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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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

4.66 out of 5 average rating, 173 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

LocationFamilyGetting around

Top Guest favourite

The living room features a comfortable gray sofa adorned with decorative pillows, paired with a coffee table and two accent chairs. Natural light floods the space through large windows, highlighting the modern decor and a bookshelf with decorative items.

Home in Mequon

4.97 out of 5 average rating, 62 reviews

Quiet Escape | Lake Michigan | Milwaukee River

Big 2+ night discounts! Welcome to our spacious home nestled in the serene area of Mequon, WI. Escape the big-city crowds and enjoy the lovely ambiance from the backyard while being just a stone's throw away from the picturesque Milwaukee River, the grand Lake Michigan, and the vibrant city of Milwaukee. The relaxing setting and rich amenity list will leave you in awe. ✔ 4 Comfy BRs ✔ Cozy Living Areas ✔ Full Kitchen ✔ Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Free Parking

LocationFamilyQuiet

Guest favourite

The entrance features a pair of black doors adorned with decorative wreaths. Flanking the doors are large pots filled with vibrant orange flowers. Small pumpkins are placed on the ground, adding seasonal charm. A rug lies at the doorway, surrounded by neatly trimmed bushes.

Home in Brown Deer

4.94 out of 5 average rating, 68 reviews

Executive Brown Deer Home

Large open concept home. Great WIFI 1000 mbps! Family room, formal living room, zen room and office. Eat in kitchen with long open counter top & desk area. 1st floor laundry room. Large yard with beautiful mature trees and fire pit. Near Mequon Public Market. Just minutes from River Club, Brown Deer, Missing Links, Mee-Kwon Golf Parks. Take a short 10-15 minute drive to ride along side beautiful Lake Michigan shoreline and 15-20 minutes to downtown Milwaukee. Nearby bike and walking trails.

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Top Guest favourite

A stylish living room features a combination of modern and vintage decor. A leather sofa and two vibrant red chairs are arranged around a wooden coffee table. Decorative plants and unique light fixtures add character, while floral wallpaper and a colorful dining area can be seen in the background.

Home in Walker's Point

5.0 out of 5 average rating, 172 reviews

Fabulous Walkers Point Mansion w/ Bar andFireplace

This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

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Top Guest favourite

A welcoming living area features large windows allowing natural light to fill the room. A light-colored sofa is positioned alongside a round coffee table. A modern lamp stands nearby, and a potted plant adds a touch of greenery. A flat-screen TV is mounted on the wall.

Apartment in Whitefish Bay

5.0 out of 5 average rating, 64 reviews

Shorewood's Sunny Craftsman

Welcome to our beautiful, sun-filled, 2-bedroom flat in the amazing lakeshore community of Shorewood! Fully updated in 2023, this lower duplex unit is on a quiet block, and just two blocks from all the wonderful shops, restaurants, and bars on Oakland Ave. Shorewood is very walkable community, with parks, green spaces, beaches, and beer gardens within walking distance. Take advantage of the fully-stocked kitchen with stainless appliances, including dishwasher. Come visit us today!

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Guest favourite

A light-filled living room features large windows letting in natural light. Two soft sofas and a patterned area rug create a comfortable seating area. A side table and a dark wood bookshelf enhance the space, complemented by decorative cushions in soft colors.

Home in Whitefish Bay

4.93 out of 5 average rating, 46 reviews

Whitefish Bay Getaway; steps from Starbucks!

Stay in our beautiful, fully-equipped, family-friendly home in the heart of upscale Whitefish Bay! Coffee shops, restaurants, grocery stores, and local shopping just outside your front door. Within five blocks you'll find Lake Michigan, Bayshore Mall, and 5 different playgrounds. Located 7 miles from downtown Milwaukee, access the city easily via highway, Uber, direct bus line, or the picturesque Oakleaf bike trail. Freshly furnished, including new mattresses and linens.

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Top Guest favourite

A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.

Home in Shorewood

4.93 out of 5 average rating, 163 reviews

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.

ValueFamilyGetting around

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

4.89 out of 5 average rating, 117 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.

LocationFamilyParks

Guest favourite

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, 223 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!.

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Guest favourite

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

Home in Wauwatosa

4.96 out of 5 average rating, 167 reviews

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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Top Guest favourite

The exterior of a single-family home is presented, showcasing a welcoming yellow facade with blue shutters. A white porch with steps leads to the entrance, complemented by neatly trimmed shrubs and a grassy area. An American flag adorns the porch, enhancing the inviting appearance.

Home in Cedarburg

4.98 out of 5 average rating, 241 reviews

Our Happy Place in Cedarburg

You are certain to enjoy a special gathering with family or friends at Our Happy Place. Three bedroom / two bathroom single family home has all the conveniences of home. The property is just a one block stroll from many of the unique festivals held in historic downtown Cedarburg. Three wineries, numerous restaurants, coffee shops and fun shopping all within short walking distance. Friendly, safe neighborhood with quiet sleeping areas inside.

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Top Guest favourite

Home in Grafton

4.87 out of 5 average rating, 71 reviews

Grafton Getaway – Spacious Side-by-Side w/Fire Pit

Relax in this spacious and comfortable Grafton duplex located in a quiet neighborhood. The home features 4 bedrooms, 6 beds, 3 full bathrooms, and 1 half bathroom, making it ideal for families, groups, work trips, and extended stays. Enjoy fast WiFi, a full kitchen, outdoor fire pit, patio dining, free parking, and a private master bathroom with a jacuzzi tub and walk-in shower.

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