Vacation rentals in Leesburg

Sunrise on Sawmill | Kayaks, Firepit, & Games!

Have fun with the whole family at this newly updated lake home on Sawmill Lake (part of the Barbee Chain offering access to fishing, swimming, boating and water sports). Features four bedrooms (sleeps 14 comfortably), 3 full bathrooms, an arcade + game flex zone in the basement with a futon, plenty of indoor and outdoor dining + lounging area, a lakefront firepit area-seating up to 10; complete with hanging egg chairs and custom cedar benches, kayaks and paddle boat are ready to go at the dock!

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!!

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!

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.

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 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!

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 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!

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.

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.