Book Holiday Homes in Leesburg

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Featured Holiday Homes in Leesburg

Lakeside Indiana Vacation Rental Near Fort Wayne!

Lakeside Indiana Vacation Rental Near Fort Wayne!

Churubusco
Stay at this vacation home in Churubusco. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker.
Lakeside Indiana Vacation Rental Near Fort Wayne!
Lakefront Syracuse Home w/ Deck & Private Dock!

Lakefront Syracuse Home w/ Deck & Private Dock!

Syracuse
Stay at this vacation home in Syracuse. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Syracuse Lake and ...
Lakefront Syracuse Home w/ Deck & Private Dock!
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

North Webster
Stay at this vacation home in North Webster. Enjoy free WiFi, a garden, and patios. Popular attractions Webster Lake and Big Barbee Lake are located nearby.
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
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Tranquil lakeside retreat

Tranquil lakeside retreat

Syracuse
Stay at this vacation home in Syracuse. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions South Shore Golf Club and Lake Wawasee are located ...
Tranquil lakeside retreat
Barbee Lake Big House!  Sleeps 14+ Game Garage!  Pier and Dock to Barbee!

Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!

Warsaw
Stay at this vacation home in Warsaw. Enjoy free WiFi, a garden, and patios. Popular attractions Big Barbee Lake and Webster Lake are located nearby.
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside

Nappanee
Stay at this vacation home in Nappanee. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions McCormick ...
Charming farmhouse in peaceful countryside
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

Syracuse
Stay at this vacation home in Syracuse. Enjoy free WiFi, private pools, and a garden. Popular attractions Lake Wawasee and Wawasee Golf Club are located ...
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres

Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres

Goshen
Stay at this vacation home in Goshen. Enjoy a garden, balconies or patios, and cable/satellite TV service. Popular attraction McCormick Creek Golf Course is ...
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
`Burning Pine Inn' Farm House in Amish country.

`Burning Pine Inn' Farm House in Amish country.

Middlebury
Book a stay at this family-friendly vacation home in Goshen. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Elkhart County Fairgrounds ...
`Burning Pine Inn' Farm House in Amish country.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Leesburg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Leesburg vacation homes are the perfect way for you to wing it.

Holiday houses in Leesburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Leesburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Leesburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Leesburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Leesburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Leesburg Holiday Homes essential information

Accommodation
85 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Lakeside Indiana Vacation Rental Near Fort Wayne!, Lakefront Syracuse Home w/ Deck & Private Dock!, Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath, Tranquil lakeside retreat , Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!, Charming farmhouse in peaceful countryside, Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!, Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres, `Burning Pine Inn' Farm House in Amish country.

Top trending hotels in Leesburg

Beautiful lakefront property

Beautiful lakefront property

Leesburg
Stay at this cottage in Leesburg. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Big Barbee Lake and Tippecanoe Lake are located ...
Beautiful lakefront property
beautiful cottage by the lake. Relax and enjoy your stay.

beautiful cottage by the lake. Relax and enjoy your stay.

Leesburg
Stay at this cottage in Leesburg. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Tippecanoe Lake and Dewart Lake are located ...
beautiful cottage by the lake. Relax and enjoy your stay.
Lake Tippecanoe Lake House - Anchor Inn

Lake Tippecanoe Lake House - Anchor Inn

Leesburg
Stay at this vacation home in Leesburg. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Tippecanoe Lake and Dewart Lake are located ...
Lake Tippecanoe Lake House - Anchor Inn
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Wyndham Garden Warsaw

Wyndham Garden Warsaw

3 out of 5
2519 E Center St, Warsaw, IN
Stay at this 3-star family-friendly hotel in Warsaw. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Wyndham Garden Warsaw
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.