Holiday rentals in Winona Lake

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!

Trail side in the heart of Winona Lake

In the heart of beautiful Winona Lake & just steps from the acclaimed trail system & greenway, this home offers a great getaway for any occasion! Take a short walk to the Village in Winona to enjoy dining, coffee, ice cream, shops, the splash pad & park, canoe rentals, & the beach. With 2 bdrms, an open concept kitchen/ living room, fireplace, space to entertain outdoors, and a gas fire pit on the cozy but expansive front porch that overlooks a wooded area, come enjoy this peaceful location.

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.

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!

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!

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.

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!

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!

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.

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.

Guesthouse Suite (A)

Guesthouse Suites is the ideal home base for the Village At Winona, Grace College and biking / walking trails. Relax on our balcony that overlooks Spring Fountain Park. Explore village shops and restaurants, Miller Sunset Pavilion/ Farmers Market in summer or Ice skating rink in winter, Winona Lake Park and Splash pad, basketball, tennis, and pickleball courts, paved Heritage Trail for walking or biking, and challenging mountain bike trails.

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