
Holiday houses in Milwaukee County
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Top-rated holiday rentals in Milwaukee County
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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.

Beautiful Bay View MKE Flat - w/parking!
This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

WeilHaus: A Cozy Urban Retreat
Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

Private East Side Milwaukee flat with fenced yard
Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Adorn Abode
Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

Lakeside Beauty
Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

Mid-Century Inspired Upper Duplex in Bay View
Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.

Brady St. urban oasis
Close to Brady St. and downtown with easy access to Lake Michigan, bike trails, public transportation, city festivals yet tucked into a quiet residential neighborhood. We are a two block walk to Ogden Ave. where you may board "The Hop" our newest streetcar for FREE! You'll find great choices of restaurants, bars, bakeries all within a short walk. Two bedrooms w/queen size beds plus a sofa sleeper. Fully equipped kitchen.

Historic Lower East Side Apartment with Lake Views
This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

English Tudor -Floor 3 Suite blocks from the beach
Total 4 beds - 2 Queen, 1 twin, 1 full Floor 3 is a private, peaceful, comfortable suite. Newly tiled bathroom and renovations throughout. Comfortably Sleeps 6 beds (2 queen, 1 double, 1 twin. There is 1 full bathroom. I have a cat that goes in the lower level stairway to access their restroom in the basement. But they do not go in the 3-floor unit. I also have 2 lovely dogs you may see when coming in.

The Foundry Loft 3BR Walker's Point Home
Escape to The Foundry | An industrial-chic 3BR urban oasis in vibrant Walker's Point! This pet-friendly home comfortably sleeps 6. Features a chef's kitchen, vaulted ceilings, and a private fenced yard with a gas fire pit. Perfect for families or groups seeking a stylish city retreat just steps from top restaurants and breweries. Fast Wi-Fi and dedicated off-street parking included.

Bremen Street House | Lower Flat
Milwaukee has a unique architectural style called “Polish Flats,” which mostly reside in the Riverwest neighborhood. Located east of the Milwaukee River, we’re blocks from the Oak Leaf bike trail. A selection of independent coffee shops and roasters, restaurants, bars, and breweries are within easy walking distance.
Popular amenities for Milwaukee County holiday rentals
Other great holiday rentals in Milwaukee County

Retreat w/hot tub Fmly/Pet Frdly No Clean fee

Renovated 2-bed flat w/patio in heart of Bay View

Cozy home

Gallery House

Milwaukee Oasis: A Serene Retreat Near the Lake

Pink Diamond Rental

Charming Bay View Duplex…Upper Unit

Brewers Hill 4BR/2BA | Sleeps12 | Near Fiserv | AC
Destinations to explore
- Rentals with pools Milwaukee County
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- Rentals with a patio Milwaukee County
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- Bed and breakfasts Milwaukee County
- Rentals with a fireplace Milwaukee County
- Rentals with breakfast Milwaukee County
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- Rentals with a hot tub Milwaukee County
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- Loft rentals Milwaukee County
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Bradford Beach
- Baird Center
- Sunburst
- Discovery World
- Blackwolf Run Golf Course
- Riverside Theater
- Marquette University
- Fiserv Forum
- Lake Park
- American Family Field
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- South Shore Park
- Betty Brinn Children's Museum
- Mitchell Park Horticultural Conservatory
- Kettle Moraine State Forest - Northern Unit
- American Family Insurance Amphitheater




