
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
We really enjoyed our stay. The place was very clean and it is a great location. Adria was responsive and very friendly.

Relaxing Lake Winnebago Waterfront Retreat
Great place to stay. House is very large and has plenty of room for a lot of guests. Kitchen and bathrooms are all well stocked and there are a lot of extras that you won’t get at most units. It was also nice to have so many beds on each floor and the availability of the air mattress. Would highly recommend if staying in this area.

The Bluegill on Little Green Lake
The best lakeside stay in our area of Wisconsin! Wonderful home. The setting is gorgeous. The home has three lovely bedrooms, a huge window in the living room, with an awesome view of Little Green Lake. The hosts, Phil and Judy, have thought of everything to make this place cozy with all needed conveniences. You will have wonderful surroundings, regardless of the season.

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

Lakefront Home on quiet sandy lake! All seasons
Overall this Airbnb was great. Michael is extremely responsive and resolved any to all requests and questions in minutes. Only thing that was a suprise to us was that there was no tv in the family room, but Michael assisted us with that as well. Also the area of Wisconsin is great, very peaceful and amazing wildlife. We had an amazing stay here and would love to stay here again.

Spacious Waterfront Home With Riverside Bar Area
House and Host were both amazing! This was our 22 year renting a place for Labor Day weekend. House and host was amazing. House was everything and more than expected. Had amazing nights down and the fire pit on the peaceful river setting. Being in the house was comfortable and relaxing. Felt like we were at home. Kitchen had everything needed to make amazing meals. Plenty of room for the 4 families. Yard was huge and aloud the kids to run around and play yard games. I would recommend this to anyone who is looking for a place to get together and have an amazing time. Thank you Emily!

Lake house on Cloverleaf Lakes
Stacy’s place was great! As described, clean, and easy to find. Had a great stay!

Private Tranquil Escape on Miner. Chain O’Lakes
First off and most importantly, Benjamin was extremely communicative in the lead up to the trip. He was flexible in areas where you’d like a host to be flexible, and clear where you’d like them to be clear. At the end of the day, communication is priority #1. The house and location were fantastic. Couldn’t have asked for a better weekend with our group, and everyone agreed it was exactly what we were looking for out of not only a golf weekend, but a weekend away with good buds. If the group wanted to run the same trip back next year, I don’t see why we wouldn’t book with Benjamin again.
Cottage rentals with a kayak

Lakefront Cottage-Chain O' Lakes-Pet friendly!
We loved our stay at the Lion on Sunset Lake! Marcia is a great host-very kind, helpful and quick to respond. The house was clean, very well appointed and stocked with everything you can think of. Beds are very comfortable. Lots of fun, extra amenities to enjoy both inside and out. The screen porch was our favorite spot! We enjoyed the game room as well. We'd have no hesitation to book this place again!!

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.

Lakehome w/HUGE SLIDE, ski, tube, fish, swim, hike
Our family loved our recent stay here! The house had lots of space to spread out. We loved the patios, plenty of seating indoors and out. The indoor/outdoor patio area with garage door to keep the sand outside is a neat space. The beach area is nice and sandy with a gradual slope and the included water toys are a great touch. Our kids (3 & 6-year olds) along with the adults loved the slip-n-slide on the side of the house and the floating barge with a slide. The lake is quaint but plenty of room to boat around and swim. We also rented their pontoon which was extra convenient. The firepit area out front looked really nice with the cafe lights overhead. All the amenities provided definitely make us want to come back again! You will not regret staying here!

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.) :)

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

Peaceful Bayside Cottage
This was our second stay here. We love the location, the peace and quiet. Cute, comfortable cottage with whatever you need for your stay.
Cabin rentals with a kayak

Fraser Fir Rustic Cabin near Lake w/ Sunset Views
We had a wonderful stay at Shannon’s cabin. It was very cozy. Nearest grocery store is 15 minutes away make sure to bring everything you need in. We loved sitting by the fire and making smores. Shannon was very responsive and friendly. We didn’t really need anything during our stay but it was nice to know that she was available anytime!

Majestic Pines Lakeside Lodge
This house is absolutely stunning! It’s spotless, beautifully designed, and located in a fantastic spot. The view is breathtaking, with a beautiful lake and a lovely interior. There’s plenty of space for big families, and the kitchen is equipped with all the essentials. The house is also incredibly clean, with no unpleasant odors. And the best part? here’s a hot tub that’s perfect for relaxing after a long day. Thank you so much!

Log Cabin at Cliff Lake: Family Friendly Getaway
We loved this cabin! It was secluded and peaceful with space for the kids and pups to run, but also convenient to groceries, restaurants, and shops. We built a fire and made s’mores, walked the shops in town, and enjoyed the local restaurants and brewery. I would love to go back and we recommend this property for families, couples, or even a single getaway. Bonus: cabin had lots of books and games to enjoy as well.

Hatch Lake Cabin
This is a lovely home and a great place to stay. It fit our needs perfectly as a family visiting the area for a wedding. It sits in a quiet, landscaped setting, is comfortably furnished with high quality amenities, and is well maintained. The lake is perfect if you are looking for a natural setting with plenty of birds and wildlife - if you are looking for a sandy beach, lots of open water, or an "all sports" lake it might not be for you.

Cozy Cabin on Old Taylor Lake
this Airbnb made for a great little family getaway. the hot tub was a really nice added feature. everything was very clean, very well organized, light switches were all labeled and kitchen cabinets were all labeled which was really nice! the host was very good to work with, responded quickly, and due to an unforeseen circumstance with a different B&B we had rented and the host had to cancel, these guys were very happy to accommodate us last minute!

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.

Bear Lodge, Log Cabin on Partridge Lake
The lake view from the cabin was beautiful and it was great that there were kayaks available. Very peaceful. Only things not ideal were the sleeping situation- not much privacy and you do have to sign a separate contract with card info. But overall great stay would definitely recommend.

White Lake Cabin Retreat (Waupaca)
We enjoyed how peaceful the area was. We were looking for a place on a smaller lake to kayak and relax. Plus, it had to be convenient to the wedding venue. This place checked off all of our list if wants.
Quick stats about vacation rentals with a kayak in Oshkosh
Total rentals
20 properties
Nightly prices starting at
$110 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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