Places to stay in Waukesha, WI

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Waukesha, WI place to stay
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55 Best places to stay in Waukesha, WI

Best family friendly Waukesha, WI lodging

Among the 55 accommodations in Waukesha, WI, here are the 4 best for families

Blue Chair Retreat -New Lakefront Home - Waukesha, WI
10 85 reviews
Waukesha, WI
21/10 – 01/11
SG$1614/nighttotal: SG$17754 (11 )

Blue Chair Retreat -New Lakefront Home

4 1
apartment , Pewaukee
This newly built four-bedroom apartment is located in a quiet bay on Pewaukee Lake, just 40 kilometres from Milwaukee and 80 kilometres from Madison. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bathrooms and comfortably sleeps 12 guests. It offers a range of amenities, including a fully equipped kitchen, a private office space, a spacious living area, a hot tub, a fire pit, a garden, and direct access to the lake with a pier for swimming, boating, fishing, and paddle boarding.
Adorable Lake House Retreat - Steps From The Lake And Restaurants! - Waukesha, WI
9.8 7 reviews
Waukesha, WI
24/09 – 02/10
SG$508/nighttotal: SG$4064 (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.
Spacious 3-bd Townhouse W/pkg 25m From Airport - Waukesha, WI
8.8 3 reviews
Waukesha, WI
01/07 – 31/07
SG$309/nighttotal: SG$9270 (30 )

Spacious 3-bd Townhouse W/pkg 25m From Airport

3 2
apartment , Milwaukee
This three-bedroom townhouse is located in Florist Highlands, a Milwaukee suburb, conveniently situated near the Oak Leaf Trail and a short drive (approximately 16km) from American Family Field.
The property offers ample space for up to 12 guests, boasting a fully equipped kitchen, a basement entertainment area with a poker table and craft drink bar, plus dedicated workspaces in each bedroom; two parking spaces are provided.
Cbi Havens Is Set In A Calm And Wellconnected Pocket Of Milwaukee, - Waukesha, WI
10 1 review
Waukesha, WI
01/07 – 31/07
SG$505/nighttotal: SG$15150 (30 )

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.

Best Waukesha, WI accommodations with a kitchen

Indoor Pool, Lake, Beach, Hot Tub, Game Room, - Waukesha, WI
9.4 17 reviews
Waukesha, WI
24/09 – 02/10
SG$2530/nighttotal: SG$20240 (8 )

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

1 2
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.
Cozy Little House In Waukesha, Wisconsin - Waukesha, WI
9.9 23 reviews
Waukesha, WI
21/10 – 01/11
SG$319/nighttotal: SG$3509 (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
SG$287/nighttotal: SG$3157 (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.
1 King Bed | Non-smoking, Kitchen - Waukesha, WI
10 33 reviews
Waukesha, WI
24/09 – 02/10
SG$126/nighttotal: SG$1008 (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.

Frequently asked questions about accommodations in Waukesha, WI

  • What are the most convenient modes of transportation within Waukesha, WI?

    Waukesha is a relatively small city, so getting around is easy. The Waukesha Metro Transit system offers bus routes that cover most of the city. If you're looking for a more scenic option, consider renting a bike and exploring the city's many bike paths. For longer distances, you can easily access the interstate highways.
  • What are the best accommodations in Waukesha, WI?

    Among the accommodations in Waukesha, WI, Milwaukee Marriott West, Hampton Inn Milwaukee Brookfield and Avid Hotels Milwaukee West - Waukesha By Ihg are the most popular ones.

  • What outdoor activities and adventures are popular in and around Waukesha, WI?

    Waukesha is a great place for outdoor enthusiasts. You can enjoy hiking and biking trails at the Lapham Peak State Park, just a short drive from the city. For a more relaxing experience, head to the Fox River Trail, a paved path that stretches for miles along the river. And if you're looking for a splash of fun, visit the Waukesha Aquatic Center, which offers a variety of water slides and pools.
  • What are the best accommodations with a pool in Waukesha, WI?

    Milwaukee Marriott West, Hampton Inn Milwaukee Brookfield and Wildwood Lodge are the best accommodations with a pool in Waukesha, WI.

  • What types of accommodations are available in Waukesha, WI?

    Waukesha offers a range of accommodation options to suit every budget. You can find comfortable hotels, motels, and bed and breakfasts in the city centre. If you're looking for a more secluded stay, there are also several vacation rentals available in the surrounding suburbs.
  • What are the best accommodations with a jacuzzi in Waukesha, WI?

    The best accommodations with a jacuzzi in Waukesha, WI are Milwaukee Marriott West, Hampton Inn Milwaukee Brookfield and Wildwood Lodge.

  • When is the best time to visit Waukesha, WI?

    The best time to visit Waukesha is during the summer months, from June to August, when the weather is warm and sunny. This is also the time of year when the city hosts its most popular festivals and events. However, if you're looking for a more relaxed experience, spring and autumn can be equally enjoyable, with pleasant temperatures and fewer crowds.
  • What are the best accommodations for families and kids in Waukesha, WI?

    The best accommodations for families and kids in Waukesha, WI are Tru By Hilton Milwaukee Brookfield, Wildwood Lodge and Comfort Inn.

  • What are the best pet friendly accommodations in Waukesha, WI?

  • What are the best accommodations with parking in Waukesha, WI?

Destinations nearby

Best Waukesha, WI lodgings with a pool

Among the 55 accommodations in Waukesha, WI, here are the 1 best ones with a pool

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
SG$3337/nighttotal: SG$26696 (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.

Best Waukesha, WI accommodations with parking

Delafield Vacation Rental Near Lakes & Parks! - Waukesha, WI
9.8 6 reviews
Waukesha, WI
15/08 – 15/09
SG$219/nighttotal: SG$6789 (31 )

Delafield Vacation Rental Near Lakes & Parks!

1 1
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.
2 Mi To Pewaukee Lake! Peaceful Retreat W/ Yard - Waukesha, WI
Waukesha, WI
21/10 – 01/11
SG$411/nighttotal: SG$4521 (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.
Charming 4-bedroom House Steps From Pewaukee Lake Beach, Shops & Restaurants - Waukesha, WI
9.6 15 reviews
Waukesha, WI
24/09 – 02/10
SG$447/nighttotal: SG$3576 (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.
Modern, Impeccably Styled, A Seamless Convenience In A Prime, Quiet Location. - Waukesha, WI
Waukesha, WI
15/08 – 15/09
SG$491/nighttotal: SG$15221 (31 )

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

3 1
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.
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