Photo by Elizabeth Baumann

Bayside Holiday Rentals

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Holiday Rentals in Bayside

Downtown Luxury 2BR Penthouse Apt

2.0 star property
Downtown Milwaukee
10.0 out of 10, Exceptional, (6)
"What an awesome location, we’ll definitely be back. The place was perfect!"
United States
Justin G.
The price is AU$275
includes taxes & fees
7 Dec - 8 Dec
Downtown Luxury 2BR Penthouse Apt

Be Still & Know, Walk to Port and Beach

Port Washington
10.0 out of 10, Exceptional, (34)
"Great place to stay. We loved the decor and it was so homey. The porch was great and the place is walking distance to downtown and the lake. "
United States
Dawn D.
The price is AU$411
includes taxes & fees
10 Dec - 11 Dec
Be Still & Know, Walk to Port and Beach

Charming home w/ fire pit, walk to Lake Michigan

Shorewood
10.0 out of 10, Exceptional, (34)
"Great location. We attended a Brewers game and made it up to Lambeau Field. So many restaurants within walking distance and the Metro market was right around the corner. Great spot!"
United States
Kathy M.
The price is AU$505
includes taxes & fees
7 Dec - 8 Dec
Charming home w/ fire pit, walk to Lake Michigan

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (118)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
Kasa Westown Milwaukee

Whole House in Bay View + Fenced-in Yard + Parking

Bay View
10.0 out of 10, Exceptional, (11)
"Loved fenced in backyard for dogs!"
United States
Mary E.
The price is AU$600
includes taxes & fees
7 Dec - 8 Dec
Whole House in Bay View + Fenced-in Yard + Parking

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

Bay View
9.4 out of 10, Exceptional, (15)
"We loved this property! We will definitely stay again if we are in the area."
United States
Taryn O.
The price is AU$358
includes taxes & fees
9 Dec - 10 Dec
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
Bay View
10.0 out of 10, Exceptional, (26)
"Very comfortable and convenient to everything downtown."
United States
Reddemann R.
The price is AU$603
includes taxes & fees
7 Dec - 8 Dec
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Comfort Near Historic Pabst Brewery & Fiserv

2.0 star property
Westown
9.4 out of 10, Exceptional, (14)
"With the historic of the building it was a great place to stay. Quite place to stay. "
United States
Michael S.
The price is AU$250
includes taxes & fees
8 Dec - 9 Dec
Comfort Near Historic Pabst Brewery & Fiserv

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (19)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is AU$641
includes taxes & fees
16 Dec - 17 Dec
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2BR apt w/ laundry + parking

Murray Hill
10.0 out of 10, Exceptional, (11)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is AU$258
includes taxes & fees
11 Dec - 12 Dec
2BR apt w/ laundry + parking

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (36)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is AU$857
includes taxes & fees
19 Dec - 20 Dec
Eclectic, Stylish, and Cozy Milwaukee Unit!

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is AU$255
includes taxes & fees
4 Jan - 5 Jan 2026
The Plaza Hotel

Exclusive Brownstone Residence

2.0 star property
Halyard Park
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 AU$340
includes taxes & fees
7 Dec - 8 Dec
Exclusive Brownstone Residence

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

Downtown Milwaukee
9.8 out of 10, Exceptional, (19)
"Great neighborhood to stay. "
United States
Alex N.
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is AU$504
includes taxes & fees
7 Dec - 8 Dec
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Westown
7.8 out of 10, Good, (6)
"Everything was great!"
United States
Dennis G.
The price is AU$251
includes taxes & fees
7 Dec - 8 Dec
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Murray Hill
10.0 out of 10, Exceptional, (10)
"Property was great! It was clean, in a fun neighborhood and overall a wonderful place to stay! Maria did a great job of communicating with me throughout the stay. I would stay there again in a heartbeat!"
United States
Taylor P.
The price is AU$587
includes taxes & fees
7 Dec - 8 Dec
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

Lower East Side
9.4 out of 10, Exceptional, (13)
"me and my friends had a great stay . We enjoyed the area and bnb ! I will definitely be recommending to others! "
United States
Stephanie L.
The price is AU$452
includes taxes & fees
7 Dec - 8 Dec
Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

Stylish Apt in Walker's Point

Fifth Ward
10.0 out of 10, Exceptional, (4)
"I loved my stay here! the location is in a good area near downtown milwaukee with lots of food near by! My stay here was great and the host was very responsive and helpful and provided lots of information. Very cute and aesthetic decor, felt very homey! "
United States
Anthony R.
The price is AU$351
includes taxes & fees
7 Dec - 8 Dec
Stylish Apt in Walker's Point

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (77)
"He was very kind!"
United States
Hope
The price is AU$356
includes taxes & fees
7 Dec - 8 Dec
Three bedrooms upstairs
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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Top Bayside Hotel Reviews

Find out more about Bayside

Everything you need to know about Bayside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bayside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bayside holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bayside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bayside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bayside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bayside holiday rentals we have selected for you start as low as AU$248 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bayside rentals

At Expedia, we put the best Bayside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bayside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bayside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bayside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Bayside?

Yes, there are holiday rentals close to the most popular sights in Bayside, or you can select a more 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 are some of the best holiday rentals that Bayside has to offer?

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!: This highly rated holiday home rental in Bayside 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 holiday rentals will I find in Bayside?

Expedia has 3 holiday 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 wider area.

What’s a holiday rental in Bayside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bayside. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a small group gathering.