
Cottage vacation rentals in Winnebago County
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Top-rated cottage rentals in Winnebago County
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Popular amenities for Winnebago County cottage rentals
Cottage rentals with a hot tub
Guest favorite

Cottage in Wautoma
5 out of 5 average rating, 11 reviewsLakeside Living-Sleeps 17-Wautoma
LoriRating, 5 stars19 months ago
We had a wonderful time with our family at Sandra's place. Sandra and Jay were wonderful hosts - responding quickly and very helpful with anything we asked. The lake was absolutely beautiful and so much fun for the entire family.

Cottage in Neshkoro
4.77 out of 5 average rating, 30 reviewsCJ's Cozy Cottage
AdamRating, 5 stars1 month ago
This place was absolutely breathtaking and just what my wife and I were looking for. The peaceful surroundings made our quiet getaway one to remember. The hot tub was in perfect condition and always stayed warm. This was the perfect way to unwind. We were also stunned with the amazing nature views. From a snowy wonderland to the clear skies and countless stars, we were so happy with this place. We cuddled up near the fireplace which kept us warm the whole weekend. There was plenty of space for the two of us to feel comfortable and right at home. Cooper’s communication was great and quickly answered the couple of questions we had. We highly recommend this place and plan to be back some day.

Cottage in Campbellsport
4.88 out of 5 average rating, 17 reviewsColorful Cottage w/ Hot Tub - Steps to Long Lake!
LauraRating, 5 stars8 months ago
This was a charming and unique place. The grounds are really lovely. It's right on the main road that runs alongside the lake, but we never heard any traffic. Plenty of parking in the driveway, nice size, fully equipped kitchen, and the owner proactively texted me to invite any questions I might have. Easy, manageable checkout tasks. The restaurants right down the street were really good! There isn't a grocery store nearby, but we brought everything we would need so not an issue.
Guest favorite

Cottage in Neshkoro
4.96 out of 5 average rating, 178 reviewsNostalgic Lakehouse with Ferry Pontoon & Hot Tub
AlyssaRating, 5 stars3 weeks ago
Our weekend stay was truly nostalgic and exactly what we needed. We loved everything about this place and it was exactly as described. We loved playing the retro games, relaxing in the hot tub, using the fire pit, and picking a VHS to watch while playing games. We hope to make our stay an annual trip!
Top guest favorite

Cottage in Wild Rose
5 out of 5 average rating, 52 reviewsSteps to Water | Hot Tub, Firepit & Fishing!
LouRating, 5 stars1 month ago
Great view, cozy place, lots of kitchen items, great hot tub and friendly and responsive communication.
Pet-friendly cottage rentals

Cottage in Waupaca
4.78 out of 5 average rating, 18 reviewsWaupaca Chain O'Lakes Cottage w/ amazing view #1
KarenRating, 5 stars18 months ago
We can appreciate the historic facility with all its modern updates. Feels like a community with all the other guests. The facility was very clean and well cared for. .The host was very cordial and accommodating. We stayed for only two days for a family wedding, but would definitely like to plan for an extended stay in the future. An affordable place to stay to explore all the opportunities the area has to offer!
Superhost

Cottage in Waupaca
5 out of 5 average rating, 3 reviewsLake Cottage with Sunset Views!
LisaRating, 5 stars6 months ago
Beautiful location, clean water—amazing. Family-friendly for sure, but it was also a lovely spot for me and my dogs to relax after a busy summer. Waupaca as well as the Chain O Lakes area have lots to do. Don’t forget to explore quaint and nearby Rural, Wi. I loved sitting on the pier with my coffee, the patio for lunch, and around the fire pit for dinner. The sunset and stars are always beautiful. Thank you for a terrific escape.

Cottage in Waupaca
4.57 out of 5 average rating, 7 reviewsCheerful waterfront cottage right on Taylor Lake
CarolRating, 5 stars9 months ago
My family had a wonderful stay at Will's cottage. The house was spotlessly clean. The yard was fun for my grandkids and we had plenty of room to eat most of our meals outside. Furniture and beds were comfy. The kitchen was well stocked with everything we needed for meals. We liked the location and enjoyed the live music across the lake. It was nice to be on a no wake lake where we didn't need to worry about speed boats when the kids were swimming. We would love to come back next year.

Cottage in Wautoma
4.83 out of 5 average rating, 12 reviewsCozy 3 bedroom lakefront cottage, close to skiing
DanaRating, 5 stars7 months ago
What a treasure this quaint family cottage on the hill was! The views and vibe were exactly what we needed to take a deep breath and reset. It was apparent that the family has enjoyed this spot for the over 50 years Lindsay said it had been in their family. We are thankful to have had the opportunity to rent it and make some memories. Our son and pooch LOVED using the paddleboard and cool swim raft from nearly the time we got there to the time we left The water and sand were gorgeous! My husband also caught a really great fish right off the pier. I loved that I could watch all the action from the elevated porch right off the bedroom in a comfy chair with coffee (or wine) in hand. The 44 steps back up from the lake were a good workout too lol. Would definitely stay here again! Thanks Lindsay and family!
Superhost

Cottage in Markesan
4.81 out of 5 average rating, 101 reviewsCottage on the Pond - Big Green Lake
JanetRating, 5 stars3 months ago
We enjoyed a relaxing long weekend thanks to Cheryl’s place. It’s a classic lake cottage with updates that suited us perfectly. Not fancy but rather the kind of place that had everything we needed and wanted. We were so happy that our dog could join us, too. The pond is beautiful and so peaceful. The cottage is clean and welcoming and the kitchen is well equipped. Cheryl was proactive and responded quickly to my one question. I highly recommend it — but only to people who don’t want to visit when we want to go back!

Cottage in Wautoma
4.81 out of 5 average rating, 64 reviewsUp North Lake Escape
BradRating, 5 stars4 months ago
Was a short stay and really wasn’t at the cabin for any amount of time did what we needed it to do would stay again
Superhost

Cottage in Waupaca
4.76 out of 5 average rating, 72 reviewsThe "Chain" Reaction Retreat
AdamRating, 5 stars6 months ago
My honest review.... Bryan's outdoor amenities are what made this place for our trip. The outdoor bar, fire pit (fire wood available) nice grass area for yard games. Neighborhood is very quiet and peaceful, outdoor speakers were very nice and easy to use. I did have an issue with sleeping arrangements once I asked Bryan he did respond and make sure we got correct information. With this being said when I booked this place I guess I didn't look good enough but 1 "twin" bed available is stuffed into a closet that just fits the mattress. Unusable for an Adult in my opinion. Another thing not a huge deal but I've never came across when booking any airbnb is the thermostat was locked, AC never went on at all pretty warm inside with no fans available. All and all us 4 guys had a good time for a Batchelor party. Waupaca is such a nice peaceful getaway!! Thank you Bryan for opening your place up for our stay!!
Superhost

Cottage in Fremont
4.73 out of 5 average rating, 30 reviewsLana's Lodge
GieRating, 5 stars9 months ago
Good location with ample sleeping room. We pretty much hung out on the deck. Great communication from the host. Everything was exactly as described. They had bands playing music across the river so we even got free entertainment. We rented pontoons from the place across the river. The fishing was extremely tough. We definitely plan on going back and next time we're going to try and time it with the white bass run. We will be back. We had 13 guest and we all throughly enjoyed our stay. Most importantly it was great just getting together. Thanks Lana!
Private cottage rentals
Superhost

Cottage in Oshkosh
4.65 out of 5 average rating, 71 reviewsKalbus Cottage Lake Winnebago
StephenRating, 5 stars5 months ago
Excellent place with an amazing view of the Lake and plenty of options to choose from for recreational activities or you can enjoy sitting outside on the patio furniture for a great evening meal.

Cottage in Omro
3.75 out of 5 average rating, 4 reviewsStudio cottage on the water
DebbieRating, 5 stars32 months ago
Nice, quiet, peaceful cabin on the water. The view was great. The place was rustic and basic but we had everything we needed. We were able to ride our bikes around the country roads, and out into the breakwater there was a whole island of pelicans. It was cloudy all weekend so we didn't catch a sunset, but being able to sleep and wake up with the sliding door open above the water was nice.

Cottage in Fremont
4.5 out of 5 average rating, 12 reviewsfishing cottage on wolf river
CarolineRating, 5 stars32 months ago
Good value for 10 -12 people.

Cottage in Oshkosh
4.81 out of 5 average rating, 16 reviewsDuck Inn on Mallard
SheryllRating, 5 stars5 months ago
Gail and Kurt responded quickly and their home was able to accomplish my family of six. There was a bonus room in the basement with its own bathroom. Very quiet area and stores within 5min of the home. It's located less than 15min from major stores and restaurants.
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