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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Leesburg cottages

Property grounds

Waterfront Cottage on Haynes Creek

Waterfront Cottage on Haynes Creek
Leesburg
9.4 out of 10, Exceptional, (13 reviews)
"Everything was lovely and the little extras the host put out were appreciated. "
United States
Elena N.
The price is £153
includes taxes & fees
22 Apr - 23 Apr
Waterfront Cottage on Haynes Creek
House (2 Bedrooms) | Interior

Lanai & Golf Cart: The Villages Vacation Rental!

Lanai & Golf Cart: The Villages Vacation Rental!
3.0 star property
Lynnhaven
10.0 out of 10, Exceptional, (1 review)
"Awesome place and conveniently located in the villages. Hosts were kind, helpful in making the trip perfect! We will be back!"
United States
Tory
The price is £222
includes taxes & fees
23 Apr - 24 Apr
Lanai & Golf Cart: The Villages Vacation Rental!
The Garden, Pet Friendly | Terrace/patio

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is £125
includes taxes & fees
12 May - 13 May
Historic Tremain Cottages
Property grounds

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (21 reviews)
"Host was very accommodating and the cottage was perfect"
United States
Ashley P.
The price is £218
includes taxes & fees
22 Apr - 23 Apr
Cozy Lake Front Cottage
Interior

Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (16 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
The price is £152
includes taxes & fees
29 Apr - 30 Apr
Beautiful Historic Cottage, Rendezvous
Property grounds

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, (13 reviews)
"The cottage was conveniently located near d'town. Comfortable, clean and well-stocked. "
United States
Jayne K.
The price is £188
includes taxes & fees
3 May - 4 May
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Beach towels

Cozy Cottage At Lake Weir

Cozy Cottage At Lake Weir
Ocklawaha
10.0 out of 10, Exceptional, (7 reviews)
"Excellent for a quick getaway. place was spotless Great bar a short walk near the beach "
United States
John
The price is £156
includes taxes & fees
4 May - 5 May
Cozy Cottage At Lake Weir
Terrace/patio

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 £179
includes taxes & fees
4 May - 5 May
Beautiful Historic Cottage, The Garden
Front of property

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Wonderful place to stay!"
United States
Denise
The price is £175
includes taxes & fees
18 May - 19 May
Mount Dora Cottages
Exterior

Soothing 2-Bedroom Cottage with AC in Charming Belleview Near the Village &Ocala

Soothing 2-Bedroom Cottage with AC in Charming Belleview Near the Village &Ocala
Belleview
The price is £121
includes taxes & fees
18 May - 19 May
Soothing 2-Bedroom Cottage with AC in Charming Belleview Near the Village &Ocala
Terrace/patio

Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket
Mount Dora
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Very clean "
United States
University Sports M.
The price is £153
includes taxes & fees
4 May - 5 May
Beautiful Historic Cottage, Nantucket
House (2 Bedrooms) | Interior

3 Mi to Spanish Springs: Peaceful Retreat w/ Perks

3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
3.0 star property
Alhambra
The price is £237
includes taxes & fees
5 May - 6 May
3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
Exterior

Lake Cottage

Lake Cottage
Bushnell
2.0 out of 10, (1 review)
"Do NOT book with this person. They literally cancelled our reservation the day it was supposed to start. I sent a message to the owner asking what the code was to get in the door and without saying a word to me they cancelled the reservation. We were staying there for 2 nights and we were forced to find other accommodations last minute which ended up being a huge pain because you can’t book same day through VRBO. So instead of a 2 bedroom house we had to all 4 sleep in one hotel room. DO NOT...
United States
Derek B.
The price is £128
includes taxes & fees
29 Apr - 30 Apr
Lake Cottage
House (2 Bedrooms) | Interior

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 £226
includes taxes & fees
24 Apr - 25 Apr
Riverfront Floral City Stay w/ Dock & Hot Tub!
House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is £376
includes taxes & fees
28 Apr - 29 Apr
Fire Pit & Yard: Updated Winter Garden Home!
Interior

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 £358
includes taxes & fees
23 Apr - 24 Apr
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
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

The Waterfront Inn

The Waterfront Inn

8/10 Good
"It was a great place to stay. It had a great view. A very cool boardwalk, you could walk out to the lighthouse and restaurants right along the water's edge."
Mark and Lisa 2-night trip
Posted 2 hours ago
The Waterfront Inn

Find out more about Leesburg

Leesburg Cottages information

Number of reviews
342
Accommodation
261 Cottages
Lowest Price
£121
Highest Price
£376

Frequently asked questions

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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?
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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.