Compare Vacation Rentals & Airbnb in Waukesha, WI

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Waukesha, WI vacation rentals
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35 Rentals and Airbnb in Waukesha, WI

Best family friendly Waukesha, WI vacation rentals

Among the 35 accommodations in Waukesha, WI, here are the 2 best family friendly rentals

Indoor Pool, Lake, Beach, Hot Tub, Game Room, - Waukesha, WI
9.5 22 reviews

Indoor Pool, Lake, Beach, Hot Tub, Game Room,

apartment, New Berlin
This six-bedroom, seven-bathroom property in New Berlin, Wisconsin, is situated 32km from Milwaukee city centre and 145km from Chicago, offering easy access to major stores such as Costco, Target, and Walmart.
The 6,000 sq ft (557 sq m) home, sleeping up to 16 guests, boasts a private lake with kayaks and paddleboards, an indoor rainforest-themed great room with an indoor pool, a games room, and multiple fire pits, alongside a fully equipped kitchen and dining area.
Lake Country Wellness Escape- Sauna, Hot Tub- Pier - Waukesha, WI
9.4 17 reviews

Lake Country Wellness Escape- Sauna, Hot Tub- Pier

apartment, Pewaukee
This Pewaukee apartment offers direct lakefront access, just 500 meters from downtown Pewaukee's shops, dining, and public beach.
This family-friendly flat sleeps 10 guests and features 3 bedrooms, 2 bathrooms, air conditioning, a private hot tub, infrared sauna, fitness corner with a Peloton, and a premium coffee bar, all with lake views.

Best Waukesha, WI vacation rentals with parking

Designer Home W/ Lake Views, Fireplace & Balcony - Waukesha, WI
10 4 reviews

Designer Home W/ Lake Views, Fireplace & Balcony

apartment, Pewaukee
This Pewaukee holiday home is situated within a 2.4km walk of Pewaukee Lake Beach, Pewaukee Lake, and Two Brothers Wines, with Springs Water Park and Pewaukee Golf Club within a 9.6km radius.
The two-bedroom, two-bathroom property sleeps four guests and includes in-house laundry facilities, plus amenities such as a hairdryer; nearby attractions include the lake and wineries.
Cozy Little House In Waukesha, Wisconsin - Waukesha, WI
10 43 reviews

Cozy Little House In Waukesha, Wisconsin

apartment, Waukesha
This 3-bedroom flat in Waukesha is situated within 3.2 kilometres of Carol University and the city centre, with shops and restaurants located within 8 kilometres.
This accommodation offers space for six guests, featuring a 98-inch TV home theatre, a king-size bed, two queen beds, a garden, and ample parking.
Rustic Retreat In The Woods - Waukesha, WI
9.3 9 reviews

Rustic Retreat In The Woods

apartment, Waukesha
This five-bedroom apartment near Minooka Park in Waukesha offers a tranquil wooded setting, a short (approx. 1.6km) drive from Waukesha's shops and restaurants.
Sleeping up to ten guests, the property boasts a fully equipped kitchen, a cosy living room with smart TV and Wi-Fi, a private driveway with parking for four or more cars, and outdoor amenities including a firepit and outdoor dining area.
Cozy Nature Retreat | Hot Tub - Waukesha, WI
10 2 reviews

Cozy Nature Retreat | Hot Tub

apartment, New Berlin
This secluded 10-acre farmhouse in New Berlin offers a peaceful retreat, located a short walk from Minooka Park and a 20-minute drive from downtown Milwaukee.
This pet-friendly property accommodates up to 9 guests with 4 bedrooms, 1 bathroom, and features a new hot tub, unlimited parking, and the unique opportunity to observe local wildlife from the kitchen.

Frequently Asked Questions about vacation rentals in Waukesha, WI

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

    You should definitely visit the Waukesha County Historical Society Museum to learn about the city's history. The Waukesha Public Library is also worth a visit, especially if you're interested in architecture. For a dose of nature, head to the beautiful Frame Park.
  • What are the best Airbnb and vacation rentals in Waukesha, WI?

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

    The area around the Waukesha County Historical Society Museum is a good choice, as it's close to the city centre and has a good range of restaurants and shops. If you're looking for a more residential area, consider the neighbourhood around Frame Park.
  • 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 Historical Society Museum is a great place to take kids, as it has interactive exhibits and a children's play area. The Waukesha Public Library also hosts regular story time sessions and events for families. For outdoor fun, Frame Park has a playground and walking trails.
  • 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 summer months, when the weather is warm and there are lots of events happening. However, if you're looking for a quieter experience, you might want to consider booking during the shoulder seasons, in spring or autumn.
  • What are the best rentals for families and kids in Waukesha, WI?

  • What events or festivals should visitors check out in and around Waukesha, WI?

    The Waukesha County Fair, held in July, is a popular event with live music, food stalls, and rides. The Waukesha Christmas Parade, held in November, is another festive event that draws large crowds. The city also hosts a variety of smaller events throughout the year, such as the Waukesha Farmers Market and the Waukesha Arts Festival.
  • 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 budget-friendly activities in Waukesha, WI?

    A walk around the city centre is a great way to see the sights and soak up the atmosphere. You can also visit the Waukesha Public Library, which is free to enter. Frame Park is a great place to enjoy the outdoors without spending any money.
  • What are the best restaurants with local dishes in Waukesha, WI?

    For a classic Wisconsin supper club experience, try The Springs. If you're looking for something more casual, The Pour House is a great spot for craft beer and pub grub. And for a taste of the local scene, check out The Waukesha Ale House.
  • What are the best walking or cycling routes in Waukesha, WI?

    The Waukesha Riverwalk is a scenic walking and cycling path that follows the Waukesha River. The Fox River Trail is another popular option, which runs for 100 km through the city and beyond.
  • Are there pet-friendly attractions in Waukesha, WI?

    Frame Park is a great place to take your dog for a walk, and many of the restaurants in the city centre have outdoor seating that is pet-friendly. The Waukesha Farmers Market also welcomes dogs on a leash.
  • What are the benefits of choosing a vacation rental in Waukesha, WI?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities that are not available in hotels, such as a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Waukesha, WI?

    The Waukesha County Fairgrounds hosts a variety of sporting events, including rodeos and tractor pulls. The city also has several golf courses, including the Waukesha Country Club and the Nagawicka Golf Course.

Popular destinations

Best Waukesha, WI vacation rentals with a balcony

17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18 - Waukesha, WI
9.2 18 reviews

17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18

apartment, New Berlin
This seven-bedroom, seven-bathroom New Berlin holiday home is conveniently located approximately 4.5km from Frame Park Formal Gardens and the Waukesha County Museum.
The spacious property sleeps sixteen guests and boasts a fully equipped kitchen, private parking, a swimming pool, tennis court, and access to outdoor recreational facilities including a terrace and garden.

Best Waukesha, WI vacation rentals with air conditioning

2 Queen Beds | Smoking, Kitchen - Waukesha, WI
9.9 27 reviews

2 Queen Beds | Smoking, Kitchen

apartment, Brookfield
This Brookfield flat, conveniently located near Brookfield Square Shopping Centre, Miller Park, and the Wisconsin State Fairgrounds, offers a ground floor unit with a separate bedroom and living area featuring a sofa bed, accommodating up to four guests.
This serviced apartment provides a fully equipped kitchen, complimentary grab-and-go breakfast, on-site laundry, free WiFi, 24-hour reception, and free parking, with an upgraded bedding arrangement for added comfort.
1 King Bed  Non-smoking Kitchen - Waukesha, WI
No reviews

1 King Bed Non-smoking Kitchen

apartment, Brookfield
This Brookfield flat is situated 16 kilometres from American Family Field and 20 kilometres from Marquette University, with Milwaukee Mitchell International Airport located 30 kilometres away.
This pet-friendly apartment offers 200 square metres of living space, featuring one bedroom, one bathroom, air conditioning, a kitchenette with a fridge and microwave, and can accommodate up to two guests.
1 King Bed | Non-smoking, Kitchen - Waukesha, WI
9.2 36 reviews

1 King Bed | Non-smoking, Kitchen

apartment, Brookfield
This apartment is situated in Brookfield, offering convenient access to Brookfield Square Shopping Centre, Miller Park, and the Wisconsin State Fairgrounds, all within easy reach.
This ground-floor flat, covering 19 square metres, features a separate bedroom and living area with a king-size bed and a sofa bed, accommodating up to two guests with a fully equipped kitchen, free WiFi, and on-site laundry facilities.
1 Queen Bed | Non-smoking, Kitchen - Waukesha, WI
9.8 36 reviews

1 Queen Bed | Non-smoking, Kitchen

apartment, Brookfield
This Brookfield apartment is located conveniently near Brookfield Square Shopping Centre, Miller Park, and the Wisconsin State Fairgrounds.
This 19 square metre studio apartment accommodates two guests and features a fully equipped kitchen, complimentary WiFi, on-site laundry, and upgraded bedding, with free on-site parking and close proximity to New Berlin Hills Golf Course and Frame Park Formal Gardens.
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