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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Leesburg cottages

A white house with a covered porch, surrounded by lush greenery and a large tree.

1. Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (18 reviews)
"Cute little cottage, we had a nice relaxing stay."
United States
Rebecca S.
The price is ￥14,070
￥32,080 total
includes taxes & fees
Oct 7 - Oct 8
Waterfront Cottage on Haynes Creek
A single-story house with a garage, a driveway, and a lawn.

2. 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 ￥23,371
￥59,112 total
includes taxes & fees
Oct 7 - Oct 8
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A covered porch with wicker chairs and a ceiling fan.

3. 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 ￥25,638
￥28,458 total
includes taxes & fees
Oct 7 - Oct 8
Historic Tremain Cottages
A beachside restaurant named Gator Joes with a wooden boardwalk leading to the entrance.

4. Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir
Ocklawaha
10.0 out of 10, Exceptional, (13 reviews)
"This was the perfect spot for our family! The property was so cute and great walking distance to the lake. Would definitely visit again!"
United States
Lauren D.
The price is ￥18,752
￥34,226 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Cottage At Lake Weir
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

5. Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (25 reviews)
"Great stay! Very welcoming home and very comfortable beds. Would rent again."
United States
Thomas K.
The price is ￥22,597
￥40,739 total
includes taxes & fees
Oct 11 - Oct 12
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A small, single-story house with a gabled roof and a front porch.

6. 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 ￥33,682
￥37,387 total
includes taxes & fees
Oct 7 - Oct 8
Mount Dora Cottages
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

7. Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (15 reviews)
"Nice and quiet place to stay."
United States
Mark
The price is ￥27,487
￥34,141 total
includes taxes & fees
Oct 7 - Oct 8
Beautiful Historic Cottage, The Garden
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

8. Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (17 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
The price is ￥25,861
￥31,863 total
includes taxes & fees
Oct 7 - Oct 8
Beautiful Historic Cottage, Rendezvous
A residential property with a well-maintained lawn, a paved driveway, and a small garden area with plants.

9. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Vacation Village
9.4 out of 10, Exceptional, (65 reviews)
"Wonderful time at a property just right for our needs and wants. "
United States
Peter C.
The price is ￥19,581
￥24,893 total
includes taxes & fees
Oct 15 - Oct 16
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

10. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
The price is ￥26,055
￥51,818 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Lake Front Cottage
A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

11. Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket
Mount Dora
9.8 out of 10, Exceptional, (8 reviews)
"Great location. Very clean "
United States
University Sports M.
The price is ￥32,367
￥40,349 total
includes taxes & fees
Oct 27 - Oct 28
Beautiful Historic Cottage, Nantucket
A single-story shed with a large garage door, surrounded by a wooden fence and a paved patio.

12. Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is ￥20,844
￥48,868 total
includes taxes & fees
Oct 7 - Oct 8
Riverfront Floral City Stay w/ Dock & Hot Tub!
A bedroom with a bed, a sofa, a wooden coffee table, a window, and a wall-mounted light fixture.

13. Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking

Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
Lake Panasoffkee
The price is ￥9,238
￥21,492 total
includes taxes & fees
Oct 27 - Oct 28
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ￥31,424
￥78,816 total
includes taxes & fees
Oct 18 - Oct 19
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"We loved our stay. Very clean hotel and breakfast was a plus! My only complaint would be that the pillows could be better."
Deanne 2-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
333
Accommodation
282 Cottages
Lowest Price
￥24,893
Highest Price
￥78,816

Frequently asked questions

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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.