Holiday Homes in Leesburg

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Leesburg holiday homes

Interior

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Great place to relax, children loved the pool!"
United States
Delmer Y.
The price is €284
includes taxes & fees
4 Feb - 5 Feb
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Fridge, microwave, oven, stovetop

Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside
Nappanee
10.0 out of 10, Exceptional, (169 reviews)
"It was a clean nice place to stay. We loved the ping pong table. "
United States
Tracy M.
The price is €130
includes taxes & fees
4 Feb - 5 Feb
Charming farmhouse in peaceful countryside
Smart TV, books

Winona Lake Access With Pier

Winona Lake Access With Pier
Warsaw
10.0 out of 10, Exceptional, (21 reviews)
"The property was cozy, clean and updated. Would stay there again."
United States
Josh M.
The price is €204
includes taxes & fees
4 Feb - 5 Feb
Winona Lake Access With Pier
Interior

Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country
Nappanee
10.0 out of 10, Exceptional, (11 reviews)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
United States
VICKI
The price is €161
includes taxes & fees
23 Feb - 24 Feb
Woodside Retreat in the Heart of Amish Country
Property grounds

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

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Pierceton
9.6 out of 10, Exceptional, (14 reviews)
"Everything was wonderful "
United States
William R.
The price is €247
includes taxes & fees
23 Feb - 24 Feb
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Terrace/patio

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Milford
10.0 out of 10, Exceptional, (31 reviews)
"We very much enjoyed our stay. The pool and hot tub were amazing and the home was thoughtfully prepared. We would definitely love to stay here again. "
United States
Mariah C.
The price is €302
includes taxes & fees
4 Feb - 5 Feb
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Exterior

Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
10.0 out of 10, Exceptional, (12 reviews)
"we had a great time!"
United States
Tamara H.
The price is €234
includes taxes & fees
28 Feb - 1 Mar
Cozy lakefront home on Big Barbee Lake
Dining

The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (31 reviews)
"We had an absolutely fantastic time! We loved every minute of it and will definitely be back soon. "
United States
Jimmy L.
The price is €491
includes taxes & fees
5 Feb - 6 Feb
The Heron House @Waldron Lake
Interior

4BR Lakefront · Pier · Game Room · Sleeps 16+

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (16 reviews)
"Excellent lakehouse on lake Webster! Our family loved staying at this property and the owners take care of all the details. From water rafts, kayaks, air hockey, and Foosball, this is the house to choose for a large family stay, and I highly recommend it!"
United States
dpersky1
The price is €505
includes taxes & fees
4 Feb - 5 Feb
4BR Lakefront · Pier · Game Room · Sleeps 16+
Property grounds

3-BR + Firepit, Coffee Bar & Grill

3-BR + Firepit, Coffee Bar & Grill
Bourbon
10.0 out of 10, Exceptional, (1 review)
"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! "
United States
Brandy T.
The price is €233
includes taxes & fees
4 Feb - 5 Feb
3-BR + Firepit, Coffee Bar & Grill
Property grounds

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake
Winona Lake
9.8 out of 10, Exceptional, (38 reviews)
"The house was perfect for our weekend stay. It was very clean and the check in & check out process were super easy!"
United States
Melissa S.
The price is €224
includes taxes & fees
8 Feb - 9 Feb
Trail Side in the Heart of Winona Lake
Interior

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

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"Great views, spacious, clean home, responsive owner. "
United States
Bob T.
The price is €461
includes taxes & fees
5 Feb - 6 Feb
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat
Exterior

Hilltop Family Retreat

Hilltop Family Retreat
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"The house was very homey and well cared for. Very well equipped kitchen…lots of throw blankets and towels. The kids room was awesome with lots of toys! The host was very accommodating and was a very nice person! We had a wonderful stay ad hope to be back in the future!"
United States
Lynette L.
The price is €569
includes taxes & fees
4 Feb - 5 Feb
Hilltop Family Retreat
Dining

Rock Run Creek House

Rock Run Creek House
Goshen
10.0 out of 10, Exceptional, (3 reviews)
"was a fantastic rental. Thank you so much!"
United States
Lavern Y.
The price is €569
includes taxes & fees
4 Feb - 5 Feb
Rock Run Creek House
Property grounds

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

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Leesburg
10.0 out of 10, Exceptional, (1 review)
"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 "
United States
Lenora F.
The price is €449
includes taxes & fees
5 Mar - 6 Mar
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Interior

Lake View Lodge

Lake View Lodge
Syracuse
The price is €345
includes taxes & fees
23 Feb - 24 Feb
Lake View Lodge
Dining

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
Cromwell
10.0 out of 10, Exceptional, (25 reviews)
"Went for a guys grouping outing and had a great time! Great location with lots of outdoor space for yard games etc!"
United States
Zakk R.
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
Indoor pool, a heated pool

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras
Goshen
9.8 out of 10, Exceptional, (8 reviews)
"We decided to get away for a special occasion, and it didn’t disappoint! Thank you"
United States
Anna G.
The price is €1,081
includes taxes & fees
6 Feb - 7 Feb
Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras
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

Best Western Inn

Best Western Inn

10/10 Excellent
"The room was nice and clean. The staff was very nice. Great place for an inexpensive over night stay. "
Thomas 1-night trip
Posted 2 hours ago
Best Western Inn

Find out more about Leesburg

Leesburg Holiday Homes information

Number of reviews
365
Accommodation
109 Holiday Homes
Lowest Price
€130
Highest Price
€1,081