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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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, (54 reviews)
"Excellent experience we will definitely stay there again "
United States
Nick H.
$224 nightly
The price is $250
Aug 19 - Aug 20
Total with taxes and fees
Trail Side in the Heart of Winona Lake
Smart TV, books, offices

2. Dog-friendly, Short Walk to Grace, Village, Trails | Fast Wi-Fi & Workspace

Dog-friendly, Short Walk to Grace, Village, Trails | Fast Wi-Fi & Workspace
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.
$359 nightly
The price is $402
Aug 16 - Aug 17
Total with taxes and fees
Dog-friendly, Short Walk to Grace, Village, Trails | Fast Wi-Fi & Workspace
Property grounds

3. Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (26 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
$272 nightly
The price is $292
Aug 20 - Aug 21
Total with taxes and fees
Fishing · Kayaks · Firepit · Paddleboat
Exterior

4. Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.6 out of 10, Exceptional, (24 reviews)
"we had a great time!"
United States
Tamara H.
$236 nightly
The price is $264
Aug 28 - Aug 29
Total with taxes and fees
Cozy lakefront home on Big Barbee Lake
Exterior

5. Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Warsaw
9.8 out of 10, Exceptional, (36 reviews)
"Very Good place to stay"
United States
Alex K.
$376 nightly
The price is $421
Sep 14 - Sep 15
Total with taxes and fees
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Terrace/patio

6. Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (14 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.
$302 nightly
The price is $325
Aug 23 - Aug 24
Total with taxes and fees
Heart Jacuzzi · Kayaks · Firepit · Pier
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
9.4 out of 10, Exceptional, (16 reviews)
"Lovely little place to stay"
United States
Panacea G.
$313 nightly
The price is $351
Aug 16 - Aug 17
Total with taxes and fees
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Exterior

8. 3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Pierceton
9.8 out of 10, Exceptional, (21 reviews)
"Love this space! Clean and welcoming! Super host, great to work with! Looking forward to our next stay! "
United States
John K.
$320 nightly
The price is $358
Aug 20 - Aug 21
Total with taxes and fees
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Interior

9. Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country
Nappanee
10.0 out of 10, Exceptional, (12 reviews)
"Clean, courteous and a great place to get away from distractions and burdens and relax!!! Wife and I are really looking forward to visiting soon."
United States
Go N.
$176 nightly
The price is $188
Sep 14 - Sep 15
Total with taxes and fees
Woodside Retreat in the Heart of Amish Country
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)
"Fantastic place to get away right on the water. Enjoyed our 3 day stay with my husband and our puppy. There is a fenced in yard and a dock. Wonderful place to relax. Our host was very helpful and easy to get in touch with.Recommend highly "
United States
Lenora F.
$488 nightly
The price is $547
Aug 16 - Aug 17
Total with taxes and fees
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Outdoor dining

11. Lakefront Fun on Papakeechie - Kayaks & More!

Lakefront Fun on Papakeechie - Kayaks & More!
Syracuse
10.0 out of 10, Exceptional, (1 review)
"Beautiful location and views! The hosts have thought of everything a visitor might need. Only caveat, not for those with mobility issues due to steep walkway and interior stairs. Exceeded my expectations. Would absolutely stay there again."
United States
Karen E.
$367 nightly
The price is $411
Sep 7 - Sep 8
Total with taxes and fees
Lakefront Fun on Papakeechie - Kayaks & More!
Interior

12. Lake Wawasee, Outdoor TV, Surround Sound & Bikes

Lake Wawasee, Outdoor TV, Surround Sound & Bikes
Syracuse
10.0 out of 10, Exceptional, (9 reviews)
"Very nice and clean. Enjoyed our stay! Great location! "
United States
Becky J.
$370 nightly
The price is $414
Aug 20 - Aug 21
Total with taxes and fees
Lake Wawasee, Outdoor TV, Surround Sound & Bikes
Smart TV, fireplace, table tennis, books

13. Pony Creek Cottage

Pony Creek Cottage
North Manchester
10.0 out of 10, Exceptional, (11 reviews)
"Our work traveling crew really liked this property and will be staying again. "
United States
Charles W.
$319 nightly
The price is $357
Sep 8 - Sep 9
Total with taxes and fees
Pony Creek Cottage
3 bedrooms, WiFi (free), bed sheets

14. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
$206 nightly
The price is $231
Aug 24 - Aug 25
Total with taxes and fees
Quiet cul-de-sac home near Syracuse
Outdoor dining

15. Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
$377 nightly
The price is $422
Aug 16 - Aug 17
Total with taxes and fees
Backwater Lake Cottage | Tiki Bar & Paddleboat
Interior

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

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (23 reviews)
"The rental was everything one could ask for. Family from Wisconsin and Indiana met for the weekend. We had a great weekend making memories. We enjoyed the fire pit and playing corn hole. We also enjoyed cooking meals together. The view of the lake was beautiful and very relaxing. I would love to come back and enjoy the lake during warmer weather."
United States
Katherine B.
$765 nightly
The price is $827
Aug 17 - Aug 18
Total with taxes and fees
4BR Lakefront · Pier · Game Room · Sleeps 16+
Coffee/tea maker, fridge, microwave, oven

17. Indigo Hideaway | Romantic + Fire pit

Indigo Hideaway | Romantic + Fire pit
Nappanee
$276 nightly
The price is $295
Aug 15 - Aug 16
Total with taxes and fees
Indigo Hideaway | Romantic + Fire pit
Terrace/patio

18. 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.
$944 nightly
The price is $1,057
Aug 23 - Aug 24
Total with taxes and fees
Best Views of Webster Lake! Paddleboards + Swimming
Terrace/patio

19. Waterfront Family Gem w/ Private Dock in Syracuse

Waterfront Family Gem w/ Private Dock in Syracuse
Syracuse
$516 nightly
The price is $578
Aug 24 - Aug 25
Total with taxes and fees
Waterfront Family Gem w/ Private Dock in Syracuse
Property grounds

20. Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
Syracuse
$555 nightly
The price is $621
Aug 16 - Aug 17
Total with taxes and fees
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
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

Amish Inn

Amish Inn

10/10 Excellent
"Excellent place to stay, exceptionally clean, comfortable and helpful staff. We will definitely stay there again."
Buffy 1-night trip
Posted 3 hours ago
Amish Inn

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 $250 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?

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 Limitless 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 Trails 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.