Holiday houses in Milwaukee County

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Top-rated holiday rentals in Milwaukee County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Milwaukee

5 out of 5 average rating, 15 reviews

Gatsby Glam w/ Lounge, Fireplace, Private Parking!

The Roaring '20s are back & The Deco Lounge in Walker's Point is your Art Deco dream! Think Gatsby glamour, playful animal prints, and luxe vibes. High-end finishes and a moody palette create a sophisticated ambiance. Explore the neighborhood's vibrant scene or relax in this stylish retreat. ★ Walkable to brunch, bars, restaurants ★ Sleeps 6 ★ Off-street, private parking ★ Fenced backyard & patio deck ★ 2 miles from Downtown Made for a girls' night out, couples getaway, or a small group trip!

Top Guest favourite

Loft in Milwaukee

4.94 out of 5 average rating, 513 reviews

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

Guest favourite

Apartment in Shorewood

4.95 out of 5 average rating, 108 reviews

Updated, Bright & Modern Space in Shorewood!

Beautiful unit in the top floor of a duplex in the heart of Shorewood! Walking distance to bars, restaurants, coffee shops - and best of all... Lake Michigan! Check out the extensive guide book to really maximize your stay! Plush beds & fully furnished kitchen along with spacious living and dining areas. The large balcony area off the front of the unit makes for the perfect space to privately lounge in the sun! Free & convenient street parking available in front of the home, always available!

Guest favourite

Apartment in Milwaukee

4.95 out of 5 average rating, 348 reviews

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Guest favourite

Apartment in Wauwatosa

4.87 out of 5 average rating, 107 reviews

King Bed | Near Froedtert | Tosa Village | Parking

This apartment is perfect for medical travelers, business travelers, singles, or couples looking for a clean, affordable location close to all the action. Businesses are welcome to book for their employees. This 1 bedroom apartment has everything you need to feel at home with a location second to none. You will be staying directly on State St in the village of Wauwatosa - a wonderfully walkable neighborhood with amazing bars & restaurants, shops, and great proximity to Froedtert hospital!

Top Guest favourite

Townhouse in Milwaukee

4.95 out of 5 average rating, 429 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Guest favourite

Condo in Milwaukee

4.93 out of 5 average rating, 170 reviews

Third Ward - High End 1 Bedroom up to 6 + Parking

This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers. This building is next to local restaurants, The Hop Street Car, and the Public Market.

Guest favourite

Apartment in Milwaukee

4.9 out of 5 average rating, 167 reviews

1BR Historic Loft | Walkers Point | Free Parking

Welcome to your stylish Milwaukee getaway in this 1-bedroom loft featuring high ceilings, exposed Cream City brick, and modern finishes. Nestled between the Third Ward and Walkers Point, you’ll be walking distance from top restaurants, bars, and shopping Enjoy: - A spacious layout with a king bed - oversized windows with partial downtown views - Exposed beams, brick walls & 15-ft ceilings - Fully stocked kitchen with stainless steel appliances - Free off-street parking

Top Guest favourite

Apartment in Wauwatosa

4.86 out of 5 average rating, 338 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Top Guest favourite

Home in Wauwatosa

5 out of 5 average rating, 271 reviews

The Little Gray House

Time to plan your fall and winter getaways! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Guest favourite

Apartment in Milwaukee

4.85 out of 5 average rating, 253 reviews

Cozy Basement Space In Bay View by Lake Michigan

Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️‍🌈 friendly. All are welcome

Top Guest favourite

Apartment in West Allis

4.96 out of 5 average rating, 223 reviews

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.