
Holiday rentals in Milwaukee County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Milwaukee County
Guests agree: these stays are highly rated for location, cleanliness and more.

2BR Sunny Upper in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

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.

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.

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.

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.

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.

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.

Swan City Cozy Boho in Bay View
Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

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 .

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.

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.

Arcade | Cream City Victorian | 3BR | Brady St
The whole group will enjoy easy access to everything from this centrally located duplex right off Brady st. Admire the gorgeous fully original wood trim throughout this classic Milwaukee duplex. Ample space with 3 full bedrooms , 1 bathroom and a full living and dining area. Enjoy the cozy furniture and sunny space.
Popular amenities for Milwaukee County holiday rentals
Other great holiday rentals in Milwaukee County

1BR king bed/Free Parking /Wi-Fi /Central Location

Cozy Single-family house

Cozy private music themed couples getaway, hot tub

Bass & Sparrow - Spa Retreat on the MKE River

Little Lady Lincoln

NEW! Cream City Flat - 5 Star Location, Fire Table

Bayview Treehouse

Whitefish Bay Getaway; steps from Starbucks!
Destinations to explore
- Pet-friendly rentals Milwaukee County
- Family-friendly rentals Milwaukee County
- Rentals with a fireplace Milwaukee County
- Bed and breakfasts Milwaukee County
- Loft rentals Milwaukee County
- Rentals with a patio Milwaukee County
- Rentals with an EV charger Milwaukee County
- Fitness-friendly rentals Milwaukee County
- Flat rentals Milwaukee County
- Townhouse rentals Milwaukee County
- Rentals with a washing machine and dryer Milwaukee County
- Rentals with beach access Milwaukee County
- Rentals with outdoor seating Milwaukee County
- Rentals with a hot tub Milwaukee County
- Private suite rentals Milwaukee County
- Rentals with breakfast Milwaukee County
- Rentals with pools Milwaukee County
- Apartment rentals Milwaukee County
- Waterfront rentals Milwaukee County
- House rentals Milwaukee County
- Hotel rooms Milwaukee County
- Rentals with a firepit Milwaukee County
- Rentals with lake access Milwaukee County
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Erin Hills Golf Course
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Sunburst
- Discovery World
- Marquette University
- American Family Field
- Riverside Theater
- Blackwolf Run Golf Course
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Betty Brinn Children's Museum
- American Family Insurance Amphitheater
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Pabst Mansion
- Wisconsin State Fair Park





