Vacation rentals in Glendale

Robin's Bluff

Nestle into this serene 3-bedroom home with vintage charm and modern appeal. Enjoy a cozy book in bed, a relaxing movie night in the living room, or an exciting evening in the rec room--stocked with puzzles, board games, darts, and more. Fancy cooking brekky before driving a few minutes to Milwaukee or walking to the downtown? Our kitchen features a casual breakfast nook, in addition to the formal dining room. Don't miss this picturesque stay in the quiet and historic Village of Whitefish Bay.

The Prospect House - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

Amazing Family Home in Whitefish Bay!

Welcome to this recently renovated four-bedroom Tudor home on a beautiful tree-lined street in the heart of Whitefish Bay, just a few blocks from parks, coffee shops, restaurants, and the beach at Lake Michigan. Just a 15-minute drive down scenic Lake Drive to downtown Milwaukee. Features four bedrooms, two full bathrooms and a powder room, with a fully finished basement perfect for kids’ play space or watching the game. Spacious fenced backyard with a patio, grill, and outdoor furniture.

Prairie style home on Stratford

Unique Arts and Crafts lower flat with turn of the century charm. Natural cherry woodwork with a spacious living and dining area—with seating for 10. Includes three bedrooms – one with a king bed, and two with queen beds. Updates Includes a modern kitchen, bath and shower, washer/dryer, and central air. Additional features include high-speed Internet with meshed WIFI, a 65" 4K TV, full surround sound—and Roku. Outdoor patio has seating for 12+, a Weber Summit grill, great for entertaining!

The Menlo Guesthouse

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

Cozy Single-family house

Newly remodeled 2-bedroom house with 2 beds, one bedroom with queen bed and another one is king bed and 2 full bathroom home! Enjoy central air, Wi-Fi, and 1-car driveway parking with additional permit parking on the street . Relax in the cozy living room, cook in the fully-equipped kitchen, or unwind in the private backyard.And relax in the finished basement area. Enjoy the comfort and privacy of having the whole space to yourself, including the backyard. Quiet and nice neighborhood.

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!

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.

Cream City Home - Shorewood

Welcome to our spacious and stylish Airbnb in the heart of Shorewood! This lower unit of a duplex offers two comfortable bedrooms, a fully equipped kitchen, a cozy living room, and a private backyard patio. Our home is located in a quiet and friendly neighborhood, just a short walk away from Lake Michigan and local restaurants and shops. With modern amenities and classic decor, our Airbnb provides a comfortable and convenient home base for your next Wisconsin adventure.

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.

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!.

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.