Search Cottages in Leesburg

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Cottages in Leesburg

Our top choices for Leesburg cottages

Family Time! This Cute Cottage is waiting you for a unique experience!
Property grounds

Family Time! This Cute Cottage is waiting you for a unique experience!

9.8 out of 10, Exceptional, (78)
"We came down to meet friends at Leesburg Bike Fest who were renting a different VRBO down the street!Cottage was exactly as the photos show. Great location for the bike fest. Lots to do nearby.Maribel had a bottle of wine for us and was AMAZING at communicating before, during and after our stay!We arrived late at night, but she had lights on for us, so getting in was very easy! She allowed us to put our motorcycle trailer in the backyard and were able to put the bikes in the front yard with...
Family Time! This Cute Cottage is waiting you for a unique experience!
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando
Outdoor spa tub

LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

10.0 out of 10, Exceptional, (176)
"Very clean, comfortable home with beautiful view of the lake. Enjoyed everything about the stay and will return. Communication was excellent. "
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando
"THE FISHERMAN'S COTTAGE" # 1 DESTINATION Rental in Historic District~Mount Dora
Smart TV

"THE FISHERMAN'S COTTAGE" # 1 DESTINATION Rental in Historic District~Mount Dora

10.0 out of 10, Exceptional, (111)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" # 1 DESTINATION Rental in Historic District~Mount Dora
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (31)
"Great location!"
Historic Tremain Cottages
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Property grounds

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

10.0 out of 10, Exceptional, (4)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
The price is AED 496
AED 911 total
includes taxes & fees
3 Sep - 4 Sep
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Cozy Cottage 3 blocks from town
Exterior

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (35)
"Great place close to everything would definitely stay again"
Cozy Cottage 3 blocks from town
Single-story Home w/ Golf Cart in The Villages
House (3 Bedrooms) | Front of property

Single-story Home w/ Golf Cart in The Villages

3.0 star property
10.0 out of 10, Exceptional, (1)
Single-story Home w/ Golf Cart in The Villages
~ 12 Mi to Disney: Downtown Winter Garden Cottage!
Exterior

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

9.8 out of 10, Exceptional, (43)
"We LOVE staying at Flamingo House. We are a repeat customer and will be back again soon. Suzie and is wonderful to work with and the house is everything we need!"
~ 12 Mi to Disney: Downtown Winter Garden Cottage!
Quiet Home in The Villages w/ Pool Access!
House (2 Bedrooms) | Interior

Quiet Home in The Villages w/ Pool Access!

3.0 star property
10.0 out of 10, Exceptional, (5)
"It was very peaceful and close to everything we needed. The house was clean, inviting, and comfortable."
Quiet Home in The Villages w/ Pool Access!
NEW!! Sunsets at Cherry Lake-2 bedroom lake front cottage
Exterior

NEW!! Sunsets at Cherry Lake-2 bedroom lake front cottage

NEW!! Sunsets at Cherry Lake-2 bedroom lake front cottage
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Exterior

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (51)
"Great little place, bring your quarters loved the candy machine. Was a awesome place to enjoy while we were there for a wedding. Some games in house would have been cool, but me and the wife enjoyed the stay, bring your own pillows fyi."
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Waterfront Cottage on Haynes Creek
Property grounds

Waterfront Cottage on Haynes Creek

9.0 out of 10, Wonderful, (8)
"Everything was clean. The atmosphere was peaceful and quiet. I had a great time and I would go back."
The price is AED 327
AED 746 total
includes taxes & fees
3 Sep - 4 Sep
Waterfront Cottage on Haynes Creek
Cozy Cottage At Lake Weir
Property grounds

Cozy Cottage At Lake Weir

10.0 out of 10, Exceptional, (1)
"This property was the perfect size and location for my husband and i while we were visiting family nearby. Beds were comfy, rooms were clean, and there was bottled water on hand. (Purified and spring)."
The price is AED 404
AED 753 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Cottage At Lake Weir
Oaktree Cottage in Mount Dora Historic District
Exterior

Oaktree Cottage in Mount Dora Historic District

9.8 out of 10, Exceptional, (9)
"Tastefully decorated and well equipped rental. Convenient walk to downtown "
Oaktree Cottage in Mount Dora Historic District
1/1 Cottage with fabulous view of Amelia Championship Golf Course
Interior

1/1 Cottage with fabulous view of Amelia Championship Golf Course

8.0 out of 10, Very Good, (1)
"We were visiting family in The Villages and needed a place to stay. We enjoyed the spacious yet compact space—living area, kitchen, bedroom, bath with large shower, walk in closet and laundry room. We parked in the driveway but that was the only space to be outside at this time. It was fine as we were mostly with family elsewhere. "
1/1 Cottage with fabulous view of Amelia Championship Golf Course
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Property grounds

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2.0 star property
10.0 out of 10, Exceptional, (13)
"Enjoyed our stay, slept very well! Beds were very comfortable! "
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade
Dreamy River Cottage
Property grounds

Dreamy River Cottage

9.6 out of 10, Exceptional, (23)
"My sister and I chose this place because it was really close to my mother’s. It was very clean. We enjoyed the dock and yard as well as the enclosed porch. It is a great get away from regular hurried life. It’s close enough to town without feeling like you were in town. We will definitely come back again.."
Dreamy River Cottage
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Terrace/patio

Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

2.0 star property
10.0 out of 10, Exceptional, (14)
"Great place to stay very clean and warm loved it would recommend "
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
The Carlton* 3 min walk to Downtown Mt. Dora!!
Exterior

The Carlton* 3 min walk to Downtown Mt. Dora!!

10.0 out of 10, Exceptional, (69)
"Great location and great property. We will definitely be staying again. "
The Carlton* 3 min walk to Downtown Mt. Dora!!
Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL
Dining

Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL

10.0 out of 10, Exceptional, (1)
"Cozy for 2 people for 2 days. Everything inside was new. Bed was comfy, water was hot, kitchen made it easy to cook breakfast. New vinyl flooring was easy on the feet. "
Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leesburg Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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!
How can I find cheap cottages in Leesburg?
Expedia can help you easily source cheap cottages in Leesburg. To lock in the perfect stay in just a few keystrokes, try out the filter tool to refine your search results by amenities, budget and star rating.