
Vacation rentals with a kayak in Oshkosh
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Top-rated kayak rentals in Oshkosh
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House rentals with a kayak

Walleye Wharf
Absolutely a beautiful place to stay. We were a group of coworkers, but the house is definitely a place for a family. I will try to make time to come back with the family.

Paradise on Poygan
Our family enjoyed a nice week here on Lake Poygan. The house was well suited for a bigger group and had all of the amenities you could need. There were toys for the kids which was really great. Plenty of items in the boathouse for outdoor activities, as well as plenty of fire wood to enjoy fires by the lake. The hosts communicated quickly and were very nice. Also, the neighbors on both sides of the house seemed friendly.

Silver Lake Home with Up North Panoramic Views
Beautiful lake, spacious but cozy home. Everyone could be doing their own thing, but you still felt close!

The Bluegill on Little Green Lake
We loved the view of Little Green Lake from the dining area, and from the living room, and from right by water's edge on the small deck. Just so peaceful and beautiful! Enjoyed a few sunsets as well. Kitchen was well equipped, had everything you might need. House was located on a quiet road, so we were able to take several walks. Overall, we enjoyed our stay very much.

The Lakehouse on Long Lake (plus Heated Boathouse)
Absolutely loved the boat house and amazed by how much thought was put into all accommodations on the property

Buffalo Lake Retreat
Had a wonderful stay in a neat yet homey rental! The views were breathtaking and the location had other homes nearby but it was very peaceful and quiet. Host was very responsive to minor questions. Highly recommend.

Gorgeous lakefront sunsets & activities galore!
Charming property, accurately described. The hosts were very accommodating of myself and my family, proactively reached out to schedule our arrival, and left clear instructions for using the appliances and amenities. My family all said they would love to stay again and that this property was the ideal environment for a getaway family reunion.

Ameresa on Stratton Lake
This was our second summer stay with Cindy, and although the weather was challenging during our stay, the last day was sunny, warm, and picture- perfect. Cindy is a wonderful and attentive host, and I hope we get the chance to make it 3 summers in a row in 2026!
Cottage rentals with a kayak

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.

Private 3 bedroom lake house
Very nice place and location. Property was as described. Great place for entertaining. Thank you.

Fox River Runaway
Great weekend family stay at Sandra’s place. Kids did not want to leave. We used the kayaks on both sides of the house. Saw lots of birds, fish (the carp were laying eggs, caught catfish in the river), turtles and a little otter. The boardgames and super Mario were fun at the end of the day. Sandra made us comfortable. Little extras around to make us at home. Easy checkout process.

Lakefront Cottage with Sandy Shore & Sunset Views
We loved the cottage. Started our Vacay out at a waterpark in the Dells. So this was a nice treat to come to the cottage and just relax. Alicia was very helpful with information and always got back to me quickly with any questions I had. The lake is Just big enough and crystal clear. The cottage had everything we needed to enjoy the lake from kayaks to paddle boards to a paddle boat. The cottage was cute and quaint, clean, and had everything we needed for our stay. Next time we come, we will bring our pups.

Southern Door CountyWaterfront Cottage/Sunsets!
We had a wonderful long weekend in this super cozy, extremely clean home where we had everything we needed. The view and sunsets were amazing, and we enjoyed the backyard even though the weather was a little chilly. Check in was easy and Natasha was very responsive. We would definitely recommend staying here and would love to come back again!

Cozy Lakefront Escape: Ideal Seasonal Getaway
Such a beautiful and peaceful place. Host is very friendly and responsive. First time I’ve woken up feeling well rested in a minute, beds really helped any of our back issues. Main parking spots might not be available at first due to people parking there for ice fishing on the lake but plenty of street parking. If staying in the winter, run the water for a moment to run through any sediment in the pipes. (Not a house problem, just winter in Wisconsin.) :)

Waterfront Cottage near Lambeau and Door County!
This is a cute little house right on Lake Michigan. It was perfect for our girls weekend with plenty of room inside and outside for our group to stay together. It was a beautiful spot for coffee and sunrises by the lake in the morning and wine and sunsets in the evening. Rick was a great host. We would definitely stay here again.

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
Cabin rentals with a kayak

Fraser Fir Rustic Cabin near Lake w/ Sunset Views
My now wife and I were looking for the perfect spot for a small intimate fairy tale wedding that had both lake and woods scenery, where we could tie the knot and have a honeymoon following. we immediately in love with this cabin, and never stopped falling more in love with it each day we were there. Shannon is the most AMAZING and kind host. The cabin has so many layers of thoughtful details poured into its timeless surroundings. We cannot WAIT to come back in the years to come for our anniversaries. THANK YOU SHANNON! 🥰

Cottage on the Trail
My boyfriend and I stayed for about 5 nights at the cottage and had a great time! Everything was exactly as described and super clean! We loved the lake right outside the cottage, and loved having our boat out there. Jenny & Ben were super nice and helpful with everything as well. Super great place and a lot of fun was had! Loved being able to see their 2 goldens when they were outside as well. Very sweet and well behaved. Overall we had a great time at Jenny & Ben’s cottage, and would recommend to anyone!

Log Cabin at Cliff Lake: Family Friendly Getaway
Beautiful cabin - peaceful and private. Our dog lived his best life running around the yard and my 7 year old loved the swing set and our kayak rides. The cabin was spotless when we arrived and everything was comfortable and well-stocked.

Hatch Lake Cabin
This is our 6th year staying at Chucks cabin. Clean and well kept, over the last 6 years he's done a lot of upgrades. He went our of his way for us this stay and it was greatly appreciated. We will definitely be back

Cozy Treehouse on the Lake
From the time we booked we had feedback and communication, cant say enough about the attention to detail and supplies offered for our stay, comfortable, clean and just what we wanted for our getaway!! 5 star! If we could rate higher we would!!!

Wisconsin Waterfront Getaway
This is our 4th time visiting this cabin and it never disappoints! The last time my now husband and I were here was a few years ago when we got engaged at the park down the road. We love sitting by the fire, fishing by the pier and cooking yummy meals. We always leave feeling relaxed and rejuvenated.

Cabin on Lake Poygan
We enjoyed our stay at this cabin! We got to the cabin at midnight but the instructions on how to get in is very clear and we didn’t struggle finding the keys at all. The kids loved our stay here. Everything was great and cleaned! Kids were a little disappointed for not getting any fish from the water, but they love and enjoy every piece of it!

Cozy/Romantic Cabin! Huge Yard! Lake Access!
This cabin was perfect for a cozy little weekend getaway with my husband and my dog. The cabin is very well stocked with all necessities you may need. We appreciated having things like seasonings & aluminum foil for cooking, and Tupperware for leftovers. This is one of the most dog friendly rentals we’ve been to. They had a pop up dog crate, a dog bed, dog toys, and water/food bowls. We enjoyed taking the kayaks out on the lake and playing some yard games. In regards to the location it is on a dead end street so traffic was minimal other than the neighbors driving by. It was a very quick drive into town to buy groceries. When we arrived we couldn’t find the Roku and Emily was quick to respond to our messages. A prior guest must have stolen it, but she sent someone out the next day to set up a new device which was greatly appreciated as we were stuck inside the next night due to rain. We got our security deposit hold reversed within 2 days. We would definitely recommend this cabin.
Quick stats about vacation rentals with a kayak in Oshkosh
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
520 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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