Holiday rentals in South Milwaukee

Basement Bay View Suite,express bus airport-north

Bay View is a walking community. Our place is close to family-friendly activities, public transport, & the airport. You’ll love our place. It's a short walk to express bus from airport, past downtown, UW-M and to Bayside. Located across the street from Humboldt Park. We are about a 20 minute walk from Lake Michigan. Summerfest grounds a short bus ride away. Winter is fun in the park. Tobogganing (2), skates and cross country skis to use. Hope the sizes fit you. I find if one plays in snow ⛄️ 😌

Small Mid-century Ranch

My cozy home is on a peaceful dead-end street with a park at the end, offering both tranquility and convenience. Located along the Oak Leaf Trail, it’s a perfect location for a ride or bike in minutes to Grant Park or Bender Park beaches. You can easily walk to local bars, restaurants, and public transportation, providing quick access to shopping and downtown Milwaukee. Whether you're seeking a relaxing backyard retreat or outdoor adventures, this location truly offers the best of both worlds.

70s City Glamping RV By Lake, Unique Boho Retreat

My 70s GMC Motorhome "Painted Desert" has been renovated to offer my guests a glimpse into the past with a clean, warm, updated bohemian feel with all the amenities of home. There is an ample amount of windows for fresh air, light, and that cozy cabin feel. It is filled games, books, and art! Also a private yard featuring a picnic table, grill, & chiminea fireplace with tons of fresh chopped wood & kindle for you! There is nothing like this in Mke, a truly unique stay as central as it gets!

Cozy Dog Friendly Home Near Airport & Downtown

Clean, stylish, cozy and quiet home, newly renovated 2 BD/1 BA Cape Cod near the airport and Bayview. Great restaurants, coffee shops, local bars, and parks within walking distance. A short drive to Lake Michigan, Summerfest, Fiserv Forum, 3rd Ward, Marquette, Harley Museum, and all the great things Milwaukee has to offer. A great rental for couples, solo travelers, business travelers, families, and your furry friends (max 2 - well behaved dogs, no puppies - an additional $75 fee per dog).

Full Condo&Garage in Trendy Bay View Milwaukee

This practical and cozy condominium is located in the heart of Bay View right on historic KK Avenue. It is next to the quaint Morgan Park and a bus stop, across the street from Sprocket Cafe, minutes from the lake and walking distance from the greatest trendy shops, bars, restaurants, and other Bay View classics. Whether you are totally new to the Milwaukee scene or just visiting "home", we are glad to welcome you to this charming condo, perfectly placed to meet all your traveling needs.

Near entertainment & blocks from South Shore Beach

The Lisbon House is named from our dual country family - US and Portugal! This 1 bedroom apartment is truly special to us. It has been redesigned to have a light and peaceful feel that is welcoming to any traveler. Travel and design are truly our passions and we hope this home makes our guests feel the welcoming Lisbon vibes! With a home so close to Lake Michigan (5 blocks) and walking distance to great food and culture, we hope to provide you with an excellent Milwaukee experience.

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.

Cozy home near airport

Welcome to our 2 bedroom, 1 bathroom home located just 5 minutes away from MKE airport. 10 minutes from downtown ( Third Ward ) Miller park, summer fest. 5 minutes from Bay View a trendy neighborhood known for its vibrant dining scene and local shops. The green line bus is only two minutes walk and is going to downtown all the way to the Bayshore. Quiet and family friendly neighborhood, playground and tennis courts only one block away.

Indigo Zen Garden

Our glamping site features a cozy Dome with an open roof for stargazing, a fully furnished bedroom tent, and a second tent designed just for kids—filled with toys, a mud kitchen, and sandpit. Unwind under the gazebo with a fire table, gather by the fire pit , under the stars. Add some magic with twinkling lights, starry skies, and an optional outdoor movie night with popcorn under the stars.