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

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.
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.
Charming 4-bedroom House Steps From Pewaukee Lake Beach, Shops & Restaurants - Waukesha, WI
9.6 15 reviews
Waukesha, WI
24/09 – 02/10
A$495/nightTotal: A$3960 (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.
Pewaukee Lakefront Retreat: Pontoon+jet Ski Available: Private Pier: Sleeps 8 - Waukesha, WI
10 18 reviews
Waukesha, WI
21/10 – 01/11
A$1413/nightTotal: A$15543 (11 )

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.

Best Waukesha, WI holiday rentals with parking

Large Two Bedroom Lower Unit. Downtown Waukesha. - Waukesha, WI
Waukesha, WI
24/09 – 02/10
A$412/nightTotal: A$3296 (8 )

Large Two Bedroom Lower Unit. Downtown Waukesha.

2 2
apartment , Waukesha
This flat offers a prime downtown Waukesha location, just a short walk from Carroll University, Frame Park Formal Gardens, and local amenities, with convenient access to the hospital, airport, and major routes.
This 111 square metre residence provides accommodation for up to four guests, featuring a recently renovated interior with new flooring, a well-equipped kitchen including a fridge, air conditioning, and off-street parking.
Near Pewaukee Lake & Nature Preserve: Home W/ Yard - Waukesha, WI
Waukesha, WI
24/09 – 02/10
A$402/nightTotal: A$3216 (8 )

Near Pewaukee Lake & Nature Preserve: 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.
Charming Muskego House, Walk To Lake & Restaurants - Waukesha, WI
9.0 2 reviews
Waukesha, WI
15/08 – 15/09
A$523/nightTotal: A$16213 (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.
Delafield Vacation Rental Near Lakes & Parks! - Waukesha, WI
9.8 6 reviews
Waukesha, WI
15/08 – 15/09
A$242/nightTotal: A$7502 (31 )

Delafield Vacation Rental Near Lakes & Parks!

1 2
apartment , Delafield
This one-bedroom apartment is located in Delafield, close to Oak Street Park and Firemen’s Park, less than 1.6km from Cushing Memorial Park and the Ice Age Trail, and within 3.2km of Nagawaukee Shopping Center and Lake Nagawicka Public Boat Launch. The property has received excellent reviews from previous guests.
The apartment is 70 square metres and can comfortably accommodate up to 6 guests with a queen bed, futon, and queen sleeper sofa. The apartment has a well-equipped kitchen, air conditioning, a spa, parking, and internet access. Guests can also enjoy access to a shared laundry facility, and a separate 2-bedroom property for 6 guests is available on-site.

Frequently asked questions about holiday rentals in Waukesha, WI

Destinations nearby

Best Waukesha, WI holiday rentals with a balcony

Landing | Incredible 1bd, Gym, Clubhouse - Waukesha, WI
Waukesha, WI
15/08 – 15/09
A$236/nightTotal: A$7316 (31 )

Landing | Incredible 1bd, Gym, 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.
17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18 - Waukesha, WI
8.8 13 reviews
Waukesha, WI
21/10 – 01/11
A$4070/nightTotal: A$44770 (11 )

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.
Landing | Chic 1bd, Gym, Clubhouse - Waukesha, WI
Waukesha, WI
15/08 – 15/09
A$218/nightTotal: A$6758 (31 )

Landing | Chic 1bd, Gym, 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.
Home With Yard Near Nature Preserve And Pewaukee Lake! - Waukesha, WI
Waukesha, WI
21/10 – 01/11
A$445/nightTotal: A$4895 (11 )

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.

Best Waukesha, WI holiday rentals with air conditioning

Executive Home Republican National Convention 2024 5 Beds/ 3.5 Ba  Mukwonago, Wi - Waukesha, WI
Waukesha, WI
15/08 – 15/09
A$1093/nightTotal: A$33883 (31 )

Executive Home Republican National Convention 2024 5 Beds/ 3.5 Ba Mukwonago, Wi

5 2
apartment , Mukwonago
This luxurious five-bedroom executive ranch-style property in Mukwonago is situated approximately 48km from Milwaukee city centre, offering easy access to the freeway and proximity to attractions such as Pieper Porch Winery and Edgewood Golf Course.
The 5-bedroom, 3.5-bathroom dwelling boasts a spacious open-plan layout, accommodating up to eight guests and featuring a fully equipped walkout basement with a pool table, landscaped yard with patio, and high-end kitchen appliances; nearby activities include boating, fishing, and hiking trails.
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.
Lakeside Pewaukee Cottage • Hot Tub • Paddleboards - Waukesha, WI
9.8 32 reviews
Waukesha, WI
21/10 – 01/11
A$346/nightTotal: A$3806 (11 )

Lakeside Pewaukee Cottage • Hot Tub • Paddleboards

2 2
apartment , Pewaukee
This Pewaukee Lake cottage, a five-minute walk from the lake and a 40-kilometre drive from Milwaukee city centre, offers convenient access to both the lake and the town.
The fully renovated two-bedroom property sleeps six, boasting a king-size bed, double bed, and sofa bed, plus a jacuzzi, garden, and access to kayaks and paddleboards; Water's Edge Boat rental is also nearby.
Cozy Little House In Waukesha, Wisconsin - Waukesha, WI
9.9 23 reviews
Waukesha, WI
21/10 – 01/11
A$303/nightTotal: A$3333 (11 )

Cozy Little House In Waukesha, Wisconsin

1 2
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.
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