Leesburg Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Leesburg vacation rentals

Property grounds

Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!

Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!
Leesburg
The price is ￥48,432
￥114,871 total
includes taxes & fees
May 18 - May 19
Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!
Property grounds

Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (22 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is ￥15,715
￥38,237 total
includes taxes & fees
May 19 - May 20
Fishing · Kayaks · Firepit · Paddleboat
House | 4 bedrooms

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is ￥26,188
￥60,800 total
includes taxes & fees
May 18 - May 19
Lake House Kayaks Patio Deck Private Pier
Terrace/patio

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!
Syracuse
9.8 out of 10, Exceptional, (10 reviews)
"The hot tub was clean and ready to go as soon as we got there.. very relaxing stay… we loved it"
United States
Samantha T.
The price is ￥29,208
￥51,736 total
includes taxes & fees
May 20 - May 21
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!
Exterior

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Warsaw
10.0 out of 10, Exceptional, (21 reviews)
"Beautifull home and clean. Tom is a great host!"
United States
MICHAEL G.
The price is ￥29,557
￥61,905 total
includes taxes & fees
May 18 - May 19
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
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, (42 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 ￥23,017
￥44,625 total
includes taxes & fees
Jun 17 - Jun 18
Trail Side in the Heart of Winona Lake
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, (15 reviews)
"Everything was wonderful "
United States
William R.
The price is ￥25,002
￥51,827 total
includes taxes & fees
May 20 - May 21
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Terrace/patio

Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (12 reviews)
"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 ￥19,049
￥40,619 total
includes taxes & fees
May 18 - May 19
Heart Jacuzzi · Kayaks · Firepit · Pier
Interior

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

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (17 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 ￥40,796
￥98,177 total
includes taxes & fees
May 19 - May 20
4BR Lakefront · Pier · Game Room · Sleeps 16+
Exterior detail

Amish Alley Guesthouse,no cleaning fee,near TLA

Amish Alley Guesthouse,no cleaning fee,near TLA
Topeka
10.0 out of 10, Exceptional, (1 review)
"Everything was great. Nice cozy home. The only downside was the shower was too small. If it had at least another half bathroom would be perfect."
United States
Mario
The price is ￥30,161
￥39,066 total
includes taxes & fees
May 18 - May 19
Amish Alley Guesthouse,no cleaning fee,near TLA
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 ￥20,716
￥41,338 total
includes taxes & fees
May 19 - May 20
Cozy lakefront home on Big Barbee Lake
Interior

Lake View Lodge

Lake View Lodge
Syracuse
The price is ￥25,875
￥68,805 total
includes taxes & fees
May 18 - May 19
Lake View Lodge
Dining

The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (32 reviews)
"Excellant place to stay. Great for small children. "
United States
Shelly S.
The price is ￥45,860
￥102,744 total
includes taxes & fees
May 19 - May 20
The Heron House @Waldron Lake
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, (34 reviews)
"Nice soul getaway packed in Milford"
United States
Elisha Y.
The price is ￥28,430
￥65,978 total
includes taxes & fees
May 18 - May 19
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Property grounds

Lake House | Kayaks | Patio/Deck | Private Pier

Lake House | Kayaks | Patio/Deck | Private Pier
Rome City
9.8 out of 10, Exceptional, (19 reviews)
"We enjoyed our time away"
United States
lori b.
The price is ￥27,018
￥58,118 total
includes taxes & fees
May 21 - May 22
Lake House | Kayaks | Patio/Deck | Private Pier
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 ￥43,971
￥86,228 total
includes taxes & fees
May 19 - May 20
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
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 ￥73,020
￥107,560 total
includes taxes & fees
May 31 - Jun 1
Rock Run Creek House
Exterior

Hilltop Family Retreat

Hilltop Family Retreat
Goshen
10.0 out of 10, Exceptional, (4 reviews)
"Well maintained and had everything you could need!"
United States
Rosie B.
The price is ￥73,020
￥107,560 total
includes taxes & fees
May 18 - May 19
Hilltop Family Retreat
Interior

Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom

Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"Great views, spacious, clean home, responsive owner. "
United States
Bob T.
The price is ￥95,244
￥147,209 total
includes taxes & fees
May 20 - May 21
Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
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, (10 reviews)
"The host was so wonderful, accommodating and helpful during the entire process. The home was beautiful and fit our group well. The pool was nice and warm in the middle of winter! "
United States
Kala Y.
The price is ￥85,577
￥182,269 total
includes taxes & fees
May 18 - May 19
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leesburg Hotel Reviews

Best Western Plus Warsaw

Best Western Plus Warsaw

4/10 Poor
"7.0"
Tuvshinsanaa 1-night trip
Posted 18 hours 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 vacation rentals in Leesburg?

Yes, you can find vacation rentals near well known sights in Leesburg, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental that Leesburg has to offer?

Cozy lakefront home on Big Barbee Lake: Visitors like this Leesburg vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Leesburg?

With 12 Expedia vacation rentals, you're sure 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 vacation rental in Leesburg like?

Vacation rentals are private properties you can stay in for a long or short time in Leesburg. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.