An aerial view of a lakeside residential area with houses, a bridge, and a parking lot.

Winona Lake Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winona Lake vacation rentals

Property grounds

1. Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake
Winona Lake
9.8 out of 10, Exceptional, (60 reviews)
"Interior decoration was excellent. Appliances all appeared to be new."
United States
Beth
The price is ￥18,948
￥38,515 total
includes taxes & fees
Sep 30 - Oct 1
Trail Side in the Heart of Winona Lake
Smart TV, books, offices

2. Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace

Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace
Winona Lake
10.0 out of 10, Exceptional, (1 review)
"Nice five minute walk to beach and restaurants. So excellent location. The added amenities were great as we used the provided pickel ball paddles and inflatable watercraft."
United States
Jonathan J.
The price is ￥26,253
￥57,059 total
includes taxes & fees
Oct 1 - Oct 2
Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace
Property grounds

3. Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (30 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is ￥17,934
￥42,150 total
includes taxes & fees
Oct 19 - Oct 20
Fishing · Kayaks · Firepit · Paddleboat
Terrace/patio

4. Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (18 reviews)
"This cottage was very cute and cozy, a true lovers retreat. Host was very accommodating and check in and out was easy."
United States
Lisa S.
The price is ￥18,714
￥43,373 total
includes taxes & fees
Sep 21 - Sep 22
Heart Jacuzzi · Kayaks · Firepit · Pier
Exterior

5. Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.6 out of 10, Exceptional, (25 reviews)
"Very enjoyable place to rest and relax after tournament musky fishing."
United States
Michael A.
The price is ￥22,613
￥43,492 total
includes taxes & fees
Sep 28 - Sep 29
Cozy lakefront home on Big Barbee Lake
Exterior

6. Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain

Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Pierceton
9.8 out of 10, Exceptional, (23 reviews)
"Love this space! Clean and welcoming! Super host, great to work with! Looking forward to our next stay! "
United States
John K.
The price is ￥25,545
￥52,365 total
includes taxes & fees
Sep 21 - Sep 22
Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Terrace/patio

7. Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Syracuse
9.6 out of 10, Exceptional, (17 reviews)
"Lovely little place to stay"
United States
Panacea G.
The price is ￥28,695
￥53,971 total
includes taxes & fees
Sep 20 - Sep 21
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Coffee/tea maker, fridge, microwave, oven

8. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
The price is ￥24,952
￥31,614 total
includes taxes & fees
Sep 20 - Sep 21
Quiet cul-de-sac home near Syracuse
Property grounds

9. Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Leesburg
10.0 out of 10, Exceptional, (5 reviews)
"This guest house was perfect for two people, though it could sleep six. It was clean and had all the amenities we needed. We had a very comfortable and relaxing stay there."
United States
Gretchen E.
The price is ￥43,198
￥84,712 total
includes taxes & fees
Sep 24 - Sep 25
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Outdoor dining

10. Lakefront Fun on Papakeechie - Kayaks & More!

Lakefront Fun on Papakeechie - Kayaks & More!
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"This location has a very beautiful view"
United States
Jennie S.
The price is ￥20,585
￥59,456 total
includes taxes & fees
Sep 21 - Sep 22
Lakefront Fun on Papakeechie - Kayaks & More!
TV, books

11. Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
The price is ￥21,053
￥61,481 total
includes taxes & fees
Sep 22 - Sep 23
Backwater Lake Cottage | Tiki Bar & Paddleboat
Beach nearby

12. Cozy cottage cabin with lake and beach access

Cozy cottage cabin with lake and beach access
Albion
The price is ￥18,425
￥26,750 total
includes taxes & fees
Sep 21 - Sep 22
Cozy cottage cabin with lake and beach access
Interior

13. Indigo Hideaway | Romantic + Fire pit

Indigo Hideaway | Romantic + Fire pit
Nappanee
The price is ￥19,813
￥44,562 total
includes taxes & fees
Sep 21 - Sep 22
Indigo Hideaway | Romantic + Fire pit
Smart TV, fireplace, table tennis, books

14. Pony Creek Cottage

Pony Creek Cottage
North Manchester
10.0 out of 10, Exceptional, (12 reviews)
"Our work traveling crew really liked this property and will be staying again. "
United States
Charles W.
The price is ￥24,172
￥55,718 total
includes taxes & fees
Sep 30 - Oct 1
Pony Creek Cottage
Interior

15. 4BR Lakefront · Pier · Game Room · Sleeps 16+

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (25 reviews)
"The property is fantastic and perfect for large families. We easily slept 14. Lots of extras like a paddle boat, kayaks, life jackets, games. We had a great time during our 5 night stay! Pontoon was rented from Aloha and they were great, too."
United States
Tiha K.
The price is ￥46,728
￥103,483 total
includes taxes & fees
Sep 21 - Sep 22
4BR Lakefront · Pier · Game Room · Sleeps 16+
Terrace/patio

16. Best Views of Webster Lake! Paddleboards + Swimming

Best Views of Webster Lake! Paddleboards + Swimming
North Webster
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful rental. We had such a wonderful time my son wants to come back again. Friendly people all around and beautiful sunrise we saw."
United States
John D.
The price is ￥66,903
￥157,688 total
includes taxes & fees
Sep 24 - Sep 25
Best Views of Webster Lake! Paddleboards + Swimming
Interior

17. Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom

Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"Great views, spacious, clean home, responsive owner. "
United States
Bob T.
The price is ￥60,041
￥101,829 total
includes taxes & fees
Sep 21 - Sep 22
Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
Dining

18. Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
Cromwell
9.8 out of 10, Exceptional, (29 reviews)
"Went for a guys grouping outing and had a great time! Great location with lots of outdoor space for yard games etc!"
United States
Zakk R.
The price is ￥82,388
￥145,024 total
includes taxes & fees
Sep 25 - Sep 26
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
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 Winona Lake Hotel Reviews

Wyndham Garden Warsaw

Wyndham Garden Warsaw

8/10 Good
"💕💕"
Argentina 2-night trip
Posted 1 hour ago
Wyndham Garden Warsaw

Find out more about Winona Lake

Search for holiday rentals in Winona Lake on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona Lake using one of the methods below:

  • View our selection of featured holiday rentals in Winona Lake
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Look no further and take a look at our great range of rental properties in Winona Lake!

Frequently asked questions

Can I find a vacation rental in Winona Lake?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Winona Lake, or you can select a more secluded option if you're looking for relaxation. Winona Lake is known for its lake views and sporting events. Make sure you have time to check out the forests while you're in the area.

What are some of the best vacation home rentals that Winona Lake has to offer?

Trail Side in the Heart of Winona Lake: This highly rated vacation home rental in Winona Lake is located on a lake and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Winona Lake?

Choose from 8 Expedia vacation rentals in Winona Lake for a memorable vacation.

What can I see and do in Winona Lake?

Winona Lake and Winona Lake Trails Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Billy Sunday Home Museum and Winona Lake Limitless Park.

What are vacation rentals like in Winona Lake?

Vacation rentals are private properties you can book for a short or long stay in Winona Lake. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.