Vacation rentals in Waukesha, WI

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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.

Modern And Convenient Waukesha 3br Home With 2 King Beds And Hot Tub - Waukesha, WI
9.8 38 reviews

Modern And Convenient Waukesha 3br Home With 2 King Beds And Hot Tub

apartment, Waukesha
This Waukesha vacation home is conveniently located within three miles of Monkey Joe's, Frame Park Formal Gardens, and The Corners of Brookfield.
This three-bedroom, two-bathroom house boasts 1700 square feet of space, a Jacuzzi, a patio, and a fully equipped kitchen, comfortably accommodating up to six guests and offering free Wi-Fi.
Modern Convenient 3br W/ 2 King Beds And Hot Tub - Waukesha, WI
9.6 80 reviews

Modern Convenient 3br W/ 2 King Beds And Hot Tub

apartment, Waukesha
This Waukesha home is conveniently located minutes from American Family Field, downtown Milwaukee, the airport, and the State Fairgrounds, making it an ideal base for exploring the area. The surrounding neighborhood is quiet and residential, offering a peaceful retreat after a day of sightseeing.
This 3-bedroom, 2-bathroom house can comfortably accommodate up to 6 guests. The open-concept living space is perfect for gathering, while the fully equipped kitchen includes a fridge, freezer, microwave, and dishwasher. Enjoy the private backyard with a hot tub, perfect for relaxing after a day of exploring.
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 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.
Cozy 3br Ranch Home Away From Home - Waukesha, WI
9.7 79 reviews

Cozy 3br Ranch Home Away From Home

apartment, Waukesha
This single-level ranch home is situated in a peaceful cul-de-sac in a family-friendly neighborhood of Waukesha, within proximity to shopping and the freeway. It has excellent user, location and cleanliness ratings.
The apartment has 3 bedrooms, 2 bathrooms, and can accommodate up to 4 guests. It features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking. Guests can also enjoy free Wi-Fi and a spacious yard.

Best Waukesha, WI vacation rentals with air conditioning

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 is located on a quiet hill, minutes from Brookfield's diverse restaurants and shops.
The private 2-bedroom suite features a stylish lounge with a private bar, an 85" smart TV, a Miele coffee machine, and free on-site parking for up to 5 guests.
Down On The Farm! Charming 2 Br With Scenic Views. - Waukesha, WI
9.2 52 reviews

Down On The Farm! Charming 2 Br With Scenic Views.

apartment, New Berlin
This New Berlin apartment is highly rated by guests for its cleanliness and excellent location. It is just a short drive from the city center, making it easy to explore all that New Berlin has to offer.
The apartment has one bedroom and one bathroom, and can accommodate up to five guests. It features a fully equipped kitchen, air conditioning, and parking. Guests can also enjoy the use of the communal pool and fitness center.
Waukesha 3br House | Sleeps 7 Comfortably | 4 Beds - Waukesha, WI
9.6 81 reviews

Waukesha 3br House | Sleeps 7 Comfortably | 4 Beds

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

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

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.

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.

1 King Bed | Non-smoking, Kitchen - Waukesha, WI
9.4 40 reviews

1 King Bed | Non-smoking, Kitchen

apartment, Brookfield
This Brookfield apartment is located near Brookfield Square Shopping Center, American Family Field, and the Wisconsin State Fairgrounds.
This 200 square feet unit offers one bedroom, one bathroom, and accommodates up to two guests with a fully equipped kitchen, WiFi, and on-site laundry.

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.

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

Pewaukee Single Family Home

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.

Best Waukesha, WI vacation rentals with parking

Large Two Bedroom Lower Unit. Downtown Waukesha. - Waukesha, WI
No reviews

Large Two Bedroom Lower Unit. Downtown Waukesha.

apartment, Waukesha
Rustic Retreat In The Woods - Waukesha, WI
9.2 10 reviews

Rustic Retreat In The Woods

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

2br Sapphire Summit Suite W/ Bar Brookfield

apartment, Brookfield
Cozy Nature Retreat | Hot Tub - Waukesha, WI
10 2 reviews

Cozy Nature Retreat | Hot Tub

apartment, New Berlin

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.

1 King Bed | Non-smoking, Kitchen - Waukesha, WI
9.2 36 reviews

1 King Bed | Non-smoking, Kitchen

apartment, Brookfield

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.

1 Queen Bed | Non-smoking, Kitchen - Waukesha, WI
9.6 37 reviews

1 Queen Bed | Non-smoking, Kitchen

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

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

apartment, Brookfield
1 Queen Bed | Non-smoking, Kitchen - Waukesha, WI
8.9 38 reviews

1 Queen Bed | Non-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.

Cozy Nature Retreat | Hot Tub - Waukesha, WI
10 2 reviews

Cozy Nature Retreat | Hot Tub

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 - Waukesha, WI
10 2 reviews

Cozy Nature Retreat | Hot Tub

apartment, New Berlin
Modern Convenient 3br W/ 2 King Beds And Hot Tub - Waukesha, WI
9.6 80 reviews

Modern Convenient 3br W/ 2 King Beds And Hot Tub

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

The Cozy Coop | Private Upstairs Retreat | Sleep 8

apartment, Waukesha
Modern And Convenient Waukesha 3br Home With 2 King Beds And Hot Tub - Waukesha, WI
9.8 38 reviews

Modern And Convenient Waukesha 3br Home With 2 King Beds And Hot Tub

apartment, Waukesha
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