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

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.
Pewaukee Single Family Home - Waukesha, WI
10 2 reviews
Waukesha, WI
24/09 – 02/10
$1289/nighttotal: $10312 (8 )

Pewaukee Single Family Home

1 2
apartment , Pewaukee
This four-bedroom apartment is located in a quiet cul-de-sac in Pewaukee, just a short drive from the highway and close to the scenic county reserve. The apartment comfortably accommodates nine guests, with a spacious living room, dining room, and multiple bedrooms.
This property provides a range of amenities, including a fully equipped kitchen, a large garden with a patio and fire pit, and parking for multiple vehicles. Guests can enjoy the expansive deck with seating and breathtaking views of the surrounding area.
Cbi Haven 1 & 2 - Waukesha, WI
10 1 review
Waukesha, WI
15/08 – 15/09
$579/nighttotal: $17949 (31 )

Cbi Haven 1 & 2

3 2
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.
Exclusive Pewaukee Lake House ~ Includes Kayaks! - Waukesha, WI
9.9 63 reviews
Waukesha, WI
24/09 – 02/10
$1177/nighttotal: $9416 (8 )

Exclusive Pewaukee Lake House ~ Includes Kayaks!

4 2
apartment , Pewaukee
This waterfront property is located in Pewaukee, just 3.2 kilometres from Pewaukee Lake, Two Brothers Wines, and Pewaukee Lake Beach, offering easy access to local attractions and activities. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This four-bedroom house spans 196 square metres and provides ample space for families or groups. The property features a fully equipped kitchen, a terrace, a garden, parking, air conditioning, and internet access, ensuring a comfortable and convenient stay.

Best Waukesha, WI vacation rentals with parking

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.
Near Nature Preserve & Pewaukee Lake: Home W/ Yard - Waukesha, WI
Waukesha, WI
24/09 – 02/10
$395/nighttotal: $3160 (8 )

Near Nature Preserve & Pewaukee Lake: Home W/ Yard

3 2
apartment , Pewaukee
This Pewaukee property, a detached house, is situated on approximately one acre of land with pond access, located 3.2 kilometres from the Village of Pewaukee and its lakefront activities.
This family-friendly accommodation offers 121 square metres of living space with three bedrooms and one bathroom, accommodating up to six guests, and features a private setting with ample parking for four vehicles, plus RV or boat parking.
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.
2 Mi To Pewaukee Lake! Peaceful Retreat W/ Yard - Waukesha, WI
Waukesha, WI
21/10 – 01/11
$447/nighttotal: $4917 (11 )

2 Mi To Pewaukee Lake! Peaceful Retreat W/ Yard

1 1
cottage , Pewaukee
This Pewaukee holiday home is located within 4.8 kilometres of Two Brothers Wines, Pewaukee Lake and K1 Speed, with Pewaukee Lake Beach 3.9 kilometres away.
This cottage offers air conditioning, free WiFi in public areas, complimentary self-parking and a kitchen equipped with a microwave oven, ideal for exploring Pewaukee.

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

Lakeview Retreat: Main + Guest House, Sleeps 10 - Waukesha, WI
10 13 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 | Stunning 1bd, Clubhouse, Courtyard - Waukesha, WI
Waukesha, WI
15/08 – 15/09
$214/nighttotal: $6634 (31 )

Landing | Stunning 1bd, Clubhouse, Courtyard

1 2
apartment , Wauwatosa
This apartment in Wauwatosa, Milwaukee, is situated within an 8-minute walk of The Mayfair Collection shopping centre and a 10-minute walk to AMF Bowlero Lanes.
This 78 square meter flat offers one bedroom and one bathroom, accommodating up to two guests with air conditioning, free Wi-Fi, a kitchenette, and an on-site washing machine.
Near Pewaukee Lake & Nature Preserve: Home W/ Yard - Waukesha, WI
Waukesha, WI
21/10 – 01/11
$437/nighttotal: $4807 (11 )

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.
Landing | Stylish 1bd, Courtyard, Clubhouse - Waukesha, WI
Waukesha, WI
15/08 – 15/09
$214/nighttotal: $6634 (31 )

Landing | Stylish 1bd, Courtyard, Clubhouse

1 2
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

Spacious 3br Ranch Retreat Open-concept Living Family-friendly Comfort - Waukesha, WI
Waukesha, WI
15/08 – 15/09
$358/nighttotal: $11098 (31 )

Spacious 3br Ranch Retreat Open-concept Living Family-friendly Comfort

3 2
apartment , Milwaukee
This three-bedroom, two-bathroom flat in Milwaukee's Timmerman West district offers proximity to Lake Michigan, the Milwaukee County Zoo, and the Henry W. Maier Festival Park, with easy access to Fiserv Forum and American Family Field.
Accommodating up to eight guests, this property provides internet, air conditioning, and allows pets, featuring two queen beds and one full bed for comfortable sleeping arrangements.
Historic Downtown Luxury-lake-coffee-spa Like Ba - Waukesha, WI
9.6 9 reviews
Waukesha, WI
15/08 – 15/09
$491/nighttotal: $15221 (31 )

Historic Downtown Luxury-lake-coffee-spa Like Ba

1 2
apartment , Delafield
This Delafield apartment is conveniently located 0.3km from Hawks Inn and within 5km of Nagawaukee County Park and Beach, offering easy access to local attractions.
The 46 square metre flat features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with appliances such as a fridge, microwave, and dishwasher, plus on-site parking.
1 King Bed | Non-smoking, Kitchen - Waukesha, WI
9.8 31 reviews
Waukesha, WI
24/09 – 02/10
$138/nighttotal: $1104 (8 )

1 King 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, 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.
Cbi Havens Is Set In A Calm And Wellconnected Pocket Of Milwaukee, - Waukesha, WI
10 1 review
Waukesha, WI
15/08 – 15/09
$539/nighttotal: $16709 (31 )

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

3 2
apartment , Milwaukee
This three-bedroom townhome in a tranquil Milwaukee neighbourhood offers convenient access to downtown, Wauwatosa, and the lakefront, with the Milwaukee County Zoo and Harley-Davidson Museum a short drive away.
This property accommodates up to six guests with versatile sleeping arrangements and features two bathrooms, air conditioning, and Wi-Fi, making it an ideal base for exploring Milwaukee's shopping, dining, and attractions.
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