
Cottage vacation rentals in Oshkosh
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Top-rated cottage rentals in Oshkosh
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oshkosh cottage rentals
Cottage rentals with a hot tub

Lakeside Living-Sleeps 17-Wautoma
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.

Lakefront Plymouth Cottage w/ Private Hot Tub
Works can’t describe how beautiful and cozy being that close to lake were. It began snowing while we were in the hot tube. The lake disappeared little by little including the little island in the middle. Until it was virtually a white out! I can honestly check one off the bucket list it was amazing!

CJ's Cozy Cottage
We had an amazing stay at this peaceful cabin in the nature. The location was incredibly quiet and relaxing — the perfect escape from the city. The hot tub was a dream, especially at night under the stars, and the smoker was top-notch for preparing delicious BBQ. The cabin was spotless and everything was easy to find. The kitchen was fully stocked with everything you could need, including thoughtful extras for BBQ supplies. You can tell the hosts really put care into every detail. Highly recommend this place for anyone looking to unwind and enjoy the beauty of nature with all the comforts of home — and then some!

Lake Life, year round hot tub!
Enjoyed the stay at Max’s lake house. Very clean and plenty of supplies and amenities. Max did a great job communicating. I only wish the weather was a little warmer to enjoy the outdoors but that is expected in April. I will definitely stay again.

Colorful Cottage w/ Hot Tub - Steps to Long Lake!
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.

Pier’s In, Kayaks & Paddleboards Ready to Go
It was an amazing stay! Everything was clean and fresh. The spot is amazing. Becky is super professional and very easy to reach if need be. I would highly recommend Blue Pearl
Pet-friendly cottage rentals

Quaint Channel Cottage
Rachael Cottage was everything we wanted and more. Cozy, comfortable, and had some of the most beautiful views of the Wolf River. Very safe and friendly neighborhood.

Pine Grove Hideaway
Charming house, private location but still very close to town. All the amenities that are needed were there and clearly labeled, so easy to find. The automatic door lock scared our dog, but was a nice security feature for us humans. The fenced in area of the yard was nice, but even better was the ability to walk down the long driveway and around the pond with our dog- she loved that. There were a lot of dead asian beetles upstairs, but I understand those can be out of the owners control. We loved the property on a rainy and foggy December weekend- I imagine it would be amazing if we came back during the summer when we could sit outside and enjoy a fire and the night sky. Thanks Alexandria for being a great host for our Christmas getaway.

Cozy Lake House in Scenic Westfield, WI!
Our stay was a perfect getaway. The house was spotless. Every amenity was available. The lake was very quiet. The owners are very responsive. Bumper pool is fantastic. I highly recommend staying here.

Lake Poygan Cottage where you can Fish Hunt Ride
We loved our stay at the cottage. It is very well kept and spacious. The cottage is peaceful on a dead end road with minimal traffic. The host is fantastic!

Cozy 2 Bedroom Lakefront Cottage
We enjoyed a long weekend at the cottage and left feeling rested and relaxed. The host is highly responsive and friendly. Our bed was super comfortable, plenty of closet and drawer space. The kitchen is fully stocked with everything you’d possibly need. The cottage is directly on the water which was beautiful to wake up to.

Waterfront Cottage near Lambeau and Door County!
This is the second or third time we have stayed a Richard's cottage on Green Bay. It is a perfect home and location for us when we visit, and Richard has completed many upgrades since our first trip to his home almost 2 years ago. Will be back again!

3BD/Sleeps 8 - cozy cottage + lake view and access
Cute and cozy place to stay! 20 minutes from Cascade Mountain. My friends and I loved the small town feel of the area and had absolutely no complaints.

Up North Lake Escape
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
Private cottage rentals

Cute cottage in town!
We really enjoyed our stay! The place we were supposed to stay was canceled last minute and we had to find somewhere to stay quickly. Tamara was very responsive and helped us as soon as I contacted her. She was very kind and helpful during our trip! 5/5 recommend!

Crooked Wood Cottage
Thank you for allowing us to stay here again. We love the accommodations, however the wifi wasn't working to terribly great. But we still had a wonderful time. I'm sure we will be back again next year. Thank you, Greg.

Morris Lake Summer Cottage
This was our third and longest stay, 5 total nights September 9-14 2024 at what I wish was our cabin, hint hint Tom! The weather was fantastic for boating as we were allowed to bring a 12 ft fishing boat and had use of the private pier. They do have an aluminum boat and trolling motor available for use along with a paddle boat and kayak’s. The cabin is beautiful and has everything you might need, and I mean everything ,only need to bring your food and drink.Walking distance to a nice up north restaurant/bar and 15 minute drive to any nearby towns. Bluegills all day long everywhere we fished including the pier. Sunshine on the pier all day. Park for swimming within short walk. Safe and secure with plenty of lighting. Nice deck for grilling and bon fires with a woodpile to burn. Peaceful and worth every dime. Hope you hold onto it Tom because I am sure we will be back. Bill and Tracy

Private 3 bedroom lake house
Awesome place. We will be back!

Green Lake Getaway
Our group had a lovely time at Daniel’s place! The location is incredible with a short walk to Norton’s Supper Club and downtown Green Lake and has beautiful views of the lake across the street. His home was impeccably clean and comfortable! Will definitely book again!

Charming Country Cottage
The cottage was so charming and beautiful! So many amenities that we weren’t expecting but made us feel right at home. We will definitely be back!

Tranquil 2 Bedroom Getaway on Private Lake
We had a really good time at this cabin by the lake. It was a cozy, calm and picturesque area. Greg and Stacie have thought of everything one might need from comfort to safety. We enjoyed the complementary pedal boat.

The "Chain" Reaction Retreat
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!!
Quick stats about cottage rentals in Oshkosh
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees
Total number of reviews
460 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- The Bull at Pinehurst Farms Golf Course
- The Golf Courses of Lawsonia
- Trout Springs Winery
- Pollock Community Water Park
- West Bend Country Club
- Oneida Golf Club
- Sunburst
- Bay Beach Amusement Park
- Green Bay Country Club Sports Center
- Pine Hills Country Club