Holiday houses in Winona Lake

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Top-rated holiday rentals in Winona Lake

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

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Top Guest favourite
Home in Winona Lake
4.99 out of 5 average rating, 363 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 favourite
The spacious living area features arched ceilings and large windows, allowing natural light to fill the room. Comfortable seating is arranged around a central coffee table, with a flat-screen TV mounted on the wall. The adjacent kitchen includes stainless steel appliances and cabinetry.
Apartment in Goshen
4.96 out of 5 average rating, 905 reviews

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

Top Guest favourite
Barn in North Manchester
4.97 out of 5 average rating, 226 reviews

The Shed Retreat

The Shed Retreat is a sacred space for anyone looking to shed their worries, fears, and busy schedules. Once a home for goats located in a secluded area on our property, it is now a peaceful garden oasis among the trees for those seeking a break from the norm. Inside, you can enjoy a cozy and relaxing place to lounge or rest. Outside, you can spend time around the fire pit, collect fresh eggs for breakfast, kayak on a nearby river, bike to local ice cream shops, or take a nap in a hammock.

Top Guest favourite
Guesthouse in Winona Lake
5 out of 5 average rating, 258 reviews

Guesthouse Suites (C)

For business or pleasure, you will experience lovely Winona Lake staying in our newly constructed GuestHouse Suites. Next to the heart of The Village at Winona, a short walk up to Grace College or a short walk over to visit the shops and restaurants; Spring Fountain Park graces your view. Winona Lake Limitless Park, public beach, splash pad, tennis, pickleball and basketball courts, paved walking/bike trails, mountain bike trails, and an ice skating pavillion, are all within walking distance

Top Guest favourite
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, 140 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 favourite
A serene view of the cottage along Hoffman Lake Channel is framed by leafy trees. The peaceful waters reflect the greenery, and a wooden walkway runs alongside the cottage. A boat is visible at the dock, enhancing the lakeside setting.
Cottage in Warsaw
4.98 out of 5 average rating, 140 reviews

The Channel House @ Hoffman Lake

2 bedroom 2 bathroom cottage that is located on Hoffman Lake Channel. The Channel House is great for fishing right out of the back door. Conveniently located a drive from Warsaw, IN and several smaller towns. Bring nothing to this fully furnished cottage except your clothes and plan for fun. On site drive way parking, laundry, garage with pool table, darts, & air hockey. Several activities inside and out. Fire pit, outdoor seating and lounge chairs. We live nearby & can assist your stay!

Top Guest favourite
A serene view of the channel is displayed, surrounded by lush greenery and residential properties. A grassy area leads to a small stone firepit with white Adirondack chairs. Kayaks are visible near the wooden pier, suggesting easy access to water activities.
Cabin in Warsaw
4.97 out of 5 average rating, 127 reviews

Couples A-frame · Heart Jacuzzi · Firepit · Kayaks

Peaceful channel-front A-frame cabin on Barbee Chain of 7 lakes! This cozy retreat features a charming, rustic interior, fully stocked kitchen, and heart-shaped jacuzzi. You'll love stargazing or drinking morning coffee on your spacious deck with gas firepit and gas grill. Unwind by the cozy fireplace, kayak and fish on the Barbee Chain of 7 lakes, and make s’mores by the waterside firepit! Minutes from boat launch. Book now for unforgettable memories in this intimate, picturesque getaway!

Top Guest favourite
An inviting pathway framed by vibrant fall foliage leads through the setting, with a logo for E Brewing Company prominently displayed. Soft golden and orange hues of autumn leaves create a warm backdrop for the marketing text highlighting the brewery and Airbnb's location.
Farm stay in South Whitley
4.95 out of 5 average rating, 140 reviews

Esterline Farms Cottage/ Brewery

Welcome to E Brewing Company at Esterline Farms Cottage. The first farmhouse brewery Air BNB in our state. We offer a beautiful new Cottage with spectacular views of our quaint hobby farm filled with miniature goats, chickens, rabbits, our resident paint horse. We have a full onsite brewery and taproom that is approximately 50 ft from the Cottage. It’s open Thurs, Fri, Sat, Sun. We are only 1/4 mile from South Whitley, 10 miles from Columbia City, and 20 miles from Fort Wayne and Warsaw.

Guest favourite
Apartment in North Webster
4.92 out of 5 average rating, 100 reviews

Clean and Cozy Studio Apartment

Looking for a clean, comfortable place to rest while visiting town? This cozy garage studio apartment is the perfect getaway for the couple wanting to enjoy our small lake community or a quick overnight while passing through. Completely renovated with a full kitchen, bath and sleeping area all above our garage. Apartment has it’s own parking separate from main house. We are within walking distance to the public boat launch and near the historic Dixie if you want to catch a boat ride.

Guest favourite
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, 197 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.

Superhost
A two-story building is surrounded by lush greenery and colorful flowers. A garage with a stone facade is visible to the left, while a well-maintained lawn leads to the entrance. Large windows allow natural light to fill the space.
Guesthouse in North Webster
4.89 out of 5 average rating, 178 reviews

Come relax near beautiful Lake Webster

Our place is close to Webster Lake beach & boat ramps w/boat rentals. Whether you are looking for a relaxing getaway or to gather with friends & family you’ll love our place because of the location. We are centrally located between South Bend (Notre Dame) and Fort Wayne (Tincaps stadium/ Coliseum), close to many small towns w/ lakes, great eateries, & antique shops. With so much to offer you can find something to do for everyone or stay in & relax in our relaxed environment.

Top Guest favourite
A grey house with solar panels is seen alongside a driveway, featuring a parked white SUV. Lush orange flowers bloom prominently in the foreground, while multiple trees provide greenery in the background under a blue sky.
Guesthouse in North Webster
4.97 out of 5 average rating, 263 reviews

Modern Webster Lake cottage

This home has a great floor plan for 2-4 people with a small loft bed for a youngster. It has high end kitchen accessories and in-unit washer and dryer. Water softener for great water, maple hardwood floors and a front deck for outdoor barbecuing. Parking for 3 cars and a shed with lots of amenities including bikes and hammock for recreation and relaxing. New in 2024, new rug, blackout curtains and solar panels! EV charger free for guests!

Popular amenities for Winona Lake holiday rentals

When is the best time to visit Winona Lake?

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Avg. price$222 NZD$222 NZD$238 NZD$224 NZD$238 NZD$238 NZD$238 NZD$243 NZD$233 NZD$238 NZD$238 NZD$226 NZD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Winona Lake?

    Yes! Work meets play with ease at over 10 vacation rentals in Winona Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Winona Lake?

    Winona Lake has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Winona Lake?

    Experience the best of Winona Lake with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Winona Lake have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Winona Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winona Lake have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Winona Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winona Lake have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Winona Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winona Lake have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Winona Lake. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Winona Lake?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Winona Lake

  • Total holiday rentals

    Explore 30 holiday rentals in Winona Lake

  • Nightly prices starting at

    Winona Lake holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winona Lake holiday 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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  2. United States
  3. Indiana
  4. Kosciusko County
  5. Winona Lake