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Our top choices for Leesburg holiday homes

Trail Side in the Heart of Winona Lake

10.0 out of 10, Exceptional, (26)
"House very comfortable, we enjoyed being close to the trails"
The price is HK$950
HK$1,956 total
includes taxes & fees
27 Aug - 28 Aug
Trail Side in the Heart of Winona Lake

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

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

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

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!

10.0 out of 10, Exceptional, (26)
"We love this place we were hear last October for sweetest day and came back on memorial day wknd we love the pool ,hot tub and the river in the back it's beautiful and also the game room with the massage chair ."
The price is HK$1,751
HK$3,730 total
includes taxes & fees
3 Sept - 4 Sept
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

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.

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

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

10.0 out of 10, Exceptional, (7)
"What a perfect house and stay!!! Thank you so much for your welcoming home. We booked last minute to see the Notre Dame playoff game (Go Irish!!!) and couldn’t have been more delighted with the beautiful house and welcoming accommodations. Great hosts and house. Highly recommend. "
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

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

Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

10.0 out of 10, Exceptional, (3)
"Very clean and comfortable house."
The price is HK$1,055
HK$2,101 total
includes taxes & fees
2 Sept - 3 Sept
Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

Cozy 2 Bedroom Home W/Hotub

10.0 out of 10, Exceptional, (23)
"Ive stayed here many times. Will always stay there when Im in the area!"
Cozy 2 Bedroom Home W/Hotub

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

10.0 out of 10, Exceptional, (24)
"House and property had more than enough activities to keep up completely entertained for our entire stay. Loved the game room, pickleball court, hot tub and kayaks!!"
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

“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

The Heron House @Waldron Lake

9.8 out of 10, Exceptional, (28)
"The owner was always very helpful and quick to answer any questions! The house was clean and very nice! Having the kayaks and paddle boat was so wonderful and the small sand beach worked well for our family!"
The price is HK$2,617
HK$5,548 total
includes taxes & fees
25 Aug - 26 Aug
The Heron House @Waldron Lake

Inviting Lakefront Home with Patio and Dock

10.0 out of 10, Exceptional, (12)
"The vacation house was nice and to dock your boat was easy. We rented a boat from the marina."
Inviting Lakefront Home with Patio and Dock

NEW Spacious Lakehouse Retreat +private pier

9.8 out of 10, Exceptional, (27)
"My family stayed at this beautiful home last weekend for a Grace College Graduation.Plenty of room for the 8 of us and gathering areas for us to visit. Kitchen well stocked with cooking items ( I do most of the cooking at the homes we stay)Good communication with the owner, easy to get in the home. There is so much to do in nearby Winona Lake, beautiful area!"
NEW Spacious Lakehouse Retreat +private pier

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

The price is HK$2,681
HK$4,937 total
includes taxes & fees
26 Aug - 27 Aug
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

Stunning lakefront log cabin on a private acre

9.6 out of 10, Exceptional, (41)
"We absolutely LOVED the Mavis lodge!! Incredibly cozy, AMAZING location, large yard ( hard to find on Wawasee!) and very flat lot. We will definitely be back...I teared up a bit when we had to leave."
Stunning lakefront log cabin on a private acre

Big Barbee Lake House

9.8 out of 10, Exceptional, (9)
"Very clean and spacious. 1 min away for bar & grill, plenty of parking space. Love it will do it again for sure."
Big Barbee Lake House
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