Holiday rentals in Bayside

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!

1 King Bed/ Top Location/ Free Parking/Free WiFi

Enjoy a fun and relaxing stay in this stylish, cozy, and comfortable place, perfect for couples or solo travelers. Upper unit in a duplex house, 1 bedroom king-size bed 1 bathroom Fully equipped kitchen with a dining table Coffe bar Living room with a 55” TV (Netflix) Free parking spot 8-minutes drive from Downtown Milwaukee Just a 4-minute drive from I94, this home provides easy access to all the city's major attractions, making it the ideal base for exploring the best of Milwaukee.

Adorn Abode

Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

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!

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!

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.

6 bdrm house, quiet, spacious, great for groups

Welcome to my cozy and spacious 6 bedrooms, 9 beds house! While I am out of town, you can enjoy all the comforts of home away from home. The kitchen is fully equipped, so you can cook and dine together at your convenience while saving money on restaurants. The fenced-in private yard and two level deck add convenience and privacy, a tankless water heater assures that noone in your group will have to take a cold shower in the morning. Please message me for quantities 16+.

Shorewood house - near shops w/ WiFi & parking

Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

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.

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.

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 .

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.