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.
$185 nightly
The price is $203
Oct 11 - Oct 12
Total with taxes and fees
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
$350 nightly
The price is $374
Oct 9 - Oct 10
Total with taxes and fees
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
$189 nightly
The price is $210
Oct 27 - Oct 28
Total with taxes and fees
Historic Tremain Cottages
A bedroom with a bed, a sofa, a wooden coffee table, a window, and a wall-mounted light fixture.

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

Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
Lake Panasoffkee
$129 nightly
The price is $136
Oct 19 - Oct 20
Total with taxes and fees
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A beachside restaurant named Gator Joes with a wooden boardwalk leading to the entrance.

5. 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.
$197 nightly
The price is $217
Oct 12 - Oct 13
Total with taxes and fees
Cozy Cottage At Lake Weir
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
$237 nightly
The price is $263
Oct 12 - Oct 13
Total with taxes and fees
Mount Dora Cottages
A well-lit garden area with a gravel pathway, decorative lights, and various plants.

7. 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.
$234 nightly
The price is $257
Oct 16 - Oct 17
Total with taxes and fees
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

8. 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.
$233 nightly
The price is $256
Oct 27 - Oct 28
Total with taxes and fees
Beautiful Historic Cottage, Nantucket
A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

9. 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
$291 nightly
The price is $320
Oct 12 - Oct 13
Total with taxes and fees
Beautiful Historic Cottage, The Garden
A residential property with a well-maintained lawn, a paved driveway, and a small garden area with plants.

10. 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.
$144 nightly
The price is $158
Oct 11 - Oct 12
Total with taxes and fees
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.

11. 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.
$299 nightly
The price is $328
Oct 14 - Oct 15
Total with taxes and fees
Cozy Lake Front Cottage
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

12. 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
$233 nightly
The price is $256
Oct 12 - Oct 13
Total with taxes and fees
Beautiful Historic Cottage, Rendezvous
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$444 nightly
The price is $499
Oct 18 - Oct 19
Total with taxes and fees
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

Brownwood Hotel & Spa

Brownwood Hotel & Spa

10/10 Excellent
"Always good stay!"
Debby 1-night trip
Posted 1 hour ago
Brownwood Hotel & Spa

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
333
Accommodation
282 Cottages
Lowest Price
$203
Highest Price
$499

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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.

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