Vacation rentals in Leesburg, IN

42 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Leesburg, IN

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be - Leesburg, IN

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be

Cabin, Leesburg

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be is a cabin in Leesburg, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be

Charming Cabin on a Private, Serene Lake — Lake Life the Way It Used to Be is a cabin in Leesburg, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,169.

From$135/night
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2 Mi to Dtwn: Family Home in Warsaw! - Leesburg, IN

2 Mi to Dtwn: Family Home in Warsaw!

Holiday Home, Leesburg

2 Mi to Dtwn: Family Home in Warsaw! is a holiday home in Leesburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Dtwn: Family Home in Warsaw!

2 Mi to Dtwn: Family Home in Warsaw! is a holiday home in Leesburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,632.

From$142/night
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Cozy home w/ public lake access, game room, king bed, Grill, Firepit - Leesburg, IN

Cozy home w/ public lake access, game room, king bed, Grill, Firepit

Holiday Home, Leesburg

Cozy home w/ public lake access, game room, king bed, Grill, Firepit is a holiday home in Leesburg, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About Cozy home w/ public lake access, game room, king bed, Grill, Firepit

Cozy home w/ public lake access, game room, king bed, Grill, Firepit is a holiday home in Leesburg, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,415.

From$142/night
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Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake - Leesburg, IN

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake

Cottage, Leesburg

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake is a cottage in Leesburg, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake is a cottage in Leesburg, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,443.

From$150/night
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Best Leesburg, IN vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Webster Lake home - Leesburg, IN

Webster Lake home

Cabin, Leesburg

Webster Lake home is a cabin in Leesburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Webster Lake home

Webster Lake home is a cabin in Leesburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,801.

From$189/night
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Lakefront home on Little Barbee that sleeps 6 - Leesburg, IN

Lakefront home on Little Barbee that sleeps 6

Holiday Home, Leesburg

Lakefront home on Little Barbee that sleeps 6 is a holiday home in Leesburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Lakefront home on Little Barbee that sleeps 6

Lakefront home on Little Barbee that sleeps 6 is a holiday home in Leesburg, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,274.

From$235/night
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Lakefront Retreat on Pike Lake | Dock, Firepit & Sunrise Views - Leesburg, IN

Lakefront Retreat on Pike Lake | Dock, Firepit & Sunrise Views

Holiday Home, Leesburg

Lakefront Retreat on Pike Lake · Dock, Firepit & Sunrise Views is a holiday home in Leesburg, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About Lakefront Retreat on Pike Lake | Dock, Firepit & Sunrise Views

Lakefront Retreat on Pike Lake · Dock, Firepit & Sunrise Views is a holiday home in Leesburg, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,899.

From$291/night
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Market St Manor Bed and Breakfast - Leesburg, IN

Market St Manor Bed and Breakfast

B & B, Leesburg

Market St Manor Bed and Breakfast is a b & b in Leesburg, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Market St Manor Bed and Breakfast

Market St Manor Bed and Breakfast is a b & b in Leesburg, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,348.

From$160/night
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Best Pet-Friendly Vacation Rentals in Leesburg, IN

Bring your pet along with stays that welcome four-legged travelers.

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!! - Leesburg, IN

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Holiday Home, Leesburg

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!! is a holiday home in Leesburg, with pet-friendly space. This stay gives travelers a comfortable base for…

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About Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!! is a holiday home in Leesburg, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,051.

From$326/night
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Walk to Dtwn Syracuse: Private Lake-View Home - Leesburg, IN

Walk to Dtwn Syracuse: Private Lake-View Home

Holiday Home, Leesburg

Walk to Dtwn Syracuse: Private Lake-View Home is a holiday home in Leesburg, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Walk to Dtwn Syracuse: Private Lake-View Home

Walk to Dtwn Syracuse: Private Lake-View Home is a holiday home in Leesburg, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,848.

From$383/night
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Walk to Dtwn Syracuse: Private Lake-view Home - Leesburg, IN

Walk to Dtwn Syracuse: Private Lake-view Home

Cottage, Leesburg

Walk to Dtwn Syracuse: Private Lake-view Home is a cottage in Leesburg, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Walk to Dtwn Syracuse: Private Lake-view Home

Walk to Dtwn Syracuse: Private Lake-view Home is a cottage in Leesburg, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,849.

From$456/night
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Wow the View!! Prime Location on Big Barbee Waterfront - Leesburg, IN

Wow the View!! Prime Location on Big Barbee Waterfront

Holiday Home, Leesburg

Wow the View!! Prime Location on Big Barbee Waterfront is a holiday home in Leesburg, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Wow the View!! Prime Location on Big Barbee Waterfront

Wow the View!! Prime Location on Big Barbee Waterfront is a holiday home in Leesburg, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,467.

From$579/night
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Best Leesburg, IN vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!! - Leesburg, IN

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

Condo, Leesburg

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!! is a condo in Leesburg, with kitchen access and room for a group. This stay gives travelers a comfortable base…

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About Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!! is a condo in Leesburg, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,962.

From$212/night
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Lake Wawasee, Outdoor TV, Surround Sound & Bikes - Leesburg, IN

Lake Wawasee, Outdoor TV, Surround Sound & Bikes

Holiday Home, Leesburg

Lake Wawasee, Outdoor TV, Surround Sound & Bikes is a holiday home in Leesburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lake Wawasee, Outdoor TV, Surround Sound & Bikes

Lake Wawasee, Outdoor TV, Surround Sound & Bikes is a holiday home in Leesburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,258.

From$246/night
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Discover the Serene Beauty of Lake Sechrist at the Cottage on the Bay - Leesburg, IN

Discover the Serene Beauty of Lake Sechrist at the Cottage on the Bay

Cottage, Leesburg

Discover the Serene Beauty of Lake Sechrist at the Cottage on the Bay is a cottage in Leesburg, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Discover the Serene Beauty of Lake Sechrist at the Cottage on the Bay

Discover the Serene Beauty of Lake Sechrist at the Cottage on the Bay is a cottage in Leesburg, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,013.

From$329/night
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Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8! - Leesburg, IN

Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!

Holiday Home, Leesburg

Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8! is a holiday home in Leesburg, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!

Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8! is a holiday home in Leesburg, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,721.

From$378/night
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Our Favorite Family-Friendly Vacation Rentals in Leesburg, IN

Plan a trip with stays that give families more room to spread out.

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

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

Holiday Home, Leesburg

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath is a holiday home in Leesburg, with parking and kitchen access. This stay gives travelers a comfortable base for…

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

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath is a holiday home in Leesburg, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,718.

From$182/night
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NEW Spacious Lakehouse Retreat +private pier - Leesburg, IN

NEW Spacious Lakehouse Retreat +private pier

Holiday Home, Leesburg

NEW Spacious Lakehouse Retreat +private pier is a holiday home in Leesburg, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About NEW Spacious Lakehouse Retreat +private pier

NEW Spacious Lakehouse Retreat +private pier is a holiday home in Leesburg, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,969.

From$206/night
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Little Barbee Lakefront Bungalow - Leesburg, IN

Little Barbee Lakefront Bungalow

Cottage, Leesburg

Little Barbee Lakefront Bungalow is a cottage in Leesburg, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Little Barbee Lakefront Bungalow

Little Barbee Lakefront Bungalow is a cottage in Leesburg, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,923.

From$212/night
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New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier - Leesburg, IN

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

Condo, Leesburg

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier is a condo in Leesburg, with kitchen access and room for a group. This stay gives travelers a comfortable base…

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About New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier is a condo in Leesburg, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,004.

From$217/night
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