
Vacation rentals with a kayak in Sheboygan County
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Top-rated kayak rentals in Sheboygan County
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Sheboygan County kayak rentals
House rentals with a kayak
Guest favorite

Home in Random Lake
4.91 out of 5 average rating, 45 reviewsOma's Beach House
HaileyRating, 5 stars3 months ago
The place was perfect for spending the weekend hanging out with friends. The heat wasn’t turning on to begin with, but the hosts were very responsive and took multiple steps to fix it and make us comfortable.
Top guest favorite

Home in Elkhart Lake
4.98 out of 5 average rating, 82 reviewsFernwood Lodge: Your Elkhart Lakefront Retreat
vIctoriaRating, 5 stars2 weeks ago
Beautiful home on a beautifully wooded street with lake view.
Guest favorite

Home in Sheboygan Falls
4.95 out of 5 average rating, 19 reviews“On The Water” the Sheboygan River Overlook
SrinivasanRating, 5 stars2 days ago
Place is compact, yet got all the amenities. Nice backyard with access to river, grill and place for campfire. Interior looks clean and pristine. Calm and beautiful place to stay
Guest favorite

Home in Sheboygan
4.97 out of 5 average rating, 139 reviewsLake Michigan home with gorgeous views!
CraigRating, 5 stars1 week ago
We have stayed with Todd numerous times and I have to say each stay is a great experience. Thanks for being a great host..
Top guest favorite

Private room in Cascade
5 out of 5 average rating, 43 reviewsSuite Retreat - Hideaway in the Woods ❤
RichardRating, 5 stars6 months ago
We were going to a wedding nearby, so we didn't get as much time as we would have liked to enjoy the deck/patio outside. The property is very property is very quiet and full of nature.

Home in Sheboygan Falls
4.92 out of 5 average rating, 13 reviewsRiver Meadow Getaway in Sheboygan Falls
JohnRating, 5 stars32 months ago
Great location with quick access to all attractions in the area. Loved the calm setting of the yard and views from the house, so easy to unwind!
Guest favorite

Private room in Plymouth
4.85 out of 5 average rating, 179 reviewsA Bit of the "Lake" right in Town
ConstanceRating, 5 stars6 months ago
Thank you for everything, we spent a great weekend in your home. It was a great spot to enjoy fall and to hike around. The home is lovely with everything you would need while traveling ! And the price is really honest compared to everything else. I recommend it !
Top guest favorite

Home in Plymouth
5 out of 5 average rating, 63 reviewsPaddock Point Lakehouse. Road America+Hot Tub
JessicaRating, 5 stars6 months ago
This place was absolutely gorgeous and so well taken care of! The host Hillary was very responsive when I had questions and gave us some great recommendations for things to do in the area! We didn't get to spend much time at the house because we were there for an event but everyone agreed they would all love to come back when we don't have any plans to relax and enjoy the place! Beautiful house and beautiful view highly highly recommend!
Cottage rentals with a kayak

Cottage in Plymouth
4.75 out of 5 average rating, 4 reviewsCrystal Lake Cottage: Kayaks & Fire Pit!
KellyeRating, 5 stars23 months ago
Lovely lake house, beautiful sunsets in the lake very peaceful. Just a few minutes to Road America Race way which was perfect for us! Thank you for letting us stay hope to see you again soon!
Guest favorite

Cottage in Plymouth
4.94 out of 5 average rating, 32 reviewsLakefront Plymouth Cottage w/ Private Hot Tub
SeanRating, 5 stars1 month ago
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!
Guest favorite

Cottage in Random Lake
5 out of 5 average rating, 8 reviewsCozy Lakefront Escape: Ideal Seasonal Getaway
CheyanneRating, 5 stars3 months ago
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.) :)
Superhost

Cottage in Random Lake
4.84 out of 5 average rating, 67 reviewsPrivate 3 bedroom lake house
HoaRating, 5 stars2 weeks ago
Awesome place. We will be back!
Cabin rentals with a kayak
Top guest favorite

Cabin in Cascade
4.95 out of 5 average rating, 19 reviewsThis is the place! Lakefront cabin for big family
CaitlinRating, 5 stars1 month ago
Our groups have been staying at Jennie's place for the last several years and always look forward to returning. The house is great for groups - lots of living and sleeping space for everyone. The set up is super fun with different floors and spaces to enjoy. The backyard is great for having a bbq or a campfire right on the lake. The area is nice and quiet as well as beautiful. Our groups are always impressed as soon as we pull up! The hosts are always available to answer quesitons and offer information and they always respond to emails/text super fast. We will definitely keep booking here!
Guest favorite

Cabin in Random Lake
4.95 out of 5 average rating, 91 reviewsThe Random Cabin (On Random Lake)
SamRating, 5 stars1 month ago
Had a very relaxing couple of nights at Dan's place on Random Lake. It was a bit cold for us to go on the water but we enjoyed costing up to the lakeview by the fireplace.

Cabin in Cascade
4.75 out of 5 average rating, 4 reviewsSunset Views by Long Lake
DeniseRating, 5 stars6 months ago
The first words out of our 19 year old’s mouth was, “Mom, this is the best one we have ever stayed in!” Everyone loved how cozy the place felt and how you could set the temp for each room, just the way you liked it, including in the bathroom if the morning was a bit chilly. The rustic charm is just beyond beautiful. I loved the swing set and sitting area around back. Our dog loved it. Overall, just an absolutely gorgeous place to be for an entire week. The beds were clean and comfortable. I would highly recommend to anyone looking for a nice get away.
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- Milwaukee Public Museum
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Heiliger Huegel Ski Club
- Trout Springs Winery
- Bradford Beach
- Pine Hills Country Club
- Sunburst
- West Bend Country Club
- Blue Mound Golf and Country Club
- Discovery World