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!

Value · Location · Checkout

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.

Location · Family · Laundry

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.

Value · Family · Long stay

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!

Family · Location · Layout

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!

Location · Quiet · Indoor spaces

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.

Value · Family · Checkout

Historic Grocery Hot Tub Getaway

Charming early 1900 Grocery Store Turned Cozy 1-Bedroom Home with Hot Tub Stay in this unique 1-bedroom home, once a bustling 1900s grocery store, now a charming retreat in Huntington, Indiana. It features hardwood floors, exposed brick, and modern amenities. The bedroom has a queen bed, the living room has a pull-out full perfect for one adult or two small children. Enjoy a private hot tub with a waterfall feature, perfect for unwinding. This cozy home offers comfort and a touch of luxury.

Location · Family · Comfort

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!

Value · Family · Long stay

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.

Family · Value · Sleep quality

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).

Location · Value · Decor

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.

Location · Value · Nearby

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.

Family · Location · Indoor spaces