
Vacation rentals with a kayak in Waukesha County
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Top-rated kayak rentals in Waukesha County
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House rentals with a kayak

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier
This cottage on Lake Pewaukee was a perfect place for our visit. We wanted to spend a few nights close enough to my mom's house that she could visit and spend some time with us on a trip back home after moving away from Wisconsin, and this place was wonderful! The deck was lovely, even in colder weather, and the kitchen had everything we needed to prepare a taco dinner and enjoy a night of games and quality time. I loved that there are two king beds and two full bathrooms. Pet friendly also for our two small dogs! Ample parking was great since we had a truck and a trailer. Kristen was responsive, kind, and professional- we will definitely rent here again and may make it a regular stop!

Private space in quiet neighborhood
Emily’s place was great for me! Exactly as described. Emily was very nice and checked in with me to make sure everything was ok. I slept great during the day as a night shift nurse and felt comfortable.

Relax at the Lake
Great little spot. There's a lot of vegetation in the lake so some of our party was reluctant to go swimming, but the private beach was perfect and we really appreciated use of the kayak. We had a great time staying here, and it was particularly nice to feel like we weren't in town but be able to walk a couple of minutes to town to get ice cream.

The Lake House on Shady Lane
Our group of seven stayed for 4 nights and the accommodations exceeded our expectations. Everything about our stay was 5-star and everything we were seeking: private, peaceful, comfortable and the hosts bent over backwards to assure that we were taken care of. We hope to make many return trips to the Mukwonago lake house in the future!

The Lily Pad on Okauchee
I rented the Lily Pad for a girls weekend with 6 friends. The home is absolutely beautiful! Everyone commented on how well stocked the kitchen was and had everything we needed. There was plenty of sleeping room and the linens were so comfortable. We spent a lot of time on the very large deck enjoying the serene yard and lake and laughing the night away around the fire pit. I would definitely stay again!

Pewaukee Lake Retreat in Beautiful Lake Country.
We had a very nice stay- beautiful lake, nice backyard sitting area, very comfortable & clean. Highly recommend 🤗

Luxury Lake Home & Pier-124' of Swimming Frontage
Magical home. You and your Ohana will enjoy every second here. This home is so comfortable, well stocked and has an impeccable feel throughout! It is as it says it is! We enjoyed our stay. We hope to book in the summer time to enjoy the lake and home more. This has the most perfect location and the home amenities are above and beyond, gracious!
Cottage rentals with a kayak

Cozy Cottage-blocks from lake-garage arcade room
The house was perfect! Last minute some friends and I decided to do a quick getaway while on spring break and Toninas house was more than exceptional! The garage was so cool with all the games and sitting area, the house is easily walkable from the lake, and Tonina responded to me with great suggestions on where to eat and other activities to do for our specific age group (21-25) and some other family friendly suggestions. She is a great host and has a lot of knowledge of the area! We’re already talking about plans to book for the summer when the lake is open!

Spring Special Beautiful Cottage on Delavan Lake
Great place for families with young kids. Owners were very responsive and helpful.

Charming Lakeside Cottage
Clean, comfortable, beautiful home in wonderfully relaxing setting. Great for a getaway from it all and very fun to have kayaks, pedal boat and paddle boards. Jenna is so responsive and caring that she beat the amount of time I’ve ever waited when calling for something from a front desk at a hotel! Fantastic host!

The Lily Pad at Lake Wandawega
This stay is amazing for quiet mornings with coffee on the deck. It’s right on the water with the ability to kayak and paddle board. The amenities are amazing and it’s the perfect place for a couples getaway weekend. Close distance for day trips to Lake Geneva or concerts at Alpine Valley!

Connie's Cottage on the Lake.
Connie’s house is a beautiful find on a small lake in southern Wisconsin. If you’re looking for a retreat from city life, this is the place. The home is comfortable and cozy with a great patio and a great game room. We really enjoyed the fussbal. We were there in the winter, but I’m sure the lake provides plenty of activities in the summer. Overall, a great option under 2 hours from the city. Recommended!

Charming and Cozy Cottage on Lake Sinissippi!
We really enjoyed our stay. The house was exactly as described and very welcoming. We booked it for a peaceful, quiet weekend and it perfectly delivered. Everything was clean, well stocked, and well maintained. Angela was very responsive and her recommendations were super helpful. Definitely check out Ledge Park; it was a highlight of our trip. This was a great rental and we would definitely return.

Cozy 2 bedroom cottage on lake Delavan with kayaks
Tiffany was extremely accommodating and responsive with every question my wife and I had. The location was beautiful, quiet and there was lots of activities to do in the surrounding areas. The lake house itself was clean and had everything you could need for a weekend stay!

A Place in the Sun 2 on Wind Lake
this is the 2nd visit to matts place. it was a beautiful weekend and peaceful
Cabin rentals with a kayak

Large Lake Cabin – EV Charger, Peloton, Ski Nearby
Our stay here was amazing! The house was in a great location and decorated so beautifully. The hosts truly thought out this listing and had SO many amenities for us to enjoy. It was the perfect place to stay for 10 adults, and we easily could have fit 2 more. The host was extremely responsive, and we felt at ease throughout the entire stay. We will definitely be looking into staying here again in the future! 10/10 recommend!

Cozy Cabin on Lake with Fireplace & Sunrise Views
We had a great stay and enjoyed the cabin. I would gladly stay here again if we return to the area.

Go Camp Como! Walk to Lake Geneva's Como Lake!
Wonderful stay! Put children and grands loved this place! Our 3 adult children and spouses together with our 5.8 grandchildren had a marvelous time! They all Live in Chicago so camp comp Was a breath of fresh air- stomping around in the backyard creek, playing both inside and out with the hidden forts , outdoors and indoors fires and the little play house was darling ! The kids had such a wonderful time on the outdoors egg hunt for Easter ! Thanks sooo much! We may return!!!

Cabin, Waterfront, Firepit, Dog Friendly
I stayed at the canal cabin for an extended time while working in the area…wow! Hunter was the most amazing host! Very thoughtful and responsive but also respectful of your stay! The location is so charming and I’ve never stayed at a more pet friendly rental! The host supplied little touches for my pups that made us feel so seen and welcomed! I simply cannot recommend this place enough! I will be back as soon as possible. Take advantage of the beautiful outdoor area and walk the neighborhood while you’re here, I highly recommend! There is a wonderful walking trail heading into town as well that we frequented during our stay. I also have to make mention that the bed is wonderfully comfortable and you’re sure to get a great nights sleep!

Glacier Hills Tiny Cabin #5
Loved this trip and we will absolutely be back. The cabin was exactly what my partner and I needed for an easy weekend getaway with our dog, Leo. Great view of the lake and beautiful trails right out your front door. Short drive to Holy Hill / Ice Age Trail hiking.

Rustic Riverside A-Frame Retreat: Secluded Charm.
We had a peaceful, pleasant stay at Kringle Cabin. The space was cozy and clean, and Steven and Rachel were very responsive and clearly cared about ensuring we had a positive experience. The location surrounding the cabin also contributes to a relaxing environment. Thanks for a great stay!

Private Cabin on secluded lake
Beautiful cabin and location! Host was accommodating when I needed to add guests after reservation. The views were breathtaking and area was very relaxing! Would definitely book there again!
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- Milwaukee Public Museum
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