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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 NZ$345
includes taxes & fees
6 Sept - 7 Sept
Waterfront Cottage on Haynes Creek
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, (40 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 NZ$310
includes taxes & fees
17 Sept - 18 Sept
Historic Tremain Cottages
A single-story house with a garage, a driveway, and a lawn.

3. 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 NZ$636
includes taxes & fees
6 Sept - 7 Sept
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A small, single-story house with a gabled roof and a front porch.

4. 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 NZ$403
includes taxes & fees
13 Sept - 14 Sept
Mount Dora Cottages
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, (21 reviews)
"Great stay! Very welcoming home and very comfortable beds. Would rent again."
United States
Thomas K.
The price is NZ$432
includes taxes & fees
8 Sept - 9 Sept
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

6. 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 NZ$346
includes taxes & fees
7 Sept - 8 Sept
Beautiful Historic Cottage, Rendezvous
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)
"It was a perfect house for our short stay. Great location."
United States
Connie D.
The price is NZ$362
includes taxes & fees
5 Oct - 6 Oct
Beautiful Historic Cottage, The Garden
A beachside restaurant named Gator Joes with a wooden boardwalk leading to the entrance.

8. Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir
Ocklawaha
10.0 out of 10, Exceptional, (11 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 NZ$379
includes taxes & fees
21 Sept - 22 Sept
Cozy Cottage At Lake Weir
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

9. 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 NZ$498
includes taxes & fees
8 Sept - 9 Sept
Cozy Lake Front Cottage
A single-story house with a front porch, a flag, and a small garden area.

10. Mount Dora Home: Private Pool, Spa & Tropical Bar!

Mount Dora Home: Private Pool, Spa & Tropical Bar!
3.0 star property
Mount Dora
6.0 out of 10, (1 review)
The price is NZ$579
includes taxes & fees
8 Sept - 9 Sept
Mount Dora Home: Private Pool, Spa & Tropical Bar!
A wooden pier extending into a body of water with a bench at the end.

11. Waterfront Lake Dora Escape w/ Private Dock & Slip

Waterfront Lake Dora Escape w/ Private Dock & Slip
3.0 star property
Tavares
The price is NZ$987
includes taxes & fees
28 Sept - 29 Sept
Waterfront Lake Dora Escape w/ Private Dock & Slip
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 NZ$492
includes taxes & fees
5 Sept - 6 Sept
Riverfront Floral City Stay w/ Dock & Hot Tub!
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
The price is NZ$870
includes taxes & fees
18 Sept - 19 Sept
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

WoodSpring Suites Orlando West - Clermont

WoodSpring Suites Orlando West - Clermont

10/10 Excellent
"Great for the working traveler!"
SCOTT 7-night trip
Posted 8 hours ago
WoodSpring Suites Orlando West - Clermont

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
327
Accommodation
282 Cottages
Lowest Price
NZ$310
Highest Price
NZ$992

Frequently asked questions

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.