Winona Lake Vacation Rentals

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Vacation Rentals in Winona Lake

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

10.0 out of 10, Exceptional, (6)
$321 nightly
The price is $360
Sep 2 - Sep 3
Total with taxes and fees
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

$296 nightly
The price is $332
Aug 25 - Aug 26
Total with taxes and fees
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

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

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

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

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

9.8 out of 10, Exceptional, (22)
"Very nice, wish there was bars or restaurants on the lake"
beautiful cottage by the lake. Relax and enjoy your stay.

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 !!!

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 ."
$426 nightly
The price is $477
Sep 3 - Sep 4
Total with taxes and fees
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

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.

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

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!

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

⚓️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 Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

9.6 out of 10, Exceptional, (20)
"Loved the house, pool and hot tub. Would stay there again."
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!

“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

NEW Spacious Lakehouse Retreat +private pier

9.8 out of 10, Exceptional, (27)
"My family stayed at this beautiful home last weekend for a Grace College Graduation.Plenty of room for the 8 of us and gathering areas for us to visit. Kitchen well stocked with cooking items ( I do most of the cooking at the homes we stay)Good communication with the owner, easy to get in the home. There is so much to do in nearby Winona Lake, beautiful area!"
NEW Spacious Lakehouse Retreat +private pier

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!"
$188 nightly
The price is $201
Aug 25 - Aug 26
Total with taxes and fees
Woodside Retreat in the Heart of Amish Country

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

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."
Lakefront|Kayaks|Paddleboat|Fishing
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

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?

⚓️Direct lake view with available Tritoon boat rental : This vacation home rental outside of Winona Lake is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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.