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Compare 36 Cottages in Winona Lake with updated reviews, rates, and availability.

Year Round Lake Front Cottage on Quiet Cove on Webster Lake

9.0 out of 10, Wonderful, (33)
"Large enough for two to four people, with an ok clean bathroom. The walls were very dirty, and windows were in disrepair. The television did not work which was not ok for my husband. The location was ok and close to restaurants. The beach was across the lake but easy to get to. "
Year Round Lake Front Cottage on Quiet Cove on Webster Lake

Beautiful lakefront property

9.8 out of 10, Exceptional, (26)
"Everything was perfect! There were no details left out in this home. It had everything you could imagine in a home and then some. Warm and cozy feel and nicely decorated! Would definitely stay here again😊"
Beautiful lakefront property

Large family cottage steps from waters edge

10.0 out of 10, Exceptional, (5)
"Nice gathering room and kitchen. Lots of beds. Everything was very nice!"
Large family cottage steps from waters edge

The Hilltop Hideaway lakeside Cottage- HOT TUB

10.0 out of 10, Exceptional, (4)
"We had a great stay over Labor Day weekend and it was exactly what I was hoping for - a calm weekend away to spend with our family. The house was so cute, clean, and had everything we could have asked for. There were so many little details provided by the hosts that made us feel so comfortable. The lake was gorgeous and so peaceful. I am quite sad our trip is over! "
The Hilltop Hideaway lakeside Cottage- HOT TUB

Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies

9.8 out of 10, Exceptional, (32)
"Host very easy to work with. "
Silver Lake IN cottage sleeps 9. Two full baths. Water sports, games, and movies

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (26)
"It was great "
Lakefront Home on Lake Webster

Idyllic Lake Cottage on Papakeechie Lake

10.0 out of 10, Exceptional, (32)
"Just what we needed for a peaceful and relaxing long weekend. Can’t wait to come back!"
Idyllic Lake Cottage on Papakeechie Lake

Water front cottage on beautiful Upper Long Lake

9.4 out of 10, Exceptional, (76)
"I saw reviews of the property that it needed updated. It is a fishing cottage on a fishing lake, and it is exactly what we wanted and expected. It had everything we needed, even some cast iron skillets! The cottage was cozy and comfortable. Our stay was during the week, but it was extremely quite and relaxing. We would most definately stay again."
Water front cottage on beautiful Upper Long Lake

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

9.8 out of 10, Exceptional, (18)
"We loved the place the only negative is there was no blinds or curtains in the living room"
beautiful cottage by the lake. Relax and enjoy your stay.

Waterfront Syracuse Home w/ Patio & Fire Pit!

10.0 out of 10, Exceptional, (17)
"Great job of space utilization! Kitchen cabinets well organized… easy to access utensils. Everything looked brand new…. Were we the first guests?!? Enjoyed the stay immensely. 🤔Pillows were way too hard!! Sorry. Jay"
Waterfront Syracuse Home w/ Patio & Fire Pit!

Lake Access and Pier on Barbee Chain! 3 Bedroom Cozy Cottage

9.4 out of 10, Exceptional, (6)
"This was awesome stay would recommend it to anyone"
Lake Access and Pier on Barbee Chain! 3 Bedroom Cozy Cottage

Lake Wawasee Pet-Friendly Cottage with Pontoon, Firepit, 3 decks, large lot

9.6 out of 10, Exceptional, (24)
"We really enjoyed this property and our stay. Easy access to lake and sandbar. The property is so well provisioned, it made the stay even better than we expected! Would totally stay again!"
Lake Wawasee Pet-Friendly Cottage with Pontoon, Firepit, 3 decks, large lot

Great Get-a-way/sleeps 4

9.8 out of 10, Exceptional, (44)
"A most excellent week at Big Barbee the week of July 4th Independence Day celebration. Loved everything about it. Location, lake activities, cottage. Just beautiful! Kathy was by far the best hostess I’ve had for short term rental!"
Great Get-a-way/sleeps 4

Lake Access Cottage, fenced, private, pet friendly, sleeps 6 with sleeper sofa

9.4 out of 10, Exceptional, (6)
"The only things I would say are drawbacks about this place, when we put our dog food by the back door it was covered by ants, I do mean covered. We moved it across the room and away from that wall/door it was ok. Secondly the radiant heating that runs on a thermostat does not work. We used space heaters. They worked well enough after waking up a couple of times to adjust the temerature to get them set right. Third, the TVs are just antenna TVs. There is WIFI but the tvs are not. The place was...
Lake Access Cottage, fenced, private, pet friendly, sleeps 6 with sleeper sofa

Lake Haven Cottage • Fun Summer Get Away! fishing and kayaks!

9.8 out of 10, Exceptional, (16)
"We spent a wonderful two days at this beautiful cottage on the lake. We could not have asked for a better location or host, who provided a very clean property with a beautiful view and all of the necessary amenities to make our stay comfortable. There were two bedrooms with queen beds (perfect for 4), but one bedroom had the bed pushed against the wall making it awkward for a partner to exit the bed, and it was necessary to coordinate the use of the bathroom. Overall though, it was wonderful!"
Lake Haven Cottage • Fun Summer Get Away! fishing and kayaks!

Cozy Cottage in Oakwood Resort

8.6 out of 10, Excellent, (4)
"I think this would be the perfect cottage for a family with kids. All that upstairs room with a separate bedroom downstairs for mom and dad. Close to the lake and park. Very little traffic."
Cozy Cottage in Oakwood Resort

Columbia City Vacation Rental w/ Lake Access

10.0 out of 10, Exceptional, (1)
"Home for high school reunion, we greatly enjoyed this lake getaway to reconnect and relax as we caught up on life. Great place with great deck and views of the lake!"
Columbia City Vacation Rental w/ Lake Access

Cottage in Syracuse - 3 min walk to Lake Wawasee and access to Lake Papakeechie

10.0 out of 10, Exceptional, (8)
"Needed extra room for guests .. our needs were perfectly accommodated"
Cottage in Syracuse - 3 min walk to Lake Wawasee and access to Lake Papakeechie

Columbia City Vacation Rental w/ Lake Access

3.0 star property
10.0 out of 10, Exceptional, (2)
" Had a wonderful time. Lovely neighborhood. Everything was as described - clean and tidy. Would definitely stay again. Thank you hosts!"
Columbia City Vacation Rental w/ Lake Access

3 bedrooms sleeps up to 10 people

9.8 out of 10, Exceptional, (43)
"Kathy was great - available whenever we had a question, showed us around the property and amenities. The cottage fit the 10 of us - we mostly ate out on the patio to fit as a group. The dock space was perfect for our rented boats and we found many places to anchor and float. Kids did a little fishing off the dock. House had everything we needed to be comfortable, prepare meals, and enjoy ourselves!"
3 bedrooms sleeps up to 10 people
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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Other property types in Winona Lake

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

10.0 out of 10, Exceptional, (38)
"The cottage was perfect for us. It was very clean, fully equipped and the views were amazing. A big thank you to Lois and Todd for their kindness."
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath

Lakefront Syracuse Home w/ Deck & Private Dock!

9.8 out of 10, Exceptional, (8)
"In town for a wedding and it was the perfect location. "
Lakefront Syracuse Home w/ Deck & Private Dock!

Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!

9.6 out of 10, Exceptional, (5)
"Worked for the ten of us comfortably. Would absolutely book again"
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
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.

Frequently asked questions

How much do cottages in Winona Lake cost?
Expect to pay between and per night for cottages in Winona Lake. Whatever your budget, the perfect stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Winona Lake?
Stay in touch with nature in one of the 36 cottages available in Winona Lake. To help you find your ideal place, use our filter tool to search for perks or amenities you need.
Why book your cottage in Winona Lake with Expedia?
We think that a vacay should be hassle-free, so if you’re searching for cottages in Winona Lake at a nice price, Expedia is here to help. Keep the budget under control and pick an economical option far from the downtown buzz, or splurge on a luxury cottage to really pamper your favorite people.
How can I find cheap cottages in Winona Lake?
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