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Compare 83 Vacation Homes in Leesburg with updated reviews, rates, and availability.

Charming farmhouse in peaceful countryside
Living area

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (132)
"We just got back from a really great weekend! The rental house was the cutest farmhouse and was decorated so so nicely. It’s so warm and inviting! Dixie, the dog that lives on the property was our absolute favorite. The house is located on a farm and it was fun to watch the farm animals and it was such a beautiful setting. All of the beds were super comfortable and the house was nicely stocked with the necessities. The owners were super responsive and helpful and made sure that our stay was top...
Charming farmhouse in peaceful countryside
Lakefront Syracuse Home w/ Deck & Private Dock!
Syracuse Vacation Rental | 4BR | 3.5BA | 3,684 Sq Ft | Stairs Required

Lakefront Syracuse Home w/ Deck & Private Dock!

9.8 out of 10, Exceptional, (8)
"In town for a wedding and it was the perfect location. "
Lakefront Syracuse Home w/ Deck & Private Dock!
Lake House | Kayaks | Patio/Deck | Private Pier
The Waldron Lake Retreat: Stress Less by the Lake! Imagine yourself enjoying this scene during your stay at our house! Complete peace, taking in nature at it's best.

Lake House | Kayaks | Patio/Deck | Private Pier

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had an am"
Lake House | Kayaks | Patio/Deck | Private Pier
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, (38)
"The cottage was perfect for us. It was very clean, fully equipped and the views were amazing. A big thank you to Lois and Todd for their kindness."
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!
Exterior

Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!

10.0 out of 10, Exceptional, (14)
"Awesome recharge for my husband and I!"
Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!
Waters Edge Cottage on Big Barbee Lake!
Exterior

Waters Edge Cottage on Big Barbee Lake!

10.0 out of 10, Exceptional, (16)
"Overall our stay was great! The VRBO and property are both really small, but we knew that from the listing. The kitchen is stocked with basic necessities and a few extras, but it is difficult to find what you’re looking for. I did not find the washer and dryer right away so we ended up not using it but it does tell you where it’s located if you read more carefully the check in info."
Waters Edge Cottage on Big Barbee Lake!
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Immediate view of the lake and living space on the main level.

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

8.8 out of 10, Excellent, (19)
"Very clean spacious Great Lake house. Would stay here again. "
The price is AED 911
AED 2,324 total
includes taxes & fees
30 Nov - 1 Dec
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
Goshen Vacation Rental | 3BR | 1BA | 2 Steps Required | 1,000 Sq Ft

Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres

9.4 out of 10, Exceptional, (23)
"Great cottage, outside of city life. Absolutely adorable dog on property to greet you coming and going. Nice set-up, everything we needed. GPS takes you past the cottage to another farm nearby; be careful if traveling in the dark. "
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
Adorable Wawasee Cottage in Oakwood Park
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Adorable Wawasee Cottage in Oakwood Park

10.0 out of 10, Exceptional, (8)
"Enjoyed our stay/would stay again."
The price is AED 735
AED 1,326 total
includes taxes & fees
1 Dec - 2 Dec
Adorable Wawasee Cottage in Oakwood Park
Beautiful Lake Home in a quiet relaxing setting. Access to paddle boats.
Exterior

Beautiful Lake Home in a quiet relaxing setting. Access to paddle boats.

9.8 out of 10, Exceptional, (61)
"We rented this beautiful, spacious home for the weekend to celebrate my sister’s birthday. There were twelve adults and we had plenty of room. We were pleasantly surprised to see that everything was supplied including paper towels, dish washing detergent, and showers essentials. "
Beautiful Lake Home in a quiet relaxing setting. Access to paddle boats.
Kountry Lane Stables | Horse Farm w/ HOT TUB + Fire Pit!
Welcome to Kountry Lane Stables- A stunning and spacious home situated on an equestrian estate!

Kountry Lane Stables | Horse Farm w/ HOT TUB + Fire Pit!

10.0 out of 10, Exceptional, (8)
"Great place for a getaway with family & friends. Interior of the house was very clean. The exterior could use some TLC. Everyone enjoyed the stay. Definitely would consider staying again."
Kountry Lane Stables | Horse Farm w/ HOT TUB + Fire Pit!
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
Exterior

Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.

9.4 out of 10, Exceptional, (6)
"Very clean, nice lake cottage with great view of Shriner Lake to the front and Cedar Lake to the back. We did and early “Thanksgiving “ at the Lake and it was fine. Could use a few more glasses, plates and utensils … service for 4 was all I found and parking is limited 2 to cars but we brought disposable plates cups utensils. Netflix and wifi and 2 separate bunk rooms. Worked for us. We had a good time and owner very nice and communicated. Thanks!"
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
Trail Side in the Heart of Winona Lake
Exterior

Trail Side in the Heart of Winona Lake

10.0 out of 10, Exceptional, (14)
"Last minute getaway to the beautiful fall foliage. Couldn’t have asked for a better area or Accommodations to stay in."
The price is AED 448
AED 917 total
includes taxes & fees
20 Dec - 21 Dec
Trail Side in the Heart of Winona Lake
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Exterior

Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!

9.6 out of 10, Exceptional, (5)
"Worked for the ten of us comfortably. Would absolutely book again"
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Big Barbee Lake House
Nice spacious front porch

Big Barbee Lake House

10.0 out of 10, Exceptional, (3)
"My friends (6 adults males) stayed at the location and enjoyed it very much. The host provided pretty much everything we needed. Good AC. Fair amount of cooking supplies. We enjoy the location as there are two bar/restaurants in walking distance and there are multiple lakes connected here and a bigger one if you feel like going 7 miles. The only pause is that for adults the location really sleeps 5 unless you can get two adults/kids on a double bed."
Big Barbee Lake House
Lakeside Indiana Vacation Rental Near Fort Wayne!
Churubusco Vacation Rental | 2BR | 1BA | 900 Sq Ft | Stairs to Access

Lakeside Indiana Vacation Rental Near Fort Wayne!

10.0 out of 10, Exceptional, (11)
"Nice place. Only went golfing did not check out other things in the area."
Lakeside Indiana Vacation Rental Near Fort Wayne!
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024
Our view of Johnson's Bay

Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024

9.2 out of 10, Wonderful, (40)
"The house was perfect for our group. Nice kitchen and living space to gather in the evening to visit. Loved sitting on the patio by the water to play games and socialize, boats going back-and-forth to the lake very nice. Maybe a 15 minute drive to restaurants and shopping. The manager, Brian was always quick to answer any questions or resolve any issues. We all enjoyed our stay."
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024
FAMILY HOME ON WEBSTER LAKE!
Property grounds

FAMILY HOME ON WEBSTER LAKE!

9.6 out of 10, Exceptional, (7)
"Beautiful home and great location. Plenty of room inside and out."
FAMILY HOME ON WEBSTER LAKE!
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Pool

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

10.0 out of 10, Exceptional, (21)
"I loved this vrbo stay! So clean and nice. "
The price is AED 551
AED 1,411 total
includes taxes & fees
2 Dec - 3 Dec
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!
Night view from deck

Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

10.0 out of 10, Exceptional, (15)
"A great place for six old guys to gather. Clean, spacious, great location. Absolutely perfect for us."
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!
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
Great lakefront views!

Beautiful lakefront property

9.8 out of 10, Exceptional, (26)
"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.
Exterior

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
Terrace/patio

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.