indiana! Whether you're looking for a peaceful getaway or a place to explore local charm, this is the perfect spot. Just blocks from the lake, you’ll be steps away from scenic walking trails, the Village at Winona’s charming shops and restaurants, and the beautiful Grace College campus. Whether you're relaxing by the water, exploring local culture, or visiting loved ones at Grace, The Birdhouse is the perfect place!

Superhost
The exterior of Shell Cottage is showcased, featuring a lakefront view with a private dock and paddle boat. Lush greenery surrounds the cottage, and a spacious deck is visible. An American flag stands proudly, with a gravel parking area accessible beside the cottage.
Home in Leesburg
4.75 out of 5 average rating, 24 reviews

Cozy & Scenic Lakeside Retreat

Welcome to Shell Cottage on Shoe Lake, a charming retreat set by the lakefront offering breathtaking sunrises. Built in 1940, this 1 bedroom, 1 bath lovingly preserved and tastefully updated 424 sq ft cottage blends historic charm with modern comforts. A cozy layout with its original doors, windows and wood floors brings a nostalgic touch. Guests can make the most of lake life with included amenities - floe dock, paddle boat, and lift ready for your enjoyment. Perfect for a relaxing getaway!

Top guest favorite
A spacious living area features a comfortable sectional sofa adorned with various textured pillows. A glass coffee table sits on a soft area rug, while natural light illuminates the space through large windows. Shelves with decor elements and a cozy seating area complete the inviting atmosphere.
Home in Silver Lake
4.98 out of 5 average rating, 156 reviews

Peaceful lake house

Take a break and unwind at this peaceful oasis where you will see Bold Eagles hanging out in our backyard tree. Enjoy kayaking and fishing during the day and beautiful sunsets in the evening. For the boating and fishing enthusiast, local boat launch just around the corner. Warsaw is 20 minutes away, where you can enjoy shopping, dining and sightseeing. For anyone seeking a larger city, Fort Wayne is a 45 minutes' drive, where you can visit the Zoo, Theatres and Botanical Conservatory.

Top guest favorite
The exterior of The Tulip House features a light blue facade with white trim, showcasing large windows and a front porch. The steps lead to a welcoming entrance, framed by a seasonal motif of fallen leaves on the ground.
Home in Winona Lake
5 out of 5 average rating, 37 reviews

The Tulip House

Nestled in the heart of charming Winona Lake, The Tulip House is a lovingly restored 1908 gem that beautifully combines historic character with modern comforts. Step inside to discover original hardwood floors, updated kitchen, 4 bedrooms, renovated bathrooms, and two inviting porches, complete with a relaxing hot tub. Just a short stroll away, you’ll find the village shops, restaurants, and breathtaking sunsets. This quaint town captured our hearts, and we’re thrilled to share it with you!

Top guest favorite
A living area features a rustic stone fireplace with a wooden mantel as its focal point. Comfortable seating is provided by two patterned armchairs and a leather sofa. Natural light enters through adjacent windows, and a decorative rug lies under a wooden coffee table.
Home in Roanoke
5 out of 5 average rating, 107 reviews

Wit's End

If you are at your wit's end, this is your country retreat! You can fill the house with 8 people or just enjoy the quiet setting of this old farm house alone. Newly remodeled and ready for guests, you can borrow a book from the reading library, play games at the farm table and enjoy coffee on the swivel chairs in the kitchen. The home sets on 4.5 acres only 20 minutes from downtown Fort Wayne, 10 minutes to Lutheran Hospital, and 10 minutes from the town of Roanoke shopping and dining!

Top guest favorite
The exterior view of the home is displayed alongside a serene lake. The structure features a blend of outdoor decks with seating areas, large windows, and a well-maintained yard with trees offering shade, all set against a clear blue sky.
Home in Warsaw
4.97 out of 5 average rating, 128 reviews

Relax 15 guests can enjoy Holidays & Everyday

Beautiful home in a quiet neighborhood on Barbee Chain of 7 Lakes ,Irish Lake Channel.Can be used for reunion corporate event birthday, bachelor bachelorette parties,fire pit Corn hole boards along with a fully stocked kitchen. Oklahoma Joe’s Gas &charcoal grill with a smoker box, 4 bedrooms 2 bath fenced in back yard for pets &kids.Pet fees apply. Parking for trailers trucks 2 Beautiful decks with gorgeous sunsets.Nice beach close by.Pontoons available to rent separately at the home.

Top guest favorite
Home in Goshen
4.98 out of 5 average rating, 115 reviews

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Escape to The Trillium Lane Cabin - Your Home Away from Home! Experience the perfect place for you and your loved ones to escape the hustle and bustle of everyday life in this 3 bed/2 bath authentic log cabin in the heart of woods! Unwind in tranquility as you soak in the peaceful setting, whether it be on the front porch, secluded hot tub, or by the fire (wood provided). Secluded feel, but conveniently located near Goshen, Middlebury, Shipshewana (20 min), and Nappanee (30 min).

Top guest favorite
The exterior of the cottage showcases a modern design with a white façade and black accents. A small porch features wooden steps leading to the front door. A black bench with red flowers is positioned beside the entrance, with a well-maintained grassy area nearby.
Home in Winona Lake
4.96 out of 5 average rating, 210 reviews

Short Walk to the Lake and Trails

The 123 Cottage is perfect for a peaceful getaway. You will be staying in an ideal central location with the ability to explore the historical Winona Lake. In just a short walk, you can visit The Village with local shops/restaurants along the canal or The Limitless park with a public beach, playground, splash pad, volleyball courts, tennis courts, pickle ball courts, and basketball courts. Feeling a bit more adventurous? Take a scenic walk on the Greenway or ride the bike trails.

Top guest favorite
A charming Scandinavian-style cottage is depicted with a white facade and dark blue base. Flower boxes adorn the windows, while an inviting porch features a decorative wreath. A concrete pathway leads to the entrance, surrounded by a grassy area and trees.
Home in Winona Lake
5 out of 5 average rating, 35 reviews

Scandihaus Cottage Fireplace+Deck, Near the Lake

Step into serenity at this thoughtfully curated Scandinavian-style cottage, nestled by the lake. The curated cottage features cozy linens, soft textures, and a warm, minimalist aesthetic that invites you to truly unwind. Sip your morning coffee on the deck while soaking in seasonal lake views, then curl up by the cozy fireplace as the evening sets in. Whether you’re reading a book or simply relaxing in the peaceful stillness, every corner is crafted for comfort & connection.

Popular amenities for Winona Lake house rentals

When is the best time to visit Winona Lake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 477ﺩ.ﺇ 488ﺩ.ﺇ 474ﺩ.ﺇ 514ﺩ.ﺇ 514ﺩ.ﺇ 514ﺩ.ﺇ 514ﺩ.ﺇ 525ﺩ.ﺇ 503ﺩ.ﺇ 584ﺩ.ﺇ 544ﺩ.ﺇ 521
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Quick stats about house rentals in Winona Lake

  • Total vacation rentals

    Explore 20 vacation rentals in Winona Lake

  • Nightly prices starting at

    Winona Lake vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winona Lake vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winona Lake rentals

  • 5 Average rating

    Winona Lake stays are highly rated by guests—averaging 5 out of 5!

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