
Holiday rentals in Milwaukee County
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Top-rated holiday rentals in Milwaukee County
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Bay View - Lake View on the Park w/Secret Lounge
Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

Eastside Upper 4BR w 2 Garage Spots
Welcome to Murray Hill in MKE. This 4BR, 1BA unit offers everything for a wonderful fun stay in MKE. Enjoy the L-shaped balcony facing in front + a smaller balcony in rear. Good sized rooms w high ceilings, main BR has desk. Use (at your own risk) grill/fire table. CHILDREN MUST BE SUPERVISED. Bike rental w/in 3 block walk, tour local parks, lakefront, and nightlife on nearby Brady St. A variety of nearby restaurants + coffee shops await your visit. We look forward to hosting your stay!

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.

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.

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.

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.

Spacious Ranch Home Oak Creek close to Airport
Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.

Bay View Upper Parkside Gem
This 1920's era bungalow is in the heart of one of Milwaukee's most popular neighborhoods- Bay View. The area boasts a plethora of walk-able entertainment, fine restaurants, bars and our beautiful Lake Michigan. This well loved and maintained space will be the perfect retreat for your family and friends when visiting Milwaukee. Easy access, via car or public transit, to all parts of the city is nearby. Mitchell International airport is minutes away. Enjoy our fun city like the locals do!

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.

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.

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.
Popular amenities for Milwaukee County holiday rentals
Other great holiday rentals in Milwaukee County

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

The Little Blue Bungelow

Cozy Single-family house

Walkable, Clean, Downtown and yet so quiet!

Cozy home

Cozy private music themed couples getaway, hot tub

Bayview Treehouse

Gallery House
Destinations to explore
- Rentals with beach access Milwaukee County
- Pet-friendly rentals Milwaukee County
- Private suite rentals Milwaukee County
- Rentals with a hot tub Milwaukee County
- Townhouse rentals Milwaukee County
- Rentals with a firepit Milwaukee County
- Rentals with lake access Milwaukee County
- Rentals with an EV charger Milwaukee County
- House rentals Milwaukee County
- Loft rentals Milwaukee County
- Rentals with outdoor seating Milwaukee County
- Apartment rentals Milwaukee County
- Fitness-friendly rentals Milwaukee County
- Rentals with pools Milwaukee County
- Family-friendly rentals Milwaukee County
- Rentals with a fireplace Milwaukee County
- Waterfront rentals Milwaukee County
- Flat rentals Milwaukee County
- Rentals with a washing machine and dryer Milwaukee County
- Hotel rooms Milwaukee County
- Rentals with a patio Milwaukee County
- Bed and breakfasts Milwaukee County
- Rentals with breakfast Milwaukee County
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Erin Hills Golf Course
- Milwaukee County Zoo
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Sunburst
- Discovery World
- Marquette University
- American Family Field
- Riverside Theater
- Blackwolf Run Golf Course
- Fiserv Forum
- Lake Park
- 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




