Bayside Vacation Rentals

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Our top choices for Bayside vacation rentals

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 CA $127
CA $313 total
includes taxes & fees
May 17 - May 18
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

Be Still & Know, Luxury Apartment, Dog-friendly, Walk to Port and Beach

Be Still & Know, Luxury Apartment, Dog-friendly, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (44 reviews)
"We couldn't have asked for more! Everything was perfect and it was better than any motel room in the city. In fact I don't even want to share this review for fear that it will be occupied the next time I need it! "
United States
Colleen
The price is CA $155
CA $349 total
includes taxes & fees
May 17 - May 18
Be Still & Know, Luxury Apartment, Dog-friendly, Walk to Port and Beach

Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8
Westown
10.0 out of 10, Exceptional, (1 review)
The price is CA $74
CA $196 total
includes taxes & fees
May 18 - May 19
Cream City Industrial Loft Near Fiserv with Parking | Suite 3 | Sleeps 8

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is CA $221
CA $296 total
includes taxes & fees
May 17 - May 18
Three bedrooms upstairs

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

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (9 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is CA $238
CA $518 total
includes taxes & fees
May 20 - May 21
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is CA $178
CA $774 total
includes taxes & fees
Jun 2 - Jun 3
Workspace + Fireplace + Coffee Bar + Sleeps 12

Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 8-9

Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 8-9
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Loved this loft! Great location. Clean and comfortable. We will definitely stay here again. "
United States
Sandy H.
Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 8-9

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is CA $198
CA $608 total
includes taxes & fees
May 20 - May 21
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
The price is CA $75
CA $174 total
includes taxes & fees
May 17 - May 18
Westown Studio Apt Near Fiserv, Baird, and Theater District

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, (7 reviews)
"Nice place "
United States
John B.
The price is CA $215
CA $408 total
includes taxes & fees
May 31 - Jun 1
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

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 CA $67
CA $369 total
includes taxes & fees
May 18 - May 19
Tucked Away Off Brady - 4 Beds

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.0 out of 10, Wonderful, (2 reviews)
"It was a nice room. Very comfortable bed. Unfortunately, there might’ve been some music from another apartment playing in the evening. But overall a nice place to stay."
United States
Margaret P.
The price is CA $75
CA $190 total
includes taxes & fees
May 17 - May 18
Deer District Studio Apt - One Block from Fiserv and Baird

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is CA $67
CA $369 total
includes taxes & fees
May 20 - May 21
Remodeled Home - Steps from Brady Street!

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, (15 reviews)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is CA $264
CA $772 total
includes taxes & fees
May 18 - May 19
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
Wauwatosa
7.4 out of 10, Good, (11 reviews)
"Appreciated pet friendly. "
United States
Jane L.
The price is CA $89
CA $296 total
includes taxes & fees
May 17 - May 18
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

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, (30 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 CA $247
CA $610 total
includes taxes & fees
May 18 - May 19
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is CA $151
CA $296 total
includes taxes & fees
May 18 - May 19
Quiet Bay View Getaway

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is CA $101
CA $231 total
includes taxes & fees
May 18 - May 19
Best location in Milwaukee! Upper Duplex Unit

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, (6 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is CA $202
CA $413 total
includes taxes & fees
May 18 - May 19
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

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, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is CA $211
CA $405 total
includes taxes & fees
May 17 - May 18
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Luxury 5BR Retreat w/ Indoor Pool, Theater Room, Massive Kitchen – Sleeps 12+: 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. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.