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Compare 43 Cottages in Leesburg with updated reviews, rates, and availability.

The Hilltop Hideaway lakeside Cottage- HOT TUB

10.0 out of 10, Exceptional, (4)
"We had a great stay over Labor Day weekend and it was exactly what I was hoping for - a calm weekend away to spend with our family. The house was so cute, clean, and had everything we could have asked for. There were so many little details provided by the hosts that made us feel so comfortable. The lake was gorgeous and so peaceful. I am quite sad our trip is over! "
The Hilltop Hideaway lakeside Cottage- HOT TUB

Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies

9.8 out of 10, Exceptional, (32)
"Host very easy to work with. "
Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies

Beautiful lakefront property

9.6 out of 10, Exceptional, (27)
"Everything was perfect! There were no details left out in this home. It had everything you could imagine in a home and then some. Warm and cozy feel and nicely decorated! Would definitely stay here again😊"
Beautiful lakefront property

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (26)
"It was great "
Lakefront Home on Lake Webster

Charming cottage on private lake

9.4 out of 10, Exceptional, (58)
"This property was amazing. 10 acres of woods with a large private lake. We thoroughly enjoyed the peace and quiet and relaxation. There are lots of small towns nearby that are fun to explore. The host family were so kind and personable. Thank you!"
Charming cottage on private lake

Idyllic Lake Cottage on Papakeechie Lake

10.0 out of 10, Exceptional, (32)
"Just what we needed for a peaceful and relaxing long weekend. Can’t wait to come back!"
Idyllic Lake Cottage on Papakeechie Lake

Beautiful Skinner Cottage overlooking the lake

9.8 out of 10, Exceptional, (96)
"This is a nice and spacious cabin, right on the lake. The cabin is well appointed and supplied, and clearly well cared for. The back deck would be very nice for the summertime (not so much for us in winter). I took one star off for location because the front of the cabin is right on the highway (set back a bit), with neighbors all around. However, sitting in the back you may not notice. "
Beautiful Skinner Cottage overlooking the lake

Water front cottage on beautiful Upper Long Lake

9.4 out of 10, Exceptional, (76)
"I saw reviews of the property that it needed updated. It is a fishing cottage on a fishing lake, and it is exactly what we wanted and expected. It had everything we needed, even some cast iron skillets! The cottage was cozy and comfortable. Our stay was during the week, but it was extremely quite and relaxing. We would most definately stay again."
Water front cottage on beautiful Upper Long Lake

beautiful cottage by the lake. Relax and enjoy your stay.

9.8 out of 10, Exceptional, (18)
"We loved the place the only negative is there was no blinds or curtains in the living room"
beautiful cottage by the lake. Relax and enjoy your stay.

Waterfront Syracuse Home w/ Patio & Fire Pit!

10.0 out of 10, Exceptional, (17)
"Great job of space utilization! Kitchen cabinets well organized… easy to access utensils. Everything looked brand new…. Were we the first guests?!? Enjoyed the stay immensely. 🤔Pillows were way too hard!! Sorry. Jay"
Waterfront Syracuse Home w/ Patio & Fire Pit!

Lake Access and Pier on Barbee Chain! 3 Bedroom Cozy Cottage

9.4 out of 10, Exceptional, (6)
"This was awesome stay would recommend it to anyone"
Lake Access and Pier on Barbee Chain! 3 Bedroom Cozy Cottage

Year Round Lake Front Cottage on Quiet Cove on Webster Lake

9.0 out of 10, Wonderful, (33)
"Large enough for two to four people, with an ok clean bathroom. The walls were very dirty, and windows were in disrepair. The television did not work which was not ok for my husband. The location was ok and close to restaurants. The beach was across the lake but easy to get to. "
Year Round Lake Front Cottage on Quiet Cove on Webster Lake

Lake Wawasee Pet-Friendly Cottage with Pontoon, Firepit, 3 decks, large lot

9.6 out of 10, Exceptional, (24)
"We really enjoyed this property and our stay. Easy access to lake and sandbar. The property is so well provisioned, it made the stay even better than we expected! Would totally stay again!"
Lake Wawasee Pet-Friendly Cottage with Pontoon, Firepit, 3 decks, large lot

Great Get-a-way/sleeps 4

9.8 out of 10, Exceptional, (44)
"A most excellent week at Big Barbee the week of July 4th Independence Day celebration. Loved everything about it. Location, lake activities, cottage. Just beautiful! Kathy was by far the best hostess I’ve had for short term rental!"
Great Get-a-way/sleeps 4

Lake Access Cottage, fenced, private, pet friendly, sleeps 6 with sleeper sofa

9.4 out of 10, Exceptional, (6)
"The only things I would say are drawbacks about this place, when we put our dog food by the back door it was covered by ants, I do mean covered. We moved it across the room and away from that wall/door it was ok. Secondly the radiant heating that runs on a thermostat does not work. We used space heaters. They worked well enough after waking up a couple of times to adjust the temerature to get them set right. Third, the TVs are just antenna TVs. There is WIFI but the tvs are not. The place was...
Lake Access Cottage, fenced, private, pet friendly, sleeps 6 with sleeper sofa

Lake Haven Cottage • Fun Summer Get Away! fishing and kayaks!

9.8 out of 10, Exceptional, (16)
"We spent a wonderful two days at this beautiful cottage on the lake. We could not have asked for a better location or host, who provided a very clean property with a beautiful view and all of the necessary amenities to make our stay comfortable. There were two bedrooms with queen beds (perfect for 4), but one bedroom had the bed pushed against the wall making it awkward for a partner to exit the bed, and it was necessary to coordinate the use of the bathroom. Overall though, it was wonderful!"
Lake Haven Cottage • Fun Summer Get Away! fishing and kayaks!

Cozy Cottage in Oakwood Resort

8.6 out of 10, Excellent, (4)
"I think this would be the perfect cottage for a family with kids. All that upstairs room with a separate bedroom downstairs for mom and dad. Close to the lake and park. Very little traffic."
Cozy Cottage in Oakwood Resort

Columbia City Vacation Rental w/ Lake Access

10.0 out of 10, Exceptional, (1)
"Home for high school reunion, we greatly enjoyed this lake getaway to reconnect and relax as we caught up on life. Great place with great deck and views of the lake!"
Columbia City Vacation Rental w/ Lake Access

Large family cottage steps from waters edge

10.0 out of 10, Exceptional, (5)
"Nice gathering room and kitchen. Lots of beds. Everything was very nice!"
Large family cottage steps from waters edge

Columbia City Vacation Rental w/ Lake Access

3.0 star property
10.0 out of 10, Exceptional, (2)
" Had a wonderful time. Lovely neighborhood. Everything was as described - clean and tidy. Would definitely stay again. Thank you hosts!"
Columbia City Vacation Rental w/ Lake Access
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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Other property types in Leesburg

Beautiful lakefront property

9.6 out of 10, Exceptional, (27)
"Everything was perfect! There were no details left out in this home. It had everything you could imagine in a home and then some. Warm and cozy feel and nicely decorated! Would definitely stay here again😊"
Beautiful lakefront property

beautiful cottage by the lake. Relax and enjoy your stay.

9.8 out of 10, Exceptional, (18)
"We loved the place the only negative is there was no blinds or curtains in the living room"
beautiful cottage by the lake. Relax and enjoy your stay.

Lake Tippecanoe Lake House - Anchor Inn

9.6 out of 10, Exceptional, (8)
"We had a very relaxing week. "
Lake Tippecanoe Lake House - Anchor Inn
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

How much do cottages in Leesburg cost?
Cottages in Leesburg range between and per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Leesburg?
Take your pick of 43 cottages in Leesburg. Whether you’re traveling with the kids or planning a weekend escape with your buddies, Expedia can help you find the perfect property to reconnect with nature.
Why book your cottage in Leesburg with Expedia?
We think that vacays should be a piece of cake, so if you’re in search of cottages in Leesburg at a competitive price, Expedia is here to help. Keep the budget under control and choose a thrifty option far from the hustle and bustle, or book an upmarket cottage to treat your loved ones.
How can I find cheap cottages in Leesburg?
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