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

Winona Lake Vacation Rentals

Check prices for these dates

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

Our top choices for Winona Lake vacation rentals

A covered porch with wooden flooring, two chairs, a table, and a window with blinds.

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
$230 nightly
The price is $258
Sep 30 - Oct 1
Total with taxes and fees
Trail Side in the Heart of Winona Lake
A modern living room with a flat-screen TV, a sofa, a coffee table, and a blue patterned rug.

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.
$302 nightly
The price is $338
Oct 7 - Oct 8
Total with taxes and fees
Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace
A lakeside property with a dock, boats, and a grassy area with outdoor seating.

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.
$249 nightly
The price is $266
Sep 28 - Sep 29
Total with taxes and fees
Heart Jacuzzi · Kayaks · Firepit · Pier
A wooden deck with picnic tables and a view of a lake.

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.
$242 nightly
The price is $258
Sep 28 - Sep 29
Total with taxes and fees
Fishing · Kayaks · Firepit · Paddleboat
A house with a dock extending into a pond, surrounded by trees and other houses.

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.
$240 nightly
The price is $269
Oct 5 - Oct 6
Total with taxes and fees
Cozy lakefront home on Big Barbee Lake
A black house with a patio area featuring outdoor furniture and a grill.

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.
$294 nightly
The price is $329
Sep 28 - Sep 29
Total with taxes and fees
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

7. Barbee Lake Lodge/kayaks

Barbee Lake Lodge/kayaks
Warsaw
$245 nightly
The price is $274
Sep 28 - Sep 29
Total with taxes and fees
Barbee Lake Lodge/kayaks
A cabin with a wooden deck, a front door, and a garage.

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.
$300 nightly
The price is $336
Sep 30 - Oct 1
Total with taxes and fees
Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
A wooden deck with a table and chairs, overlooking a lake, surrounded by trees.

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.
$337 nightly
The price is $377
Sep 28 - Sep 29
Total with taxes and fees
Lakefront Fun on Papakeechie - Kayaks & More!
A lakeside patio with outdoor seating and a fire pit.

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.
$456 nightly
The price is $511
Sep 28 - Sep 29
Total with taxes and fees
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

11. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
$180 nightly
The price is $202
Sep 28 - Sep 29
Total with taxes and fees
Quiet cul-de-sac home near Syracuse
A hot tub with wooden benches, a TV screen displaying streaming services, and a covered patio area.

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.
$363 nightly
The price is $406
Sep 28 - Sep 29
Total with taxes and fees
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
A living room with a ceiling fan, a black sofa, a black cabinet, and a sign that says 'LIVE LAUGH LOVE'.

13. Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
$337 nightly
The price is $377
Sep 28 - Sep 29
Total with taxes and fees
Backwater Lake Cottage | Tiki Bar & Paddleboat
A modern living room with a sofa, chairs, a coffee table, a TV, and a bookshelf.

14. Indigo Hideaway | Romantic + Fire pit

Indigo Hideaway | Romantic + Fire pit
Nappanee
$267 nightly
The price is $286
Oct 5 - Oct 6
Total with taxes and fees
Indigo Hideaway | Romantic + Fire pit
A dining area with a wooden table and black chairs, a fireplace with a decorative tile surround, and a large mirror on the wall.

15. Sawmill Lakefront - Dock + Kayaks + Firepit

Sawmill Lakefront - Dock + Kayaks + Firepit
Warsaw
$386 nightly
The price is $432
Sep 28 - Sep 29
Total with taxes and fees
Sawmill Lakefront - Dock + Kayaks + Firepit
A fire pit with flames, surrounded by outdoor furniture and a gravel ground.

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

Cozy cottage cabin with fire pit ,lake and beach access Indiana
Albion
$139 nightly
The price is $155
Sep 28 - Sep 29
Total with taxes and fees
Cozy cottage cabin with fire pit ,lake and beach access Indiana
A hallway with a wooden floor, a chandelier, a dining area with a table and chairs, and a large window with colorful panes.

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.
$300 nightly
The price is $336
Sep 30 - Oct 1
Total with taxes and fees
Pony Creek Cottage
A room with a large window, two bean bags, a small round table, and two stools.

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.
$571 nightly
The price is $610
Sep 28 - Sep 29
Total with taxes and fees
4BR Lakefront · Pier · Game Room · Sleeps 16+

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.
$887 nightly
The price is $993
Sep 28 - Sep 29
Total with taxes and fees
Best Views of Webster Lake! Paddleboards + Swimming
A modern living room with a dining area, large windows, and a surfboard mounted on the wall.

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.
$561 nightly
The price is $628
Oct 20 - Oct 21
Total with taxes and fees
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

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake

10/10 Excellent
"The house is so cute! Great location too! We had some problems with the TV’s working and Erin was easy to get ahold of & fixed them for us.Great place to stay in Winonia!"
Shannon B. 2-night trip
Posted 11 hours ago
Trail Side in the Heart of Winona Lake

Find out more about Winona Lake

Everything you need to know about Winona Lake vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona Lake vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona Lake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winona Lake vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona Lake. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona Lake in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $258 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona Lake rentals

At Expedia, we put the best Winona Lake vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winona Lake rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona Lake vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona Lake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.