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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Top guest favorite
Home in Milwaukee
4.95 out of 5 average rating, 114 reviews

Brew City Inn with Hot Tub | Summerfest House

Welcome to another property by “GNRHomes”! Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. A few minutes to most popular MKE attractions, DM for more info. By booking this home you have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

Top guest favorite
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

Guest favorite
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.

Top guest favorite
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, 61 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!

Guest favorite
Home in Milwaukee
4.79 out of 5 average rating, 112 reviews

Little Farmhouse in the City

*The Little Farmhouse in the City is a 1300 sq ft, 2 story home built in 1925 on a 0.7 acre land on northside of Milwaukee in a quiet neighborhood. *It is about a 20 minute drive from downtown Milwaukee, State Fair Grounds, Milwaukee County Zoo, Froedtert Hospital and American Family Field. *It is a place to relax and enjoy the nature in the backyard: garden of vegetables, flowers, fruits, fire pit, picnic table and watch wildlife. **NO PARTIES/EXTRA GUESTS NOT ON RESERVATION**

Guest favorite
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
4.96 out of 5 average rating, 45 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.

Guest favorite
The spacious living room is characterized by rich wooden flooring and a decorative area rug. A wood-burning fireplace is situated within a brick surround, complemented by a variety of artworks on the walls. Windows are dressed with elegant curtains, allowing natural light to fill the room.
Home in Glendale
4.83 out of 5 average rating, 92 reviews

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+.

Guest favorite
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, 114 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.

Guest favorite
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!

Guest favorite
The living room features a smart TV mounted above a traditional fireplace, framed by elegant woodwork. Comfortable seating options are provided, including a patterned armchair and a spacious couch. Natural light enters through decorated windows, enhancing the room's inviting atmosphere.
Home in Glendale
4.92 out of 5 average rating, 12 reviews

Historic Glendale Bungalow Retreat with Game Room

Charm meets modern comfort in this spacious 1926 historic bungalow! Nestled in Glendale just 7 mins from downtown Milwaukee & steps from Bayshore Mall, this 4BR retreat is perfect for families or groups. Unwind by the fireplace, enjoy a meal in the full dining room & kitchen, or make memories in the game room & music room. Featuring beautiful original woodwork, character, and ample driveway parking, it's the perfect base for your Cream City getaway.

Guest favorite
Home in Grafton
4.87 out of 5 average rating, 69 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.

Top guest favorite
Apartment in Lower East Side
4.95 out of 5 average rating, 139 reviews

Modern Brady St Apt, 3 Private Baths, Free Parking

Brand-new, architecturally designed modern retreat steps from vibrant Brady Street, Milwaukee. This luxury home features sleek finishes, built-in Bluetooth audio, 3 master suites, a private patio, and 2 free on-site parking spaces. Comfortably sleeps 9 guests, offering easy access to city life, dining, shopping, and lakefront activities. Perfect for an upscale urban escape.

Popular amenities for Bayside vacation rentals