Holiday Rentals in Waukesha

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Our top choices for Waukesha holiday rentals

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, (24 reviews)
"Beautiful home, modern amenities, easy location for food and shopping"
United States
Emily G.
The price is €258
includes taxes & fees
24 Feb - 25 Feb
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
The price is €337
includes taxes & fees
10 Mar - 11 Mar
Comfortable 3 Bedroom with King bed in Waukesha

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Waukesha
9.0 out of 10, Wonderful, (2 reviews)
"Lovely place. Close to family. Was a good place to stay."
United States
Lee S.
The price is €272
includes taxes & fees
16 Feb - 17 Feb
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (79 reviews)
"Cozy place with an awesome kitchen!"
United States
Lilly I.
The price is €200
includes taxes & fees
16 Feb - 17 Feb
Three bedrooms upstairs

Muskego Getaway, walk to beach

Muskego Getaway, walk to beach
Muskego
The price is €329
includes taxes & fees
18 Feb - 19 Feb
Muskego Getaway, walk to 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, (27 reviews)
"We were overall very impressed "
United States
Ethan N.
The price is €368
includes taxes & fees
25 Feb - 26 Feb
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (26 reviews)
"Had a very nice stay. The house was great, and the kids especially loved the game room. "
United States
Martin S.
The price is €469
includes taxes & fees
15 Feb - 16 Feb
Luxury Historic Home - Stellar Location

Whole House in Bay View + Fenced-in Yard + Parking

Whole House in Bay View + Fenced-in Yard + Parking
Bay View
10.0 out of 10, Exceptional, (14 reviews)
"was great and close to our daughter"
United States
Nicholas S.
The price is €339
includes taxes & fees
15 Feb - 16 Feb
Whole House in Bay View + Fenced-in Yard + Parking

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, (12 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.
The price is €451
includes taxes & fees
15 Feb - 16 Feb
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (46 reviews)
"Great location loved the coffee shop downstairs. The place definitely needs some TLC."
United States
Kris J.
The price is €283
includes taxes & fees
15 Feb - 16 Feb
Downtown Eastside gem near Fiserv Forum Water St Brady St

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (24 reviews)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is €368
includes taxes & fees
15 Feb - 16 Feb
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is €452
includes taxes & fees
15 Feb - 16 Feb
Stunning Upscale Retreat - Steps From Everything

7 1/2 Acre Estate, Heated Pool, Hot tub, Fishing Pond and Awesome Farm House!

7 1/2 Acre Estate, Heated Pool, Hot tub, Fishing Pond and Awesome Farm House!
Caledonia
9.8 out of 10, Exceptional, (214 reviews)
"Really close to the city and a really unique home and layout with tons and tons of space. Super responsive and helpful host. Would stay again. Hot tub was great. Loved the game room. "
United States
Nicholas R.
The price is €449
includes taxes & fees
25 Feb - 26 Feb
7 1/2 Acre Estate, Heated Pool, Hot tub, Fishing Pond and Awesome Farm House!

Beautiful riverside yard, hot tub, game room, large dining table!

Beautiful riverside yard, hot tub, game room, large dining table!
Glendale
10.0 out of 10, Exceptional, (4 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is €404
includes taxes & fees
17 Feb - 18 Feb
Beautiful riverside yard, hot tub, game room, large dining table!

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Mike G.
The price is €440
includes taxes & fees
15 Feb - 16 Feb
Style and Luxury - Unbeatable Location

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is €167
includes taxes & fees
16 Feb - 17 Feb
Quiet House

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, (7 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is €169
includes taxes & fees
12 Mar - 13 Mar
KK lower · Funky 2BR in Prime Bay View - w/ Parking

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (27 reviews)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is €245
includes taxes & fees
15 Feb - 16 Feb
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Downtown Modern 2BR Loft Apartment | Sleeps 8-9
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Loved this loft! Great location. Clean and comfortable. We will definitely stay here again. "
United States
Sandy H.
The price is €148
includes taxes & fees
15 Feb - 16 Feb
Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
Large Milwaukee Home 4BR Fast Wifi
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 €143 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 Infinity Fields Baseball Park 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.