Holiday rentals 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
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, 368 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!

Guest favourite
Cabin in North Webster
4.89 out of 5 average rating, 265 reviews

Dock of Bay Cabin- Private Dock on Lake Webster

"Last Cast" is close to town, creating the perfect space to have access to peace & quiet while being close to town & water. This cabin is on a private property that guests will have all to themselves while they are here. You will have access to an eat in kitchen, living room, private bathroom, and a loft which has two beds. This cabin comes w/channel dock space on the S. side of Lake Webster. There is space for your boat & water toys to bring along w/ you or rent items @ a marina while here.

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, 151 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
Cottage in Warsaw
4.98 out of 5 average rating, 143 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 cozy sleeping area features a plush queen bed, adorned with decorative pillows. Natural light streams through skylights, illuminating the space. A wooden dresser adds warmth, while a dreamcatcher hangs on the wall, complementing the tasteful decor and providing a relaxing atmosphere.
Flat in Warsaw
4.96 out of 5 average rating, 362 reviews

The Loft: 1880

Located near, Zimmer-Biomet, and Cinema. Perfect for business travelers & those visiting family & friends. We've hosted contract workers & parents visiting Grace College students. The Loft is a second-story self-contained annex attached via a private entrance. On-Site Parking. We are situated on 3 acres and love our 1909 farmhouse and The Barn 1880: Historic Venue. Open plan living/dining w/fully equipped kitchen w/coffee bar, separate private queen bedroom & private bathroom. See Reviews.

Guest favourite
Cabin in Warsaw
4.96 out of 5 average rating, 137 reviews

Romantic A-frame · HeartJacuzzi · 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!

Guest favourite
An open layout showcases the studio apartment's main living area, featuring a cozy seating chair and a spacious bed. Large windows allow natural light to illuminate the space, while a modern kitchen with a wood-topped counter and a gas stove is positioned prominently.
Flat in North Webster
4.92 out of 5 average rating, 106 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.

Top guest favourite
A bright bedroom features a spacious bed dressed in white linens, accented by a blue throw blanket. Natural light fills the room through large windows, with a stylish mirror and a decorative vase positioned nearby. A wooden dresser provides storage, and a cozy bench is placed at the foot of the bed.
Flat in Winona Lake
4.99 out of 5 average rating, 70 reviews

Cozy Winona Lake Apt. -Grace, The Village, & Lake!

The Spot! @ Winona Lake🌟🌊🚴‍♂️🎾 Welcome home to your cozy, modern 1-bedroom, 1-bath getaway! Enjoy scenic lake views, onsite parking, a comfy queen bed, and a queen sofa pullout. You’re just minutes from the Village at Winona, and Grace College! Step outside to enjoy nature trails, the beach, and the kayak launch, or explore nearby shops, restaurants, pickleball & tennis courts, playgrounds, and splash pad. Perfect for relaxation or adventure, everything is just steps away!

Top 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, 204 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 favourite
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, 29 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.

Top guest favourite
The spacious suite includes a large bed with light bedding, a cozy sofa adorned with blue pillows, and a colorful area rug with circular patterns. Natural light enters through multiple windows, enhancing the relaxed ambiance of the room.
Flat in Winona Lake
4.97 out of 5 average rating, 340 reviews

Guesthouse Suite (B)

Experience the history of lovely Winona Lake when you book your stay in our GuestHouse Suites next to the heart of the village. Just steps up the hill to Grace College, or a short walk to the shops and restaurants, Spring Fountain Park will grace your view. WL Limitless park and public beach, splash pad, tennis, pickleball, and basketball courts, paved walking/bike trails, and challenging mountain bike trails, are all within walking distance.

Top guest favourite
A sandy lakefront area is visible, featuring several brown Adirondack chairs arranged in a circle around a fire pit. In the background, a wooden dock leads to a covered boat lift, with calm waters reflecting the clouds above.
Cottage in Warsaw
4.96 out of 5 average rating, 270 reviews

Lakewood Cottage on Winona Lake

Modern and light filled lakefront cottage on beautiful Winona Lake. Great views from the lakefront dining area. You walk in the front door and you feel surrounded by the water. Quiet neighborhood is great for biking and walks. You can access the Greenway trail a mile away which takes you to the Village of Winona. Check out our custom video on youtube, just copy and paste the below code into the youtube search bar. AMErvK41MSo

Popular amenities for Winona Lake holiday rentals

When is the best time to visit Winona Lake?

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Avg. price£96£95£91£97£103£103£103£105£101£103£103£98
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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 20 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 20 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 20 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 20 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 20 homes with wifi, over 20 homes with a kitchen, over 20 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 £22 per night before taxes and fees

  • Verified guest reviews

    Over 3,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Winona Lake holiday rentals include wifi 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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