Holiday houses in Leesburg

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Leesburg

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

1 of 1 pages1 / 1
Top Guest favourite
The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.
Home in Milford
4.98 out of 5 average rating, 119 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.

Superhost
An inviting porch features a spacious area with wooden beams supporting the roof. A blue swing hanging from the ceiling is complemented by comfortable seating arrangements and planters filled with greenery. The serene view of the lake is visible in the background.
Home in Syracuse
4.87 out of 5 average rating, 30 reviews

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.

Guest favourite
Cabin in North Webster
4.89 out of 5 average rating, 269 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
4.75 out of 5 average rating, 24 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 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, 148 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!

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
4.9 out of 5 average rating, 10 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!!

Guest favourite
Cabin in Warsaw
4.97 out of 5 average rating, 148 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
A collage showcasing the lakefront view at sunset, highlighting calm waters and distant docks. An interior view features a well-lit living area with comfortable seating and a dining table, alongside cozy bedding and decorative accents, providing a sense of warmth and relaxation.
Cottage in Warsaw
4.92 out of 5 average rating, 93 reviews

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!

Guest favourite
A bright living area showcases a blend of comfortable seating and a dining table. Two large windows allow natural light to fill the space, which features a neutral color palette and hardwood floors. A television is positioned for entertainment, complemented by decorative accents.
Home in Leesburg
5 out of 5 average rating, 9 reviews

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.

Guest favourite
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, 56 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!

Top Guest favourite
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, 431 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.

Top Guest favourite
A modern single-story house is shown with a spacious deck that features a gas grill and several comfortable seating areas. Large windows provide views of the interior, while steps lead from the deck down to a gravel area, emphasizing accessibility to the outdoor space.
Cottage in Leesburg
4.95 out of 5 average rating, 21 reviews

Lakeside, Kayaks, Large Deck, Endless Water Views

Kick back and relax in this calm, stylish space centrally located on the Barbee Chain of Lakes. Enjoy a cup of coffee on the 465 square foot deck overlooking the lake and wildlife surrounding the property. If relaxing isn't your cup of tea, enjoy kayaking or paddle boating with equipment that is provided. There is 190 ft of water frontage with great fishing opportunities and plenty space is available for boat parking.

Popular amenities for Leesburg holiday rentals

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