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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Vacation Homes in Leesburg

Welcome to our Home in Ligonier
Interior

Welcome to our Home in Ligonier

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is our third time renting this property. The hosts are awesome and pay attention to detail. Couldn't be happier with our stay!"
The price is AED 422
AED 876 total
includes taxes & fees
4 Oct - 5 Oct
Welcome to our Home in Ligonier
Woodside Retreat in the Heart of Amish Country
Dining

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (8)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
The price is AED 422
AED 735 total
includes taxes & fees
5 Oct - 6 Oct
Woodside Retreat in the Heart of Amish Country
Gram's Cottage on Lake Webster in North Webster, Indiana is the perfect getaway.
Exterior

Gram's Cottage on Lake Webster in North Webster, Indiana is the perfect getaway.

The price is AED 455
AED 1,288 total
includes taxes & fees
4 Oct - 5 Oct
Gram's Cottage on Lake Webster in North Webster, Indiana is the perfect getaway.
3-BR + Firepit, Coffee Bar & Grill
Property grounds

3-BR + Firepit, Coffee Bar & Grill

10.0 out of 10, Exceptional, (1)
"Our stay was perfect, starting with communication, spotless, decorated for FALL and it felt like we were at home! Our son’s college was 24 minutes from the house and it worked out perfect for him to come visit and us enjoy Family Weekend at the school to watch him play baseball! Our next visit will be this exact place! We hope to get to come at Christmas because we want to see how beautiful it’s decorated in Christmas! 10/10 stay! Sweetest Host! The basket of smores and apples was the best! "
The price is AED 340
AED 1,022 total
includes taxes & fees
8 Oct - 9 Oct
3-BR + Firepit, Coffee Bar & Grill
Red Cottage - Papakeechie - Secluded - Swim - Bonfires - Fish - Relax
Interior

Red Cottage - Papakeechie - Secluded - Swim - Bonfires - Fish - Relax

The price is AED 657
AED 835 total
includes taxes & fees
5 Oct - 6 Oct
Red Cottage - Papakeechie - Secluded - Swim - Bonfires - Fish - Relax
Cozy lakefront home on Big Barbee Lake
Fridge, microwave, oven, stovetop

Cozy lakefront home on Big Barbee Lake

10.0 out of 10, Exceptional, (9)
"Stayed here for a Family Gathering/Reunion. Perfect spot for 4 of us. Quiet. "
The price is AED 479
AED 965 total
includes taxes & fees
16 Oct - 17 Oct
Cozy lakefront home on Big Barbee Lake
Trail Side in the Heart of Winona Lake
Exterior

Trail Side in the Heart of Winona Lake

10.0 out of 10, Exceptional, (31)
"House very comfortable, we enjoyed being close to the trails"
The price is AED 446
AED 915 total
includes taxes & fees
5 Oct - 6 Oct
Trail Side in the Heart of Winona Lake
Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.
Fridge, microwave, oven, stovetop

Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

10.0 out of 10, Exceptional, (4)
"It was a great stay! Owner was great with communication. "
The price is AED 569
AED 1,078 total
includes taxes & fees
7 Oct - 8 Oct
Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat
Dining

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

10.0 out of 10, Exceptional, (1)
"Great views, spacious, clean home, responsive owner. "
The price is AED 1,194
AED 2,114 total
includes taxes & fees
16 Oct - 17 Oct
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat
Lake House | Kayaks | Patio/Deck | Private Pier
Outdoor dining

Lake House | Kayaks | Patio/Deck | Private Pier

2.0 star property
10.0 out of 10, Exceptional, (15)
"We enjoyed our time away"
The price is AED 832
AED 1,534 total
includes taxes & fees
31 Oct - 1 Nov
Lake House | Kayaks | Patio/Deck | Private Pier
The Heron House @Waldron Lake
Dining

The Heron House @Waldron Lake

9.8 out of 10, Exceptional, (29)
"The owner was always very helpful and quick to answer any questions! The house was clean and very nice! Having the kayaks and paddle boat was so wonderful and the small sand beach worked well for our family!"
The price is AED 1,061
AED 2,394 total
includes taxes & fees
5 Oct - 6 Oct
The Heron House @Waldron Lake
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
Fridge, microwave, oven, stovetop

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

The price is AED 621
AED 1,617 total
includes taxes & fees
7 Oct - 8 Oct
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
4BR Lakefront · Pier · Game Room · Sleeps 16
Outdoor dining

4BR Lakefront · Pier · Game Room · Sleeps 16

10.0 out of 10, Exceptional, (16)
"7 Adults 3 kids and a dog. Plenty of rooms and room to spread out. Great view of lake from most rooms. Well supplied. Water was wonderful "
The price is AED 1,373
AED 2,822 total
includes taxes & fees
6 Oct - 7 Oct
4BR Lakefront · Pier · Game Room · Sleeps 16
Charming farmhouse in peaceful countryside
Terrace/patio

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (159)
"it was a nice place to stay "
The price is AED 474
AED 703 total
includes taxes & fees
26 Oct - 27 Oct
Charming farmhouse in peaceful countryside
Hilltop Family Retreat
Fridge, microwave, oven, dishwasher

Hilltop Family Retreat

10.0 out of 10, Exceptional, (1)
"Property appears to be recently remodeled and up to date with plenty of space for large groups. 3 bathrooms so no one has to wait. Upstairs can be warm during the summer but nothing a fan doesn't fix. Property owner is responsive and easy to reach."
The price is AED 1,515
AED 2,238 total
includes taxes & fees
5 Oct - 6 Oct
Hilltop Family Retreat
Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake
Outdoor dining

Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

9.6 out of 10, Exceptional, (10)
"Spacious home with a lot of amenities, and very clean. Close to everything we were in yown for."
The price is AED 477
AED 843 total
includes taxes & fees
19 Oct - 20 Oct
Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Exterior

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

9.6 out of 10, Exceptional, (12)
"We had a good time. Everything was as advertised. The stairs are a little steep and the road was busy, but we had a great time."
The price is AED 496
AED 1,107 total
includes taxes & fees
3 Nov - 4 Nov
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Webster - Charlee’s Cabin - Lake House with Pier
Smart TV

Webster - Charlee’s Cabin - Lake House with Pier

The price is AED 582
AED 1,803 total
includes taxes & fees
13 Oct - 14 Oct
Webster - Charlee’s Cabin - Lake House with Pier
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Property grounds

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

10.0 out of 10, Exceptional, (1)
"Fantastic place to get away right on the water. Enjoyed our 3 day stay with my husband and our puppy. There is a fenced in yard and a dock. Wonderful place to relax. Our host was very helpful and easy to get in touch with.Recommend highly "
The price is AED 1,017
AED 2,008 total
includes taxes & fees
5 Oct - 6 Oct
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Rock Run Creek House
Dining

Rock Run Creek House

10.0 out of 10, Exceptional, (3)
"was a fantastic rental. Thank you so much!"
Rock Run Creek House
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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Top Leesburg Hotel Reviews

CountrySide Inn

CountrySide Inn

10/10 Excellent
"Oue room was clean and comfortable. The staff was very helpful. We had an issue with the television other than that everything was very satisfactory."
Sandra 2-night trip
Posted 3 days ago
CountrySide Inn