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Bayside Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Bayside vacation rentals

A beach with calm waters, a wooden jetty, and dense greenery in the foreground.

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

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (53 reviews)
"Home away from home"
United States
Ted W.
The price is ￥20,446
￥49,670 total
includes taxes & fees
Sep 28 - Sep 29
Charming home w/ fire pit, walk to Lake Michigan
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

2. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is ￥7,707
￥40,610 total
includes taxes & fees
Sep 28 - Sep 29
Remodeled Home - Steps from Brady Street!
A multi-story building with a prominent entrance, large windows, and a flag.

3. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (11 reviews)
"Great place and location. Loved that underground secured parking was included in the price. Excellent communication and easy check in/out instructions. She was very responsive. The bed was very comfortable and the sheets were very soft. Overall a great stay. Would definitely stay again!"
United States
Sara A.
The price is ￥11,777
￥28,126 total
includes taxes & fees
Oct 1 - Oct 2
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern living room with a sofa, a coffee table, and a television mounted on the wall.

4. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is ￥14,784
￥80,547 total
includes taxes & fees
Oct 5 - Oct 6
Near Lake Michigan • Coffee Bar • Workspace
A casino interior with neon lighting, slot machines, and a sign for Potawatomi Casino Hotel.

5. 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.
The price is ￥14,753
￥42,799 total
includes taxes & fees
Sep 28 - Sep 29
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is ￥13,212
￥39,728 total
includes taxes & fees
Sep 28 - Sep 29
The Nohl | A Lake Effect Stay Near Brady Street
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

7. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (24 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is ￥11,592
￥26,488 total
includes taxes & fees
Sep 28 - Sep 29
Best location in Milwaukee! Upper Duplex Unit
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

8. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (15 reviews)
"Great location to attend Bucks game!"
United States
Laura P.
The price is ￥9,385
￥23,562 total
includes taxes & fees
Sep 28 - Sep 29
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern kitchen with a central island, built-in appliances, and pendant lighting.

9. Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (48 reviews)
"Property is just like pictures and excellent location. Would stay again."
United States
Emily T.
The price is ￥10,852
￥48,955 total
includes taxes & fees
Sep 30 - Oct 1
Eclectic, Stylish, and Cozy Milwaukee Unit!
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

10. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (103 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
The price is ￥24,347
￥32,414 total
includes taxes & fees
Sep 29 - Sep 30
Three Bedroom Upper
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

11. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,251 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is ￥29,138
￥34,355 total
includes taxes & fees
Oct 20 - Oct 21
The Plaza Hotel
A modern hotel room with a large bed, a sofa, a desk, and a view of the beach.

12. Luxury Penthouse Apt Near Brady St with Balcony and Lake View

Luxury Penthouse Apt Near Brady St with Balcony and Lake View
Lower East Side
Luxury Penthouse Apt Near Brady St with Balcony and Lake View
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

13. Quiet House

Quiet House
Milwaukee
7.8 out of 10, Good, (21 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is ￥10,616
￥32,917 total
includes taxes & fees
Sep 28 - Sep 29
Quiet House
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

14. 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 ￥23,377
￥50,678 total
includes taxes & fees
Sep 28 - Sep 29
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A modern hotel room with a bed, bedside tables, a desk, and a chair.

15. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Walkable to everything fun and great value and as advertised."
United States
Chris H.
The price is ￥8,632
￥19,981 total
includes taxes & fees
Sep 28 - Sep 29
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A sculpture of a human figure made of interconnected metal pieces, placed on a concrete base with a view of the sunset over the sea.

16. 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, (13 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
The price is ￥24,739
￥45,115 total
includes taxes & fees
Sep 28 - Sep 29
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

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

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.2 out of 10, Wonderful, (7 reviews)
"Could not get a better location for the convention center, arenas, or downtown. Easy process and great value."
United States
John R.
Deer District Studio Apt - One Block from Fiserv and Baird
A beach with volleyball courts and people.

18. 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
9.8 out of 10, Exceptional, (8 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is ￥24,739
￥45,115 total
includes taxes & fees
Sep 28 - Sep 29
Rare East Side-2 min walk to UWM-Garage-Lake Mich

19. 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 ￥16,436
￥32,063 total
includes taxes & fees
Sep 28 - Sep 29
Best location in Milwaukee! Lower Duplex Unit
A modern kitchen with a large island, built-in appliances, and ample natural light.

20. 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, (3 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 ￥12,079
￥23,949 total
includes taxes & fees
Oct 27 - Oct 28
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
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

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Room was nice, bed is super comfortable. Balcony is wonderful and the courtyard is so relaxing!"
Kyle 2-night trip
Posted 1 hour ago
AmericInn by Wyndham Brookfield

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?

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

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. American Family Field 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.