Vacation rentals in Bayside

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Top-rated vacation rentals in Bayside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Barn in Cedarburg

4.96 out of 5 average rating, 153 reviews

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Jan. 29 – Feb. 5

$301 CAD per night

Guest favourite

Home in Thiensville

5.0 out of 5 average rating, 147 reviews

Charming retreat-like 3BR in desirable northshore

Charming retreat-like 3BR in desirable northshore community walkable to coffee shops, restaurants, parks & the riverwalk…or a quick 23 minute ride to the front of the Fiserv Forum in downtown Milwaukee! Great for the weekend getaway, business trip or extended vacation. WIFI, well appointed kitchen, 2.5 bath, gas FP & front porch rocking chairs to watch the parade of dog walkers. Walk to (excellent) authentic Himalayan food at the Cheel or a glass of wine at Glaze while painting a new coffee mug!

Sep. 30 – Oct. 7

$325 CAD per night

Guest favourite

Townhouse in Port Washington

4.92 out of 5 average rating, 119 reviews

Steps Away From the Lakefront and Downtown

Steps from picturesque downtown Port Washington and all the amenities available. Close to the action, but not too close. Restaurants, bars, shopping, the lakefront and marina, charter fishing, beaches, festivals, winery, brewery, beer garden, etc. are just a few of the things available to you in this quaint town which has been called the Cape Cod of the Midwest. Enjoy the entire lower level of this lovingly restored two-family home. Close driving distance to other historic areas like Cedarburg.

Mar. 1 – 8

$146 CAD per night

Guest favourite

Guest suite in Brookfield

4.99 out of 5 average rating, 184 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. Perfect location for quick access to the city, or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Sep. 16 – 23

$233 CAD per night

Guest favourite

Apartment in Port Washington

4.95 out of 5 average rating, 240 reviews

Silvers Four-Six-Four *A home away from home*

An upper flat in walking distance from downtown Port Washington's restaurants, pubs, and summertime live music events. Walk and enjoy Lake Michigan's beaches, pier, and parks. A half block off of the interurban bike and running trail. Spacious apartment boasting a light, fresh, clean and airy feel. Plenty of room to help you feel at home. There is off road parking and a fenced in yard to park bikes or motorcycles. A garage is also available upon request when making your reservation.

Jan. 5 – 12

$202 CAD per night

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 178 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

Apr. 3 – 10

$223 CAD per night

Guest favourite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Aug. 7 – 14

$198 CAD per night

Guest favourite

Apartment in Germantown

4.94 out of 5 average rating, 107 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

Sep. 20 – 27

$161 CAD per night

Guest favourite

Home in Mequon

4.87 out of 5 average rating, 119 reviews

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!

Sep. 4 – 11

$348 CAD per night

Guest favourite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

Dec. 31 – Jan. 7

$165 CAD per night

Guest favourite

Guest suite in Cedarburg

4.82 out of 5 average rating, 233 reviews

A Great Stay in A Great City

The guest house has a private entrance, parking in back and is directly in the middle of one of the Midwest’s most beautiful cities. Historic Cedarburg has several coffee shops, candy stores and unique blend of boutiques, shops and restaurants. The AIRBNB is located just above the quaint shop The Shinery at W63N678 Washington Avenue right in the center of Downtown!

Aug. 25 – Sep. 1

$256 CAD per night

Guest favourite

Apartment in Port Washington

4.92 out of 5 average rating, 250 reviews

Homeport

The apartment is a remodeled former "Summer Kitchen" in the lower level of our cream city brick home. We are located in the heart of downtown next to the marina, close to parks, steps away from restaurants, coffee shops & bars. Lake Michigan is just outside the door! We invite couples, solo adventurers, and business travelers for short and long-term stays.

Oct. 11 – 18

$151 CAD per night