
Holiday houses in Bayside
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Top-rated holiday rentals in Bayside
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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!
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Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.
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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.
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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!
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500 House - Unit C
Welcome to your modern retreat in a sustainably built property that blends comfort, style, and convenience. This thoughtfully designed unit offers a bright open floor plan, private patio, and access to beautifully shared community spaces—including a fire pit and outdoor lounge area. Whether you're here for a solo getaway, a family vacation, or a group gathering, the 500 House provides the perfect balance of privacy and connection. Relax, explore, and feel right at home.
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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.
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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.
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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!
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Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.
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Modern Luxury 1BR Apt with Rooftop+Gym+Parking
Experience Milwaukee like a VIP! This luxury one-bedroom apartment offers the ultimate convenience with direct access to the Fiserv Forum through the building's enclosed skywalk. Whether you're in town for a game, a concert, or simply to explore, you'll love taking in the skyline views from the rooftop patio, working up a sweat in the fitness center, or relaxing in your sleek and comfortable private space.
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Hugel Hutte - Log Cabin Getaway
Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.
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Sunny Upper Flat in Shorewood Near UWM & Downtown
Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, Keurig coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.
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Popular amenities for Bayside holiday rentals
Other great holiday rentals in Bayside

Grafton Getaway – Spacious Side-by-Side w/Fire Pit
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Cozy Single-family house
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Robin's Bluff
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Quiet Escape | Lake Michigan | Milwaukee River
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6 bdrm house, quiet, spacious, great for groups
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Grafton House
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Whitefish Bay Cottage
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Cedarburg Fairground 3 bed home!
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Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Saint Paul Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Wisconsin Dells Holiday rentals
- Kohler-Andrae State Park
- Alpine Valley Resort
- Whistling Straits Golf Course
- Baird Center
- Milwaukee County Zoo
- American Family Field
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Fiserv Forum
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- Discovery World
- South Shore Park
- Atwater Park
- Lake Geneva Cruise Line
- Lake Park
- Little Switzerland Ski Area
- Racine North Beach
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Alpine Valley Music Theatre





