Holiday Homes in Waukesha

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Waukesha holiday homes

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)
"host was responsive and we enjoyed our stay. "
United States
ashley m.
The price is €258
includes taxes & fees
14 Apr - 15 Apr
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 €324
includes taxes & fees
7 Apr - 8 Apr
Comfortable 3 Bedroom with King bed in Waukesha

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 €173
includes taxes & fees
2 Apr - 3 Apr
KK lower · Funky 2BR in Prime Bay View - w/ Parking

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

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
Caledonia
9.8 out of 10, Exceptional, (214 reviews)
"Beautiful warm cozy property to spend time as a large family. "
United States
Naomi S.
The price is €566
includes taxes & fees
5 Apr - 6 Apr
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is €445
includes taxes & fees
2 Apr - 3 Apr
Workspace + Fireplace + Coffee Bar + Sleeps 12

Modern 4BR Retreat w/ Workspace + Coffee Bar

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
The price is €445
includes taxes & fees
2 Apr - 3 Apr
Modern 4BR Retreat w/ Workspace + Coffee Bar

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

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (29 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is €283
includes taxes & fees
5 Apr - 6 Apr
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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, (26 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is €375
includes taxes & fees
2 Apr - 3 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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
9.2 out of 10, Wonderful, (16 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 €198
includes taxes & fees
7 Apr - 8 Apr
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ 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, (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.
The price is €498
includes taxes & fees
6 Apr - 7 Apr
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (86 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is €203
includes taxes & fees
2 Apr - 3 Apr
Three bedrooms upstairs

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, (5 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
Beautiful riverside yard, hot tub, game room, large dining table!

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
6 Apr - 7 Apr
Luxury Historic Home - Stellar Location

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.6 out of 10, Exceptional, (32 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is €457
includes taxes & fees
3 Apr - 4 Apr
Stunning Upscale Retreat - Steps From Everything

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
Best location in Milwaukee! Upper Duplex Unit

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
2 Apr - 3 Apr
Quiet House

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 price is €269
includes taxes & fees
5 Apr - 6 Apr
The Pink Lady - Stylish Walker’s Point Home

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
3 Apr - 4 Apr
Style and Luxury - Unbeatable Location

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
Upper East Side
9.0 out of 10, Wonderful, (6 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is €310
includes taxes & fees
5 Apr - 6 Apr
Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waukesha Hotel Reviews

Find out more about Waukesha

Waukesha Holiday Homes information

Number of reviews
487
Accommodation
501 Holiday Homes
Lowest Price
€171
Highest Price
€566