Leesburg Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Leesburg holiday rentals

Property grounds
Fishing · Kayaks · Firepit · Paddleboat

Cabin in Pierceton

Fishing · Kayaks · Firepit · Paddleboat
10.0 out of 10, Exceptional, (22)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is HK$984
HK$2,065 total
includes taxes & fees
16 Dec - 17 Dec
Fishing · Kayaks · Firepit · Paddleboat
Microwave, oven, stovetop
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Cottage in Syracuse

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
9.8 out of 10, Exceptional, (6)
"The cottage fits the description perfectly! It was probably the cleanest place I've ever stayed, which meant so much. It is as nice outside as in. Will definitely book again for a quiet weekend away."
United States
Ryan B.
The price is HK$1,004
HK$2,030 total
includes taxes & fees
28 Dec - 29 Dec
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Exterior
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

Holiday Home in Pierceton

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
9.6 out of 10, Exceptional, (14)
"This isn't our first time staying here and we love it. It's easy to find, simple living and quiet. Also, there is food delivery available so we don't have to cook after a long hunt."
United States
Michael G.
The price is HK$1,050
HK$2,344 total
includes taxes & fees
16 Dec - 17 Dec
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Exterior
Trail Side in the Heart of Winona Lake

Holiday Home in Winona Lake

Trail Side in the Heart of Winona Lake
9.8 out of 10, Exceptional, (38)
"House very comfortable, we enjoyed being close to the trails"
United States
Dennis A.
The price is HK$1,015
HK$2,052 total
includes taxes & fees
16 Dec - 17 Dec
Trail Side in the Heart of Winona Lake
Exterior
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Cottage in Warsaw

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
10.0 out of 10, Exceptional, (17)
"Wonderful home, lovely views on the lake, great communication with owner and host. We very much enjoyed our stay!"
United States
Carol B.
The price is HK$1,226
HK$2,419 total
includes taxes & fees
21 Dec - 22 Dec
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Interior
Welcome to our Home in Ligonier

Holiday Home in Ligonier

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!"
United States
Jeremiah A.
The price is HK$895
HK$1,874 total
includes taxes & fees
11 Dec - 12 Dec
Welcome to our Home in Ligonier
Interior
Heart Jacuzzi · Kayaks · Firepit · Pier

Cabin in Warsaw

Heart Jacuzzi · Kayaks · Firepit · Pier
10.0 out of 10, Exceptional, (11)
"Was a wonderful weekend get-away for the wife and I. Quiet, relaxing, and stress free but with everything we needed. "
United States
Ed R.
The price is HK$1,074
HK$2,166 total
includes taxes & fees
11 Dec - 12 Dec
Heart Jacuzzi · Kayaks · Firepit · Pier
Outdoor dining
Lake House | Kayaks | Patio/Deck | Private Pier

Holiday Home in Rome City

Lake House | Kayaks | Patio/Deck | Private Pier
2.0 star property
9.8 out of 10, Exceptional, (16)
"We enjoyed our time away"
United States
lori b.
The price is HK$895
HK$2,090 total
includes taxes & fees
15 Dec - 16 Dec
Lake House | Kayaks | Patio/Deck | Private Pier
Dining
Woodside Retreat in the Heart of Amish Country

Holiday Home in Nappanee

Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (11)
"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 HK$805
HK$1,461 total
includes taxes & fees
23 Dec - 24 Dec
Woodside Retreat in the Heart of Amish Country
Outdoor spa tub
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Cabin in Goshen

Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
10.0 out of 10, Exceptional, (120)
"This was an amazing place to stay. It was private and peaceful yet close to restaurants and shopping. The area is beautiful and we will definitely recommend this home to others. "
United States
Tina c.
The price is HK$1,051
HK$2,681 total
includes taxes & fees
11 Dec - 12 Dec
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Smart TV, video games
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Cabin in Goshen

Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
9.6 out of 10, Exceptional, (16)
"Location was convenient for biking the the Pumpkin Vine Trail."
United States
Jon C.
The price is HK$1,225
HK$2,219 total
includes taxes & fees
11 Dec - 12 Dec
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Smart TV, DVD player
Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Holiday Home in Goshen

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
10.0 out of 10, Exceptional, (10)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
The price is HK$967
HK$2,145 total
includes taxes & fees
15 Dec - 16 Dec
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Fridge, microwave, oven, stovetop
Lake Wawasee FROG House, Surround Sound & Bikes

Holiday Home in Syracuse

Lake Wawasee FROG House, Surround Sound & Bikes
2.0 star property
10.0 out of 10, Exceptional, (6)
"It was a fantastic comfortable house to continue a long standing tradition if visitong Lake Wawasee. Nice being so close to the Frog Tavern."
United States
Mike H.
The price is HK$1,120
HK$1,935 total
includes taxes & fees
14 Dec - 15 Dec
Lake Wawasee FROG House, Surround Sound & Bikes
Outdoor pool
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Holiday Home in Milford

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
10.0 out of 10, Exceptional, (29)
"We had a really great time and the host was very very responsive to all our questions. "
United States
Mary B.
The price is HK$1,050
HK$2,841 total
includes taxes & fees
11 Dec - 12 Dec
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Property grounds
3-BR + Firepit, Coffee Bar & Grill

Holiday Home in Bourbon

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! "
United States
Brandy T.
The price is HK$748
HK$2,206 total
includes taxes & fees
11 Dec - 12 Dec
3-BR + Firepit, Coffee Bar & Grill
Dining
The Heron House @Waldron Lake

Holiday Home in Wawaka

The Heron House @Waldron Lake
9.8 out of 10, Exceptional, (31)
"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 HK$1,926
HK$4,624 total
includes taxes & fees
11 Dec - 12 Dec
The Heron House @Waldron Lake
Exterior
Gram's Cottage on Lake Webster in North Webster, Indiana is the perfect getaway.

Cottage in North Webster

Gram's Cottage on Lake Webster in North Webster, Indiana is the perfect getaway.
The price is HK$905
HK$2,652 total
includes taxes & fees
11 Dec - 12 Dec
Gram's Cottage on Lake Webster in North Webster, Indiana is the perfect getaway.
Fridge, microwave, oven, stovetop
Cozy lakefront home on Big Barbee Lake

Holiday Home in Pierceton

Cozy lakefront home on Big Barbee Lake
10.0 out of 10, Exceptional, (12)
"we had a great time!"
United States
Tamara H.
The price is HK$1,015
HK$2,052 total
includes taxes & fees
23 Dec - 24 Dec
Cozy lakefront home on Big Barbee Lake
Outdoor dining
4BR Lakefront · Pier · Game Room · Sleeps 16+

Holiday Home in North Webster

4BR Lakefront · Pier · Game Room · Sleeps 16+
10.0 out of 10, Exceptional, (16)
"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 HK$2,353
HK$5,269 total
includes taxes & fees
11 Dec - 12 Dec
4BR Lakefront · Pier · Game Room · Sleeps 16+
Dining
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

Holiday Home in Syracuse

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat
10.0 out of 10, Exceptional, (2)
"Great views, spacious, clean home, responsive owner. "
United States
Bob T.
The price is HK$2,357
HK$4,261 total
includes taxes & fees
16 Dec - 17 Dec
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat
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 Plus Warsaw

Best Western Plus Warsaw

10/10 Excellent
"Yes"
David 1-night trip
Posted 2 days ago
Best Western Plus Warsaw

Find out more about Leesburg

Search for holiday rentals in Leesburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Leesburg using one of the methods below:

  • View our selection of featured holiday rentals in Leesburg
  • Use the map to find apartments and other holiday homes in the Leesburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Leesburg while they last

Look no further and take a look at our great range of rental properties in Leesburg!

Frequently asked questions

Are there holiday rentals in Leesburg?

Yes, there are holiday rentals close to the most popular sights in Leesburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Leesburg has to offer?

Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!: This holiday home rental outside of Leesburg is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Leesburg?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Leesburg stay.

What’s there to see and do in Leesburg?

Tippecanoe Lake and Big Barbee Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Stanton Lake and Oppenheim Woods are other places worth a visit.

What’s a holiday rental in Leesburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Leesburg. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.