Holiday Rentals in Waukesha

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Our top choices for Waukesha holiday rentals

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
Comfortable 3 Bedroom with King bed in Waukesha

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
10.0 out of 10, Exceptional, (27 reviews)
"host was responsive and we enjoyed our stay. "
United States
ashley m.
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

King Bed - FAST WiFi - Near Froedtert

King Bed - FAST WiFi - Near Froedtert
Wauwatosa
9.2 out of 10, Wonderful, (15 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
The price is €217
includes taxes & fees
5 Apr - 6 Apr
King Bed - FAST WiFi - Near Froedtert

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (126 reviews)
"Great location to walk to Fiserv center, clean, on-site parking, great amenities! Would love to stay here again!"
United States
Tracy
The price is €173
includes taxes & fees
2 Apr - 3 Apr
Kasa Westown Milwaukee

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (10 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is €171
includes taxes & fees
8 Apr - 9 Apr
Quiet House

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (22 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is €229
includes taxes & fees
5 Apr - 6 Apr
Tucked Away Off Brady - 4 Beds

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (9 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is €175
includes taxes & fees
2 Apr - 3 Apr
KK lower · Funky 2BR in Prime Bay View - w/ Parking

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,164 reviews)
"We enjoyed returning to the Plaza and look forward to our next stay!"
United States
Barbara
The price is €169
includes taxes & fees
13 Apr - 14 Apr
The Plaza Hotel

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (13 reviews)
"Great place, easy stay, awesome to have a parking spot, we can't wait to stay again!"
United States
Nicole S.
The price is €135
includes taxes & fees
2 Apr - 3 Apr
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (8 reviews)
"Awesome detail in the decoration and style. "
United States
Keri S.
The Pink Lady - Stylish Walker’s Point Home

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (27 reviews)
"A lovely historic house with three large bedrooms, a very functional kitchen, beautiful dining room and family room areas and a super fun game room. Great for family get togethers!"
United States
Donna M.
The price is €483
includes taxes & fees
8 Apr - 9 Apr
Luxury Historic Home - Stellar Location

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is €119
includes taxes & fees
2 Apr - 3 Apr
Deer District Studio Apt - One Block from Fiserv and Baird

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (3 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
Germantown
9.0 out of 10, Wonderful, (4 reviews)
"Such a sweet, cozy little place with all the amenities of a large space. We loved the area it was super quiet and lots within walking distance. The neighbors were also very nice!"
United States
Debbie M.
The price is €299
includes taxes & fees
2 Apr - 3 Apr
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is €135
includes taxes & fees
21 Apr - 22 Apr
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (14 reviews)
"Great location!"
United States
Mike G.
The price is €449
includes taxes & fees
8 Apr - 9 Apr
Style and Luxury - Unbeatable Location

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
10.0 out of 10, Exceptional, (4 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (28 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is €356
includes taxes & fees
6 Apr - 7 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Cream City Industrial Loft By Fiserv + Parking

Cream City Industrial Loft By Fiserv + Parking
Westown
8.4 out of 10, Very good, (8 reviews)
"Everything was great!"
United States
Dennis G.
Cream City Industrial Loft By Fiserv + Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Waukesha Hotel Reviews

Find out more about Waukesha

Everything you need to know about Waukesha holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waukesha holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waukesha holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waukesha holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waukesha. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waukesha holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waukesha holiday rentals we have selected for you start as low as €119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waukesha rentals

At Expedia, we put the best Waukesha holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waukesha rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waukesha holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waukesha. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Waukesha?

Yes, there are holiday rentals in Waukesha close to Frame Park Formal Gardens, or you can select a more secluded option if you're looking for a relaxing stay. The shops and live music are just a few reasons why travellers like Waukesha. Make sure you have time to check out the architecture and sporting events during your trip.

What are some of the best holiday rentals that Waukesha has to offer?

Wooded Hills/Indoor Pool/Hot Tub/Arcade: This holiday home rental outside of Waukesha offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Waukesha?

Expedia has 5 holiday rentals for your stay in Waukesha.

What can I see and do in Waukesha?

Frame Park Formal Gardens and Glacial Drumlin Bike Trail are a couple of scenic spots to enjoy the outdoors, whereas Waukesha County Museum is one of the cultural attractions. While here, Center Court Sports Complex and Waukesha County Expo Center are other places worth a visit.

What are holiday rentals like in Waukesha?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waukesha. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.