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Top Holiday Rentals in Leesburg

Beautiful lakefront property
Fridge, microwave, oven, stovetop
Beautiful lakefront property
10.0 out of 10, Exceptional, 22 reviews
"top rate"
Beautiful lakefront property
Welcoming Grace College parents, fall weddings, traveling for work, or anything
Fridge, microwave, oven, stovetop
Welcoming Grace College parents, fall weddings, traveling for work, or anything
9.8 out of 10, Exceptional, 9 reviews
"Fantastic hosts! The home was super clean and had all the amenities we needed. It was a perfect location our events in Warsaw. We hope to be back next year!"
Welcoming Grace College parents, fall weddings, traveling for work, or anything
The Old Stone Cottage at Tippy
Exterior
The Old Stone Cottage at Tippy
10.0 out of 10, Exceptional, 2 reviews
"Very clean and comfortable home! Great location as well. Property owner is great and easily accessible!"
The Old Stone Cottage at Tippy
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Lake Cottage with amazing sunset view on Lake Tippecanoe
Beach towels
Lake Cottage with amazing sunset view on Lake Tippecanoe
10.0 out of 10, Exceptional, 41 reviews
"Perfect house for a long weekend. The owner was very responsive throughout our stay and went above and beyond. Highly recommend."
Lake Cottage with amazing sunset view on Lake Tippecanoe
Lake Tippecanoe Lake House - Anchor Inn
View from property
Lake Tippecanoe Lake House - Anchor Inn
9.6 out of 10, Exceptional, 5 reviews
"Great comfortable lake house with great lake frontage. Close to restaurants and grocery store. Enjoyed morning coffee on the deck and evening sunsets."
Lake Tippecanoe Lake House - Anchor Inn
Charming farmhouse in peaceful countryside
Pool
Charming farmhouse in peaceful countryside
10.0 out of 10, Exceptional, 112 reviews
"Absolutely amazing place, very clean and quiet. Very well furnished especially in the kitchen. Everything you need to cook!"
The price is €171
per night
17 Jun - 18 Jun
Charming farmhouse in peaceful countryside
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
Property grounds
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
10.0 out of 10, Exceptional, 16 reviews
"We stayed here because mother inlaw lives right around the corner and she had a zoo full. Was nice when the rain hit we were close enough to come back to our place and get peace from everybody else. Slept in the front room and felt like I was being peeped on all weekends with no curtains."
The price is €291
per night
9 Jun - 10 Jun
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
Beautiful Skinner Cottage overlooking the lake
Property grounds
Beautiful Skinner Cottage overlooking the lake
9.8 out of 10, Exceptional, 85 reviews
"My friend and I thoroughly enjoyed the cabin, very cozy, was perfect and had everything we needed. We will almost certainly return. Thanks so much!"
Beautiful Skinner Cottage overlooking the lake
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
Fridge, oven, stovetop, coffee/tea maker
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
9.4 out of 10, Exceptional, 19 reviews
"We were looking for a small place near the lake for our small family (myself, wife and daughter). Clean, simple and on point with the description in the listing. Nice touches and some upgrades for an older cottage. It’s all we needed and very convenient to Oakwood Resort and the water. Would book again. Thanks!"
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
FAMILY HOME ON WEBSTER LAKE!
Fridge, microwave, oven, stovetop
FAMILY HOME ON WEBSTER LAKE!
8.8 out of 10, Excellent, 3 reviews
"Has plenty of room. Great for large gatherings. Well appointed necessities. Nice view of water."
FAMILY HOME ON WEBSTER LAKE!
Cozy Cottage on Cedar Lake with Children's Club House. Perfect For Families
Interior
Cozy Cottage on Cedar Lake with Children's Club House. Perfect For Families
10.0 out of 10, Exceptional, 13 reviews
"We were in the area for a hockey weekend in Fort Wayne but we would 100% return for a longer stay when it gets warm. The house was very clean and described perfectly. My husband loved the little town and was able to get in a very scenic 15 mile run. Marion is an amazing host and extremely communicative. 12/10! Would stay again!"
Cozy Cottage on Cedar Lake with Children's Club House. Perfect For Families
Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies
Property grounds
Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies
9.6 out of 10, Exceptional, 23 reviews
"The property is beautiful and very well managed. Property has a lot of water equipment for all guest to enjoy. Owner was very nice and communicated well. This is a great place to take your friends and family to escape reality for a bit!"
Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Property grounds
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Lakefront Home on Lake Webster
Interior
Lakefront Home on Lake Webster
9.8 out of 10, Exceptional, 14 reviews
"Beautiful view. Quiet. Lovely little cottage."
Lakefront Home on Lake Webster
Adorable Wawasee Cottage in Oakwood Park
Property grounds
Adorable Wawasee Cottage in Oakwood Park
10.0 out of 10, Exceptional, 6 reviews
"Great communication, personal touch with welcoming card and fresh baked cookies! Exceeded expectations. Will stay again. Thank you C&R!"
The price is €488
per night
10 Jun - 11 Jun
Adorable Wawasee Cottage in Oakwood Park
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Property grounds
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
10.0 out of 10, Exceptional, 97 reviews
"We loved the hot tub, the porch and the cabin. We loved venturing to Goshen and Elkhart and visiting the towns. There was a coffee table with lighting above that was perfect for our puzzle! We were looking for an isolated cabin, and this is not that, but it was very nice and the beds were super comfy."
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Property grounds
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
9.8 out of 10, Exceptional, 12 reviews
"The house was in good shape and well suited for a large group. We had 10 that slept comfortably. Property manager responded promptly. Some minor misinformation on the VBRO site (likely just out of date) such as an incorrect WiFi password and sending the door code the day prior to arrival, but these were minor things that were resolved promptly with no issue. Overall an enjoyable experience and a nice setting on the lake. Some nearby gunshots in the early morning hours both days could be heard......
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
Fridge, microwave, stovetop, coffee/tea maker
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
9.8 out of 10, Exceptional, 16 reviews
"Loved our stay at this cozy farmhouse. It was perfect for our family and our dog. Huge, fully stocked kitchen, washer and dryer and three full bedrooms. All in the scenic country of Indiana,"
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
Waterfront Syracuse Home w/Deck, Fire Pit & Kayaks
Pool
Waterfront Syracuse Home w/Deck, Fire Pit & Kayaks
9.6 out of 10, Exceptional, 20 reviews
"Upon arrival the house was smaller than expected but after we checked in it was perfect . Everything worked as it should and there were no issues the whole time we were there . The owner supplied free firewood for the late nights outside while the deck at the waterfront and large docking area for the boats was appreciated much as well . Property manager was so easy and nice to work with and was very useful when getting area information . Thank you much for a great family made memory , we will be...
Waterfront Syracuse Home w/Deck, Fire Pit & Kayaks
Cozy Goshen Studio: Unique Farm Stay!
Property grounds
Cozy Goshen Studio: Unique Farm Stay!
10.0 out of 10, Exceptional, 22 reviews
"I wanted to take my wife somewhere to relax and to get away. Gardengate was just wonderful. From the moment we arrived we were greeted by Rhoda the owner and she was wonderful in so many ways. Her husband Tom was also so welcoming and kind..we felt like part of their family. The cottage was perfect and so nice. We loved the farm atmosphere and we were so impressed. I really cant say anything negative about our stay or the quality of the cottage. Rhoda was so helpful as the host and my wife and I...
Cozy Goshen Studio: Unique Farm Stay!
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See all available properties in Leesburg
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.

Other types of properties in Leesburg you may be interested in

Beautiful lakefront property
Fridge, microwave, oven, stovetop
Beautiful lakefront property
10.0 out of 10, Exceptional, 22 reviews
"top rate"
Beautiful lakefront property
Welcoming Grace College parents, fall weddings, traveling for work, or anything
Fridge, microwave, oven, stovetop
Welcoming Grace College parents, fall weddings, traveling for work, or anything
9.8 out of 10, Exceptional, 9 reviews
"Fantastic hosts! The home was super clean and had all the amenities we needed. It was a perfect location our events in Warsaw. We hope to be back next year!"
Welcoming Grace College parents, fall weddings, traveling for work, or anything
Lake Cottage with amazing sunset view on Lake Tippecanoe
Beach towels
Lake Cottage with amazing sunset view on Lake Tippecanoe
10.0 out of 10, Exceptional, 41 reviews
"Perfect house for a long weekend. The owner was very responsive throughout our stay and went above and beyond. Highly recommend."
Lake Cottage with amazing sunset view on Lake Tippecanoe
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.

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.

How many holiday rentals are there in Leesburg?

With 9 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. In the wider area, you’ll find Grace College and Webster Lake.

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.

Recent reviews of Leesburg properties
Expedia verified reviews

Holiday Inn Express Hotel & Suites Goshen, an IHG Hotel

Holiday Inn Express Hotel & Suites Goshen, an IHG Hotel

5/5 Excellent
"Great breakfast spread!"
A verified traveller stayed at Holiday Inn Express Hotel & Suites Goshen, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Hotel & Suites Goshen, an IHG Hotel