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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (65 reviews)
"Fabulous place to stay! Great location, easily accessible to anything you need or want to see in Winona Lake and surrounding areas. The house very clean and comfortable and safe. Thank you, had a wonderful time."
United States
Shea
The price is AED 496
AED 946 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 595
AED 1,242 total
includes taxes & fees
7 Oct - 8 Oct
Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace
Terrace/patio

3. 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 AED 441
AED 976 total
includes taxes & fees
28 Sep - 29 Sep
Heart Jacuzzi · Kayaks · Firepit · Pier
Property grounds

4. Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (31 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is AED 415
AED 947 total
includes taxes & fees
28 Sep - 29 Sep
Fishing · Kayaks · Firepit · Paddleboat
Exterior

5. Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.8 out of 10, Exceptional, (26 reviews)
"Very enjoyable place to rest and relax after tournament musky fishing."
United States
Michael A.
The price is AED 533
AED 987 total
includes taxes & fees
5 Oct - 6 Oct
Cozy lakefront home on Big Barbee Lake
Terrace/patio

6. 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 AED 676
AED 1,209 total
includes taxes & fees
28 Sep - 29 Sep
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Exterior

7. Barbee Lake Lodge/kayaks

Barbee Lake Lodge/kayaks
Warsaw
The price is AED 643
AED 1,008 total
includes taxes & fees
28 Sep - 29 Sep
Barbee Lake Lodge/kayaks
Exterior

8. 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, (24 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 AED 661
AED 1,234 total
includes taxes & fees
30 Sep - 1 Oct
Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Outdoor dining

9. 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 AED 511
AED 1,386 total
includes taxes & fees
28 Sep - 29 Sep
Lakefront Fun on Papakeechie - Kayaks & More!
Property grounds

10. 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 AED 1,017
AED 1,876 total
includes taxes & fees
28 Sep - 29 Sep
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
TV

11. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
The price is AED 588
AED 740 total
includes taxes & fees
28 Sep - 29 Sep
Quiet cul-de-sac home near Syracuse
Terrace/patio

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

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Milford
10.0 out of 10, Exceptional, (38 reviews)
"Everything was very clean and we loved the layout of the house and the game room!"
United States
Rachel A.
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
TV, books

13. Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
The price is AED 511
AED 1,386 total
includes taxes & fees
28 Sep - 29 Sep
Backwater Lake Cottage | Tiki Bar & Paddleboat
Smart TV

14. Indigo Hideaway | Romantic + Fire pit

Indigo Hideaway | Romantic + Fire pit
Nappanee
The price is AED 467
AED 1,050 total
includes taxes & fees
5 Oct - 6 Oct
Indigo Hideaway | Romantic + Fire pit
Dining

15. Sawmill Lakefront - Dock + Kayaks + Firepit

Sawmill Lakefront - Dock + Kayaks + Firepit
Warsaw
The price is AED 793
AED 1,588 total
includes taxes & fees
28 Sep - 29 Sep
Sawmill Lakefront - Dock + Kayaks + Firepit
Coffee/tea maker, fridge, microwave, oven

16. Cozy cottage cabin with fire pit ,lake and beach access Indiana

Cozy cottage cabin with fire pit ,lake and beach access Indiana
Albion
The price is AED 381
AED 571 total
includes taxes & fees
11 Oct - 12 Oct
Cozy cottage cabin with fire pit ,lake and beach access Indiana
Smart TV, fireplace, table tennis, books

17. 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 AED 569
AED 1,234 total
includes taxes & fees
30 Sep - 1 Oct
Pony Creek Cottage
Interior

18. 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 AED 1,047
AED 2,239 total
includes taxes & fees
28 Sep - 29 Sep
4BR Lakefront · Pier · Game Room · Sleeps 16+
Terrace/patio

19. 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 AED 1,686
AED 3,648 total
includes taxes & fees
28 Sep - 29 Sep
Best Views of Webster Lake! Paddleboards + Swimming
Interior

20. 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 AED 1,451
AED 2,308 total
includes taxes & fees
20 Oct - 21 Oct
Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
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

CountrySide Inn

CountrySide Inn

8/10 Good
"Nice location staff was great"
Kevin 1-night trip
Posted 7 hours ago
CountrySide Inn

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?

The Boat House w/ Dock: Enjoy Lake Life!: This vacation home rental outside of Winona Lake is located on the waterfront and has a patio, 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.