Search Holiday Homes in Waukesha

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Waukesha holiday homes

Fridge, microwave, oven, stovetop

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, (29 reviews)
"Still doing some renovations but a nice place. Great location!"
United States
Kelley J.
The price is £238
includes taxes & fees
19 May - 20 May
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Private kitchen

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 £277
includes taxes & fees
18 May - 19 May
Comfortable 3 Bedroom with King bed in Waukesha
Smart TV, books

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, (9 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is £278
includes taxes & fees
18 May - 19 May
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
TV

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 £222
includes taxes & fees
18 May - 19 May
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Interior

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is £327
includes taxes & fees
20 May - 21 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Smart TV, books, music library, stereo

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, (30 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 £332
includes taxes & fees
19 May - 20 May
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 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 £163
includes taxes & fees
18 May - 19 May
Three bedrooms upstairs
Smart TV, books

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 £526
includes taxes & fees
4 Jun - 5 Jun
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Interior

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is £162
includes taxes & fees
25 May - 26 May
Quiet Bay View Getaway
Terrace/patio

Milwaukee Riverside Retreat w/ Hot Tub + Game Room

Milwaukee Riverside Retreat w/ Hot Tub + Game Room
Glendale
9.0 out of 10, Wonderful, (7 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 £325
includes taxes & fees
19 May - 20 May
Milwaukee Riverside Retreat w/ Hot Tub + Game Room
Dining

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.4 out of 10, Exceptional, (19 reviews)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is £224
includes taxes & fees
21 May - 22 May
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Desk, iron/ironing board, travel cot, free WiFi

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is £409
includes taxes & fees
8 Jun - 9 Jun
Workspace + Fireplace + Coffee Bar + Sleeps 12
Interior

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)
"Blake is a very responsive host. The theme of the house is fun and vibrant. All the amenities were helpful and appreciated. We felt comfortable and right at home for our 7 day stay. We highly recommend."
United States
Loring A.
The price is £235
includes taxes & fees
19 May - 20 May
The Pink Lady - Stylish Walker’s Point Home
Dining

Quiet House

Quiet House
Milwaukee
8.2 out of 10, Very good, (11 reviews)
"Went up for Yankees & Brewers game, this was the perfect place to stay. Thanks."
United States
Rita
The price is £148
includes taxes & fees
25 May - 26 May
Quiet House
Dining

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 £715
includes taxes & fees
18 May - 19 May
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Smart TV, computer monitors

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.8 out of 10, Exceptional, (7 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is £165
includes taxes & fees
18 May - 19 May
Charming 2-bedroom house with everything you need in the heart of West Allis
Beach nearby

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is £249
includes taxes & fees
18 May - 19 May
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Property grounds

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (69 reviews)
"The location is excellent - quiet area, but plenty of restaurants, grocery stores, and even the streetcar are within a reasonable walk. The property is nice as well, with plenty of space and nice amenities. We had a great stay. The host was very responsive and helpful with a minor issue. Would definitely stay again if we are ever in the area. "
United States
Nathaniel S.
The price is £308
includes taxes & fees
18 May - 19 May
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Interior

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 £223
includes taxes & fees
18 May - 19 May
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Exterior

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.6 out of 10, Exceptional, (5 reviews)
"Clean place. "
United States
John M.
The price is £209
includes taxes & fees
18 May - 19 May
Relax & Reboot in this Charming 2-Bedroom Townhome
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Waukesha Hotel Reviews

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"This is a place that is very convenient place to stay. We were able to walk to the theater and restaurant as well as the Milwaukee Public Market. The riverwalk is right there as well. The staff was great and our room was very nice."
Patricia 1-night trip
Posted 10 hours ago
Drury Plaza Hotel Milwaukee Downtown

Find out more about Waukesha

Waukesha Holiday Homes information

Number of reviews
273
Accommodation
512 Holiday Homes
Lowest Price
£148
Highest Price
£715