Best Vacation rentals and Airbnb offers in Waukesha, WI
9.2 5 reviews
Waukesha, WI
10/21 – 11/01
$668/nighttotal: $7348 (11 )
Farmhouse "The Inn"
3 1
apartment , Waukesha
This Waukesha County farm is located 20 minutes from Milwaukee to the east and the Kettle Moraine State Forest to the west. The 1850s farmhouse and Olde Homestead Cottage offer three bedrooms and four bathrooms, accommodating up to eight guests, and feature a well-equipped kitchen, a tavern room with a cage bar, a large dining room, and an outdoor patio.
This lakefront vacation home in a private cul-de-sac is just minutes from downtown Pewaukee Beach and a 10-minute drive from Brookfield Square Mall. It has an excellent user rating. The house has 4 bedrooms, 2.5 bathrooms, and a fully furnished kitchen. It can accommodate up to 8 guests and has a floor area of 2100 square feet. Amenities include a large deck with lake views, a patio with outdoor furniture, a pier with a ladder for lake access, air conditioning, a spa, and a garden. Guests can enjoy fishing, boating, and ice fishing on Pewaukee Lake, as well as snowmobiling on the nearby Bugline Trail.
9.7 47 reviews
Waukesha, WI
09/24 – 10/02
$259/nighttotal: $2072 (8 )
3br Home • Free Parking • Near Downtown Waukesha
1 2
apartment , Waukesha
This Waukesha apartment is conveniently located in a quiet neighborhood, within walking distance of Frame Park and just a short drive from downtown. It has excellent user, location, and cleanliness ratings. The apartment has 3 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It features a fully equipped kitchen, a cozy living room, a dining room, and a beautiful bedroom. It also has air conditioning, parking, internet, and a smart lock entry.
9.6 73 reviews
Waukesha, WI
09/24 – 10/02
$256/nighttotal: $2048 (8 )
Waukesha 3br House | Sleeps 7 Comfortably | 4 Beds
1 2
house , Waukesha
This Waukesha apartment is located in a quiet and safe subdivision, providing a peaceful and secure environment for guests. The apartment is close to major retailers, restaurants, and I-94, making it easy to get around and explore the area. The apartment has received excellent ratings for its location, cleanliness, and user experience. It has 3 bedrooms, 1 bathroom, and can accommodate up to 6 guests. The apartment is well-equipped with amenities such as a fully equipped kitchen, air conditioning, and parking. Guests can also enjoy the serene and spacious living area, which provides a relaxing and comfortable stay.
9.6 9 reviews
Waukesha, WI
08/15 – 09/15
$352/nighttotal: $10912 (31 )
Historic Downtown Luxury-lake-coffee-spa Like Ba
1 2
apartment , Delafield
This Delafield apartment rental is conveniently located 0.2 miles from Hawks Inn and within 3 miles of Nagawaukee County Park and Lapham Peak. The 500-square-foot unit features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with a refrigerator, microwave, and dishwasher, plus on-site parking and air conditioning.
10 5 reviews
Waukesha, WI
08/15 – 09/15
$369/nighttotal: $11439 (31 )
Historic Downtown-old World Charm-dining-coffee
1 2
apartment , Delafield
This Delafield apartment rental is conveniently located near Hawks Inn (0.2 miles), Nagawaukee County Park and Beach (within 3 miles), and Lapham Peak (within 3 miles), offering easy access to outdoor recreation and scenic views. This 600-square-foot, one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, a Smart TV, and a smoke-free environment.
10 13 reviews
Waukesha, WI
09/24 – 10/02
$816/nighttotal: $6528 (8 )
Lakeview Retreat: Main + Guest House, Sleeps 10
5 2
apartment , Pewaukee
This Pewaukee lakefront guesthouse, less than a mile from downtown Pewaukee and near Kettle Moraine State Forest, offers stunning lake views and easy access to restaurants and shops. Two fully equipped houses accommodate up to 10 guests, featuring 5 bedrooms, 3 bathrooms, a spa, a terrace, and ample parking, including a two-car garage; amenities include high-speed internet, smart TVs, and in-suite laundry.
10 1 review
Waukesha, WI
08/15 – 09/15
$414/nighttotal: $12834 (31 )
Cbi Haven 1 & 2
3 2
apartment , Milwaukee
CBI Haven 1 & 2 is a family-friendly apartment in Milwaukee, offering quiet street views and convenient access, with Miller Park 8.6 miles away and Marquette University 9.4 miles distant. This 1230 square foot apartment features a private entrance, air conditioning, a fully equipped kitchen, complimentary WiFi, and free private parking, accommodating up to 11 guests with an on-site billiards area.
10 35 reviews
Waukesha, WI
09/24 – 10/02
$93/nighttotal: $744 (8 )
1 Queen Bed | Non-smoking, Kitchen
1 2
apartment , Brookfield
This Brookfield apartment is located near Brookfield Square Shopping Center, Miller Park, and the Wisconsin State Fairgrounds, offering convenient access to local attractions and retail. This 1-bedroom, 1-bathroom unit spans 200 square feet and includes a fully equipped kitchen, complimentary WiFi, and daily grab-and-go breakfast, ideal for up to 2 guests.
10 24 reviews
Waukesha, WI
10/21 – 11/01
$106/nighttotal: $1166 (11 )
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
1 2
apartment , Brookfield
This Brookfield apartment is located near Brookfield Square Shopping Center, American Family Field (10 miles away), and the Wisconsin State Fairgrounds (5 miles away). This 200 square foot suite accommodates up to 4 guests with 1 bedroom, 1 bathroom, a kitchen featuring a fridge and microwave, air conditioning, and complimentary WiFi.
Waukesha, WI
08/15 – 09/15
$256/nighttotal: $7936 (31 )
Spacious 3br Ranch Retreat Open-concept Living Family-friendly Comfort
3 2
apartment , Milwaukee
This 3-bedroom, 2-bathroom rental unit is located in Milwaukee's Timmerman West neighborhood, offering proximity to Lake Michigan (approximately 3 miles away), the Milwaukee County Zoo (approximately 2 miles away), and Fiserv Forum (approximately 6 miles away). This accommodation sleeps up to 8 guests and features air conditioning, internet, and allows pets, with check-out at 11:00 AM.
This Waukesha apartment is conveniently located near the I-94 freeway, making it easy to explore the surrounding area and reach downtown Milwaukee in about 20 minutes. The apartment has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The apartment features a cozy and inviting layout, comfortably accommodating up to 5 guests. Enjoy modern amenities like WiFi, a smart TV, a wireless printer, and a balcony heater for year-round enjoyment, along with a fully equipped kitchen, in-unit laundry, and private parking.
Discover Family-Friendly Vacation Rentals in Waukesha, WI
Booking a family-oriented vacation rental in Waukesha, WI keeps you close to top city attractions for a stress-free getaway.
10 2 reviews
Waukesha, WI
10/21 – 11/01
$941/nighttotal: $10351 (11 )
Pewaukee Single Family Home
1 1
apartment , Pewaukee
The Taylor House is a newly-built, 4 bedroom apartment in a quiet cul-de-sac in Pewaukee. It is just minutes from Pewaukee's attractions and major thoroughfares, and has a spacious outdoor space overlooking a county reserve. The apartment has 4 bedrooms, 2 bathrooms, and can accommodate up to 9 guests. It also has a fully equipped kitchen, a laundry room, air conditioning, and parking for multiple vehicles.
9.6 15 reviews
Waukesha, WI
09/24 – 10/02
$348/nighttotal: $2784 (8 )
Charming 4-bedroom House Steps From Pewaukee Lake Beach, Shops & Restaurants
4 2
apartment , Pewaukee
This renovated 1890s farmhouse is located in Pewaukee, just a short walk from the beach, lake, shops, restaurants, bars, and parks. The surrounding area offers a charming blend of historical ambiance and modern amenities. The house has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a spa, and a spacious outdoor area with two screened porches, a patio with a fire pit, and hand-hewn beams.
9.3 3 reviews
Waukesha, WI
07/06 – 07/13
$617/nighttotal: $4319 (7 )
Beautiful 4bdrm Home
1 4
apartment , Brookfield
This Brookfield Village home is located within walking distance of restaurants and shops, and a short drive from Milwaukee attractions. The 4-bedroom, 2.5-bathroom house sleeps up to 12 guests and includes modern updates, a fully equipped kitchen, air conditioning, parking, and pet-friendly accommodations.
8.8 13 reviews
Waukesha, WI
09/24 – 10/02
$2595/nighttotal: $20760 (8 )
17-acre Private Oasis Estate With Indoor Pool, Hot Tub, Private Lake, Sleeps 18
7 2
apartment , New Berlin
This seven-bedroom, 6.5-bathroom New Berlin vacation home is conveniently located within a 7-minute drive of Frame Park Formal Gardens and the Waukesha County Museum. This spacious rental boasts a family-friendly layout, accommodating up to 16 guests, and features a heated pool, tennis court, and in-unit laundry; nearby attractions include The Rave/Eagles Club, Milwaukee County Zoo, and Wisconsin State Fair Park.
Best Waukesha, WI vacation rentals with parking
Waukesha, WI
09/24 – 10/02
$290/nighttotal: $2320 (8 )
Large Two Bedroom Lower Unit. Downtown Waukesha.
2 2
apartment , Waukesha
This recently renovated 2-bedroom, 1-bathroom apartment in Waukesha's city center offers a prime downtown location within a short walk of Carroll University, Frame Park Formal Gardens, and local dining, with convenient access to the freeway and the airport. This 1190 square foot residence comfortably accommodates up to 4 guests and features essential amenities like a fridge, air conditioning, and parking, making it ideal for exploring nearby attractions such as Mayfair Mall, the Milwaukee County Zoo, and Wisconsin State Fair Park.
10 1 review
Waukesha, WI
08/15 – 09/15
$385/nighttotal: $11935 (31 )
Cbi Havens Is Set In A Calm And Wellconnected Pocket Of Milwaukee,
3 2
apartment , Milwaukee
This 3-bedroom, 2-bathroom condo in Milwaukee offers year-round comfort with air conditioning and heating, featuring a king, queen, and full bed to sleep up to 6 guests, and is conveniently located within 5 miles of downtown Milwaukee, Wauwatosa, and the lakefront. Explore nearby attractions such as the Milwaukee County Zoo, Pabst Mansion, Milwaukee Art Museum, and the Harley-Davidson Museum, all within a short drive, and enjoy easy access to retail centers, grocery stores, and diverse dining options.
9.8 7 reviews
Waukesha, WI
10/21 – 11/01
$403/nighttotal: $4433 (11 )
Adorable Lake House Retreat - Steps From The Lake And Restaurants!
2 2
apartment , Pewaukee
This lakefront vacation rental is located in Pewaukee, just a short walk from Pewaukee Lake and a 3-minute drive from Pewaukee Lake Beach. The house is in a peaceful neighborhood, offering a relaxing getaway while being close to local attractions. This 2-bedroom, 1-bathroom home comfortably sleeps 6 guests. The house comes equipped with modern amenities like air conditioning, Wi-Fi, a smart TV, a fully equipped kitchen, a washer and dryer, and a grill for outdoor dining.
Waukesha, WI
08/15 – 09/15
$384/nighttotal: $11904 (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 area, offering convenient access to Martin Luther King Drive and the Historic Pabst Brewery, with American Family Field and the Milwaukee County Zoo a short drive away. This 3-bedroom, 2-bathroom rental accommodates up to 6 guests and includes a full kitchen with a microwave and dishwasher, air conditioning, parking, and complimentary internet, plus access to a nearby fitness room.
Frequently Asked Questions about vacation rentals in Waukesha, WI
What should a first-time visitor not miss in Waukesha, WI?
You should check out the Waukesha County Historical Society Museum, which has exhibits on the history of the area. You'll also want to stroll along the Waukesha Riverwalk, which offers scenic views and access to the city's parks. And don't forget to grab a famous Waukesha water ice cream cone from the local shops!
What are the best Airbnb and vacation rentals in Waukesha, WI?
Which neighborhood in Waukesha, WI should you consider for a vacation rental?
The downtown area is a great choice for a vacation rental in Waukesha. It's close to all the action, including restaurants, shops, and the Waukesha Riverwalk. The historic district is also a good option, with its charming architecture and proximity to the Waukesha County Historical Society Museum.
What are the most popular Airbnbs in Waukesha, WI?
What are the top family-friendly attractions in Waukesha, WI?
The Waukesha County Fairgrounds is a popular spot for families, especially during the annual Waukesha County Fair. Children will also enjoy the splash pad and playground at Frame Park, and the Waukesha Public Library hosts a variety of family-friendly events throughout the year.
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 shoulder seasons, from April to May and September to October. You'll get better rates and fewer crowds than during the peak summer months.
What are the best rentals for families and kids in Waukesha, WI?
What are the best budget-friendly activities in Waukesha, WI?
You can enjoy a picnic in Frame Park, which offers scenic views of the Waukesha River. You can also take a walk or bike ride along the Waukesha Riverwalk, which is a great way to get some exercise and enjoy the outdoors.
What are the best rentals or Airbnbs with a jacuzzi in Waukesha, WI?
What are the best restaurants with local dishes in Waukesha, WI?
For a taste of local flavor, try the Waukesha Supper Club, which serves classic Wisconsin dishes like fried cheese curds and fish fry. You can also visit the Old Fashioned, a popular spot for burgers and Wisconsin craft beers.
What are the best walking or cycling routes in Waukesha, WI?
The Waukesha Riverwalk is a great option for both walking and cycling. It runs along the Waukesha River and offers scenic views of the city. You can also check out the Fox River Trail, which offers a longer, more scenic route.
Are there pet-friendly attractions in Waukesha, WI?
Many of the parks in Waukesha are pet-friendly, including Frame Park and the Waukesha Riverwalk. You can also bring your furry friend to many of the local restaurants and shops.
What are the benefits of choosing a vacation rental in Waukesha, WI?
Vacation rentals offer more space and privacy than a hotel room. They can also be more affordable, especially for families or groups. You can also find rentals that are pet-friendly or have specific amenities that you're looking for.
What are the top sports attractions and facilities in Waukesha, WI?
Waukesha is home to the Waukesha County Fairgrounds, which hosts a variety of sporting events, including the annual Waukesha County Fair. The city also has several parks with sports fields, including Frame Park and the Waukesha City Park.
Destinations nearby
Top Vacation Rentals with Balconies in Waukesha, WI
Enjoy a Waukesha, WI vacation rental with a balcony and stunning city skyline views for a truly memorable stay.
10 1 review
Waukesha, WI
08/15 – 09/15
$170/nighttotal: $5270 (31 )
Landing Stylish 2bd Courtyard Gym
1 2
apartment , Wauwatosa
This Wauwatosa condo is located in a residential district, a short drive from downtown Milwaukee and close to Wauwatosa's dining and shopping areas. This 1030 square foot residence features two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, and a private balcony, accommodating up to seven guests with free WiFi and a fitness center on site.
Waukesha, WI
08/15 – 09/15
$153/nighttotal: $4743 (31 )
Landing | Stylish 1bd, Courtyard, Clubhouse
1 2
apartment , Wauwatosa
This Wauwatosa apartment is located 0.38 miles from The Mayfair Collection and 0.53 miles from AMF Bowlero Lanes. This 840 sq ft one-bedroom, one-bathroom unit accommodates two guests and includes air conditioning, Wi-Fi, a refrigerator, and a washing machine.
8.8 3 reviews
Waukesha, WI
08/15 – 09/15
$225/nighttotal: $6975 (31 )
Spacious 3-bd Townhouse W/pkg 25m From Airport
3 2
apartment , Milwaukee
This Milwaukee townhouse, located in the Florist Highlands suburb near Mayfair Mall and the Oak Leaf Trail, offers easy access to downtown Milwaukee attractions like the Fiserv Forum and Milwaukee Mitchell International Airport within a 20-25 minute drive. Sleeping up to 12 guests, this three-bedroom, two-bathroom home features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a spacious basement with entertainment options including a poker table and yoga space, and two private parking spaces—a valuable amenity in Milwaukee.
Waukesha, WI
08/15 – 09/15
$153/nighttotal: $4743 (31 )
Landing | Stunning 1bd, Clubhouse, Courtyard
1 2
apartment , Wauwatosa
This furnished apartment is located in Wauwatosa, a Milwaukee neighborhood, offering proximity to Lake Michigan, The Rave-Eagles Club, and the Harley-Davidson Museum. This 840 sq ft, 1-bedroom, 1-bathroom unit accommodates 2 guests and features in-unit laundry, a dedicated workspace, a 24-hour fitness center, a pet spa, and EV charging stations.
Best Waukesha, WI vacation rentals with air conditioning
Waukesha, WI
08/15 – 09/15
$166/nighttotal: $5146 (31 )
Landing | Modern 1bd, Courtyard, Clubhouse
1 2
apartment , Wauwatosa
This Wauwatosa apartment offers a prime location, situated an 8-minute walk from The Mayfair Collection and a 10-minute walk from AMF Bowlero Lanes. This 560-square-foot, 1-bedroom, 1-bathroom condo accommodates up to 2 guests and includes air conditioning, Wi-Fi, a full kitchen, and on-site laundry.
9.4 17 reviews
Waukesha, WI
10/21 – 11/01
$2153/nighttotal: $23683 (11 )
Indoor Pool, Lake, Beach, Hot Tub, Game Room,
1 1
apartment , New Berlin
This 6,000-square-foot New Berlin oasis, located 20 minutes from downtown Milwaukee and 90 minutes from Chicago, offers a secluded 17-acre property with a private lake and easy access to Costco, Target, and Walmart. This six-bedroom, seven-bathroom rental boasts an indoor pool, game room, and rainforest-themed great room, accommodating up to 16 guests with amenities including kayaking, fishing, and multiple fire pits.
8.0 1 review
Waukesha, WI
08/15 – 09/15
$237/nighttotal: $7347 (31 )
Comfortable 3 Bedroom With King Bed In Waukesha
3 2
apartment , Waukesha
This 3-bedroom apartment is located in Waukesha, close to the Mayfair Shopping Center and a short drive from the Milwaukee County Zoo and the Wisconsin State Fair Park. Enjoy a comfortable stay in a quiet neighborhood, perfect for exploring the city and its surroundings. The apartment has three bedrooms and can comfortably accommodate up to six guests. It offers modern amenities like Wi-Fi, air conditioning, and a hairdryer, ensuring a convenient and comfortable stay for families or groups.
10 130 reviews
Waukesha, WI
10/21 – 11/01
$818/nighttotal: $8998 (11 )
Luxury Lakefront Home W Miles Of Lake Views, Private Pier, Lake Toys & Game Room
4 1
apartment , Pewaukee
This lakeside rental is located in Pewaukee, Wisconsin, with 40 feet of private lake frontage on Pewaukee Lake, just a short walk from two restaurants and bars, and two miles from Downtown Pewaukee Beach, shops, and restaurants. This vacation home has received excellent ratings for its location, cleanliness, and overall experience. The apartment has a modern design with high-end appliances, a spacious kitchen with an oversized island, and a balcony overlooking the lake. It can comfortably accommodate up to 11 guests and offers a variety of amenities, including a game room, a pontoon boat rental option, and access to winter activities like ice skating, ice fishing, and snowmobiling.
