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Bayside Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Bayside vacation rentals

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,261 reviews)
"It was an amazing stay !"
United States
Bryan
$133 nightly
The price is $156
Nov 2 - Nov 3
Total with taxes and fees
The Plaza Hotel
A beach with calm waters, a wooden jetty, and dense greenery in the foreground.

2. 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, (55 reviews)
"Our stay at this casita was perfect! Clean, cozy and close to our family. We’ve stayed here before and we will stay here again!"
United States
Myra K.
$308 nightly
The price is $335
Nov 2 - Nov 3
Total with taxes and fees
Charming home w/ fire pit, walk to Lake Michigan
A two-story house with a garage, a covered porch, and a garden with pink flowers.

3. Prime location in the heart of it all on Washington Ave

Prime location in the heart of it all on Washington Ave
Cedarburg
10.0 out of 10, Exceptional, (224 reviews)
"The property was located right on the main street so it made it very easy for shopping and dining. It was a beautiful layout for the unit with two nice bedrooms, very clean and well organized. The owners were very helpful and gracious."
United States
Pete
$211 nightly
The price is $233
Nov 1 - Nov 2
Total with taxes and fees
Prime location in the heart of it all on Washington Ave
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

4. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (110 reviews)
"Everything was great. Location was very good. Highly recommend!!"
United States
Michelle J.
$160 nightly
The price is $188
Nov 1 - Nov 2
Total with taxes and fees
Three Bedroom Upper
A living room with a sofa, a dining table with chairs, and a potted plant.

5. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
Milwaukee
$450 nightly
The price is $531
Nov 2 - Nov 3
Total with taxes and fees
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A spacious dining area with a wooden table and modern chairs, a chandelier, and a view of the backyard through large sliding glass doors.

6. Remodeled Luxury 3BR - Walk to Cedarburg Downtown

Remodeled Luxury 3BR - Walk to Cedarburg Downtown
Cedarburg
10.0 out of 10, Exceptional, (15 reviews)
"Great property and close walk to downtown"
United States
Kimberly P.
$436 nightly
The price is $442
Nov 1 - Nov 2
Total with taxes and fees
Remodeled Luxury 3BR - Walk to Cedarburg Downtown
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

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

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
$497 nightly
The price is $586
Nov 2 - Nov 3
Total with taxes and fees
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
A dining area with a wooden table and chairs, a ceiling fan, and a view of the kitchen through an archway.

8. Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
9.2 out of 10, Wonderful, (10 reviews)
"If you are looking for a nice house in the Milwaukee area, we highly recommend this property. Amenities were wonderful and the host was fantastic!!"
United States
Judy B.
$963 nightly
The price is $1,048
Oct 30 - Oct 31
Total with taxes and fees
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
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.

9. 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, (18 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
$286 nightly
The price is $337
Nov 3 - Nov 4
Total with taxes and fees
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
A courtyard with a wooden fence, a gravel path, and a variety of plants.

10. Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.4 out of 10, Exceptional, (75 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
$351 nightly
The price is $414
Nov 4 - Nov 5
Total with taxes and fees
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

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

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.2 out of 10, Wonderful, (13 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
$342 nightly
The price is $349
Nov 1 - Nov 2
Total with taxes and fees
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A coffee-themed display with shelves, coffee cups, and a coffee machine.

12. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
$457 nightly
The price is $528
Nov 2 - Nov 3
Total with taxes and fees
Near Lake Michigan • Coffee Bar • Workspace
A beach with volleyball courts and people.

13. 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
9.6 out of 10, Exceptional, (9 reviews)
"Fantastic location for strolling neighborhoods for the quintessential midwestern experience. There are some cafes in walking distance, which is great. It is a charming older building with all the characteristics such as creeky floors and narrow stairwells. Small but accommodating kitchen that had all we needed. The window A/C’s worked great with keeping the apartment cool."
United States
Shannon M.
$284 nightly
The price is $335
Nov 1 - Nov 2
Total with taxes and fees
Rare East Side-2 min walk to UWM-Garage-Lake Mich
A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

14. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
8.8 out of 10, Excellent, (67 reviews)
"Very nice condo, clean and spacious. Loved spending time on the balcony watching the busy street. Host was very responsive and nice. Lots of near by shops and fun things. Very secure building, overall nice stay."
United States
Jenna N.
$280 nightly
The price is $330
Nov 1 - Nov 2
Total with taxes and fees
Downtown Eastside gem near Fiserv Forum Water St Brady St
A balcony with a city view, furnished with sofas and a coffee table.

15. Luxury Studio Apt Near Brady St with Balcony and Lake View

Luxury Studio Apt Near Brady St with Balcony and Lake View
Lower East Side
10.0 out of 10, Exceptional, (8 reviews)
"My only advice would be for stays longer than three nights, buy the 7 day parking permit for $5 and to get Zaffiro’s pizza. Place was great."
United States
Jason
$142 nightly
The price is $164
Nov 2 - Nov 3
Total with taxes and fees
Luxury Studio Apt Near Brady St with Balcony and Lake View
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

16. 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, (44 reviews)
"Great location to Brady Street."
United States
Andrew C.
$379 nightly
The price is $447
Nov 1 - Nov 2
Total with taxes and fees
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
A modern apartment with a kitchen, dining area, and living room.

17. The Quarters | Suite 4

The Quarters | Suite 4
Grafton
9.8 out of 10, Exceptional, (7 reviews)
"Would highly recommend this spot to anyone. It is in a great location. This unit had designated parking which was a plus. The unit was clean, and had everything we needed. If your thinking about staying in Grafton this place is a gem. "
United States
Chelly P.
$377 nightly
The price is $414
Nov 1 - Nov 2
Total with taxes and fees
The Quarters | Suite 4
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"Perfect place for a quick stop. One block off of Brady St which was nice. Place was well decorated, cozy, and quiet."
United States
David H.
The Nohl | A Lake Effect Stay Near Brady Street
Living room with sectional seating

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.
$189 nightly
The price is $209
Nov 1 - Nov 2
Total with taxes and fees
Best location in Milwaukee! Lower Duplex Unit
A living room with a brown leather sofa, a patterned rug, a coffee table, and a dining area with wooden chairs and a table.

20. Sunny 2BR Tosa Bungalow Hideaway I Relax & Unwind

Sunny 2BR Tosa Bungalow Hideaway I Relax & Unwind
Wauwatosa
10.0 out of 10, Exceptional, (4 reviews)
"This was an amazing property with a friendly host in a fun neighborhood. Recommend."
United States
Stephen B.
$272 nightly
The price is $315
Nov 1 - Nov 2
Total with taxes and fees
Sunny 2BR Tosa Bungalow Hideaway I Relax & Unwind
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Hotel was older Art Deco but very clean and well staffed. Bar and restaurant were surprisingly well run and pretty popular in the area. Would definitely stay here again. Beware of cell service being a bit spotty, but hotel wifi can help."
Sam 3-night trip
Posted less than an hour ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Bayside

Everything you need to know about Bayside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bayside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bayside vacation 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 low season months. For more hustle and bustle, you may prefer to visit Bayside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bayside rentals

At Expedia, we put the best Bayside vacation 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 vacation.

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 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. Bayshore Town Center and Concordia University Wisconsin 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.