Search Cottages in Leesburg

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 183 Cottages in Leesburg with updated reviews, rates, and availability.

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (23)
"The Cozy Cottage is a short walking distance from town; took about 3-4 minutes! Quiet, clean and well appointed! The host/owner was very kind and attentive to making sure we had everything we needed for a pleasant stay. It was very comfortable. We thought it was perfect; just as described! "
Cozy Cottage 3 blocks from town

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Convenient location. Close to downtown shopping and eating. The host was very accommodating and available at all times. Such a cute little house. Great yard! Thank you. "
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (126)
"Very clean, quaint cottage. Well stocked with everything you could need. Close to downtown. Great communication with Barb and Mace. "
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

SAVE 25 on any last minute booking. Celebrating 100 year birthday.

10.0 out of 10, Exceptional, (50)
"We really enjoyed our stay here. The place was very clean, comfortable to hang out in, and well-stocked with all the essentials one might need for a few days getaway. Beds were comfortable, although new pillows were definitely needed on the two beds we used, so if possible, bring your own. The location was about .6 miles from the heart of everything, so once we parked, we never had to even move our car, which was excellent. The neighborhood itself was nice and quiet. Kimberly, the host, was...
SAVE 25 on any last minute booking. Celebrating 100 year birthday.

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Clean, cute perfect for the weekend for 2 couples. Maria is very responsive to any questions and very helpful. Will stay here again when in the area. "
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (100)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (38)
"We enjoyed our stay at Vacation Village, and this Cottage. There are good instructions for most things. The cottage is stocked well with dishes & appliances. Refrigerator even had food for us to use - like condiments. That was nice, but we didn't expect that-it was confusing to us. Beds are very comfortable. It is very quiet there. A few things could be cleaned better: ovens, ceiling & other vents. TV is great in living room. Guest room TV didn't work - or remote didn't work. Blinds could be...
Gorgeous Cottage near Lake Louisa & mins 2 Disney.

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

10.0 out of 10, Exceptional, (45)
"Great location, very clean and thoughtfully stocked with lots of creature comforts. I’d definitely recommend this property and will be back. Thank you!"
The Beauclair * 3 min walk to Downtown Mt. Dora!!

Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH

9.8 out of 10, Exceptional, (6)
"My husband and I really love the place . The decor was so cute. We could walk downtown Mount Dora from where we were at we never had to get into our car. The host was very accommodating with everything will return if we come back to Mount Dora."
Beautiful Historic Cottage, Nantucket, RIGHT DOWNTOWN. BIG DISCOUNTS THIS MONTH

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (29)
"This is an excellent quaint property. It’s in a quiet area and is walkable to town. It’s wonderful."
The price is AED 802
AED 890 total
includes taxes & fees
29 Jan - 30 Jan
Historic Tremain Cottages

Cozy cottage located in Tavares near Mt Dora

10.0 out of 10, Exceptional, (12)
"We were celebrating my daughter's birthday. She wanted to go to downtown Mt. Dora and see the Christmas lights. It was perfect. Many restaurants to chose from. The home is exactly as described. Great location to downtown Mt. Dora. We live just 45 minutes away so it made it a nice weekend getaway."
Cozy cottage located in Tavares near Mt Dora

Pine Forest Studio, serene winding lane to cozy retreat.

10.0 out of 10, Exceptional, (46)
"Relaxing; great view, close to downtown Mount Dora - be sure to go to the British Pub downtown."
The price is AED 533
AED 1,007 total
includes taxes & fees
29 Jan - 30 Jan
Pine Forest Studio, serene winding lane to cozy retreat.

Dtwn Winter Garden Home: 12 Mi to Disney!

9.6 out of 10, Exceptional, (5)
"We evacuated from Helene. Because we were unable to return to our home, we ended up having to rent multiple vacation rentals. This is the first home that actually looked like it did online--really lovely. (I agree, yard can use some TLC) I liked the retro touches throughout. Comfortable furniture and beds. Luxury towels and linens. Really nice! Walk west and cross over Dillard two block then three blocks north to Plant street and you'll find many wonderful restaurants and shops. Saturday...
Dtwn Winter Garden Home: 12 Mi to Disney!

Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL

10.0 out of 10, Exceptional, (16)
"Nice to be able to walk downtown to enjoy the Christmas activities and restaurants without having to find parking. Also close to the Christmas Parade. The home was very clean and had plenty of kitchen supplies. Highly recommend if staying in the area."
Easy walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath, POOL

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

10.0 out of 10, Exceptional, (63)
"Cozy accommodations for my wife and I to wind down after a hectic holiday season. The house was spotless, furniture comfy, and the location peaceful. Really enjoyed our short time there."
The price is AED 511
AED 1,096 total
includes taxes & fees
4 Feb - 5 Feb
The Carlton* 3 min walk to Downtown Mt. Dora!!

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (10)
"As you enter you are enchanted by a wall of windows showing Central Florida nature at its finest. Mornings bring the call of sandhill cranes and evening's a chorus of frogs. This delightful one room cottage is close enough to everything you can do in Orlando while maintaining the country quiet and natural beauty of the Lakes region. A comfortable king bed, fully-equipped kitchen and the beautiful glassed-in porch are the highlights! Hosts are friendly and welcoming, but not intrusive. Worth the...
The price is AED 657
AED 1,168 total
includes taxes & fees
29 Jan - 30 Jan
Cozy Lake Front Cottage

“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

10.0 out of 10, Exceptional, (5)
"Very nice and spacious home. Great outdoor area as well. Would stay there again."
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

16 Mi to Disney: Cottage w/ Deck in Winter Garden

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house is adorable! It was perfect for us as a couple. Very sweetly decorated and homey. The neighborhood is very quiet and off the beaten path, as they say, yet very close to stores and beautiful downtown Winter Garden. We would SO stay again! Would love to do a seasonal stay. "
16 Mi to Disney: Cottage w/ Deck in Winter Garden

Great location between Sumter Landing/Spanish Springs. Golf cart included

10.0 out of 10, Exceptional, (9)
"Nice quiet neighborhood clean and cozy easy to get around by car or golf cart our host very informative I highly recommend it "
Great location between Sumter Landing/Spanish Springs. Golf cart included

Waterfront Cottage on Haynes Creek

9.0 out of 10, Wonderful, (7)
"Beautiful lodging surrounded by pure Florida scenery. Very clean and welcoming. Set on the waterfront with full access to kayaks etc Great for Motorcycle enthusiasts and Nature lovers. Owner was very communicative and responded quickly to my questions. I plan on staying longer next time. "
Waterfront Cottage on Haynes Creek
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.
Don't see what you're looking for?
See all available properties in Leesburg
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Leesburg

Cozy Beach Style Attached Apartment Studio

9.2 out of 10, Wonderful, (7)
"Nice place for the price"
The price is AED 349
AED 481 total
includes taxes & fees
29 Jan - 30 Jan
Cozy Beach Style Attached Apartment Studio

Waterfront Cottage on the Harris chain in Leesburg

9.8 out of 10, Exceptional, (86)
"Love this place it has adeck on the water. Great place to fish from. The owner is at property and very helpful and friendly. This is are second tim"
Waterfront Cottage on the Harris chain in Leesburg

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (62)
"Great place to stay for group going to wedding venue. "
The price is AED 1,420
AED 1,576 total
includes taxes & fees
29 Jan - 30 Jan
Siena at Bella Collina
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.

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 selecting an ideal place for a getaway in nature. From ritzy retreats to budget-friendly properties and cottages that come with perks like free WiFi, Expedia has something for all traveler styles. As for awesome deals? We’ve got your back!
How can I find cheap cottages in Leesburg?
With Expedia’s filter tool, locating cheap cottages in Leesburg couldn’t be easier. To view accommodations that’ll make your hip pocket happy, refine your search results by budget, star rating and amenities.