Vacation rentals in Leesburg

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Top-rated vacation rentals in Leesburg

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

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Guest favorite
A log cabin with a welcoming front porch is surrounded by lush greenery. A gravel driveway leads up to the cabin, which features large windows and a rustic design. Natural light filters through the trees, enhancing the serene outdoor setting.
Cabin in North Webster
4.89 out of 5 average rating, 216 reviews

Dock of the Bay Fishing Cabin with Boat Dock

"Livin Easy" 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 a full 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 with you or you to rent @ a marina while here.

Top guest favorite
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, 167 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.

Superhost
A firepit area is set on a green lawn, surrounded by four chairs arranged in a circle. In the background, the calm lake reflects the blue sky with fluffy white clouds, while a dock and a kayak can be seen along the shore.
Home in Leesburg
4.88 out of 5 average rating, 17 reviews

Lakehouse, kayaks, dock, fishing, fence for pets!

Beautiful lakefront home on the Barbee chain of lakes. Small, but all you need!! This guesthouse features a kitchen, family room, firepit, dock for your boat, and a fenced in side yard for your dogs!! We supply 2 kayaks with lifejackets and a grill. King size bed in the bedroom! We have a loft for the kids that they will love!!! This house has the best views and best fishing on the chain! Must be 21 to book and show ID after booking confirmation. Plenty of parking. Come make some memories!!

Top guest favorite
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
4.97 out of 5 average rating, 373 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.

Top guest favorite
Cabin in Warsaw
4.97 out of 5 average rating, 157 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!

Guest favorite
A fire pit surrounded by several chairs is set on a grassy area, providing a cozy gathering spot. A lake view is visible in the background, with docks and boats. A vibrant sunset sky adds color, while a kayak is propped against a tree nearby.
Home in Warsaw
4.89 out of 5 average rating, 28 reviews

Little Barbee Lakefront Bungalow

Step into a simpler time at our cozy, lakefront cottage on Little Barbee, where time slows down and relaxation takes over. Whether escaping with family or friends, immerse yourself in the joys of lakeside living. Engage in outdoor games, sizzle up a feast on the grill, and drink in the gorgeous waterfront views and spectacular sunsets. With your own private dock, there's space to moor your boat for aquatic adventures. Complete your perfect day with a crackling bonfire at the water's edge.

Top guest favorite
Cottage in Warsaw
4.93 out of 5 average rating, 96 reviews

Lake Front + Private Pier + Fire Pit + Kayaks

We invite you to come enjoy your time away at our delightful summer lake front cottage on Little Barbee Lake. Close proximity to Big Barbee Lake (all sports lake) Little Barbee is part of the Barbee Chain of Lakes with plenty of room to boat and fish. Bring your own boat or jet ski as the dock is steps away from the cottage. ••• Sunday AND Holiday check-ins may be available depending on our cleaning schedule! Please contact me and we'll do our very best to accommodate your schedule!

Guest favorite
Guesthouse in Leesburg
4.96 out of 5 average rating, 24 reviews

Tippy Lake Retreat | Kayaks, Bonfires & Lake Views

UNIQUE, SPACIOUS, and HAS IT ALL! Views and Sunsets of Lake Tippecanoe - All Sports Lake; second to none! Space to sleep a minimum of 12, 2 full baths with private w/c, walk-in showers, a gas fireplace, amazing 1940's Century boat island, lake access and pier use just steps away, pier space for personal watercraft boat rentals available, please ask for promo code! Kayaks, paddle boards, reverse osmosis water, charcoal grill, outdoor seating, fire pit, artificial grass area, and more!

Guest favorite
A peaceful waterfront view features calm waters reflecting surrounding greenery. A wooden pier extends into the water, bordered by grassy areas. Various boats are visible in the distance, adding to the serene atmosphere of the lake access area.
Home in Warsaw
4.93 out of 5 average rating, 57 reviews

The Little Barbee Lodge *Lake Access*

Welcome to a cozy getaway, The Little Barbee Lodge. Our 2 bedroom, 1 bath cottage is located off the channel *lake access* of Little Barbee Lake! Equipped with the things you need for a relaxing vacation. Watch the sunrise on the screened-in patio. Enjoy the water and the land with our 2 kayak's & 2 adult bikes! In the evening, enjoy a bonfire. *The Barbee Chain of Lakes are noted for the fishing/hunting. I have pier space available for an additional charge. Bring your boat!

Guest favorite
Cabin in Nappanee
5 out of 5 average rating, 6 reviews

The Retreat at Cabin Creek Farms

Escape to our peaceful country cabin nestled down a quiet lane surrounded by rolling farmland and grazing cows. Enjoy spacious accommodations with a wrap-around patio perfect for morning coffee, cozy evenings by the indoor fireplace, and scenic hiking trails right at your doorstep. Your perfect rural getaway awaits! Small events for up to 30 people are allowed upon request before with an extra fee, if interested in hosting an event please request before making the reservation!

Superhost
Home in Warsaw
4.8 out of 5 average rating, 5 reviews

Lakefront House w/ Dock, Firepit & Kayaks

Wake up to sunrise over Pike Lake in this thoughtfully curated lakefront retreat designed for calm, connection, and comfort. With a private dock, firepit, three-season sunroom, and peaceful shoreline, this home is ideal for families, couples, or remote professionals seeking a restorative escape. Professionally managed and intentionally furnished, it blends effortless lakeside living with the reliability of a well-run stay—just minutes from Warsaw’s dining, parks, and trails.

Top guest favorite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 445 reviews

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.

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