Vacation rentals in Waukesha, WI

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Waukesha, WI vacation rentals
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Best Vacation rentals and Airbnb offers in Waukesha, WI

Discover Family-Friendly Vacation Rentals in Waukesha, WI

Booking a family-oriented vacation rental in Waukesha, WI keeps you close to top city attractions for a stress-free getaway.

17-acre Private Oasis Estate With Indoor Pool, Hot Tub,  Private Lake, Sleeps 18 - Waukesha, WI
8.8 13 reviews
Waukesha, WI
09/24 – 10/02
$2595/nighttotal: $20760 (8 )

17-acre Private Oasis Estate With Indoor Pool, Hot Tub, Private Lake, Sleeps 18

7 2
apartment , New Berlin
This seven-bedroom, 6.5-bathroom New Berlin vacation home is conveniently located within a 7-minute drive of Frame Park Formal Gardens and the Waukesha County Museum.
This spacious rental boasts a family-friendly layout, accommodating up to 16 guests, and features a heated pool, tennis court, and in-unit laundry; nearby attractions include The Rave/Eagles Club, Milwaukee County Zoo, and Wisconsin State Fair Park.
Pewaukee Single Family Home - Waukesha, WI
10 2 reviews
Waukesha, WI
10/21 – 11/01
$807/nighttotal: $8877 (11 )

Pewaukee Single Family Home

1 2
apartment , Pewaukee
The Taylor House is a newly-built, 4 bedroom apartment in a quiet cul-de-sac in Pewaukee. It is just minutes from Pewaukee's attractions and major thoroughfares, and has a spacious outdoor space overlooking a county reserve.
The apartment has 4 bedrooms, 2 bathrooms, and can accommodate up to 9 guests. It also has a fully equipped kitchen, a laundry room, air conditioning, and parking for multiple vehicles.
Exclusive Pewaukee Lake House ~ Includes Kayaks! - Waukesha, WI
9.9 63 reviews
Waukesha, WI
09/24 – 10/02
$842/nighttotal: $6736 (8 )

Exclusive Pewaukee Lake House ~ Includes Kayaks!

4 2
apartment , Pewaukee
This waterfront vacation rental is located in Pewaukee, within a 3km radius of Pewaukee Lake, Two Brothers Wines, and Pewaukee Lake Beach, offering a peaceful setting close to local attractions. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The 2110 square foot house has 4 bedrooms and 2 bathrooms, comfortably accommodating larger groups or families. Enjoy the beautiful Wisconsin weather with the garden, barbecue grills, and balcony, or relax inside with modern appliances, a DVD player, and high-speed internet.
Blue Chair Retreat -New Lakefront Home - Waukesha, WI
10 85 reviews
Waukesha, WI
10/21 – 11/01
$1255/nighttotal: $13805 (11 )

Blue Chair Retreat -New Lakefront Home

4 1
apartment , Pewaukee
This 4-bedroom apartment is situated on the shores of Pewaukee Lake, a scenic 25-minute drive from Milwaukee and 50 minutes from Madison. This rental has consistently received excellent ratings for location, cleanliness, and overall user experience.
The home features a spacious layout with 2 bathrooms and can comfortably accommodate up to 12 guests. Enjoy direct lakefront access with a private pier, a hot tub, a fire pit, a recreation room, and a variety of seasonal activities.

Best Waukesha, WI vacation rentals with parking

Charming Muskego House, Walk To Lake & Restaurants - Waukesha, WI
9.0 2 reviews
Waukesha, WI
08/15 – 09/15
$368/nighttotal: $11408 (31 )

Charming Muskego House, Walk To Lake & Restaurants

3 1
apartment , Muskego
This Muskego rental home is located directly across from Little Muskego Lake, offering convenient public access and is within walking distance to local restaurants.
This recently updated 3-bedroom, 2-bathroom condo accommodates up to 8 guests and includes a fully stocked kitchen, free Wi-Fi, a Smart TV, and two kayaks for lake activities.
Comfortable 3 Bedroom With King Bed In Waukesha - Waukesha, WI
8.0 1 review
Waukesha, WI
09/24 – 10/02
$254/nighttotal: $2032 (8 )

Comfortable 3 Bedroom With King Bed In Waukesha

3 2
apartment , Waukesha
This 3-bedroom apartment is located in Waukesha, close to the Mayfair Shopping Center and a short drive from the Milwaukee County Zoo and the Wisconsin State Fair Park. Enjoy a comfortable stay in a quiet neighborhood, perfect for exploring the city and its surroundings.
The apartment has three bedrooms and can comfortably accommodate up to six guests. It offers modern amenities like Wi-Fi, air conditioning, and a hairdryer, ensuring a convenient and comfortable stay for families or groups.
Delafield Vacation Rental Near Lakes & Parks! - Waukesha, WI
9.8 6 reviews
Waukesha, WI
08/15 – 09/15
$170/nighttotal: $5270 (31 )

Delafield Vacation Rental Near Lakes & Parks!

1 2
apartment , Delafield
This Delafield apartment is located just a short walk from Oak Street Park and Firemen's Park, offering easy access to nature and recreation. Guests consistently rate this rental "excellent" for its comfort and convenience. This 750 square foot one-bedroom unit comfortably accommodates up to six guests with a queen bed, futon, and queen sleeper sofa. Enjoy the well-equipped kitchen, spa, and on-site parking, along with the convenience of internet access and central air conditioning.
Near Pewaukee Lake & Nature Preserve: Home W/ Yard - Waukesha, WI
Waukesha, WI
10/21 – 11/01
$313/nighttotal: $3443 (11 )

Near Pewaukee Lake & Nature Preserve: Home W/ Yard

3 2
house , Pewaukee
This Pewaukee vacation rental is situated 2 miles from Pewaukee Lake and offers convenient access to Marquette University (17 miles) and the University of Wisconsin-Milwaukee (19 miles).
This 1300 square foot house features 3 bedrooms, 2 bathrooms, air conditioning, a full kitchen with microwave and oven, complimentary WiFi, parking, and a private patio, accommodating up to 11 guests.

Frequently Asked Questions about vacation rentals in Waukesha, WI

  • What should a first-time visitor not miss in Waukesha, WI?

    You should check out the Waukesha County Historical Society Museum, which has exhibits on the history of the area. You'll also want to stroll along the Waukesha Riverwalk, which offers scenic views and access to the city's parks. And don't forget to grab a famous Waukesha water ice cream cone from the local shops!
  • What are the best Airbnb and vacation rentals in Waukesha, WI?

  • Which neighborhood in Waukesha, WI should you consider for a vacation rental?

    The downtown area is a great choice for a vacation rental in Waukesha. It's close to all the action, including restaurants, shops, and the Waukesha Riverwalk. The historic district is also a good option, with its charming architecture and proximity to the Waukesha County Historical Society Museum.
  • What are the most popular Airbnbs in Waukesha, WI?

    Among the Airbnbs in Waukesha, WI, Remodeled 2 Bedroom 1 Bath Private Home, Sweet #2 and Luxurious Apartment 3 Min From Hospital &Downtown are the most popular ones.

  • What are the top family-friendly attractions in Waukesha, WI?

    The Waukesha County Fairgrounds is a popular spot for families, especially during the annual Waukesha County Fair. Children will also enjoy the splash pad and playground at Frame Park, and the Waukesha Public Library hosts a variety of family-friendly events throughout the year.
  • What are the best vacation rentals with a pool in Waukesha, WI?

  • When is the best time to book a vacation rental in Waukesha, WI?

    The best time to book a vacation rental in Waukesha is during the shoulder seasons, from April to May and September to October. You'll get better rates and fewer crowds than during the peak summer months.
  • What are the best rentals for families and kids in Waukesha, WI?

  • What are the best budget-friendly activities in Waukesha, WI?

    You can enjoy a picnic in Frame Park, which offers scenic views of the Waukesha River. You can also take a walk or bike ride along the Waukesha Riverwalk, which is a great way to get some exercise and enjoy the outdoors.
  • What are the best rentals or Airbnbs with a jacuzzi in Waukesha, WI?

    Remodeled 2 Bedroom 1 Bath Private Home and Luxury 1 Bedroom Condo 100 are the best vacation rentals or Airbnb with a jacuzzi in Waukesha, WI.

  • What are the best restaurants with local dishes in Waukesha, WI?

    For a taste of local flavor, try the Waukesha Supper Club, which serves classic Wisconsin dishes like fried cheese curds and fish fry. You can also visit the Old Fashioned, a popular spot for burgers and Wisconsin craft beers.
  • What are the best walking or cycling routes in Waukesha, WI?

    The Waukesha Riverwalk is a great option for both walking and cycling. It runs along the Waukesha River and offers scenic views of the city. You can also check out the Fox River Trail, which offers a longer, more scenic route.
  • Are there pet-friendly attractions in Waukesha, WI?

    Many of the parks in Waukesha are pet-friendly, including Frame Park and the Waukesha Riverwalk. You can also bring your furry friend to many of the local restaurants and shops.
  • What are the benefits of choosing a vacation rental in Waukesha, WI?

    Vacation rentals offer more space and privacy than a hotel room. They can also be more affordable, especially for families or groups. You can also find rentals that are pet-friendly or have specific amenities that you're looking for.
  • What are the top sports attractions and facilities in Waukesha, WI?

    Waukesha is home to the Waukesha County Fairgrounds, which hosts a variety of sporting events, including the annual Waukesha County Fair. The city also has several parks with sports fields, including Frame Park and the Waukesha City Park.

Destinations nearby

Top Vacation Rentals with Balconies in Waukesha, WI

Enjoy a Waukesha, WI vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Landing | Stylish 1bd, Courtyard, Clubhouse - Waukesha, WI
Waukesha, WI
08/15 – 09/15
$154/nighttotal: $4774 (31 )

Landing | Stylish 1bd, Courtyard, Clubhouse

1 1
apartment , Wauwatosa
This Wauwatosa apartment is located 0.38 miles from The Mayfair Collection and 0.53 miles from AMF Bowlero Lanes.
This 840 sq ft one-bedroom, one-bathroom unit accommodates two guests and includes air conditioning, Wi-Fi, a refrigerator, and a washing machine.
Landing Stylish 2bd Courtyard Gym - Waukesha, WI
10 1 review
Waukesha, WI
08/15 – 09/15
$171/nighttotal: $5301 (31 )

Landing Stylish 2bd Courtyard Gym

1 1
apartment , Wauwatosa
This Wauwatosa condo is located in a residential district, a short drive from downtown Milwaukee and close to Wauwatosa's dining and shopping areas.
This 1030 square foot residence features two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, and a private balcony, accommodating up to seven guests with free WiFi and a fitness center on site.
Lakeview Retreat: Main + Guest House, Sleeps 10 - Waukesha, WI
10 14 reviews
Waukesha, WI
09/24 – 10/02
$816/nighttotal: $6528 (8 )

Lakeview Retreat: Main + Guest House, Sleeps 10

5 2
apartment , Pewaukee
This Pewaukee lakefront guesthouse, less than a mile from downtown Pewaukee and near Kettle Moraine State Forest, offers stunning lake views and easy access to restaurants and shops.
Two fully equipped houses accommodate up to 10 guests, featuring 5 bedrooms, 3 bathrooms, a spa, a terrace, and ample parking, including a two-car garage; amenities include high-speed internet, smart TVs, and in-suite laundry.
Landing | Modern 1bd, Courtyard, Clubhouse - Waukesha, WI
Waukesha, WI
08/15 – 09/15
$166/nighttotal: $5146 (31 )

Landing | Modern 1bd, Courtyard, Clubhouse

1 1
apartment , Wauwatosa
This Wauwatosa apartment offers a prime location, situated an 8-minute walk from The Mayfair Collection and a 10-minute walk from AMF Bowlero Lanes.
This 560-square-foot, 1-bedroom, 1-bathroom condo accommodates up to 2 guests and includes air conditioning, Wi-Fi, a full kitchen, and on-site laundry.

Best Waukesha, WI vacation rentals with air conditioning

Cbi Havens Is Set In A Calm And Wellconnected Pocket Of Milwaukee, - Waukesha, WI
10 1 review
Waukesha, WI
08/15 – 09/15
$385/nighttotal: $11935 (31 )

Cbi Havens Is Set In A Calm And Wellconnected Pocket Of Milwaukee,

3 2
apartment , Milwaukee
This 3-bedroom, 2-bathroom condo in Milwaukee offers year-round comfort with air conditioning and heating, featuring a king, queen, and full bed to sleep up to 6 guests, and is conveniently located within 5 miles of downtown Milwaukee, Wauwatosa, and the lakefront.
Explore nearby attractions such as the Milwaukee County Zoo, Pabst Mansion, Milwaukee Art Museum, and the Harley-Davidson Museum, all within a short drive, and enjoy easy access to retail centers, grocery stores, and diverse dining options.
Charming 2 Bedroom Farmhouse With Scenic Views. - Waukesha, WI
9.3 45 reviews
Waukesha, WI
10/21 – 11/01
$135/nighttotal: $1485 (11 )

Charming 2 Bedroom Farmhouse With Scenic Views.

1 1
apartment , New Berlin
This New Berlin apartment is highly rated by guests for its cleanliness and excellent location. It is just a short drive from the city center, making it easy to explore all that New Berlin has to offer.
The apartment has one bedroom and one bathroom, and can accommodate up to five guests. It features a fully equipped kitchen, air conditioning, and parking. Guests can also enjoy the use of the communal pool and fitness center.
Historic Downtown-old World Charm-dining-coffee - Waukesha, WI
10 5 reviews
Waukesha, WI
08/15 – 09/15
$375/nighttotal: $11625 (31 )

Historic Downtown-old World Charm-dining-coffee

1 1
apartment , Delafield
This Delafield apartment rental is conveniently located near Hawks Inn (0.2 miles), Nagawaukee County Park and Beach (within 3 miles), and Lapham Peak (within 3 miles), offering easy access to outdoor recreation and scenic views.
This 600-square-foot, one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, a Smart TV, and a smoke-free environment.
1 King Bed | Non-smoking, Kitchen - Waukesha, WI
9.8 31 reviews
Waukesha, WI
09/24 – 10/02
$98/nighttotal: $784 (8 )

1 King Bed | Non-smoking, Kitchen

1 2
apartment , Brookfield
This Brookfield studio apartment is located near Brookfield Square Shopping Center, Miller Park, and the Wisconsin State Fairgrounds, offering 200 square feet of living space.
This pet-friendly unit includes a fully equipped kitchen with a fridge and microwave, air conditioning, complimentary WiFi, on-site laundry, and free parking, accommodating up to two guests.
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