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Bayside Holiday Rentals

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Our top choices for Bayside holiday rentals

1. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (24 reviews)
"Great location, clean place, super affordable! Will definitely be booking again!"
United States
Jash
The price is NZ$231
includes taxes & fees
8 Sept - 9 Sept
Deer District Studio Apt - One Block from Fiserv and Baird

2. Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4

Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4
Westown
9.6 out of 10, Exceptional, (4 reviews)
"Great location, clean and accurate "
United States
Steve J.
The price is NZ$305
includes taxes & fees
9 Sept - 10 Sept
Modern Studio Apt with Rooftop, Gym, and Parking - Sleeps 4

3. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"One of the best overall stays I’ve had in Milwaukee.pricing was great. House was nice and clean. Check in instructions were clear and easy and owner communication was excellent. Will definitely book again."
United States
Brian
The price is NZ$496
includes taxes & fees
9 Sept - 10 Sept
Remodeled Home - Steps from Brady Street!

4. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (2 reviews)
"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 NZ$226
includes taxes & fees
23 Aug - 24 Aug
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

5. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
10.0 out of 10, Exceptional, (2 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is NZ$265
includes taxes & fees
14 Sept - 15 Sept
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

6. Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
10.0 out of 10, Exceptional, (49 reviews)
"Home away from home"
United States
Ted W.
The price is NZ$636
includes taxes & fees
7 Sept - 8 Sept
Charming home w/ fire pit, walk to Lake Michigan

7. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is NZ$479
includes taxes & fees
23 Aug - 24 Aug
The Nohl | A Lake Effect Stay Near Brady Street

8. Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (4 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

9. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (17 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is NZ$356
includes taxes & fees
24 Aug - 25 Aug
Quiet House

10. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (23 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is NZ$287
includes taxes & fees
1 Sept - 2 Sept
Best location in Milwaukee! Upper Duplex Unit

11. Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (46 reviews)
"Property is just like pictures and excellent location. Would stay again."
United States
Emily T.
The price is NZ$546
includes taxes & fees
1 Sept - 2 Sept
Eclectic, Stylish, and Cozy Milwaukee Unit!

12. Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (142 reviews)
"Nice apartment in a good location in the brewery district. Clean and comfortable and safe. Laundry in apartment was a bonus. ."
United States
Steven
The price is NZ$367
includes taxes & fees
24 Aug - 25 Aug
Kasa Westown Milwaukee

13. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (100 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
The price is NZ$392
includes taxes & fees
23 Aug - 24 Aug
Three Bedroom Upper

14. 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, (10 reviews)
"Sweet accommodations in beautiful Milwaukee neighborhood. We absolutely loved this beautiful house. Comfortable beds and couch. Excellent smart television. Charming decor, Spotless cleanliness . "
United States
Alexander N.
The price is NZ$506
includes taxes & fees
24 Aug - 25 Aug
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

15. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (4 reviews)
"This was a perfect location for a work conference in Downtown Milwaukee. Most everything I needed was within walking distance. The space was clean and welcoming, with a great view."
United States
Jess
The price is NZ$232
includes taxes & fees
8 Sept - 9 Sept
Westown Studio Apt Near Fiserv, Baird, and Theater District

16. Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (5 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is NZ$500
includes taxes & fees
31 Aug - 1 Sept
Rare East Side-2 min walk to UWM-Garage-Lake Mich

17. Best location in Milwaukee! Lower Duplex Unit

Best location in Milwaukee! Lower Duplex Unit
Downtown Milwaukee
9.4 out of 10, Exceptional, (49 reviews)
"Had a great stay at this location. Property manager was very communicative, property was as advertised. Rooms and beds were a good size and comfortable. We didn't do any cooking but the kitchen was well equipped with pots, pans, stove, etc. Located close to the local night life, easily within walking distance. Would happily recommend this property to anyone. "
United States
Chris Y.
The price is NZ$347
includes taxes & fees
1 Sept - 2 Sept
Best location in Milwaukee! Lower Duplex Unit

18. Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.0 out of 10, Wonderful, (12 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
The price is NZ$656
includes taxes & fees
31 Aug - 1 Sept
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

19. Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.6 out of 10, Exceptional, (37 reviews)
"Nice location"
United States
Lyndsay K.
The price is NZ$746
includes taxes & fees
31 Aug - 1 Sept
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

20. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,229 reviews)
"charming and historic hotel"
United States
Veronica
The price is NZ$347
includes taxes & fees
23 Aug - 24 Aug
The Plaza Hotel
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bayside holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bayside. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bayside. Seeing all the best attractions is bound to make you fall in love with Bayside. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bayside short-term rentals, that won’t be hard to do.

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?

Private Indoor Pool Retreat, Theater Room, Sleeps 16, Near Milwaukee: 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. It has 5 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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. American Family Field and Walter Schroeder Aquatic 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.