Waukesha Vacation Rentals

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Our top choices for Waukesha vacation 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, (28 reviews)
"Still doing some renovations but a nice place. Great location!"
United States
Kelley J.
The price is CA $205
CA $441 total
includes taxes & fees
May 12 - May 13
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
8.0 out of 10, Very good, (1 review)
"Great instructions for everything during our stay."
United States
Janet T.
The price is CA $164
CA $506 total
includes taxes & fees
May 19 - May 20
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 CA $203
CA $543 total
includes taxes & fees
May 11 - May 12
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

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, (29 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 CA $246
CA $601 total
includes taxes & fees
May 11 - May 12
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Cozy 1-bedroom dome in lovely Caledonia with AC

Cozy 1-bedroom dome in lovely Caledonia with AC
Caledonia
The price is CA $258
CA $359 total
includes taxes & fees
May 10 - May 11
Cozy 1-bedroom dome in lovely Caledonia with AC

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (88 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is CA $193
CA $260 total
includes taxes & fees
May 12 - May 13
Three bedrooms upstairs

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.0 out of 10, Very good, (1 review)
"It was good! Until 6:30 AM having extremely loud "Kettle Moraine Heating and Air Conditioning" contractors down the hall. I just picked the wrong day."
United States
Jason K.
The price is CA $116
CA $236 total
includes taxes & fees
May 10 - May 11
Kegel`s Inn - Studio - Classic Apartment #3

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (8 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is CA $228
CA $501 total
includes taxes & fees
May 11 - May 12
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-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, (50 reviews)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is CA $307
CA $454 total
includes taxes & fees
May 10 - May 11
Downtown Eastside gem near Fiserv Forum Water St Brady St

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is CA $67
CA $364 total
includes taxes & fees
May 10 - May 11
Tucked Away Off Brady - 4 Beds

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.
The price is CA $628
CA $1,271 total
includes taxes & fees
May 11 - May 12
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

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)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is CA $266
CA $769 total
includes taxes & fees
May 10 - May 11
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is CA $150
CA $292 total
includes taxes & fees
May 11 - May 12
Quiet Bay View Getaway

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, (29 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is CA $197
CA $599 total
includes taxes & fees
May 11 - May 12
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (6 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is CA $201
CA $410 total
includes taxes & fees
May 10 - May 11
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

302/303- 2 condos joined for up to 12 people by Fiserv/3rd

302/303- 2 condos joined for up to 12 people by Fiserv/3rd
Westown
9.2 out of 10, Wonderful, (10 reviews)
"The location was great and the hosts were amazing!"
United States
Jill M.
The price is CA $272
CA $560 total
includes taxes & fees
May 10 - May 11
302/303- 2 condos joined for up to 12 people by Fiserv/3rd

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is CA $213
CA $408 total
includes taxes & fees
May 10 - May 11
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is CA $101
CA $230 total
includes taxes & fees
May 11 - May 12
Best location in Milwaukee! Upper Duplex Unit

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is CA $120
CA $700 total
includes taxes & fees
May 12 - May 13
Workspace + Fireplace + Coffee Bar + Sleeps 12
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Waukesha. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Waukesha?

Yes, there are vacation rentals in Waukesha near 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 travelers like Waukesha. Make sure you have time to check out the architecture and sporting events during your trip.

What's the top vacation rental that Waukesha has to offer?

Three bedrooms upstairs : This vacation home rental outside of Waukesha offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Waukesha?

Expedia has 5 vacation rentals for your stay in Waukesha.

What can I see and do in Waukesha?

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

What are vacation rentals like in Waukesha?

Vacation rentals are privately owned properties you can reserve for several days or more in Waukesha. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.