Vacation rentals in Waukesha, WI

35 available vacation rental offers

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Waukesha, WI vacation rentals
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Best Vacation rentals and Airbnb offers in Waukesha, WI

Top-Rated Vacation Rentals near the City Center in Waukesha, WI

These vacation rentals in the downtown area of Waukesha, WI offer unbeatable walking access to vibrant local life, dining, and culture.

Indoor Pool, Lake, Beach, Hot Tub, Game Room, - Waukesha, WI
9.5 22 reviews

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

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

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

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.
Farmhouse "The Inn" - Waukesha, WI
9.2 5 reviews

Farmhouse "The Inn"

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.
Rustic Retreat In The Woods - Waukesha, WI
9.3 9 reviews

Rustic Retreat In The Woods

apartment, Waukesha
This five-bedroom Waukesha rental is conveniently located near Minooka Park, offering easy access to hiking trails, a lake, and winter recreation.
The spacious home features a fully equipped kitchen, a cozy living room with smart TV and Wi-Fi, a private driveway with parking for multiple cars, and a large yard with a firepit—perfect for groups of up to ten guests.

Best Waukesha, WI vacation rentals with air conditioning

Lake Country Wellness Escape- Sauna, Hot Tub- Pier - Waukesha, WI
9.4 17 reviews

Lake Country Wellness Escape- Sauna, Hot Tub- Pier

apartment, Pewaukee
This Pewaukee lakefront condo offers direct water access and is located just minutes from downtown Pewaukee's shops, dining, and public beach.
This family-friendly condo sleeps 10 and features 3 bedrooms, 2 bathrooms, a private hot tub, infrared sauna, fitness corner with a Peloton, and a premium coffee bar.
2 Queen Beds | Mobil Access Tub Nsmk Kitchen - Waukesha, WI
9.8 24 reviews

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

apartment, Brookfield
This Brookfield apartment is situated near Brookfield Square Shopping Center, Miller Park, and the Wisconsin State Fairgrounds.
This one-bedroom, one-bathroom suite offers 200 square feet of space for up to four guests, featuring a kitchen with a fridge and microwave, air conditioning, complimentary WiFi, and on-site parking.
Beautiful 4bdrm Home - Waukesha, WI
9.3 3 reviews

Beautiful 4bdrm Home

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.

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?

    Among the Airbnbs in Waukesha, WI, Remodeled 2 Bedroom 1 Bath Private Home, Sweet #2 and Luxurious Apartment 3 Min From Hospital &Downtown are the most popular ones.

  • 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?

    Remodeled 2 Bedroom 1 Bath Private Home and Luxury 1 Bedroom Condo 100 are the best vacation rentals or Airbnb 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.

Popular destinations

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.

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

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

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.

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.

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 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.
Indoor Pool, Lake, Beach, Hot Tub, Game Room, - Waukesha, WI
9.5 22 reviews

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

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.
Lake Country Wellness Escape- Sauna, Hot Tub- Pier - Waukesha, WI
9.4 17 reviews

Lake Country Wellness Escape- Sauna, Hot Tub- Pier

apartment, Pewaukee
This Pewaukee lakefront condo offers direct water access and is located just minutes from downtown Pewaukee's shops, dining, and public beach.
This family-friendly condo sleeps 10 and features 3 bedrooms, 2 bathrooms, a private hot tub, infrared sauna, fitness corner with a Peloton, and a premium coffee bar.
17-acre Hunting/fishing Grounds, Indoor Pool, Hot Tub, Private Lake, Sleeps 18 - Waukesha, WI
9.2 18 reviews

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

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

Beautiful 4bdrm Home - Waukesha, WI
9.3 3 reviews

Beautiful 4bdrm Home

apartment, Brookfield
Rustic Retreat In The Woods - Waukesha, WI
9.3 9 reviews

Rustic Retreat In The Woods

apartment, Waukesha
Pewaukee Lake Home Steps From Water & Restaurants! - Waukesha, WI
9.8 35 reviews

Pewaukee Lake Home Steps From Water & Restaurants!

apartment, Pewaukee
Farmhouse "The Inn" - Waukesha, WI
9.2 5 reviews

Farmhouse "The Inn"

apartment, Waukesha

Best 5-Star Vacation Rentals in Waukesha, WI

Elevate your stay in a luxury vacation rental or Airbnb in Waukesha, WI, featuring high-end finishes and a prime location.

Lake Country Wellness Escape- Sauna, Hot Tub- Pier - Waukesha, WI
9.4 17 reviews

Lake Country Wellness Escape- Sauna, Hot Tub- Pier

apartment, Pewaukee

Find the Best Dog-Friendly Vacation Rentals in Waukesha, WI

Travel with ease to Waukesha, WI with pet-friendly rentals located near local dog parks and scenic city walks.

2 Queen Beds | Mobil Access Tub Nsmk Kitchen - Waukesha, WI
10 24 reviews

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

apartment, Brookfield
Farmhouse "The Inn" - Waukesha, WI
9.2 5 reviews

Farmhouse "The Inn"

apartment, Waukesha
2 Queen Beds | Mobil Access Tub Nsmk Kitchen - Waukesha, WI
9.8 24 reviews

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

apartment, Brookfield
2 Queen Beds | Smoking, Kitchen - Waukesha, WI
10 28 reviews

2 Queen Beds | Smoking, Kitchen

apartment, Brookfield

Search Vacation Rentals with Swimming Pool in Waukesha, WI

Staying in a vacation rental or Airbnb with a pool in Waukesha, WI ensures a proper swim is always a convenient part of your city stay.

Indoor Pool, Lake, Beach, Hot Tub, Game Room, - Waukesha, WI
9.5 22 reviews

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

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

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

apartment, New Berlin

Top-Rated Vacation Rentals with a Hot Tub in Waukesha, WI

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Waukesha, WI.

Cozy Nature Retreat | Hot Tub & Fire Pit - Waukesha, WI
No reviews

Cozy Nature Retreat | Hot Tub & Fire Pit

apartment, New Berlin
Indoor Pool, Lake, Beach, Hot Tub, Game Room, - Waukesha, WI
9.5 22 reviews

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

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

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

apartment, New Berlin
Lake Country Wellness Escape- Sauna, Hot Tub- Pier - Waukesha, WI
9.4 17 reviews

Lake Country Wellness Escape- Sauna, Hot Tub- Pier

apartment, Pewaukee