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

Charming Bungalow Unit Just North of Downtown Milw
Here’s an opportunity that can’t be beat! This fully furnished upper unit in a charming bungalow is ready to be your home base while in Milwaukee. Two bedrooms, one fitted with a king size bed and one with a queen. Full kitchen. Plenty of street parking in this walk able niche neighborhood. Near Downtown, UW-Milwaukee, MSOE, The Milwaukee RiverWalk as well as a quick hop, skip and jump to museums, tours and arenas/stadiums. Easy access to public transportation. No cleaning fees!

Shorewood house - near shops w/ WiFi & parking
Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

Our Cozy Bay View Bungalow Getaway
Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

Historic Walker’s Point Home • Sleeps 10 • Garage
Welcome to Rosa Luna, a beautifully restored late-1800s cottage in the heart of Walker’s Point. Enjoy vintage charm, original hardwood floors, 3 bedrooms, a spacious skylit attic retreat with 2 double beds, a private fenced backyard, and secure 2-car garage parking. Minutes from downtown, Bay View, restaurants, coffee, nightlife, Summerfest, and sporting events—it’s the perfect home base for your Milwaukee getaway for families or groups of friends.

Cozy, Cute, & Clean !
Cozy, Cute, and Clean! SHORT TERM fully furnished rental available in a quiet neighborhood of Greenfield! 20 minutes or less drive to: Downtown Milwaukee, Lake Michigan, Brady Street, Am-Fam Field, UW-Milwaukee, Marquette University; Advocate-Aurora, Ascension, & Froedtert Hospitals, stores, restaurants, and just 40 mins from the IL border! Utilities included In-Unit Washer/Dryer **Perfect for Travel Nurses/Techs, and Business Professionals**

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 .

The Peacock Place w/ Shared Seasonal Outdoor Pool
This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

Lakeview Downtown Milwaukee Condo
This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.

Private Cedar Sauna • Lake Michigan Getaway
Steps from Lake Michigan, this thoughtfully designed getaway blends lakeside charm with modern comfort. Unwind in the private cedar sauna, relax beneath the string lights in the Garden Lounge, or gather by the fireplace after exploring Milwaukee. Minutes from beaches, festivals, breweries, restaurants, and downtown, it's the perfect home base for every season.

Bremen Street House | Lower Flat
Milwaukee is home to a distinctive architectural style known as "Polish flats," found predominantly in the Riverwest neighborhood. Just west of the Milwaukee River, this location is only blocks from the Oak Leaf bike trail, with an array of independent coffee shops, roasters, restaurants, bars, and breweries all within easy walking distance.

Spacious 2 br Complete Living
Enjoy a stylish experience at this centrally-located Milwaukee home that's minutes from downtown entertainment and sporting events. This spacious home is located in a very quiet and peaceful neighborhood that is mostly home ownership, with plenty of restaurants to choose from.
Popular amenities for Milwaukee County holiday rentals
Other great holiday rentals in Milwaukee County

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

2Bdrm home next to Humboldt Park

Beautiful Oak Creek house

Gallery House

Historic Hawthorne House

Fox Point living near the Lake!

South Shore Guesthouse

Quiet 1BR Urban Retreat In Fun, Funky Riverwest
Destinations to explore
- Rentals with beach access Milwaukee County
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- Kohler-Andrae State Park
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Baird Center
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Fiserv Forum
- Discovery World
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Betty Brinn Children's Museum
- Wisconsin State Fair Park
- Atwater Park
- Lake Park
- Little Switzerland Ski Area
- Racine North Beach
- Things to do Milwaukee County
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