A park with a pond, a wooden bridge, and trees.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Leesburg cottages

A single-story house with a garage, a driveway, and a lawn.

1. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is 3.829.056 ₫
9.684.924 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A covered porch with wicker chairs and a ceiling fan.

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (43 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is 5.653.084 ₫
6.274.923 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Historic Tremain Cottages
A small, single-story house with a gabled roof and a front porch.

3. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is 5.518.498 ₫
6.125.455 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Mount Dora Cottages
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

4. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is 5.148.528 ₫
12.913.233 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Fire Pit & Yard: Updated Winter Garden Home!
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

Hampton Inn By Hilton Ocoee Orlando

Hampton Inn By Hilton Ocoee Orlando

10/10 Excellent
"After trying a few other locations, this has become our go to in the Ocoee area when visiting relatives and Orlando."
philip 5-night trip
Posted 9 hours ago
Hampton Inn By Hilton Ocoee Orlando

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
212
Accommodation
199 Cottages
Lowest Price
6.125.455 ₫
Highest Price
12.913.233 ₫

Frequently asked questions

Why book your cottage in Leesburg with Expedia?
Reserving a cottage in Leesburg is as simple as entering your travel dates and picking your ideal place for outdoor recreation and relaxation. From ritzy retreats to budget-friendly properties and cottages that come with perks like a pool, Expedia has something for all styles and tastes. As for the best offers around? We've have them as well!
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What is there to do in Leesburg near my cottage?
Once you've unpacked your bags, get out and discover the fun things Leesburg has on offer. ViaPort Florida is a great attraction to add to your to-do list.