Winona Lake Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Vacation Rentals in Winona Lake

Exterior
Trail Side in the Heart of Winona Lake
Trail Side in the Heart of Winona Lake
10.0 out of 10, Exceptional, (35)
"House very comfortable, we enjoyed being close to the trails"
United States
Dennis A.
$224 nightly
The price is $250
Nov 4 - Nov 5
Total with taxes and fees
Trail Side in the Heart of Winona Lake
Microwave, oven, stovetop
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
10.0 out of 10, Exceptional, (5)
$296 nightly
The price is $332
Nov 4 - Nov 5
Total with taxes and fees
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Fridge, microwave, oven, stovetop
Cozy lakefront home on Big Barbee Lake
Cozy lakefront home on Big Barbee Lake
10.0 out of 10, Exceptional, (11)
"Great location with everything you need for a weekend on the lake. We will definitely be back! "
United States
dunchbox 1.
$235 nightly
The price is $263
Nov 4 - Nov 5
Total with taxes and fees
Cozy lakefront home on Big Barbee Lake
Exterior
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
10.0 out of 10, Exceptional, (15)
"It was such a beautiful and picturesque place for my husband and I both to work from "home" for a week. In the afternoons and evenings, we especially liked the air hockey, ping pong, fishing, foosball and water floats. We also rented the (very nice!) pontoon and went out on the lake for a day. The house was very clean and spacious, and the decorations made you feel like you were at "home" and not at a vacation rental. The onsite property manager, Kim, was fun and really helpful. We loved every...
United States
Julia S.
$278 nightly
The price is $311
Nov 5 - Nov 6
Total with taxes and fees
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Dining
Woodside Retreat in the Heart of Amish Country
Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (9)
"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!"
United States
Caleb
$176 nightly
The price is $188
Nov 4 - Nov 5
Total with taxes and fees
Woodside Retreat in the Heart of Amish Country
Exterior
Waters Edge Cottage on Big Barbee Lake!
Waters Edge Cottage on Big Barbee Lake!
9.8 out of 10, Exceptional, (30)
"This cottage was super nice, very clean and a perfect little place to get away. It is right on the lake and has a great back patio to just sit and relax while watching the boats. Host was quick and responsive with communication and this place is definitely somewhere to come back to for another visit. "
United States
Corey W.
Waters Edge Cottage on Big Barbee Lake!
View from property
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!
2.0 star property
10.0 out of 10, Exceptional, (6)
"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!!"
United States
Tami S.
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!
Living area
Lakefront Home on Lake Webster
Lakefront Home on Lake Webster
9.4 out of 10, Exceptional, (33)
"We had a nice stay. Cabin is small but great."
United States
RYAN R.
Lakefront Home on Lake Webster
Fridge, microwave, oven, stovetop
Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!
Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!
10.0 out of 10, Exceptional, (49)
"Sunset Cottage was wonderful for our family getaway over the 4th of July. The cottage is clean, well-stocked, and has a wonderful view of the lake. The inclusion of the pontoon makes this rental perfect! The owners are responsive and make your stay easy. Hope to be back again sometime!"
United States
Dana H.
Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!
Exterior
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
9.6 out of 10, Exceptional, (30)
"Anjum was so accommodating. The tiki bar and pontoon were lots of fun."
United States
Heather E.
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
Property grounds
Water front cottage on beautiful Upper Long Lake
Water front cottage on beautiful Upper Long Lake
9.4 out of 10, Exceptional, (83)
"All was great at the property"
United States
David C.
Water front cottage on beautiful Upper Long Lake
Dining
NEW Spacious Lakehouse Retreat +private pier
NEW Spacious Lakehouse Retreat +private pier
9.6 out of 10, Exceptional, (30)
"Comfortable and spacious and exactly as advertised "
United States
Becky V.
NEW Spacious Lakehouse Retreat +private pier
Interior
⚓️Direct lake view with available Tritoon boat rental
⚓️Direct lake view with available Tritoon boat rental
9.8 out of 10, Exceptional, (13)
"Ideal lakefront property, wonderful location. Great for any age group. Offered all we were looking for. Would recommend to anyone!! Thanks"
United States
Daniel R.
⚓️Direct lake view with available Tritoon boat rental
Property grounds
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
10.0 out of 10, Exceptional, (1)
"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.
$457 nightly
The price is $512
Nov 26 - Nov 27
Total with taxes and fees
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
TV
Inviting Lakefront Home with Patio and Dock
Inviting Lakefront Home with Patio and Dock
10.0 out of 10, Exceptional, (13)
"Enjoyed our stay. It was close to friends in the area Hope to be back sometime!"
United States
John
Inviting Lakefront Home with Patio and Dock
Exterior
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
9.8 out of 10, Exceptional, (16)
"Very relaxing. Nice view of the lake. Parking is limited. Would return for another golf trip."
United States
Mike D.
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
Microwave, oven, stovetop
Little Barbee Lakefront Bungalow
Little Barbee Lakefront Bungalow
10.0 out of 10, Exceptional, (5)
"Beautiful setting. Has all the amenities needed. The owner/manager was very responsive to all communications. A bonus was that the neighbors across the street that own the dock to the right, when looking out to the lake, were very friendly. We used Aloha boat rental. That was also a very positive experience. "
United States
Miles F.
Little Barbee Lakefront Bungalow
Fridge, microwave, oven, stovetop
Country View Retreat - 3 bedroom, Private family-friendly home
Country View Retreat - 3 bedroom, Private family-friendly home
9.8 out of 10, Exceptional, (13)
"It has everything we needed. Great property "
United States
Charles W.
Country View Retreat - 3 bedroom, Private family-friendly home
Outdoor pool
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!
10.0 out of 10, Exceptional, (29)
"The stay was just arpund the corber from our home but felt like a getaway!"
United States
Mary G.
$326 nightly
The price is $365
Nov 6 - Nov 7
Total with taxes and fees
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Property grounds
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront
10.0 out of 10, Exceptional, (3)
"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...
United States
Nicolas H.
Lake Tippecanoe, Little Tippy retreat—sleeps 12, dog friendly, private lakefront
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winona Lake Hotel Reviews

Best Western Plus Warsaw

Best Western Plus Warsaw

10/10 Excellent
"The young man that checked me in was very welcoming and helpful. Great breakfast! Wide variety and very clean. "
Marc 1-night trip
Posted 11 hours ago
Best Western Plus Warsaw

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 $188 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?

Cozy lakefront home on Big Barbee Lake: This vacation home rental outside of Winona Lake is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.