
Lake side house rentals in Winona Lake
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Top-rated vacation rentals in Winona Lake
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Popular amenities for Winona Lake vacation rentals
Winona Lake fishing vacation rentals

Peaceful lake house
We enjoyed our time at the lake. Amazing and serene home. So wonderful to have my dogs with me and they loved the yard. Anna is helpful and responsive. Looking forward to our next visit this summer and fall.

2 bdrm/1bth house/boat dock
What a cute little cottage! Fit the needs of everyone perfectly! It was clean and decorated very cute! The beds are super comfortable, even the pillows are nice and comfy! A full length mirror would be a great addition! Lacy was super friendly and very responsive, would stay here again!

Lakefront|Kayaks|Paddleboat|Fishing|Pier
Very nice stay, house is wonderful. Amenities/lake activities were great. Houses driving in were a little off putting but this house was perfect and we never felt unsafe. Would definitely stay again.

Sunshine, Daydream
My fiance and I had an amazing weekend celebrating his birthday. This place was a perfect escape from our busy city life. There is something so beautiful about being away from all the noice and just reconnecting with nature. Tena was an amazing host and really made us feel at home. Thank you!

Lake House
This was our second time we have stayed at one of Ryan's properties. His properties are beautiful you can see that from the photos. Our stay was so relaxing and enjoyable exactly what we all needed. Ryan is an excellent host and answers all your questions very quickly. Until next time....Thank you!

Lake Cabin Escape with fireplace
This was my second time staying at this house, and it's definitely one of my favorite places to stay. It is so warm, cozy, and comfortable. The huge fireplace is my favorite feature! Between the comfy furniture and that amazing fireplace, I never want to leave the living room when I'm staying there :) The huge TV with tons of streaming channels is also a great way to get caught up on all the shows you've been meaning to binge! ;) Julie is an amazing host--very helpful and accommodating, very responsive, and she goes above and beyond to make sure your stay is perfect. I couldn't recommend her and this great house more!

Beautiful Skinner Lake View Cottage
A wonderful getaway spot with a beautiful view. We have been several times and will definitely be back!

Webster Lakefront Updated Studio with Pier & Deck
Terri’s home is beautiful and clean. Bed is comfy and the extra throw blankets are a plus. Kitchen is well stocked.
Winona Lake fishing house rentals

Lake house in Rochester
Amazing spot right on the water. Rental was as described. Peaceful and beautiful area.

Irish Lakefront home. Pets, dock, fishing, kayaks.
Beautiful space for a large family gathering. The house is lovely and the big windows overlooking the lake were fantastic. Beware, if you claim the master bedroom, the en suite shower is so awesome, everyone will be trekking in to use the six nozzle shower :-) Joe was great to communicate with. We highly recommend this place!

The Ice House
So glad I stumbled upon Steph's Ice House listing. Had a peaceful, almost secluded stay yet close to the many Shipshewana attractions. Impeccably clean and decorated, with modern amenities which would be fantastic for an extended stay. Steph sent a greeting message immediately after my booking and followed up with detailed instructions and area tips. Was pleasantly surprised with doughnuts and popcorn when I arrived, a very nice touch. Looking forward to booking with her again!

Private/Romantic Getaway on a private lake & Isle
Awesome host and home

Sea Glass Cottage, Lake Wawasee, Syracuse
We enjoyed out stay! The location worked perfect for visiting with friends on the Lake. Would stay here again.

Lake Wawasee Channel front getaway home
Loved staying at this home! It fit our family of 6 adults perfectly. Very well-stocked house.

Dreaming of Musky @Webster Lake, waterfront rental
This place was absolutely fantastic! Needed a quick get away and this could not have been a more perfect spot. The bonus was meeting the incredible folks that make up the neighborhood. Welcoming is an understatement! There is no other place I would rather stay! I have a feeling my little quick get away will become tradition! Welcoming, friendly…. Perfect!!!

The Little Barbee Lodge *Lake Access*
This is a beautiful little place, nice and quiet. Has a nice little Canal out to a beautiful little Lake that attaches to many more. the view is always beautiful with lots of little bunnies hopping around.
Other great vacation rentals in Winona Lake

Hearthstone Hideaway - Tiny Home #5
This new tiny space is pristine and serene. Easy entry. We appreciated the beautiful barn beams across the ceiling and basic kitchen amenities. Highly recommended for a short stay in Shipshewanna!

Bungalow Charm
We loved our stay at this lake side retreat! It was a perfect place for our family to spend time together. It was peaceful, the neighbors were very nice, we loved the fire pit and kayaks. The views were wonderful and we spend more time out on the porch than inside. The porch was amazing. Hosts were great and nearby if we needed anything. There was plenty of space for 7 of us. We would not hesitate to stay here again - thanks for an amazing getaway weekend!

Incredible lakefront villa with docking.
David’s place had everything that we needed for our weekend stay! Had fun with the extra amenities: kayaking, foosball, ping pong etc! Thanks for a great stay!

Channel front 4 bed home-Peaceful-Views-ND!
Big home that was perfect for our family

Fisherman's Paradise & Kayaker's Dream!
John is a great host! Very responsive and communication was great. Everything was as described with lots of room for the kids to play games both inside and outside. We have family in the area so we will most likely stay again!

Cottage on the Bay
This listing surpassed my expectations. I knew that I was headed to small town Indiana, but this place made it seem as if we were at a special getaway. There were so many extra amenities like canoes and kayaks and high chairs for kids. As someone traveling with a toddler, their attention to kid-friendly details was greatly appreciated. I highly recommend staying here!

Wildwood at the Ol' Barn
This was our second stay at Wildwood and it was just as lovely as the first time. We wanted to spend some time in Shipshewana, Middlebury and Goshen and this location is perfect for all those places. It's so peaceful and has everything you could need. The cookies Lynette leaves are DELISH and she's so quick to respond if you should need anything. I'm sure we'll be back again some day!

RV's, Amish, and Notre Dame, Oh My!
Renee’s place was lovely…clean and convenient. We would definitely return!
Quick stats about vacation rentals in Winona Lake
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Your guide to Winona Lake
All About Winona Lake
Winona Lake is a small town in Indiana nestled on the shore of its namesake, sitting a few hours between the major cities of Detroit and Chicago. With more than 100 natural lakes in the surrounding area, this is a wonderland of water, where people come to sail, swim, and relax on the shore. Anglers are in their element here — the lake’s calm waters are home to over 30 species, including longear sunfish and bluegill.
Winona Lake is a popular spot for kayaking and mountain biking on the Winona Lake Trail, which winds its way through dense woodland and over twisting purpose-built bridges. There’s also a splash pad right at Limitless Park on the shore of the lake, where locals come to cool off during baking Indiana summers. The restored Village at Winona offers plenty of pretty waterfront spots to linger over a coffee, indulge in ice cream, and pick up some nautical-themed homeware.
The best time to stay in a vacation rental in Winona Lake
During the summer, warm, sunny days attract visitors looking to get out on the lake with their paddleboards and kayaks. This also tends to be the busiest time of the year, with local events including the four-day Mermaid Festival held in the nearby town of North Webster. During fall, the trees that frame the lake burst into a kaleidoscope of red, yellow, and orange. The winter can get very cold, but this is a great time to cross-country ski or ice fish out on the frozen water. In the spring, the ice starts to thaw and the flowers begin to bloom. On Memorial Day weekend, the Northern Indiana Lakes Festival is held at Center Lake Park in the neighboring city of Warsaw, complete with adventure races, entertainment, and fireworks marking the beginning of summer.
Top things to do in Winona Lake
The Village at Winona
Located on its own little island just off the shore of Winona Lake, the Village was in a state of decline in the 1970s. The community pulled together to restore many of the old wooden summer homes and transform them into boutiques selling artisanal foodstuffs and mom-and-pop eateries looking out over the water. Locals come out to watch the cardboard boat race on Canal Days in August.
Scenic lakes
Winona Lake is surrounded by more than 100 lakes, providing ample opportunities for water sports and even a ride on one of Indiana’s oldest sternwheel tour boats at Webster Lake. A 10-minute drive away, Indiana’s only competitive water ski team performs regularly throughout the summer on Hidden Lake. The state’s largest natural lake, Lake Wawasee, is home to wooden boats galore, which join together for a weekly parade called the Thunder Run.
Winona Lake Trails
Starting a few streets back from the water’s edge, the Winona Lake Trails started life in 1902 as the Chicago Boys Camp, which offered children from Chicago the chance to immerse themselves in nature. The camp is now a well-maintained park with undulating trails leading you through tranquil wilderness, from babbling creeks to rolling meadows. Look out for mountain bikers — this is a popular route for adventurous visitors on two wheels.
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Winona Lake?
Yes! Work meets play with ease at over 20 vacation rentals in Winona Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Winona Lake?
Experience the best of Winona Lake with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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