Vacation rentals in Leesburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Leesburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
A shaded outdoor area is framed by wooden beams, leading to a clear in-ground pool with a diving board and slide. String lights create a soft glow, and lounge chairs are positioned nearby, offering a serene space for relaxation.
Home in Milford
4.98 out of 5 average rating, 114 reviews

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.

Guest favourite
A rustic log cabin is surrounded by snow-covered ground and tall trees, showcasing a welcoming porch. The sloped roof reflects natural light, while large windows provide glimpses of the inviting interior. The cabin exudes a cozy atmosphere, perfect for a peaceful retreat in nature.
Cabin in North Webster
4.89 out of 5 average rating, 266 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.

Superhost
The exterior of Shell Cottage is showcased, featuring a lakefront view with a private dock and paddle boat. Lush greenery surrounds the cottage, and a spacious deck is visible. An American flag stands proudly, with a gravel parking area accessible beside the cottage.
Home in Leesburg
4.77 out of 5 average rating, 22 reviews

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!

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
A comfortable living area features a large sectional sofa and a cozy bean bag chair, with light streaming through two windows. A coffee table sits at the center, and a fireplace adds warmth. A desk with a chair is positioned in one corner, while a ceiling fan circulates air.
Cottage in Warsaw
4.98 out of 5 average rating, 145 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!

Guest favourite
The outdoor lakeside area is illuminated with string lights, creating a calming ambience. The cottage features a spacious patio with several seating options. A white railing outlines the dock, which leads to the calm water, reflecting the soft light from the surroundings.
Home in Warsaw
5 out of 5 average rating, 26 reviews

Lakefront Paradise Cozy Cottage

Welcome to our recently renovated Lakefront Paradise Cozy Cottage! Escape to your very own retreat offering 50 feet of prime waterfront on Sechrist Lake (Barbee Chain). Step outside and find yourself right next to the waters, where you can relax on the lakeside patio and soak in the stunning views featuring a nice sandy bottom, perfect for swimming and water activities. Whether you're looking for a peaceful getaway or a lively retreat, this lake cottage is ideal for making lasting memories.

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.
Apartment 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, 138 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!

Top guest favourite
The exterior view of the home is displayed alongside a serene lake. The structure features a blend of outdoor decks with seating areas, large windows, and a well-maintained yard with trees offering shade, all set against a clear blue sky.
Home in Warsaw
4.97 out of 5 average rating, 125 reviews

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.

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, 207 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
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.
Apartment in Winona Lake
4.97 out of 5 average rating, 342 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 Leesburg vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Kosciusko County
  5. Leesburg