Holiday rentals with a kayak in Waukesha County

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Top-rated rentals with kayak in Waukesha County

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Home in Nashotah

4.94 out of 5 average rating, 79 reviews

Beautiful home on Okauchee Lake, WI

I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat.There is a large bonfire pit and yard for playing games by the lake. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. The Nashotah Park is down the block.

Top guest favourite

Home in Mukwonago

5 out of 5 average rating, 26 reviews

The Lake House on Shady Lane

If it's time to retreat and relax - the Lake House on Shady Lane has you covered. Bring the family, the crew, or host an event at this beautiful 3+ bedroom, 3.5 bath, lake house on Phantom Lake. In the summer- walk out onto the pier and layout, swim or boat. In the winter- grab some skis and hit the Kettle Moraine trails, Alpine Valley, or get cozy by the fire. 1 mile drive to the cute downtown area of Mukwonago and 30 minute drive to Milwaukee or Lake Geneva. An inviting escape for all groups!

Top guest favourite

Home in Pewaukee

5 out of 5 average rating, 55 reviews

Luxury Lake Home-Miles of Lake Views-Private Pier

This newly built Pewaukee Lake home has 3 levels of living space & sleeps 11 with 4 BRMS 3.5. baths & 40' of private lake frontage walking distance to 2 restaurants/bars. Only 2 miles from Downtown Pewaukee Beach, Shops & Restaurants. This modern lake home commands magnificent lake views for miles with private pier, kayak, paddle board, pedal boat, private outdoor fire pit & grilling/lounge area at the shoreline. Enjoy stunning lake views including views of Downtown Pewaukee City lights @ night!

Home in Pewaukee

4.74 out of 5 average rating, 115 reviews

Pewaukee Lake Access/Slip 5 bedroom 2 bath home

YouTube -"Pewaukee Lake glamping" 1min 29 second video of exterior property. NOTE: This shows PROXIMITY to lake and TRAIN TRACKS, they do blow horn. Lake Access and slip across street in this 5 bed/2 bath home. Beautiful downtown public beach is just a short 10 min walk away. No Parking on Grass, 4 spots available. Also includes: Use of a kayak and tandem kayak on site at your own risk. Dock and kayaks guaranteed to be in place Memorial day to Labor Day though we aim for May 1st to Oct 1st.

Home in Mukwonago

5 out of 5 average rating, 3 reviews

Lake House Retreat on Phantom Lake

A cozy secluded retreat like being "up North" without having to go up North. Quiet private road, and quiet lake. Great swimming and fishing off the dock in this sandy bottom lake with clean spring fed water, and large grassy area for lawn games and relaxing. Great for families, ladies retreats, golf groups, or concert goers. Only 5 mins to grocery stores. Lots of space in the house, and lots of space for spending time outside on the deck or the dock or lawn by the lake. Feel free to inquire!

Guest favourite

Home in Pewaukee

4.92 out of 5 average rating, 24 reviews

Pewaukee Lake Home steps from water & restaurants!

Take it easy at this tranquil lake getaway. Our cozy cottage is steps from Pewaukee Lake. Spend your time relaxing and taking advantage of the lake access! It’s the perfect spot to enjoy beautiful Wisconsin summers, but also ice fishing/winter activities too! We are very close to the adorable downtown Pewaukee Village area, where you will find the beach, shopping, and great restaurants. There are also a few bars and restaurants within walking distance from the house. The location can’t be beat!

Guest favourite

Home in Oconomowoc

4.85 out of 5 average rating, 75 reviews

Oconomowoc Downtown River View

Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

Superhost

Tent in Mukwonago

4.94 out of 5 average rating, 17 reviews

Simply Maple Farm Tipi

Off the beaten path, with no other campers nearby. Comes with 2 kayaks for the Fox River which is nearby. You may go up or down river easily and can fish from shore or from the kayaks. There are two adult life jackets also. There is a tipi at this site that you may choose to use. There is a fire ring, weber grill, charcoal, picnic table, benches, porta potty and garbage/recycle bins. Enjoy peace and quiet served daily at Simply Maple, with no other tents in sight!

Top guest favourite

Cabin in Pewaukee

5 out of 5 average rating, 62 reviews

Pewaukee Serenity Cottage: Whimisical by the Lake

Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

Home in Oconomowoc

5 out of 5 average rating, 3 reviews

Forest Bay Cottage

Lakefront Getaway on Okauchee Lake – Cozy Cottage with Stunning Views! Escape to the serene beauty of Okauchee Lake with this charming 2-bedroom, 1-bath cottage, in Wisconsin’s Lake Country. Whether you're seeking a quiet retreat or outdoor adventure, this vacation rental offers it all. Located just 30 minutes west of Milwaukee and 50 minutes from Madison, you’ll have easy access to some of the best lakeside activities in the area!

Superhost

Cottage in Oconomowoc

4.84 out of 5 average rating, 25 reviews

Lake Home (weekly discount-canoe & kayak included)

This quaint lakeside cottage is located in a quiet neighborhood on the east shore of beautiful Lower Nemahbin Lake. The cottage is steps from swimmable frontage, has a pier for easy lake access, includes a canoe and kayak, and offers a lakeside brick fire-pit to warm up and enjoy evening sunsets! Cottage comes furnished with; wifi, smart TV, grill, kitchen supplies, and has several new mattresses to ensure a comfortable stay!

Guest favourite

Home in Nashotah

4.97 out of 5 average rating, 87 reviews

Okauchee Lakefront Cabin Escape

The perfect lake house for a family or a group of friends: kayaks, fire pit, gas grill, bags, jukebox, darts, bumper pool and sunsets on the deck. Near Erin Hills for golfers (15 minutes). Down the road from the Kettle Moraine hiking trails (10 minutes) and the Nashotah dog park (5 minutes). Several bars and restaurants within 5 minutes. The very best in lake life, outdoor life and night life.