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Vacation rentals in Leesburg

Vacation rentals in Leesburg

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Leesburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Some Where Not Far
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
Some Where Not Far

We are situated on the interior of the island at Winona Lake. The Village of Winona is a short walk across the bridge. You'll find unique shops and eateries. You can even try your hand at pottery painting or jewelry making at the shops. Enjoy walking the paved paths or for more challenges go for the off road bike trail. Don't have a bike? Rentals are available. The park and beach are also within walking distance. Visit the Winona lake website for a list of events. Walk to Grace College.

What guests are saying:

“I stayed here for three nights. It was very private, though Lori made herself available for any questions. When I arrived, there was a chocolate bar, baked goods, and fresh strawberries waiting for me. That was such a nice touch. I had a comfy bedroom, a sitting room, and a bathroom to myself. The shower is great! The location is also perfect, right by the lake and canal and walking distance to shops and restaurants. I was in the area for a conference, and if I go back to the same area I would definitely return to A place Not Far.”

New Modern 1 Bedroom Apartment
SUPERHOSTEntire apartment · 2 guests · 2 beds · 1 bath
New Modern 1 Bedroom Apartment

This is a new construction house with a apartment in the lower level. There is a second bed that if requested can be provided.

What guests are saying:

“Brian & Kalynn’s place was amazing. They really thought of everything to make our stay very enjoyable. The home was very clean and inviting. The space itself is beautifully designed with touches of beach vibes that made it really feel like we were on a vacation. I love the modern decor, and many kitchen amenities for the space. My guests were very impressed as well. The snacks, drinks, and fruit were such a nice touch too. It was definitely something we really appreciated after driving 3 hours in. Would definitely recommend this space, and will be returning if the opportunity arises. Thanks for being such great and thoughtful hosts!!”

Modern Webster Lake cottage
SUPERHOSTEntire guesthouse · 7 guests · 2 beds · 1 bath
Modern Webster Lake cottage

This home has a great floor plan for 2-4 people with a small loft bed for a youngster. It has all the comforts of home, including high end kitchen accessories and in-unit washer and dryer. Softener and reverse osmosis filter for great water. Great maple hardwood floors and a front deck for outdoor barbecuing. Parking for 3 cars right outside and a shed with lots of amenities including bikes and hammock for recreation and relaxing.

What guests are saying:

“Awesome Place! Had the best time! The new driveway was nice and smooth and everything was to our satisfaction. It was nice to have a dish washer and washer and dryer in this price range—not many others in this area have that available. We loved the view of the lake and the close drive to convenient stores. The kitchen was fully stocked we barely had to shop! The neighbors were extremely friendly and sweet!The bed was extremely comfy and kept up nicely. The place was spotless and everything you could ever ask for was provided. Ashley & the Sedgwick family!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Leesburg holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Leesburg

Little Cricket Cottage
SUPERHOSTEntire cottage
Little Cricket Cottage
Price:$123 AUD / night
Webster Lakefront Updated Studio with Pier & Deck
SUPERHOSTEntire cottage
Webster Lakefront Updated Studio with Pier & Deck
Price:$162 AUD / night
Off The Beaten Pass  -on Greenway .3 mi Beach/Park
SUPERHOSTEntire house
Off The Beaten Pass -on Greenway .3 mi Beach/Park
Price:$155 AUD / night
Lakewood Cottage on Winona Lake
SUPERHOSTEntire cottage
Lakewood Cottage on Winona Lake
Price:$489 AUD / night
Executive Country Estate
SUPERHOSTPrivate room
Executive Country Estate
Price:$113 AUD / night
Renovated Home Near Popular Restaurants & Shops
SUPERHOSTEntire house
Renovated Home Near Popular Restaurants & Shops
Price:$127 AUD / night
Guesthouse on Terrace  (Suite B)
SUPERHOSTEntire guesthouse
Guesthouse on Terrace (Suite B)
Price:$147 AUD / night
Located on the Island at Winona Lake
SUPERHOSTEntire apartment
Located on the Island at Winona Lake
Price:$139 AUD / night
Affordable Lakeside Cottage Getaway
SUPERHOSTEntire cottage
Affordable Lakeside Cottage Getaway
Price:$113 AUD / night
Treetop Cottage
SUPERHOSTEntire apartment
Treetop Cottage
Price:$141 AUD / night
Hastings Island Chapel
SUPERHOSTEntire house
Hastings Island Chapel
Price:$96 AUD / night
Lakeveiw Cottage
SUPERHOSTEntire house
Lakeveiw Cottage
Price:$211 AUD / night
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