Holiday houses in Bayside

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Top-rated holiday rentals in Bayside

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

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Top Guest favourite
A cozy living area features a large brown sectional sofa adorned with patterned cushions. Windows allow natural light to flood in, showcasing views of the outdoors. A round wall clock hangs above, and a small wooden bench complements the inviting space.
Apartment in Cedarburg
5 out of 5 average rating, 99 reviews

Perfect Balance in Cedarburg Gem

This spacious, private studio apartment offers a perfect blend of serenity and activity. Situated at the back of a 1.25 acre lot, beyond the lovely 1862 stone farmhouse it overlooks, the carriage house is a peaceful getaway -- minutes from all that bustling historic Cedarburg has to offer. Just .4 mile from the OZA Fairgrounds and .8 mile to downtown shops and restaurants, it's a quick drive or an easy walk to many amenities. Relax on the balcony before or after a day of fun sightseeing. Cheers!

Superhost
The exterior of a tri-level house features a smooth driveway leading to a two-car garage. A well-maintained yard showcases a mix of grass and fallen leaves, bordered by trees. The house has a combination of brick and siding with large windows allowing natural light.
Holiday home in Grafton
4.68 out of 5 average rating, 166 reviews

Peaceful 3 Bed home w/ Farm View by Lake Michigan

Our home is across the street from Lake Michigan, with a family farm bordering the backyard, 5 minutes from Lions Den Nature Preserve's gorgeous viewing opportunities and lake access. The house is newly renovated and features brand-new appliances. Great shopping and restaurants are minutes away. It has 3 bedrooms, 2 full baths, and 2 large separate living areas with smart TVs, making this house perfect for groups and families. Also ~5 minutes from Downtown Cedarburg, CU, the Mke River, and I-43

Superhost
Place to stay in Racine
4.85 out of 5 average rating, 805 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

Top Guest favourite
A charming upper unit of a bungalow is surrounded by lush green trees and well-maintained landscaping. The exterior features a combination of brick and stone, with decorative patriotic bunting adorning the porch. A pathway leads to the entrance, framed by vibrant foliage.
Apartment in Riverwest
4.93 out of 5 average rating, 103 reviews

Charming Bungalow Unit Just North of Downtown Milw

Here’s an opportunity that can’t be beat! This fully furnished upper unit in a charming bungalow is ready to be your home base while in Milwaukee. Two bedrooms, one fitted with a king size bed and one with a queen. Full kitchen. Plenty of street parking in this walk able niche neighborhood. Near Downtown, UW-Milwaukee, MSOE, The Milwaukee RiverWalk as well as a quick hop, skip and jump to museums, tours and arenas/stadiums. Easy access to public transportation. No cleaning fees!

Top Guest favourite
A modern living area features a comfortable seating arrangement with a light gray sofa and a wooden coffee table. The kitchen bar, equipped with three sleek black stools, is visible, showcasing a clean design. A large television is mounted on the wall, and greenery is present nearby.
Home in Fox Point
5 out of 5 average rating, 11 reviews

Fox Point living near the Lake!

Bring the whole family to this great home with lots of room for fun. Walking distance to Lake Michigan, Schlitz Audubon Nature Center and parks, you will never run out of things to do! Want to venture into the city? It is just a quick 15 minute drive to downtown MKE! Enjoy a Bucks game at Fiserv Forum, a beer at all your favorite breweries or explore historic Third Ward all while having the space to spread out in your home away from home. Come see what North Shore living is all about!

Top Guest favourite
A quaint two-story building is set amidst a well-maintained green lawn, surrounded by mature trees. A gravel driveway leads to the side of the structure, with additional buildings visible in the background, contributing to a peaceful rural ambiance.
Guest suite in Germantown
4.93 out of 5 average rating, 166 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.

Guest favourite
An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.
Home in Milwaukee
4.88 out of 5 average rating, 109 reviews

Cozy 2-bedroom cottage close to everything!

This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

Superhost
An open-concept living space features a modern kitchen with a large island and stainless steel sink, complemented by pendant lighting. A comfortable seating area with a light-colored sofa and large windows invites natural light, while a dining area with white chairs is visible in the background.
Home in Mequon
4.88 out of 5 average rating, 217 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!

Superhost
Home in Milwaukee
5 out of 5 average rating, 4 reviews

Historic Walker’s Point Home • Sleeps 10 • Garage

Welcome to Rosa Luna, a beautifully restored late-1800s cottage in the heart of Walker’s Point. Enjoy vintage charm, original hardwood floors, 3 bedrooms, a spacious skylit attic retreat with 2 double beds, a private fenced backyard, and secure 2-car garage parking. Minutes from downtown, Bay View, restaurants, coffee, nightlife, Summerfest, and sporting events—it’s the perfect home base for your Milwaukee getaway for families or groups of friends.

Guest favourite
The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.
Apartment in Milwaukee
4.91 out of 5 average rating, 768 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Superhost
An open-concept living area is showcased, featuring modern furnishings and large windows that invite natural light. A comfortable sofa and a round dining table are visible, with a view of the outdoor greenery. A sleek television mounted on the wall creates a focal point.
Townhouse in Thiensville
5 out of 5 average rating, 4 reviews

500 House - Unit B

Welcome to a thoughtfully designed modern retreat in the heart of Thiensville. This stylish unit offers a seamless open-concept layout with a private patio, ideal for both relaxation and connection. Whether you're traveling solo, as a couple, or with a group, the space blends privacy with shared community areas perfect for any type of stay.

Top Guest favourite
A spacious living area features a green sectional sofa adorned with decorative pillows. A round coffee table is positioned in front of the sofa, accompanied by a wooden side table. Natural light floods through large windows, highlighting the hardwood floor and a cozy rocking chair.
Home in Milwaukee
4.98 out of 5 average rating, 252 reviews

Fenced in backyard Close to Eaterys + Shops

Enjoy a stylish experience at the Collected Casa, located 15 minutes west of downtown Milwaukee. The space is filled with an abundance of natural light. Get cozy in this spacious two-bedroom, one-bath home while enjoying everything Milwaukee has to offer.

Popular amenities for Bayside holiday rentals

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