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Waukesha, WI place to stay
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70 Lodgings in Waukesha, WI

Best family friendly Waukesha, WI lodging

Among the 70 accommodations in Waukesha, WI, here are the 4 best for families

The Cozy Coop | Private Upstairs Retreat | Sleep 8 - Waukesha, WI
9.8 211 reviews

The Cozy Coop | Private Upstairs Retreat | Sleep 8

apartment, Waukesha
This two-bedroom apartment is located in Waukesha, just 16km from downtown Milwaukee and close to the 94 freeway, offering easy access to the city and surrounding areas. The apartment has been highly rated by previous guests, receiving excellent scores for location, cleanliness, and overall experience.
The property offers a comfortable and versatile living space, accommodating up to five guests with a queen bed, a queen pull-out sofa, and a twin bed. The modern apartment is equipped with a range of amenities, including a fully equipped kitchen, a private balcony, and an in-unit washer and dryer, ensuring a convenient and enjoyable stay.
Pewaukee Lakefront Retreat: Sleeps 8,private Pier: Rentable 13-passenger Pontoon - Waukesha, WI
10 25 reviews

Pewaukee Lakefront Retreat: Sleeps 8,private Pier: Rentable 13-passenger Pontoon

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.
Blue Chair Retreat -New Lakefront Home - Waukesha, WI
9.9 88 reviews

Blue Chair Retreat -New Lakefront Home

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.
Beautiful Waukesha Home - Waukesha, WI
10 51 reviews

Beautiful Waukesha Home

apartment, Waukesha
This four-bedroom apartment is located in Waukesha, just a few kilometres from the city centre and a lake, offering easy access to downtown Waukesha, the airport, and Milwaukee. It has excellent user ratings and is ideal for families or groups of up to eight people.
The apartment has a spacious living area with a gas fireplace, a dining area, and a kitchen equipped with a fridge, microwave, and dishwasher. Guests can enjoy scenic views, a private garden with a fire pit, a rec room with workout equipment, and nearby activities like hiking, golf, and cultural attractions.

Best Waukesha, WI accommodations with a kitchen

Luxury Lake Home-miles Of Lake Views-private Pier - Waukesha, WI
10 139 reviews

Luxury Lake Home-miles Of Lake Views-private Pier

apartment, Pewaukee
This apartment is located in Pewaukee, Wisconsin, just 3.2 kilometres from the centre of town, with easy access to restaurants, bars and shops. It has excellent user, location and cleanliness ratings, making it a great choice for families and groups. This three-storey property sleeps up to 11 guests in four bedrooms and offers a range of amenities including a fully equipped kitchen, a game room, a private pier with a kayak and paddleboard, and a fire pit. Guests can enjoy lakefront access with stunning views, a private garden, a spa, a bar, a tennis court and a pontoon boat rental option for exploring the lake.
Cozy 3br Ranch Home Away From Home - Waukesha, WI
9.7 79 reviews

Cozy 3br Ranch Home Away From Home

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.
Pewaukee Single Family Home - Waukesha, WI
9.5 4 reviews

Pewaukee Single Family Home

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.
Beautiful Home In Waukesha - Waukesha, WI
9.9 84 reviews

Beautiful Home In Waukesha

apartment, Waukesha
This charming house is located in Waukesha, just a short drive from the town centre and its restaurants, shops, and nearby lakes and hiking trails. A 40-minute drive will take you to downtown Milwaukee.
The property has four bedrooms, two bathrooms, and can accommodate up to eight guests. The house offers a range of amenities, including a fully equipped kitchen, a private patio, a garden, a fitness centre, and free parking.

Frequently asked questions about accommodations in Waukesha, WI

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

    Waukesha is pretty walkable, especially in the downtown area. If you're looking to explore further, the Waukesha Metro Transit bus system is a good option. It's easy to get around using the local bus network. You can also find taxis and ride-sharing services if you need them.
  • What outdoor activities and adventures are popular in and around Waukesha, WI?

    Waukesha has a lot of great parks and green spaces. You can go for a walk or bike ride along the Fox River Trail, or visit the Waukesha County Park System. There are also a few golf courses in the area, and you can even go fishing in the Fox River.
  • What types of accommodations are available in Waukesha, WI?

    You'll find a good range of accommodation options in Waukesha, from budget-friendly motels to upscale hotels. There are also a few bed and breakfasts and vacation rentals available. The historic Hotel Waukesha is a popular choice, and there are some newer hotels along the I-94 corridor.
  • When is the best time to visit Waukesha, WI?

    The best time to visit Waukesha depends on what you're looking for. Summer is great for outdoor activities and festivals, while autumn offers beautiful fall foliage. Spring and early summer are nice for milder weather and fewer crowds.
  • What local dishes and culinary experiences are a must-try in Waukesha, WI?

    You have to try a Waukesha County cheese curd. They're a local delicacy, and there are many places around town that serve them. For a more substantial meal, you might want to try a bratwurst at the local German restaurants. Waukesha also has a great selection of breweries and wineries.
  • In which part of Waukesha, WI should you consider renting accommodation?

    The downtown area is a great place to stay, especially if you want to be close to the shops, restaurants, and attractions. The area around the Waukesha County Executive Building is a popular choice, as well as the neighbourhood around the Waukesha Public Library. If you're looking for something more suburban, there are some nice hotels and motels along the I-94 corridor.

Popular destinations

Best Waukesha, WI lodging with a pool

Among the 70 accommodations in Waukesha, WI, here are the 2 best ones with a pool

Viral Wi Rainforest Estate W/ Indoor Pool & Lake - Waukesha, WI
9.5 24 reviews

Viral Wi Rainforest Estate W/ Indoor Pool & Lake

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.
17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18 - Waukesha, WI
9.2 19 reviews

17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18

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

Lake Country Comfort - Waukesha, WI
9.0 4 reviews

Lake Country Comfort

apartment, Pewaukee
This two-bedroom house is located in Lake Country, just two blocks from the Pewaukee Lake boat launch, a short walk from restaurants, and 40 kilometres from the centre of Milwaukee. The property features a fully equipped kitchen, a garden, parking, and a deck with views of Pewaukee Lake, perfect for relaxing after a day of exploring the area.
Adorable Lake House Retreat - Steps From The Lake And Restaurants! - Waukesha, WI
10 11 reviews

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

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.
2br Sapphire Summit Suite W/ Bar  Brookfield - Waukesha, WI
10 15 reviews

2br Sapphire Summit Suite W/ Bar Brookfield

apartment, Brookfield
This Brookfield apartment rental offers a private suite within a luxury home, conveniently located near a variety of restaurants and shops.
The self-contained flat boasts two plush bedrooms, one bathroom, sleeps five guests, and includes high-end appliances such as a Miele coffee machine, an 85” smart TV, and free on-site parking.
Pewaukee Serenity Cottage: Whimisical By The Lake - Waukesha, WI
10 93 reviews

Pewaukee Serenity Cottage: Whimisical By The Lake

cabin, Pewaukee
This charming lakeside cottage is situated just across the street from Pewaukee Lake, offering easy access to the water and nearby restaurants. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage features one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a fully equipped kitchen, a private patio with a hot tub and fire pit, and access to kayaks and bicycles for exploring the lake and surrounding area.
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