Discover a selection of 28 vacation rentals in Waukesha County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $99 per night, and houses and condos are popular options for a stay in Waukesha County. Either way, you'll find a rental for everyone's needs.
Destination guide

Book a vacation rental for your Waukesha County getaway

Learn about the unique charm of Waukesha County with a stay in a private vacation home. This city has something for everyone. American Family Field and Lake Michigan are just a couple of the must-sees. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Things to do

Activities and attractions in and around Waukesha County

Do you want to discover top things to see and do in the area? Venture out of your vacation home and check out everything that makes Waukesha County a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Springs Water Park (3.4 mi / 5.5 km)
  • Milwaukee County Zoo (9.7 mi / 15.7 km)
  • Milwaukee Mile (11 mi / 17.7 km)
  • Harley Davidson Factory (13.6 mi / 21.9 km)
  • Milwaukee County Sport Complex (15.5 mi / 25 km)
  • Holy Hill (16.8 mi / 27 km)
Natural features

Exploring the natural features in Waukesha County

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Waukesha County is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Infinity Fields Baseball Park (2.4 mi / 3.9 km)
  • Pewaukee Lake Beach (5.3 mi / 8.5 km)
  • Pewaukee Lake (5.7 mi / 9.2 km)
  • Boerner Botanical Gardens (11.4 mi / 18.4 km)
  • Mitchell Park Horticultural Conservatory (14.4 mi / 23.2 km)
  • Lac La Belle (16.6 mi / 26.8 km)
How to get there

Transportation to and around Waukesha County

The nearest airport is in Waukesha, WI (UES-Waukesha County), located 1.8 mi (3 km) from the city center.

What are the top vacation rentals in Waukesha County?

From lavish houses to intimate cottages, Vrbo has properties to suit every taste and budget. Pack your bags and check out these top vacation rentals in Waukesha County:

  • "Enjoy Family Reunions, Holidays And Celebrations With Warm Seasonal Decor": If you're after someplace in Waukesha with 4 bedrooms where you'll feel right at home, this retreat will tick your boxes. Amenities include free toiletries and games.
  • "Newer Pewaukee Lake Home - 3 Levels": Put your suitcase down and your weary feet up at this top pick in Pewaukee. It features 5 bedrooms, a dining table, a lake view and more.

For even more great options, use the search bar at the top of the page to find the perfect Waukesha County vacation rental for you.

Can I find log cabins to rent in Waukesha County?

You can. From simple retreats to luxurious escapes, we've got a great range of log cabins to rent in or around Waukesha County. If the outdoors is calling, consider these options:

  • "Bonnie's Private City Cabin - Madison's Only Log Cabin Rental": This fabulous escape is the ideal base for having fun in nature. Sailing and fishing are a number of activities you can do in the area when you're not chilling in your cozy cabin.
  • "Beautiful Log Cabin Retreat On 6 Acres Of Forest Only 10 Minutes To Lake Geneva": After a huge day of trying out some local activities, such as horse riding and snowmobiling, return home to this cozy property.

What are the top-rated vacation rentals for weekend getaways in Waukesha County?

While long vacations are awesome, there's something wonderful about embarking on a weekend getaway. These properties in Waukesha County are ideal for just that:

  • "Pewaukee Lake Retreat" - Located in Pewaukee, there's no shortage of exciting stuff to see and do right on the doorstep of this rental. Little conveniences like free WiFi and a theme park are the cherry on top of the cake!
  • "Exclusive Pewaukee Lake House" - This is another fantastic place where you can kick back and relax for the weekend. Make the most of air conditioning, heating and more during your short but sweet stay at this Pewaukee property.

Can I find studio apartments for rent in Waukesha County?

Ditch the tired old hotel and choose one of our studio apartments in Waukesha County. Here's where you can bunk down in your own pad and enjoy the next location you visit like a local:

  • "King Suite. Free Breakfast. Pool And Hot Tub. Gym. Near Aurora Medical Center" in Oconomowoc squeezes loads of useful features into its single room space, such as coffee and tea making facilities and a microwave oven.
  • Alternatively, use "Bnb In An 1846 Homestead" as your base to discover the sights around you. This homey retreat is in Sussex and comes with WiFi and a living room.

Can I find short term rentals in Waukesha County?

Spend a few days in a budget-friendly cabin or live life large in an upmarket condo. Vrbo has no shortage of short-term rentals for your vacation in Waukesha County. Take a look at these properties for inspiration:

  • Stay close to central Pewaukee and spend your days visiting all the top sights from "Pewaukee Lake Retreat". Along with its great location, this escape has everything you need to make your vacation relaxed and carefree.
  • Another welcoming option is "Exclusive Pewaukee Lake House" in Pewaukee. Whether you're on a quick stopover or enjoying a few nights away, this vacation rental will make you feel at home.

What are the best romantic weekend getaways in Waukesha County?

If you'd like to impress your someone special, then stay somewhere special! Organize a romantic weekend getaway in Waukesha County at one of these properties and let the sparks fly:

  • Enjoy a laid-back couple's getaway at "Enjoy Family Reunions, Holidays And Celebrations With Warm Seasonal Decor". This Waukesha property is tailor-made for romance, with amenities like a fireplace and outdoor furniture to help set the mood.
  • Alternatively, spend a few days popping Champagne and canoodling at "Newer Pewaukee Lake Home - 3 Levels". Winery tours and beauty services add to the dreamy atmosphere of this Pewaukee property.

What are the best large group vacation rentals in Waukesha County?

If your idea of a dream trip away is to bring the whole family, you'll be needing a whole bunch of space. Luckily, there are plenty of vacation rentals in Waukesha County that are suitable for large groups, starting with these sprawling sensations:

  • "Exclusive Pewaukee Lake House": With 4 bedrooms, this large vacation rental in Pewaukee has enough room for you and the whole gang. Amenities like a kitchen and a lake view will keep everyone in your group happy.
  • "Spacious Pewaukee Lake/ Pier Access Home": You'll get your team's tick of approval at this Milwaukee option which comes with a barbecue grill, off-street parking options and more. It has 5 bedrooms that will easily accommodate everyone you love.

What are the best houses for rent with a pool in Waukesha County?

Get set to take your pick and hop right in. Here are a couple of exceptional house rentals in Waukesha County where life is cooler by the pool:

  • Spend your vacation at "Exclusive Pewaukee Lake House", where the first item on your agenda should be a dip in the pool. This retreat is located in Pewaukee and offers a range of family-friendly amenities, including a barbecue grill and a kitchen.
  • "Modern Lake House With Hot Tub" in Summit is another popular option. There's plenty to like about this place apart from its pool, such as a toaster and childrens activities.

What are the best large family vacation rentals in Waukesha County?

Start sending out those invites, because there are tons of family vacation rentals in Waukesha County that'll welcome your gang. Here are a few of our top picks:

  • If you're after a place that'll sleep up to 10 guests, check out "Enjoy Family Reunions, Holidays And Celebrations With Warm Seasonal Decor" in Waukesha. With 4 bedrooms, cable/satellite TV services and free toiletries, your next family trip will be one for the books.
  • Another terrific option, "Newer Pewaukee Lake Home - 3 Levels" in Pewaukee comes with 5 bedrooms and accommodates up to 10 guests. Childrens activities and a garden will help keep the whole gang comfortable and content.

Can I find family cabin rentals in Waukesha County?

If you're organizing a trip with the fam, choose one of these cabin rentals in Waukesha County and give the kids an experience they'll cherish forever:

  • "Arcadian Cabin At Bishop Branch" - Located in Viroqua, this welcoming retreat comes with creature comforts such as nearby birdwatching activities and a barbecue grill.
  • "Private Cozy Year Round Cabin On Little Spider Lake" - Conveniences like towels and a smart TV also make this a favorite among families. Escape to this Arbor Vitae hideaway and enjoy some time in nature.

For more options, use the search bar at the top of the page and adjust the filters to find the Waukesha County vacation rental that's perfect for your needs.

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