Vacation rentals with lake access in Waukesha County

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

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 fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.

Lakeside Pewaukee Cottage

Get ready to enjoy this cozy, completely updated cottage. The property has neighborhood lake access to Pewaukee Lake just a short 5 minute walk away. Enjoy fishing off the piers, utilizing the provided kayaks or stand up paddle boards, or enjoying the sunset over the never-ending view of the Lake. Only a 25 minute drive to downtown Milwaukee! What better way to relax after a day on the lake than sitting in the 7 person hot tub or having a small fire in the backyard.

Historic Downtown Gem| Walk to Dining, Shops, Lake

✨ 1870s Elegance Meets Modern Luxury ✨ Welcome to Downtown Delafield’s most sought-after Airbnb stay! This beautifully restored historic apartment offers a 5-star luxury experience with original 19th-century charm and modern amenities—all within walking distance to the best dining, shopping, and nature spots in the area. Bonus perk: this cozy gem is perched just above one of downtown’s favorite restaurants—so you’re literally steps away from an unforgettable meal.

Well Appointed Home Steps from Pewaukee Lake

The Pewaukee Lake House is in the heart of Pewaukee where you’ll find both adventure and relaxation ! It’s equipped with a full kitchen and comfy outdoor furniture with stunning lake views so you never have to leave, but if you venture out, you’re a quick walk to the shops, restaurants, activities and the beautiful Pewaukee Lake. ✨Traveling with a larger group or your preferred dates taken? Browse our host profile for the details on other listings in the area.

Remodeled Home on Wooded Lake Nagawicka Channel

Relax with the whole family at this beautifully restored home on the channel of Lake Nagawicka! This 4-bedroom retreat comfortably accommodates 10 adults and 2 kids, offering the perfect setting for family gatherings, friend getaways, or peaceful lakeside retreats. Centrally located near downtown Delafield, but isolated in a tree lined yard. Enjoy the serenity associated with a northern Wisconsin vacation but with convenience of being located in Lake Country.

Quiet Lake Country Retreat

Charming single family home located in the Village of Oconomowoc Lake. Well appointed for longs stays or perfect for a weekend retreat. Easy access to I94 and Hwy. 16. Minutes away from Olympia Resort, stores, restaurants, downtown Oconomowoc. 10 minute drive to Delafield. 20 minute drive to Erin Hills, site of the 2017 US Open. 35 minutes to downtown Milwaukee. 45 minutes to Madison. *** Coming fall 2024 the back patio will be completely renovated.

Lake Home (weekly & monthly discount)

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!

Blue Chair Retreat -New Lakefront Home

Gorgeous newly built home tucked in centrally located bay on Pewaukee Lake. Blue Chair Retreat features everything you need and is only 25 minutes from Milwaukee and 50 minutes from Madison. Great area for biking, hiking, paddle boarding, boating and more. A turnkey home offering all the amenities of home plus more. The open backyard and lake is available to use anytime. Hot tub, fire pit, lake frontage and pier all included.