Holiday Rentals in Leesburg

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Leesburg

Cabin in Leesburg

10.0 out of 10, Exceptional, (3)
"We had a wonderful time. The views from the deck and three upper bedrooms are beautiful. 10/10"
United States
Michelle F.
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront

Holiday Home in Leesburg

10.0 out of 10, Exceptional, (24)
"We felt right at home here! "
United States
Rachael A.
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

Cottage in Tippecanoe Township

10.0 out of 10, Exceptional, (13)
"The house was just as advertised and has a beautiful view of lake. "
United States
RYAN R.
The Old Stone Cottage at Tippy

Cottage in Warsaw

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 €294
includes taxes & fees
21 Dec - 22 Dec
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Holiday Home in Leesburg

2.0 star property
10.0 out of 10, Exceptional, (6)
"Generous space for our group of 12. We practically lived in the game room for meals and fun time with the kids. Mornings having coffee in the Great Room, watching the sun come up over the lake, was such a great quiet time. Pleanty of parking. It was a good weekend."
United States
Terry M.
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!

Cottage in North Webster

9.4 out of 10, Exceptional, (34)
"Very cute place. Great views, everything you need for a stay. Parking is the only downfall but not enough for us to return. "
United States
Lisette M.
Lakefront Home on Lake Webster

Cabin in Goshen

9.6 out of 10, Exceptional, (16)
"This was an exceptional venue for my family, in town for a reunion. Lots of space, super clean, beautifully decorated, and located in the heart of Goshen. I would definitely recommend this cabin."
United States
Nancy R.
The price is €266
includes taxes & fees
1 Dec - 2 Dec
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Holiday Home in Wawaka

10.0 out of 10, Exceptional, (9)
"Thoroughly enjoyed our week, the small lake was wonderful, and the home was exactly as listed. Every need was thought out by the owner of this place! Beautiful home, with lots of personal space and space for together time. "
United States
Kris M.
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

Mobile Home in Goshen

9.0 out of 10, Wonderful, (6)
"Private and peaceful."
United States
Tina c.
Book your Fall Getaway now ! Our Season ends November 22!

Holiday Home in Syracuse

2.0 star property
Lake Wawasee Retreat: private pool, hot tub & pier

Holiday Home in Wawaka

9.8 out of 10, Exceptional, (31)
"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!"
United States
cathy s.
The price is €500
includes taxes & fees
1 Dec - 2 Dec
The Heron House @Waldron Lake

Holiday Home in Leesburg

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 "
United States
Lenora F.
The price is €452
includes taxes & fees
24 Dec - 25 Dec
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Condo in Syracuse

9.6 out of 10, Exceptional, (30)
"This was a good spot for our family lake getaway. We were able to put the boat at the dock for easy lake access. The host was very accommodating and friendly. "
United States
Lindsay K.
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,

Cottage in Albion

9.4 out of 10, Exceptional, (83)
"All was great at the property"
United States
David C.
Water front cottage on beautiful Upper Long Lake

Holiday Home in Nappanee

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 €179
includes taxes & fees
30 Nov - 1 Dec
Woodside Retreat in the Heart of Amish Country

Holiday Home in Mentone

9.6 out of 10, Exceptional, (30)
"The lake view is spectacular. There are many activities available on this property. Lots of space for everyone. "
United States
Patty B.
NEW Spacious Lakehouse Retreat +private pier

Cabin in Pierceton

10.0 out of 10, Exceptional, (22)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is €220
includes taxes & fees
30 Nov - 1 Dec
Fishing · Kayaks · Firepit · Paddleboat

Cottage in Churubusco

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home had absolutely EVERYTHING we needed for a long weekend by the lake. Kitchen is fully stocked, beds are comfortable, the yard has a swing and lots of birds, and the fire pit made the nights sooo relaxing. The property is a short walk away from the local campground- we rented a pontoon from them and had a great time on the lake. This place is perfect for a relaxing and peaceful vacation. 100 stars!!! "
United States
Arianna
Lakeside Indiana Vacation Rental Near Fort Wayne!

Cabin in Goshen

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 €304
includes taxes & fees
29 Nov - 30 Nov
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Holiday Home in Middlebury

10.0 out of 10, Exceptional, (26)
"Awesome property, wonderful host, our kids loved visiting the horses every day! Looking forwarding to a future stay! Absolutely recommend!"
United States
Jonathan M.
`Burning Pine Inn' Farm House in Amish country.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Leesburg Hotel Reviews

Find out more about Leesburg

Everything you need to know about Leesburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leesburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leesburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leesburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leesburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leesburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leesburg holiday rentals we have selected for you start as low as €179 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leesburg rentals

At Expedia, we put the best Leesburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Leesburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leesburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leesburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Lake Wawasee Retreat: private pool, hot tub & pier: This holiday home rental outside of Leesburg is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.