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 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.
Cozy Little House In Waukesha, Wisconsin - Waukesha, WI
10 43 reviews

Cozy Little House In Waukesha, Wisconsin

apartment, Waukesha
This 3-bedroom apartment for rent in Waukesha is located within 2 miles of Carol University and Downtown Waukesha, with shopping and dining options within 5 miles.
This pet-friendly rental accommodates up to 6 guests and features a home theater with a 98" TV, a master bedroom with a King bed and 65" TV, a Queen bed in the second bedroom, another Queen bed in the basement, a large patio and backyard, and parking.
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.
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

1 Queen Bed  Non-smoking Kitchen - Waukesha, WI
No reviews

1 Queen Bed Non-smoking Kitchen

apartment, Brookfield
This Brookfield apartment is located approximately 10 miles from American Family Field and 12 miles from Marquette University.
This pet-friendly one-bedroom condo offers 2150 square feet of living space, a kitchenette with a microwave and fridge, air conditioning, and on-site lift access, accommodating up to two guests with a queen bed and a sofa bed.
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.
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
9.2 10 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.

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.

Lakefront Views + Walk To Dining | Kayaks + Firepit - Waukesha, WI
9.6 24 reviews

Lakefront Views + Walk To Dining | Kayaks + Firepit

apartment, Waukesha
This waterfront cottage in Pewaukee, Wisconsin, offers direct access to Pewaukee Lake, just 3 minutes (approximately 15,840 feet) from I-94, placing it 30 minutes from Milwaukee and 1 hour from Madison.
This 1080 square foot rental accommodates up to 6 guests across 3 bedrooms and 2 bathrooms, featuring a full kitchen with a dishwasher, air conditioning, internet, a shared pier with watercraft, and is located adjacent to waterfront restaurants.
Luxury Lake Home-miles Of Lake Views-private Pier - Waukesha, WI
10 138 reviews

Luxury Lake Home-miles Of Lake Views-private Pier

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.

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.

Best Waukesha, WI vacation rentals with parking

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

2br Sapphire Summit Suite W/ Bar Brookfield

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

Large Two Bedroom Lower Unit. Downtown Waukesha.

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.

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

2 Queen Beds | Mobil Access Tub Nsmk 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.

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
9.6 37 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.

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

Farmhouse "The Inn"

apartment, Waukesha

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.

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

The Cozy Coop | Private Upstairs Retreat | Sleep 8

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

Cozy Nature Retreat | Hot Tub

apartment, New Berlin
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
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
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