Holiday Homes in Leesburg

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Holiday Homes in Leesburg

Exterior
Trail Side in the Heart of Winona Lake
The price is AU$282
per night
3 June - 4 June
Trail Side in the Heart of Winona Lake
Terrace/patio
Winona Lake Cottage w/Deck
10.0 out of 10, Exceptional, (27)
"We celebrated Graduation Weekend at the cottage. Pictures don’t do it justice! It’s awesome! Book it! You won’t regret it. ❤️"
The price is AU$376
per night
20 May - 21 May
Winona Lake Cottage w/Deck
Exterior
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
10.0 out of 10, Exceptional, (24)
"Place was tidy and clean, had everything we needed for a weekend away with the boat."
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
Save an average of 15% on thousands of hotels when you're signed in
View from property
Summer Sizzle! 6-Bed Channel Home!
10.0 out of 10, Exceptional, (18)
"Enjoyed 2 weeks of Family time snuggled in during subzero temps and snowstorms. Plenty of space for games, eating, movie nights and napping. Comfortable beds, lots of TV’s and a well-appointed kitchen also made for the perfect stay. Neighborhood is peaceful and private and hostess is extra responsive."
The price is AU$1,010
per night
19 May - 20 May
Summer Sizzle! 6-Bed Channel Home!
Lake
Epworth Forest lakefront house on beautiful all-sport Webster Lake.
Epworth Forest lakefront house on beautiful all-sport Webster Lake.
Pool
Charming farmhouse in peaceful countryside
10.0 out of 10, Exceptional, (111)
"Absolutely amazing place, very clean and quiet. Very well furnished especially in the kitchen. Everything you need to cook!"
Charming farmhouse in peaceful countryside
Fridge, microwave, stovetop, dishwasher
Lakeside Indiana Vacation Rental Near Fort Wayne!
10.0 out of 10, Exceptional, (6)
"We stayed for 4 nights here, enjoyed hiking at various places within a short driving distance. Spent one day going to small towns and shopping at Amish establishments. The house was very clean, good parking, perfect for our needs!"
Lakeside Indiana Vacation Rental Near Fort Wayne!
Fridge, oven, stovetop, coffee/tea maker
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
9.4 out of 10, Exceptional, (19)
"We were looking for a small place near the lake for our small family (myself, wife and daughter). Clean, simple and on point with the description in the listing. Nice touches and some upgrades for an older cottage. It’s all we needed and very convenient to Oakwood Resort and the water. Would book again. Thanks!"
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
Pool
Waterfront Syracuse Home w/Deck, Fire Pit & Kayaks
9.6 out of 10, Exceptional, (20)
"Upon arrival the house was smaller than expected but after we checked in it was perfect . Everything worked as it should and there were no issues the whole time we were there . The owner supplied free firewood for the late nights outside while the deck at the waterfront and large docking area for the boats was appreciated much as well . Property manager was so easy and nice to work with and was very useful when getting area information . Thank you much for a great family made memory , we will be...
Waterfront Syracuse Home w/Deck, Fire Pit & Kayaks
Exterior
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
10.0 out of 10, Exceptional, (2)
"Everything was easy to find and very relaxing. The place is even better than the photos."
The price is AU$484
per night
21 May - 22 May
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Exterior
The Old Stone Cottage at Tippy
10.0 out of 10, Exceptional, (2)
"Very clean and comfortable home! Great location as well. Property owner is great and easily accessible!"
The price is AU$709
per night
17 May - 18 May
The Old Stone Cottage at Tippy
3 bedrooms, desk, iron/ironing board, Internet
Spacious Syracuse Getaway w/ Waterfront Deck!
9.8 out of 10, Exceptional, (13)
"The property and location were ideal for our family. The house was stocked with all of the necessary amenities. We were able to fish, have a bonfire and stretch out with all of the space. I would highly recommend that you read the guest book on site. The story in it is hilarious. We will definitely come back in the warmer months. Thank you, Tracy!!"
Spacious Syracuse Getaway w/ Waterfront Deck!
Fireplace
'Rise and Shine Farm' in Goshen w/ BBQ & Fire Pit!
9.6 out of 10, Exceptional, (25)
"The property was as described . It was very clean and well stocked, we had everything we needed. The host/neighbors were helpful, responsive, and even went out of their way to give my toddler a close up look at their tractor (which made his day). The location was perfect. We enjoyed our stay and will definitely return the next time we are in the area."
'Rise and Shine Farm' in Goshen w/ BBQ & Fire Pit!
Fridge, microwave, stovetop, dishwasher
Lakefront Getaway in Leesburg w/ Dock + Kayaks!
Lakefront Getaway in Leesburg w/ Dock + Kayaks!
Property grounds
Charming and cozy 3bed 1bath home
Charming and cozy 3bed 1bath home
Fridge, microwave, oven, stovetop
FAMILY HOME ON WEBSTER LAKE!
10.0 out of 10, Exceptional, (2)
"Has plenty of room. Great for large gatherings. Well appointed necessities. Nice view of water."
FAMILY HOME ON WEBSTER LAKE!
Property grounds
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
9.8 out of 10, Exceptional, (12)
"The house was in good shape and well suited for a large group. We had 10 that slept comfortably. Property manager responded promptly. Some minor misinformation on the VBRO site (likely just out of date) such as an incorrect WiFi password and sending the door code the day prior to arrival, but these were minor things that were resolved promptly with no issue. Overall an enjoyable experience and a nice setting on the lake. Some nearby gunshots in the early morning hours both days could be heard......
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Outdoor pool, a heated pool
Lake house escape with private pool, hot tub, pier, kayaks & paddleboat!!!
10.0 out of 10, Exceptional, (11)
"We enjoyed our stay."
Lake house escape with private pool, hot tub, pier, kayaks & paddleboat!!!
Interior
Cozy Cottage on Cedar Lake with Children's Club House. Perfect For Families
10.0 out of 10, Exceptional, (13)
"We were in the area for a hockey weekend in Fort Wayne but we would 100% return for a longer stay when it gets warm. The house was very clean and described perfectly. My husband loved the little town and was able to get in a very scenic 15 mile run. Marion is an amazing host and extremely communicative. 12/10! Would stay again!"
Cozy Cottage on Cedar Lake with Children's Club House. Perfect For Families
Smart TV
NEW Spacious Lakehouse Retreat +private pier
9.8 out of 10, Exceptional, (17)
"This place met and exceeded our expectations for our family Thanksgiving get together. We had 8 of us total staying ranging from 8-75 and everyone just loved the house. The highlights: The Wifi is fast - you don't usually see that in a rural setting. The ping pong table and foosball table where big hits with all ages. The porch was a great space to enjoy some coffee and reflect while looking out at the lake. The kitchen was well equipped with everything we needed. Did I mention the lovely...
NEW Spacious Lakehouse Retreat +private pier
Don't see what you're looking for?
See all available properties in Leesburg
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.

Other property types in Leesburg

Fridge, microwave, oven, stovetop
Welcoming Grace College parents, fall weddings, traveling for work, or anything
9.8 out of 10, Exceptional, (7)
"We had a very nice stay. We were in the area for a conference but we all talked about how nice it would have been to stay a couple of extra days and just chill but had to get back to reality. I would definitely recommend this home and would stay again if I am ever back in this area."
Welcoming Grace College parents, fall weddings, traveling for work, or anything
Fridge, microwave, oven, stovetop
Beautiful lakefront property
10.0 out of 10, Exceptional, (21)
"Had gone with friends over a weekend to this rental place. Tracy was responsive and helpful. It was a fun stay :)"
Beautiful lakefront property
Exterior
The Old Stone Cottage at Tippy
10.0 out of 10, Exceptional, (2)
"Very clean and comfortable home! Great location as well. Property owner is great and easily accessible!"
The price is AU$709
per night
17 May - 18 May
The Old Stone Cottage at Tippy
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.

Leesburg Holiday Homes information

Number of reviews
304
Accommodation
63 Holiday Homes
Lowest Price
AU$282
Highest Price
AU$1,010

Recent Reviews in Leesburg
Expedia verified reviews