Holiday rentals with breakfast in Milwaukee County

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.

*Fenced in yard/parking/parks and plants*

Perfect for families! We have a cozy light filled home in a quiet walkable neighborhood of Bayview. Enjoy the back porch with a coffee or local brew. We are a 5 minute drive from the airport, 10 min to downtown Mke and 5 minute walk to public transit. Parks are in walking distance as well as cafes & restaurants. Our home is a great place for couples, solo adventurers, business travelers, families, groups, and furry friends (Fee of $150 up to two well behaved dogs) Relax, unwind & enjoy our home!

*CLEAN* Craftsman Lakeside 3 Bedrm Bay View Duplex

**Sparkling Clean** newly renovated historic 100 year old UPPER duplex in the highly desirable South Shore Park neighborhood of Bay View. Resembles northern Wisconsin cabin with all of the creature comforts of being close to the city of Milwaukee. Just a block off the lake/park/beach/restaurants. Super spacious living room & full size dining room with 3 separate bedrooms and a bathroom with two vanities gives all of your guests ample room to be comfortable. Pull out beds avail Sorry, no pets

Wauwatosa/MKE “Inglewood Place” Historic Place

Great location! Near all Milwaukee attractions and village of Wauwatosa.Cozy, upper two-bedroom duplex with keyless entry in quiet east Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular restaurants and bars in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital. Near AmFam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee.

The Distinguished Getaway

This unique home is private & close to the freeway. New features as of late 2025 include a completed game room, high end massage chair, updated kitchen & an outdoor dining patio. Also features an infrared sauna, weights & exercise equipment, 3 TV’s w/ gaming & streaming, and a classic game room on the lower level. Also available upon request are 2 grill types, fire pit, lounge chairs & super soakers. 3 bedrooms & 2 full baths sleeps 6 adults comfortably, guests 7 & 8 by provided blow-up bed.

Historic Brewery Tied-House in Bayview (Sleeps 12)

Luxury renovated Airbnb sleeping up to 12 via 5 bedrooms (2 King suites). Soaring ceilings and 100% hardwood floors. You’ve never stayed in a building like this! Originally a historic Schlitz brewery “tied-house” with brick exterior and unique castle spindle. Perfect for family stays, wedding parties, friend vacations, or group travel. Blocks from bars, restaurants, and wedding venues. We also host another 5BR/3BA called "The Quincy" in the neighborhood: http://airbnb.com/h/thequincy

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.

Designer Cottage-Parking, Patio, & New Kitchen

LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

EastHouse MKE Lower

Right next door to local favorite brunch spot, Uncle Wolfie's Breakfast Tavern, and Orange and Blue, a small boutique. Enjoy this newly restored historic duplex lower unit. Dogs are welcome (with additional pet fee), this is a very walkable dog neighborhood. Sorry cat lovers but NO CATS ALLOWED. Walkable to downtown Milwaukee, easy access to Fiserv Forum for shows and Bucks games and lots of amazing restaurants. Interested in renting the upper & lower unit together? Message us!

Charming Bayview House, steps from MKE Merriment!

You will be in the heart of the Bayview neighborhood, centrally-located, three blocks from the vibrant restaurant and bar scene on historic Kinnickinnic Avenue. Enjoy a walk through Humboldt Park. Easily explore the eclectic, independent, and creative hub that makes Bayview so special. You are a 10-minute ride from the airport, and a 10-minute ride to the MKE Public market. Our cozy home and all-embracing neighborhood are waiting for you.

The Puddler Cottage: 2 beds + poker room!

Come hangout at the Puddler Cottage right next to the historic Newport dive bar in Bayview, Wisconsin. Perfect perch for exploring Milwaukee or hosting, poker/game nights, friend gatherings, bar crawls or unique staycations! Your game room is stocked with cards, darts, small-pin bowling and tons of board games. Stream movie night on the 70" Roku TV. Your full kitchen boasts a bartender cocktail set and a coffee/tea station.

Hidden Gem

The vicinity to downtown, major venues in all directions approximately 10-15 minutes away. Peaceful and centrally-located place, access I94, bus route, various restaurants and more. Harley Davidson, Public Museum, Home of the Bucks Fiserv Forum, and more. Fifteen minutes from the MKE airport. Restaurants in every direction, very diverse dining experiences.