Winona Lake Vacation Rentals

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Vacation Rentals in Winona Lake

Our top choices for Winona Lake vacation rentals

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

10.0 out of 10, Exceptional, (7)
The price is CA $271
CA $494 total
includes taxes & fees
Sep 7 - Sep 8
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

10.0 out of 10, Exceptional, (1)
"Very nice property clean nicely decorated very nice for the couple nights that we stayed there. I would recommend it highly"
The price is CA $253
CA $456 total
includes taxes & fees
Sep 1 - Sep 2
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (31)
"It was amazing spot! Very cozy and peaceful the view of the water was amazing will be recommend others to this location! "
Lakefront Home on Lake Webster

Year Round Lake Front Cottage on Quiet Cove on Webster Lake

9.0 out of 10, Wonderful, (37)
"We had a great time getting away from Fort Wayne for the weekend."
Year Round Lake Front Cottage on Quiet Cove on Webster Lake

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

10.0 out of 10, Exceptional, (48)
"We loved our weekend getaway. It was charming and relaxing and everything we were looking for. "
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

⚓️Direct lake view with available Tritoon boat rental

9.8 out of 10, Exceptional, (11)
"The house and location are phenomenal. The pictures on the website don’t do it justice. You are on the lake and the view is amazing! The owners are super nice and very accommodating. Book now! You won’t be disappointed. "
⚓️Direct lake view with available Tritoon boat rental

Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

8.8 out of 10, Excellent, (33)
"Great rentals...easy to get to. Property owner was amazing to work with. We can't wait to book again next year!!!!"
Lake Wawasee 2 Bedroom Condo on Channel . NO SHOES, NO SHIRT, NO PROBLEMS !!!

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

9.4 out of 10, Exceptional, (28)
"The place was very nice and the manager helped me enjoy my stay every day."
New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

beautiful cottage by the lake. Relax and enjoy your stay.

9.8 out of 10, Exceptional, (23)
"Very nice, wish there was bars or restaurants on the lake"
beautiful cottage by the lake. Relax and enjoy your stay.

Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Our family group of 14 really enjoyed this lake house. It had everything we needed. The outside areas were really nice & the game room was a real hit with kids & adults. Communication with host Joe was great. We hope to stay there again!!"
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!

Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP

8.6 out of 10, Excellent, (20)
"Very clean spacious Great Lake house. Would stay here again. "
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP

Beautiful cozy cottage 1 block from the lake and Oakwood hotel.

9.4 out of 10, Exceptional, (30)
"We loved this cozy cottage! We were in town for a wedding and it was perfect! "
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

10.0 out of 10, Exceptional, (24)
"House and property had more than enough activities to keep up completely entertained for our entire stay. Loved the game room, pickleball court, hot tub and kayaks!!"
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

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

10.0 out of 10, Exceptional, (26)
"We love this place we were hear last October for sweetest day and came back on memorial day wknd we love the pool ,hot tub and the river in the back it's beautiful and also the game room with the massage chair ."
The price is CA $308
CA $659 total
includes taxes & fees
Sep 3 - Sep 4
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (5)
"We had a wonderful time here. We stayed here to "unplug" and refresh and it was the perfect place to do so! Comfortable, very clean, with personal touches down to the snacks provided- all made for a stay we will be back for!"
The price is CA $142
CA $257 total
includes taxes & fees
Sep 2 - Sep 3
Woodside Retreat in the Heart of Amish Country

Lakefront|Kayaks|Paddleboat|Fishing

10.0 out of 10, Exceptional, (20)
"I was beaten down at work, hadn't had a vacation in over a year. A week by this lake and I was feeling fit as a fiddle. Beautiful property, well kept cabin, and an abundance of nature that can't be beat."
The price is CA $156
CA $369 total
includes taxes & fees
Sep 7 - Sep 8
Lakefront|Kayaks|Paddleboat|Fishing

“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

10.0 out of 10, Exceptional, (21)
"House had the perfect set up for our family and needs for our stay. We loved the view. We will be back!"
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

Inviting Lakefront Home with Patio and Dock

10.0 out of 10, Exceptional, (12)
"The vacation house was nice and to dock your boat was easy. We rented a boat from the marina."
Inviting Lakefront Home with Patio and Dock

Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront

10.0 out of 10, Exceptional, (2)
"The Twisted Pine was a very unique and fun place to stay! We liked how the house and property were laid out, which encouraged us to explore, and every room essentially gets its own bathroom which was an added bonus. It also felt very private being tucked away against the lake and the woods. We spent our days paddle boarding and swimming in the lake and our nights playing games and hanging out on the spacious terrace. Our hostess, Katie, was very pleasant to work with and accommodating and...
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront

Cozy 2-bedroom campground in peaceful Claypool with AC, WiFi. Overlooking lake

1.0 star property
7.4 out of 10, Good, (3)
"Clean and well maintained "
Cozy 2-bedroom campground in peaceful Claypool with AC, WiFi. Overlooking lake
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

Find out more about 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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona Lake vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona Lake vacation rentals we have selected for you start as low as CA $142 per night. Entering your travel dates in the search wizard 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. 

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?

Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath: This vacation home rental outside of Winona Lake is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Winona Lake?

Choose from 7 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.