Bayside Holiday Rentals

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Our top choices for Bayside holiday rentals

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is AU$375
includes taxes & fees
29 Apr - 30 Apr
Tucked Away Off Brady - 4 Beds

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is AU$318
includes taxes & fees
26 Apr - 27 Apr
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (11 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is AU$303
includes taxes & fees
30 Apr - 1 May
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
The price is AU$404
includes taxes & fees
21 May - 22 May
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (3 reviews)
"Great location, clean and accurate "
United States
Steve J.
The price is AU$223
includes taxes & fees
12 May - 13 May
Modern Studio Apt with Rooftop, Gym, and Parking

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (42 reviews)
"Great place to stay. Within walking distance to downtown. "
United States
Lori N.
The price is AU$368
includes taxes & fees
26 Apr - 27 Apr
Be Still & Know, Walk to Port and Beach

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
Upper East Side
9.2 out of 10, Wonderful, (7 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is AU$502
includes taxes & fees
26 Apr - 27 Apr
Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

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

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (28 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is AU$612
includes taxes & fees
27 Apr - 28 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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
9.8 out of 10, Exceptional, (6 reviews)
"We stayed for a convention downtown and this was an awesome location to walk to many bars and restaurants! We chose to Uber once parked and it was $8 per trip not bad! Would definitely stay again!"
United States
Laura H.
The price is AU$283
includes taxes & fees
21 May - 22 May
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is AU$227
includes taxes & fees
27 Apr - 28 Apr
Kegel`s Inn - Studio - Classic Apartment #3

Third Ward Apt Near Summerfest with Gym and Balcony

Third Ward Apt Near Summerfest with Gym and Balcony
Downtown Milwaukee
8.0 out of 10, Very good, (4 reviews)
"Fantastic location. Walkable to a lot of great restaurants and things to do. Condo needs cleaning and carpet updates, but I’d stay again. Easy check-in process. "
United States
Jenna C.
The price is AU$202
includes taxes & fees
30 Apr - 1 May
Third Ward Apt Near Summerfest with Gym and Balcony

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, (5 reviews)
"I was in town for a conference at Baird Center. It was perfect location and a great place to stay for one to two people (couple). Will definitely book again if I come back."
Canada
William
The price is AU$252
includes taxes & fees
18 May - 19 May
Deer District Studio Apt - One Block from Fiserv and Baird

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (87 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is AU$329
includes taxes & fees
26 Apr - 27 Apr
Three bedrooms upstairs

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (42 reviews)
"Great place and location. "
United States
Michael R.
The price is AU$463
includes taxes & fees
27 Apr - 28 Apr
Eclectic, Stylish, and Cozy Milwaukee Unit!

Downtown Luxury 1BR Loft

Downtown Luxury 1BR Loft
Downtown Milwaukee
7.6 out of 10, Good, (7 reviews)
"Excellent location for a little overnight getaway in the heart of downtown Milwaukee. My husband and I had tickets to an event at The Riverside Theater and ate dinner right next to the apartment at The Swingin’ Door Exchange - everything within walking distance! So convenient! The restaurant was a super cool atmosphere and so delicious! I would definitely stay here again!"
United States
Liz Z.
The price is AU$209
includes taxes & fees
27 Apr - 28 Apr
Downtown Luxury 1BR Loft

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is AU$374
includes taxes & fees
29 Apr - 30 Apr
Remodeled Home - Steps from Brady Street!

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (28 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is AU$577
includes taxes & fees
28 Apr - 29 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Entire 2BR Home - 15 Min to Downtown & Parks

Entire 2BR Home - 15 Min to Downtown & Parks
Milwaukee
Entire 2BR Home - 15 Min to Downtown & Parks

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, (3 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 AU$403
includes taxes & fees
29 Apr - 30 Apr
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (30 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is AU$469
includes taxes & fees
28 Apr - 29 Apr
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
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$188 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.