
Holiday rentals with a kayak in Oshkosh
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Top-rated Accommodation with a Kayak in Oshkosh
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Holiday House Rentals with a Kayak

Linda's Lake House
We were looking to unplug and surround ourselves with nature and peace, and Linda's Lakehouse allowed exactly that. The property is perfectly tucked into the woods after a lovely drive through gorgeous farmland. Upon arriving, we were struck by the view of the gorgeous lakefront. Almost every room in the house affords this view and all the bedrooms have balcony access. The house is in pristine condition and is equipped with everything one would need/want, as well as many bonus items! We were there over Thanksgiving weekend and the house was so beaufully decorated for Christmas! We loved it! Also, the house was such a cozy place to come home to after our chilly brisk hikes. Linda has an eye for design and the home is truly an inspiration. Linda was so welcoming and communicative, always letting us know she was there to help. This experience was a 10 out of 10 for us for so many reasons. We'll cherish the memories!

Lambeau Landing on the Fox
We had a fabulous stay with family coming in from the US, Canada and UK for our sons graduation. The house was a perfect choice, was perfectly cleaned and stocked for our arrival, we very much appreciated laundry pods and dishwasher tablets that were enough for our whole stay as well as welcome package which was a nice touch If we are coming that way again as a larger group we'd definitely book again - thank you

Lake Michigan home with gorgeous views!
A perfect spot for families. Very comfortable beds. Well equipped kitchen complete with many essentials (condiments, oils, coffee) Great Lake view. Really enjoyed the massive fire pit

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

Gorgeous lakefront sunsets & activities galore!
Lakehouse Cottage was really great to stay at. The hosts were very friendly, quick to respond and informative. A lot of hang out areas in this AirBNB and around it. The water was very clear and is sandy in front of their place. We kayaked around the lake twice and it was magnificent! There are a bunch of steps to get to the lake so consider that if you have people that have trouble walking or getting up stairs. They allowed pets which was a huge plus for us! Thank you for allowing us to use your AirBNB!

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!

Lakehouse with Escape Room, Speakeasy & Hot Tub
My partner and I stayed here with our boys, and our doggo. We fished like crazy. Using the kayaks gave us access to more fishing spots, which the boys loved and I enjoyed. We checked out the safari twenty minutes away, it was great and worth the price. We made s’mores, played bags, used the hotel and enjoyed our time away. I definitely recommend.
Cottages with a kayak

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.

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
Awesome place. We will be back!

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.

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!

Pet-Friendly Retreat: Cozy Fireplace & Game Shed
We had an amazing time here, Becky was so responsive and the place had everything we needed. The kids had so much fun fishing off the dock, paddle boarding, using the fun kids shed they had with all sorts of games. The lake was beautiful crystal clear and the neighbors could not have been nicer to us and our kids. The fire pit outside with the stars at night so amazing. We made lots of memories as family and this place was a blast to stay at. Thanks Becky for being such a great host!

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.

Peaceful Bayside Cottage
We enjoyed our stay away from city life, was very peaceful! We hosted a going away party for my son and my kids and family loved the house and the beautiful view! We definitely would stay there again!
Cabin rentals with a kayak

Cottage on the Trail
We were looking for a peaceful getaway and this place was just what we needed. Lakeside, kitchen & grill, entertainment, kayaks, Adirondack chairs, a fire pit, a deck with table and chairs. We couldn't have asked for more. And of course very nice, courteous, friendly hosts.

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.

Evergreen Lodge, Waterfront Log Cabin, Wolf River
We thoroughly enjoyed our time at Rhonda's cabin. From start to finish everything went smoothly. The communication with Rhonda was always very prompt and our booking process was hassle-free. Upon arrival, the procedure to get into the cabin and get the key was very easy. The cabin was very clean and tastefully decorated. We loved how cozy and comfortable it was! The location was perfect! We had spent a few days in the UP with friends and decided to stay in the cabin a couple nights for our anniversary. We explored the area and even found a Fall Festival we enjoyed in Waupaca! Overall, we had a wonderful experience. I highly recommend Rhonda and her properties. We had a memorable stay - thank you so much! We will definitely be back. Jennifer

Hatch Lake Cabin
We had a wonderful stay! We loved all of the notes around the house to make sure we knew where everything was and how to work things. It was a BEAUTIFUL location! My son loved being able to walk out and fish off the doc whenever he wanted. I would recommend this place to anyone!

30min to Wi Dells, private pier w/ kayaks fire pit
This is an amazing place to stay! The peace and quiet of the location and to feel as though you were in the middle of the woods was a welcome surprise! We were lucky to have discovered this place! Thank you!

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!
Quick stats about holiday rentals with a kayak in Oshkosh
Total rentals
20 properties
Nightly prices starting at
$183 NZD 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
Destinations to explore
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- The Golf Courses of Lawsonia
- The Bull at Pinehurst Farms Golf Course
- Trout Springs Winery
- West Bend Country Club
- Oneida Golf Club
- Pine Hills Country Club
- Green Bay Country Club Sports Center
- Bay Beach Amusement Park
- Sunburst
- Pollock Community Water Park