Leesburg Holiday Rentals

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Check prices for these dates

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Holiday Rentals in Leesburg

beautiful cottage by the lake. Relax and enjoy your stay.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (22)
"Very nice, wish there was bars or restaurants on the lake"
beautiful cottage by the lake. Relax and enjoy your stay.
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Fridge, microwave, oven, stovetop

“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

10.0 out of 10, Exceptional, (21)
"House had the perfect set up for our family and needs for our stay. We loved the view. We will be back!"
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Beautiful lakefront property
Fridge, microwave, oven, stovetop

Beautiful lakefront property

9.6 out of 10, Exceptional, (28)
"The house was well stocked and much more beautiful than the pictures showed. Definitely a great stay!"
Beautiful lakefront property
Tippy Cottage on the Lake
Property grounds

Tippy Cottage on the Lake

10.0 out of 10, Exceptional, (77)
"This was the 4th year at Tippy Cottage with our family! We love it and the owners are so helpful and friendly! We hope to stay again next year!"
Tippy Cottage on the Lake
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront
Property grounds

Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront

10.0 out of 10, Exceptional, (2)
"The Twisted Pine was a very unique and fun place to stay! We liked how the house and property were laid out, which encouraged us to explore, and every room essentially gets its own bathroom which was an added bonus. It also felt very private being tucked away against the lake and the woods. We spent our days paddle boarding and swimming in the lake and our nights playing games and hanging out on the spacious terrace. Our hostess, Katie, was very pleasant to work with and accommodating and...
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Exterior

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay! The house was beautiful and accommodating! We ate our meals on the beautiful deck every day and enjoyed the beautiful view! The fire pit was wonderful to have fires at every night! We loved Kim the property manager very nice and easy to get ahold of! Tom the owner was very gracious and a great communicator as well! We definitely recommend 10/10"
The price is HK$1,537
HK$2,805 total
includes taxes & fees
2 Sept - 3 Sept
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Outdoor dining

Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

10.0 out of 10, Exceptional, (7)
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Microwave, oven, stovetop

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

The price is HK$1,435
HK$2,586 total
includes taxes & fees
22 Aug - 23 Aug
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier
Outdoor dining

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

9.4 out of 10, Exceptional, (28)
"The place was very nice and the manager helped me enjoy my stay every day."
New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier
Charming farmhouse in peaceful countryside
Terrace/patio

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (155)
"It was a nice spot, near to the events we took in, over the weekend."
Charming farmhouse in peaceful countryside
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
Exterior

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

10.0 out of 10, Exceptional, (48)
"We loved our weekend getaway. It was charming and relaxing and everything we were looking for. "
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
Fridge, oven, stovetop, coffee/tea maker

Beautiful cozy cottage 1 block from the lake and Oakwood hotel.

9.4 out of 10, Exceptional, (30)
"We loved this cozy cottage! We were in town for a wedding and it was perfect! "
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras
Interior

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

10.0 out of 10, Exceptional, (2)
"This residence was exceptionally clean and featured a very well-equipped kitchen with top-of-the-line cooking equipment. It was the perfect place to entertain teenagers, offering plenty of activities such as a pool, basketball hoops, an infinity game table, ping pong and more. There was lots of space for everyone to spread out, making it easy to enjoy different activities simultaneously without feeling crowded. A fantastic setup for a fun and relaxing stay!"
Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Outdoor pool

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

10.0 out of 10, Exceptional, (26)
"The stay was just arpund the corber from our home but felt like a getaway!"
The price is HK$1,748
HK$3,722 total
includes taxes & fees
3 Sept - 4 Sept
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Lakefront Home on Lake Webster
Living area

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (31)
"It was amazing spot! Very cozy and peaceful the view of the water was amazing will be recommend others to this location! "
Lakefront Home on Lake Webster
Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!
Fridge, microwave, oven, stovetop

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

8.8 out of 10, Excellent, (33)
"Great rentals...easy to get to. Property owner was amazing to work with. We can't wait to book again next year!!!!"
Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!
Beautiful Skinner Cottage overlooking the lake
Interior

Beautiful Skinner Cottage overlooking the lake

9.8 out of 10, Exceptional, (106)
"We were just in for a weekend getaway, this spot was perfect. Great view and access to the lake. My boys enjoyed going out fishing and just being outside. Everything was good!"
Beautiful Skinner Cottage overlooking the lake
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Outdoor dining

Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP

8.6 out of 10, Excellent, (20)
"Very clean spacious Great Lake house. Would stay here again. "
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
Exterior

Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,

9.6 out of 10, Exceptional, (29)
"Easy to access, great owner and an amazing location!"
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
Lake House | Kayaks | Patio/Deck | Private Pier
Outdoor dining

Lake House | Kayaks | Patio/Deck | Private Pier

2.0 star property
10.0 out of 10, Exceptional, (12)
"Our larger family needed a place to slow down and be alone for a few days to relax, and this place was a great success!"
Lake House | Kayaks | Patio/Deck | Private Pier
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

Holiday Inn Express Hotel & Suites Plymouth by IHG

Holiday Inn Express Hotel & Suites Plymouth by IHG

10/10 Excellent
"Clean and looked as if it had been recently remodelled. The bed was comfortable and a good assortment of pillows. The breakfast food was very good and a step about the usual hotel breakfast foods"
John 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Plymouth by IHG

Frequently asked questions

Are there holiday rentals in Leesburg?

Yes, there are holiday rentals close to the most popular sights in Leesburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Leesburg has to offer?

“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views: This highly rated holiday home rental in Leesburg is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Leesburg?

With 11 Expedia holiday rentals, you're guaranteed to find just the right place for your Leesburg stay.

What’s there to see and do in Leesburg?

Tippecanoe Lake and Big Barbee Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Stanton Lake and Oppenheim Woods are other places worth a visit.

What’s a holiday rental in Leesburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Leesburg. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.