Milwaukee County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Our top choices for Milwaukee County holiday rentals

Café

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,154 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is HK$1,125
HK$1,326 total
includes taxes & fees
9 Mar - 10 Mar
The Plaza Hotel
4 bedrooms

Brew City Game Room Fenced Yard Sleeps 13

Brew City Game Room Fenced Yard Sleeps 13
2.0 star property
Wauwatosa
10.0 out of 10, Exceptional, (1 review)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
The price is HK$1,549
HK$3,433 total
includes taxes & fees
16 Feb - 17 Feb
Brew City Game Room Fenced Yard Sleeps 13
Dining

Victorian Garden 5 Minutes From The Beach

Victorian Garden 5 Minutes From 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 HK$4,291
HK$8,257 total
includes taxes & fees
5 Mar - 6 Mar
Victorian Garden 5 Minutes From The Beach
Exterior

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 HK$1,759
HK$2,580 total
includes taxes & fees
16 Feb - 17 Feb
Downtown Eastside gem near Fiserv Forum Water St Brady St
Fridge, microwave, oven, stovetop

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 HK$1,759
HK$4,414 total
includes taxes & fees
16 Feb - 17 Feb
Luxury Historic Home - Stellar Location
Fridge, microwave, oven, stovetop

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 HK$1,583
HK$4,189 total
includes taxes & fees
16 Feb - 17 Feb
Stunning Upscale Retreat - Steps From Everything
Dining

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 HK$1,915
HK$4,322 total
includes taxes & fees
17 Mar - 18 Mar
Style and Luxury - Unbeatable Location
Outdoor dining

Downtown home w/ rooftop patio - walk everywhere!

Downtown home w/ rooftop patio - walk everywhere!
Lower East Side
9.6 out of 10, Exceptional, (8 reviews)
"Great place to stay, especially for events around Brady Street. Lots of room with a great patio and deck area. Host responded quickly to questions and communicated well. "
United States
Anonymous traveller
The price is HK$4,186
HK$7,101 total
includes taxes & fees
16 Feb - 17 Feb
Downtown home w/ rooftop patio - walk everywhere!
Dining

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 HK$1,372
HK$1,829 total
includes taxes & fees
16 Feb - 17 Feb
Three bedrooms upstairs
TV

225- Huge 2 bedroom condo king beds-Free parking-extras

225- Huge 2 bedroom condo king beds-Free parking-extras
Westown
9.4 out of 10, Exceptional, (27 reviews)
"Nice location, close to everything for our stay. "
United States
Jon P.
225- Huge 2 bedroom condo king beds-Free parking-extras
Interior

Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking

Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking
Downtown Milwaukee
9.8 out of 10, Exceptional, (18 reviews)
"Nice place, great location. Easy check-in and check-out."
United States
John O.
The price is HK$1,212
HK$3,484 total
includes taxes & fees
16 Feb - 17 Feb
Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking
Games room

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
Downtown Milwaukee
9.6 out of 10, Exceptional, (21 reviews)
"Great short stay in Milwaukee. The place was exactly what we needed, and the owner was extremely responsive, any questions or concerns were handled right away, which made our stay easy and enjoyable. Would definitely stay here again."
United States
Chris D.
The price is HK$2,337
HK$4,407 total
includes taxes & fees
6 Mar - 7 Mar
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
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, (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 HK$1,443
HK$4,263 total
includes taxes & fees
16 Feb - 17 Feb
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Fireplace

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (125 reviews)
"Everything was great . Very clean,parking was good ."
United States
Violet
Kasa Westown Milwaukee
Dining

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 HK$1,048
HK$3,051 total
includes taxes & fees
16 Feb - 17 Feb
Whole House in Bay View + Fenced-in Yard + Parking
Floor plan

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
Large Milwaukee Home 4BR Fast Wifi
TV

Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv

Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv
Westown
9.8 out of 10, Exceptional, (20 reviews)
"Great spacious unit in fun and accessible area of the city. We look forward to coming back!"
United States
Chadd
The price is HK$1,556
HK$2,636 total
includes taxes & fees
28 Feb - 1 Mar
Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv
Property grounds

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, (5 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is HK$1,149
HK$2,221 total
includes taxes & fees
16 Feb - 17 Feb
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
TV

Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St

Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
Westown
10.0 out of 10, Exceptional, (19 reviews)
"Great stay, convenient location. "
United States
Jeremy L.
The price is HK$1,946
HK$3,069 total
includes taxes & fees
14 Mar - 15 Mar
Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
Interior

Bayview Family-Friendly Stay

Bayview Family-Friendly Stay
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"Best stay ever "
United States
Laniya mariee
The price is HK$1,442
HK$3,470 total
includes taxes & fees
19 Feb - 20 Feb
Bayview Family-Friendly Stay
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 Milwaukee County Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Kudos to Ethan who gave us a warm and memorable welcome at check-in. The Pfister is both an architectural delight and chock-full of great art -- particularly paintings. The hotel does a great job of making the details about both available to interested guests. Our room was clean, comfortable and quiet. The flavored waters in the lobby were a lovely treat. All in all, this was a fantastic experience that exceeded all our expectations. Would gladly stay there again in a heartbeat. "
William F 1-night trip
Posted 2 days ago
The Pfister Hotel