Vacation Rentals in Waukesha, WI

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Waukesha, WI holiday rentals
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34 Holiday rentals and Airbnb in Waukesha, WI

Best family friendly Waukesha, WI holiday 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
A$1354/nighttotal: A$10832 (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
21/10 – 01/11
A$1339/nighttotal: A$14729 (11 )

Pewaukee Single Family Home

1 1
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 Havens Is Set In A Calm And Wellconnected Pocket Of Milwaukee, - Waukesha, WI
10 1 review
Waukesha, WI
15/08 – 15/09
A$548/nighttotal: A$16988 (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.
Cbi Haven 1 & 2 - Waukesha, WI
10 1 review
Waukesha, WI
15/08 – 15/09
A$589/nighttotal: A$18259 (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.

Best Waukesha, WI holiday rentals with parking

Exclusive Pewaukee Lake House ~ Includes Kayaks! - Waukesha, WI
9.9 63 reviews
Waukesha, WI
24/09 – 02/10
A$1198/nighttotal: A$9584 (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.
Waterfront Lake Cottage - Upper Nemahbin Lake - Waukesha, WI
9.6 30 reviews
Waukesha, WI
15/08 – 15/09
A$797/nighttotal: A$24707 (31 )

Waterfront Lake Cottage - Upper Nemahbin Lake

2 2
apartment , Delafield
This recently remodelled lake cottage in Peninsular Park, Oconomowoc, offers a waterfront location on Upper Nemahbin Lake, just 20 feet from the shore, and is situated approximately 40 kilometres west of downtown Milwaukee, close to local amenities.
This property provides accommodation for up to 8 guests across 2 bedrooms and a loft, featuring 93 square metres of floor area, air conditioning, a kitchen with a microwave, internet, parking, and direct access to 5 lakes for kayaking, canoeing, and paddleboarding, with kayaks and a play mat provided.
2 Mi To Pewaukee Lake! Peaceful Retreat W/ Yard - Waukesha, WI
Waukesha, WI
21/10 – 01/11
A$455/nighttotal: A$5005 (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.
Lakeview Retreat: Main + Guest House, Sleeps 10 - Waukesha, WI
10 14 reviews
Waukesha, WI
24/09 – 02/10
A$1160/nighttotal: A$9280 (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.

Frequently asked questions about holiday rentals in Waukesha, WI

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Best Waukesha, WI holiday rentals with a balcony

Landing | Incredible 1bd, Gym, Clubhouse - Waukesha, WI
Waukesha, WI
15/08 – 15/09
A$237/nighttotal: A$7347 (31 )

Landing | Incredible 1bd, Gym, Clubhouse

1 1
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.
Landing | Stylish 1bd, Gym, Courtyard - Waukesha, WI
Waukesha, WI
15/08 – 15/09
A$218/nighttotal: A$6758 (31 )

Landing | Stylish 1bd, Gym, 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.
Home With Yard Near Nature Preserve And Pewaukee Lake! - Waukesha, WI
Waukesha, WI
24/09 – 02/10
A$459/nighttotal: A$3672 (8 )

Home With Yard Near Nature Preserve And Pewaukee Lake!

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.
17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18 - Waukesha, WI
8.8 13 reviews
Waukesha, WI
24/09 – 02/10
A$3692/nighttotal: A$29536 (8 )

17-acre Hunting/fishing Grounds, 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.

Best Waukesha, WI holiday rentals with air conditioning

1 King Bed | Non-smoking, Kitchen - Waukesha, WI
10 33 reviews
Waukesha, WI
24/09 – 02/10
A$140/nighttotal: A$1120 (8 )

1 King Bed | Non-smoking, Kitchen

1 2
apartment , Brookfield
This studio flat is located in Brookfield, offering convenient access to Brookfield Square Shopping Centre, American Family Field, and the Wisconsin State Fairgrounds.
This 19 square metre studio apartment accommodates two guests and features a fully equipped kitchen, complimentary WiFi, air conditioning, and on-site parking, with laundry and ironing facilities available.
Spacious 3br Ranch Retreat Open-concept Living Family-friendly Comfort - Waukesha, WI
Waukesha, WI
15/08 – 15/09
A$356/nighttotal: A$11036 (31 )

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

3 1
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.
Cozy Little House In Waukesha, Wisconsin - Waukesha, WI
9.9 23 reviews
Waukesha, WI
21/10 – 01/11
A$353/nighttotal: A$3883 (11 )

Cozy Little House In Waukesha, Wisconsin

1 1
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.
Cozy 3br Ranch Home Away From Home - Waukesha, WI
9.8 71 reviews
Waukesha, WI
21/10 – 01/11
A$318/nighttotal: A$3498 (11 )

Cozy 3br Ranch Home Away From Home

3 1
apartment , Waukesha
This three-bedroom home is located in a peaceful cul-de-sac in Waukesha, just a short distance from shopping and the freeway. The property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
The single-level property comfortably accommodates up to four guests, and offers a spacious garden for outdoor relaxation. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, and parking, ensuring a comfortable and enjoyable stay.
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