
Holiday houses in Leesburg
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Top-rated holiday rentals in Leesburg
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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.

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.

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!

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 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!

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.

Mullet's Speed Shop
Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

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

Cabin off 39 - Peaceful, private one bedroom cabin
Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.
Popular amenities for Leesburg holiday rentals
Other great holiday rentals in Leesburg

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

Oriole Retreat. House with Full Kitchen.

Island Guest House

Bright home with boat dock & access to Winona Lake

Dewart Lake lakefront, sunsets, swimming, fishing

All-Sports Lakefront, Pier/Slip, Kayaks, 3Bd/2.5Ba

Charming Wawasee Cottage

Bourbon’s cozy nook
Destinations to explore
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- University of Notre Dame
- Potato Creek State Park
- Fort Wayne Children's Zoo
- Blue Gate Restaurant & Bakery
- Four Winds Casino
- Promenade Park
- Potawatomi Zoo
- Foellinger-Freimann Botanical Conservatory
- Four Winds Field
- Studebaker National Museum
- Howard Park
- Country Heritage Winery
- Morris Performing Arts Center
- St. Patrick's County Park
- Basilica of the Sacred Heart, University of Notre Dame
- Embassy Theatre
- Parkview Field
- Auburn Cord Duesenberg Automobile Museum
- Blue Gate Theater
- Allen County War Memorial Coliseum
- Clyde Theatre





