House 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!

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.

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.

The Villa Goshen (Exclusive Use/All Guest Spaces)

An unforgettable stay awaits! Spectacular waterfront views from the home and guest deck, with outstanding amenities and accommodations, this is The Villa Goshen. Booking allows exclusive use of all guest bedrooms, common spaces on the main & upper floors, and the wooden guest deck area off the kitchen. No parties unless pre-approved. Hosts live on site in a separate basement apartment. Easy access to Notre Dame (45 min), Middlebury (20 min), Nappanee (20 min), and 25 to Shipshewana (25 min).

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.

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!

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).

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.

Country Cottage

Located in the peaceful countryside of Nappanee, enjoy this charming house which is less than 3 miles to the nearest town with grocery store, restaurants, and shops. The front porch is a lovely place to unwind and relax, weather it's after a day of work or play or then to sip your morning coffee, with the occasional passing of a horse and buggy on this country road. There is No smoking in the house or on the property. No pets allowed.

Oriole Retreat. House with Full Kitchen.

At Oriole Retreat, your family will be close to many restaurants and activities at this centrally-located place. Only 3/4 mile from Winona Lake. Over 15 restaurants within a 7 minute drive. 45 Minutes from Downtown Fort Wayne The kitchen is stocked with dishes and utensils. Bedrooms include: Queen Bed Full Bed Twin Loft Bed The Living Room has a pull out sofa

Mineral Springs Hideaway

The Mineral Springs hideaway is a perfect peaceful getaway. Located two blocks from the beautiful Lake Winona and the The village of Winona a vibrant destination steeped in history. If you love to hike and bike the greenway is less than a block away. Grace College is a three minute walk. We know you’ll love experiencing a peaceful hideaway in northern Indiana.