Vacation rentals in Leesburg

Dewart Lakefront Cottage

Escape to our charming Lake Cottage, nestled on the peaceful Dewart Lake in Syracuse, IN. Whether you're seeking a relaxing weekend or an adventurous getaway, this cozy retreat offers stunning lake views, beautiful sunrises and sunsets, private access on an all sport lake and all the comforts you need for a memorable stay anytime of the year. Enjoy the lake with kayaks, fishing from the pier and space for a boat, BBQ grill, smart TVs and campfire pit are just a few amenities we have to offer.

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!!

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.

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!

Tippecanoe Lake-Family Friendly-4Bedroom

Have fun with the whole family at this stylish place. A newly renovated home that has a warm and comforting feel throughout. Country living that includes 4-bedrooms featuring 2 master bedrooms. The large kitchen is accommodating for all with brand new appliances, luxury vinyl flooring, quartz countertops and specialty bars. Cozy seating areas with a game corner, social media friendly area with beautiful natural lighting to capture the moment. Marina and public lake access minutes away.

Lake Haven Cottage • Fun Summer Get Away

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!

Cozy cottage on Irish Lake!

Come stay and play! This home offers everything you need to have a getaway at the lake. Wake up and enjoy a sunrise kayak ride around the lily pads watching the wildlife. Or sit on the deck with a cup of coffee. This adorable cottage with 1 bedroom, a sleeping loft and 1.5 baths lets you enjoy all the Barbee Chain has to offer. There are only a few steps off the deck to the private pier so bring your boat! There are convenient places to rent one if you don’t want to bring your own.

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!

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!

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.

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 with an extra fee, if interested in hosting an event please request before making the reservation!