Photo by Elizabeth Baumann

Bayside Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Next weekend
In two weeks

Our top choices for Bayside vacation rentals

10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is ¥11,242
¥30,906 total
includes taxes & fees
Jan 13 - Jan 14, 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Apartment in Murray Hill

2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is ¥9,441
¥24,054 total
includes taxes & fees
Jan 7 - Jan 8, 2026
2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (5)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is ¥22,953
¥44,364 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is ¥7,588
¥18,707 total
includes taxes & fees
Dec 28 - Dec 29
Deer District Studio Apt - One Block from Fiserv and Baird

Aparthotel in Downtown Milwaukee

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1153)
"From check in to check out excellent stay!"
United States
Heather
The price is ¥22,462
¥26,483 total
includes taxes & fees
Jan 25 - Jan 26, 2026
The Plaza Hotel

Apartment in Fifth Ward

Stylish Studio in Walkers Point
2.0 star property
10.0 out of 10, Exceptional, (4)
"Very clean property, well managed, owner was very responsive. Will definitely book when im back in town."
United States
Dan W.
Stylish Studio in Walkers Point
10.0 out of 10, Exceptional, (5)
"Great room "
United States
julio
The price is ¥8,151
¥22,049 total
includes taxes & fees
Dec 30 - Dec 31
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Vacation Home in Halyard Park

Exclusive Brownstone Residence
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is ¥21,860
¥34,977 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Exclusive Brownstone Residence

Apartment in Downtown Milwaukee

Downtown Sleek 2BR Loft
2.0 star property
10.0 out of 10, Exceptional, (2)
"This loft was very clean and the location was amazing. We are looking to stay here this weekend!"
United States
Kimberly O.
The price is ¥9,018
¥23,985 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Downtown Sleek 2BR Loft
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is ¥8,151
¥19,354 total
includes taxes & fees
Dec 28 - Dec 29
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
2.0 star property
8.0 out of 10, Very Good, (3)
"Enjoyed the stay here very much! Host was very quick with communication as well. Would highly recommend !"
United States
Younique T.
Modern Studio by Brady St & Milwaukee Lakefront
9.4 out of 10, Exceptional, (6)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
The price is ¥9,134
¥24,080 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Brewery District Luxe 2BR Near Fiserv with Parking
10.0 out of 10, Exceptional, (14)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
The price is ¥15,770
¥58,724 total
includes taxes & fees
Jan 21 - Jan 22, 2026
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
2.0 star property
9.4 out of 10, Exceptional, (14)
"Check-in and parking were easy. Kitchen was well stocked and included some spices. Location was perfect to catch some Brewers games. Beds were comfortable. Will stay again!"
United States
Debra D.
The price is ¥11,523
¥28,976 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Near Historic Pabst Brewery & Fiserv
10.0 out of 10, Exceptional, (2)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is ¥23,016
¥44,486 total
includes taxes & fees
Dec 28 - Dec 29
Rare East Side-2 min walk to UWM-Garage-Lake Mich
10.0 out of 10, Exceptional, (11)
"was great and close to our daughter"
United States
Nicholas S.
The price is ¥21,848
¥62,126 total
includes taxes & fees
Dec 29 - Dec 30
Whole House in Bay View + Fenced-in Yard + Parking
9.4 out of 10, Exceptional, (15)
"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 ¥15,146
¥35,546 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Aparthotel in Westown

Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (120)
"Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions."
United States
Melissa
Kasa Westown Milwaukee

Apartment in Downtown Milwaukee

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
9.8 out of 10, Exceptional, (39)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is ¥12,056
¥51,872 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (16)
"Everything was as advertised. Very nice area of Wawatosa. "
United States
seeton p.
The price is ¥11,086
¥39,970 total
includes taxes & fees
Jan 2 - Jan 3, 2026
King Bed - Near Froedtert - FAST WiFi
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 Bayside Hotel Reviews

Find out more about Bayside

Search for holiday rentals in Bayside on Expedia! You can easily find your home rentals, villas, holiday apartments in Bayside using one of the methods below:

  • View our selection of featured holiday rentals in Bayside
  • Use the map to find apartments and other holiday homes in the Bayside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bayside while they last

Look no further and take a look at our great range of rental properties in Bayside!

Frequently asked questions

Can I find a vacation rental in Bayside?

Yes, there are vacation rentals close to the most popular points of interest in Bayside, or you can select a secluded option if you're looking for a relaxing stay. Bayside is known for its parks and beaches. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental in Bayside?

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!: Visitors give good reviews to this Bayside vacation home rental, which is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals will I find in Bayside?

Expedia has 3 vacation rentals for your stay in Bayside.

What’s there to see and do in Bayside?

Cultural attractions include Lynden Sculpture Garden, whereas Lake Michigan is a spot to enjoy nature. Walter Schroeder Aquatic Center and Bayshore Town Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Bayside like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Bayside. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family gatherings.