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Holiday Homes in Cudahy

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Featured Holiday Homes in Cudahy

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (14)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is AU$832
includes taxes & fees
23 Nov - 24 Nov
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (35)
"Loved everything about this place. Spacious, nice, well stocked, great view of the city. Really liked how it was close enough to the city to get there in 10 minutes, but far enough to have some quiet and privacy. Not sure if I’ll ever visit Milwaukee again but I will definitely look for this place again if I do."
Booth Upper · Amazing view, Modern Space
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
9.8 out of 10, Exceptional, (62)
"Property owner was great to deal with, and communication was also very good. The neighborhood was quiet, and there is a nice bar/restaurant directly next door. All amenties were exactly as described."
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a lovely stay in this home. The unit is part of a duplex, with accommodations in the upstairs of the house. We had three kids (ages 6 to 2) with us, and we were all big fans of the unit! The kids loved the bunk beds, the master suite was very spacious, the kitchen well-stocked with cooking tools (though we mostly ate out), and entertainment was aplenty with board games and even a foosball/air hockey/ping pong table included. We were walking distance to Brady Street and the...
The price is AU$695
includes taxes & fees
10 Dec - 11 Dec
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Large, Private 3 Br Home | Ideal Location
9.6 out of 10, Exceptional, (32)
"This home has only one flaw, the city of Milwaukee has corrupt leaders and crime is high. We enjoyed the open layout with plenty of seating. The beds are comfy and water pressure in the shower, fantastic. We were sad to come out to our car window busted out in the morning."
The price is AU$617
includes taxes & fees
29 Nov - 30 Nov
Large, Private 3 Br Home | Ideal Location
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
9.8 out of 10, Exceptional, (16)
"This house was the perfect place for a quick girls weekend getaway!! It was clean and quiet and in a perfect location. "
The price is AU$410
includes taxes & fees
22 Dec - 23 Dec
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Downtown Bayview, 2 miles from downtown Milwaukee
9.4 out of 10, Exceptional, (124)
"Great location, house was clean, worked for what we needed. Keep in mind - a bit bare bones ) ie no soap or shampoo, coffee, etc) - just a place to stay. Would stay here again if I needed to stay in BayView."
Downtown Bayview, 2 miles from downtown Milwaukee
Large Groups - KING Bed - 3 Blocks to Restaurants
10.0 out of 10, Exceptional, (14)
"Everything was great!"
Large Groups - KING Bed - 3 Blocks to Restaurants
MKE Riverwest Retreat - Newly Renovated
10.0 out of 10, Exceptional, (2)
"Firstly the host made this stay a breeze! Host communicated with me for the booking process, gave plenty of information regarding the area and the house, and had the listing for a fair price. The house itself is awesome! Selection of games was great especially for our group (we play a lot of board and card games), the TV in the living room was quality, the entire house was spotless when we arrived. Everything in the house was too notch condition, great kitchen, everything was well labeled and...
MKE Riverwest Retreat - Newly Renovated
3-bedroom vacation home just a short walk to Lake Michigan
9.6 out of 10, Exceptional, (10)
"This cozy little house is steps from the beach. Nice big yard to sit in. The unfortunate part was we made reservations back in August for an October stay. Four (4) days before our stay we get a call from our host who owns the house that VRBO triple booked the house so now we have to scramble around a find a new place. VRBO never called us or helped us. We called VRBO and had to hold more than 1/2 an hour and still no answer. If it was not for the host calling and vigorously helping us find...
3-bedroom vacation home just a short walk to Lake Michigan
Cozy Lofted Riverwest Apartment
7.6 out of 10, Good, (11)
"Would stay here again"
Cozy Lofted Riverwest Apartment
Close to airport and downtown Milwaukee!
10.0 out of 10, Exceptional, (80)
"Our stay was excellent! Everything went smoothly and we would definitely stay here again. The property was exactly as described online. "
Close to airport and downtown Milwaukee!
Renovated 2-bed flat w/patio in heart of Bay View
9.6 out of 10, Exceptional, (9)
"Great location and within walking distance of everything in Bayview. "
Renovated 2-bed flat w/patio in heart of Bay View
Enjoy Lakefront living with family!
9.8 out of 10, Exceptional, (65)
"Great location. Comfortable housing."
Enjoy Lakefront living with family!
Wonderful craftsman home in Wauwatosa
9.6 out of 10, Exceptional, (33)
"This home was perfect for what we needed - room for two couples (+), convenient and close to all the necessities and such a great neighborhood of beautiful homes. "
Wonderful craftsman home in Wauwatosa
Cream City Lounge Parking AC Patio Pets Sleeps 11
10.0 out of 10, Exceptional, (6)
"This was a great space for a group of 6 celebrating a bachelorette! We were walking distance from night life and coffee shops just around the corner. Short uber ride to many places and activities in the city. Would stay again! "
Cream City Lounge Parking AC Patio Pets Sleeps 11
Charming 3-bedroom Victorian home in fantastic Milwaukee with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (2)
"This is a wonderful old home that just oozes charm. It is warm and inviting....it's quirky as you would expect a home built in 1889 to be...but it is infinitely more welcoming than your typical cold hotel room or second tier VRBO listing. The details are fabulous...the architecture beautiful. The bathrooms are as modern as they can be...met the owner (Mike). Lovely guy...."
The price is AU$677
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom Victorian home in fantastic Milwaukee with AC, WiFi
Cozy Bungalow, one car garage, walking distance to beaches, downtown.
8.0 out of 10, Very good, (1)
"The house was extremely close to the water and the beach area was great! Easy to get around town and locate restaurants and stores. Only issue we had was there were so many spiders outside, we could not enjoy the patio/deck. We thought about having a fire but the spiders were everywhere. I personally don’t know the city of Racine but the road the house is on is noisy. Lots of cars and dogs barking through the night. If you’re a light sleeper, bring ear plugs! "
Cozy Bungalow, one car garage, walking distance to beaches, downtown.
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit
10.0 out of 10, Exceptional, (5)
"Great setup for a larger group. No issues at all and we enjoyed the property!"
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit
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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Other property types in Cudahy

The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (1050)
"Cool little hotel! Old style building but clean and well maintained! Really great, quiet stay!!"
The price is AU$289
includes taxes & fees
1 Dec - 2 Dec
The Plaza Hotel
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (64)
"Loved it very clean and beautiful room most definitely coming back"
The price is AU$154
includes taxes & fees
3 Dec - 4 Dec
Kasa Westown Milwaukee
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.