Compare Vacation Rentals & Airbnb in Waukesha, WI

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

Best family friendly Waukesha, WI vacation rentals

Among the 34 accommodations in Waukesha, WI, here are the 4 best family friendly rentals

17-acre Private Oasis Estate With Indoor Pool, Hot Tub,  Private Lake, Sleeps 18 - Waukesha, WI
8.8 13 reviews
Waukesha, WI
24/09 – 02/10
$3628/nighttotal: $29024 (8 )

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

7 2
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.
Adorable Lake House Retreat - Steps From The Lake And Restaurants! - Waukesha, WI
9.8 7 reviews
Waukesha, WI
24/09 – 02/10
$552/nighttotal: $4416 (8 )

Adorable Lake House Retreat - Steps From The Lake And Restaurants!

2 2
apartment , Pewaukee
This comfortable house is situated just a short walk from Pewaukee Lake and a 3-minute drive from Pewaukee Lake Beach, providing easy access to the area's natural beauty and attractions. The property offers two bedrooms and one bathroom, comfortably accommodating up to six guests.
The house features a fully equipped kitchen with a dishwasher, oven, and microwave, as well as air conditioning, Wi-Fi, a smart TV, and a washer and dryer. Guests can enjoy outdoor dining with the barbecue grill and the pet-friendly policy allows furry friends to join in on the fun.
Modern, Impeccably Styled, A Seamless Convenience In A Prime, Quiet Location. - Waukesha, WI
Waukesha, WI
15/08 – 15/09
$537/nighttotal: $16647 (31 )

Modern, Impeccably Styled, A Seamless Convenience In A Prime, Quiet Location.

3 2
apartment , Milwaukee
This Milwaukee townhome is located in a quiet residential district, offering easy access to downtown attractions and landmarks such as Martin Luther King Drive and Best Place at the Historic Pabst Brewery.
This three-bedroom, two-bathroom flat comfortably accommodates up to six guests and features air conditioning, a fully equipped kitchen with a microwave oven and dishwasher, and on-site parking, with a fitness room available nearby.
Charming 4-bedroom House Steps From Pewaukee Lake Beach, Shops & Restaurants - Waukesha, WI
9.6 15 reviews
Waukesha, WI
24/09 – 02/10
$486/nighttotal: $3888 (8 )

Charming 4-bedroom House Steps From Pewaukee Lake Beach, Shops & Restaurants

4 2
apartment , Pewaukee
This renovated farmhouse is located in Pewaukee, just a short walk from the lake and a range of shops, restaurants, bars, and parks. The area offers a relaxed and friendly atmosphere, perfect for a relaxing getaway.
The property has four bedrooms, comfortably sleeping eight guests. It features a well-equipped kitchen, two screened porches, a patio with a fire pit, and a stylish interior design. You can enjoy water activities on the lake, explore nearby hiking trails, and visit local attractions such as Hawks Inn and Annunciation Greek Orthodox Church.

Best Waukesha, WI vacation rentals with parking

Comfortable 3 Bedroom With King Bed In Waukesha - Waukesha, WI
8.0 1 review
Waukesha, WI
15/08 – 15/09
$331/nighttotal: $10261 (31 )

Comfortable 3 Bedroom With King Bed In Waukesha

3 2
apartment , Waukesha
This three-bedroom flat is conveniently located in Waukesha, just a short drive from the Milwaukee County Zoo and the Wisconsin State Fair Park, offering easy access to popular attractions. The Mayfair Shopping Centre is also within easy reach, providing a range of shopping, dining, and entertainment options.
The apartment is ideal for families or groups of friends, with space for up to six guests. It comes with a range of amenities including WiFi, air conditioning, a hairdryer, ironing board, and towels, ensuring a comfortable stay.
Pewaukee Lakefront Retreat: Pontoon+jet Ski Available: Private Pier: Sleeps 8 - Waukesha, WI
10 18 reviews
Waukesha, WI
24/09 – 02/10
$1331/nighttotal: $10648 (8 )

Pewaukee Lakefront Retreat: Pontoon+jet Ski Available: Private Pier: Sleeps 8

4 2
apartment , Pewaukee
This lakefront holiday home is situated in Pewaukee, just a 16km drive from Brookfield Square Mall and a short distance from the vibrant downtown Pewaukee Beach. This property has received excellent user reviews for its comfort and amenities.
This four-bedroom, three-bathroom house is 195 square metres in size and can accommodate up to eight guests. The property offers a wide range of amenities, including a private pier, a spacious garden, a fully equipped kitchen, and a spa, as well as access to a variety of outdoor activities such as fishing, boating, and snowmobiling.
Cbi Haven 1 & 2 - Waukesha, WI
10 1 review
Waukesha, WI
15/08 – 15/09
$579/nighttotal: $17949 (31 )

Cbi Haven 1 & 2

3 1
apartment , Milwaukee
CBI Haven 1 & 2 is a family-friendly apartment located in Milwaukee, situated 13.8 kilometres from Miller Park and 15.1 kilometres from Marquette University.
This apartment offers 114 square metres of space for up to 11 guests, featuring air conditioning, free WiFi, a shared kitchen, and on-site billiards, with complimentary toiletries provided in the private bathroom.
Charming Muskego House, Walk To Lake & Restaurants - Waukesha, WI
9.0 2 reviews
Waukesha, WI
15/08 – 15/09
$514/nighttotal: $15934 (31 )

Charming Muskego House, Walk To Lake & Restaurants

3 1
apartment , Muskego
This recently updated flat in Muskego is situated directly across from Little Muskego Lake, offering convenient public access, and is within walking distance of local eateries and golf courses.
This accommodation comfortably sleeps 8 guests across three bedrooms and features a fully equipped kitchen, complimentary kayaks, a Smart TV, fast Wi-Fi, and an in-home washer and dryer.

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.

Destinations nearby

Best Waukesha, WI vacation rentals with a balcony

Near Pewaukee Lake & Nature Preserve: Home W/ Yard - Waukesha, WI
Waukesha, WI
24/09 – 02/10
$451/nighttotal: $3608 (8 )

Near Pewaukee Lake & Nature Preserve: Home W/ Yard

3 2
house , Pewaukee
This Pewaukee holiday home is situated 3.2 kilometres from Pewaukee Lake, 27.3 kilometres from Marquette University and 30.5 kilometres from the University of Wisconsin-Milwaukee, with convenient access to Miller Park.
This 121 square metre property offers three air-conditioned bedrooms, two bathrooms, a fully equipped kitchen with a microwave and oven, complimentary WiFi, and a private patio, accommodating up to eleven guests.
Lakeview Retreat: Main + Guest House, Sleeps 10 - Waukesha, WI
10 14 reviews
Waukesha, WI
24/09 – 02/10
$1140/nighttotal: $9120 (8 )

Lakeview Retreat: Main + Guest House, Sleeps 10

5 2
apartment , Pewaukee
This five-bedroom lakefront property in Pewaukee offers direct access to Pewaukee Lake, a 15-minute walk from Pewaukee Lake Beach and Two Brothers Wines, and within 9.6km of Springs Water Park and Pewaukee Golf Club.
Sleeping up to ten guests, this holiday home boasts a fully equipped kitchen, a terrace, a spa, free Wi-Fi, and a garden with barbecue facilities; enjoying the lake, local wineries, and nearby attractions.
Landing Stylish 2bd Courtyard Gym - Waukesha, WI
10 1 review
Waukesha, WI
15/08 – 15/09
$241/nighttotal: $7471 (31 )

Landing Stylish 2bd Courtyard Gym

1 1
apartment , Wauwatosa
This flat is located in a residential district of Wauwatosa, a short drive from the Milwaukee County Research Park.
This 96 square meter apartment offers two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a private balcony, and WiFi, accommodating up to seven guests.
Landing | Stylish 1bd, Courtyard, Clubhouse - Waukesha, WI
Waukesha, WI
15/08 – 15/09
$216/nighttotal: $6696 (31 )

Landing | Stylish 1bd, Courtyard, Clubhouse

1 1
apartment , Wauwatosa
This apartment in Milwaukee's Wauwatosa district is an 8-minute walk from The Mayfair Collection shopping centre and a 10-minute walk from AMF Bowlero Lanes, offering easy access to Lake Michigan and cultural sites such as The Rave-Eagles Club and the Harley-Davidson Museum.
This 78-square-meter flat accommodates two guests and features air conditioning, Wi-Fi, a television, a refrigerator, a washing machine, linens, an ironing board, heating, and a dining table, with a balcony or terrace for your convenience.

Best Waukesha, WI vacation rentals with air conditioning

Landing | Modern 1bd, Courtyard, Clubhouse - Waukesha, WI
Waukesha, WI
15/08 – 15/09
$231/nighttotal: $7161 (31 )

Landing | Modern 1bd, Courtyard, Clubhouse

1 2
apartment , Wauwatosa
This apartment is located in Wauwatosa, a Milwaukee neighbourhood, offering proximity to Lake Michigan and cultural attractions such as The Rave-Eagles Club and the Harley-Davidson Museum.
This 52 square meter, one-bedroom flat accommodates two guests and includes in-unit laundry, a dedicated workspace, and access to a 24-hour fitness centre, WiFi café, pet spa, and EV charging stations, making it ideal for extended stays.
2 Queen Beds | Mobil Access Tub Nsmk Kitchen - Waukesha, WI
10 24 reviews
Waukesha, WI
24/09 – 02/10
$146/nighttotal: $1168 (8 )

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

1 2
apartment , Brookfield
This Brookfield flat is located conveniently for Brookfield Square Shopping Centre, Miller Park, and the Wisconsin State Fairgrounds, with Frame Park Formal Gardens and Minooka Park also nearby.
This 19 square metre studio apartment accommodates up to four guests and offers a fully equipped kitchen, complimentary breakfast, free WiFi, and on-site laundry facilities.
3br Home • Free Parking • Near Downtown Waukesha - Waukesha, WI
9.7 47 reviews
Waukesha, WI
21/10 – 01/11
$345/nighttotal: $3795 (11 )

3br Home • Free Parking • Near Downtown Waukesha

3 1
apartment , Waukesha
This three-bedroom apartment is situated in a two-family property in Waukesha, conveniently located within easy reach of the city's attractions and amenities.
The apartment offers a spacious kitchen, a comfortable living and dining area, and private parking for two cars, making it ideal for families or groups of up to six people.
1 Queen Bed | Non-smoking, Kitchen - Waukesha, WI
9.9 33 reviews
Waukesha, WI
24/09 – 02/10
$131/nighttotal: $1048 (8 )

1 Queen Bed | Non-smoking, Kitchen

1 2
apartment , Brookfield
This apartment is situated in Brookfield, offering convenient access to Brookfield Square Shopping Centre, Miller Park, and the Wisconsin State Fairgrounds.
This 19 square meter flat accommodates two guests and features a fully equipped kitchen, air conditioning, complimentary breakfast, free WiFi, and on-site parking.
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