Holiday rentals in Cudahy

South Shore Guesthouse

Find tranquility and peace within this lush garden home. South Shore Guesthouse located two blocks from Lake Michigan has all the amenities you need, and will feel like a retreat away from the hustle and bustle. Quiet family neighborhood close to downtown Milwaukee and near the dining scene of Bayview and Third Ward. This home has been curated with vintage finds and unique art for those who enjoy history and luxury. Walk/bike along Lake MI and find yourself on the beautiful beach of Grant Park.

Close to Lake with Great Ammenities & Breakfast!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

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.

Bright & Quiet 2BR | Parking | Airport & Bay View

Every room is thoughtfully renovated with a nod to 70s-inspired design. New kitchen, refreshed bathroom, freshly painted bedrooms, and a redesigned living room. No detail was overlooked. Curl up with a book on the sofa, put on a movie, or enjoy a quiet evening in a space that’s cozy, stylish, quiet and completely your own. Whether you’re passing through or staying a few days — we’ve got you covered. Fast WiFi, driveway parking, and just a 5 minute drive to the airport and Bay View.

The Treehouse

Bright 2BR Upper Duplex Near Lake Michigan, Bars & Downtown Welcome to the Treehouse! Enjoy this airy, sunlit unit just 5 blocks from Lake Michigan. Features 2 bedrooms, private balcony, and easy access to downtown, Summerfest grounds, bars, coffee shops, and bike trails. Quiet, safe neighborhood, under 10 min to MKE airport. Perfect for couples, friends, or business travelers. Special discount for early guests!! Book now and help us make The Treehouse your ideal Milwaukee getaway!

Quiet Bay View Getaway

Enjoy this modern, updated 1 bedroom, 1 full bath, private lower suite located across from the airport and just minutes from Lake Michigan, downtown, and trendy Bayview nightlife! Conveniently located less than 2 minutes from multiple freeways! Walking distance to many restaurants and coffee shops. Less than a 9 minute drive to Miller Park, Fiserv Forum, State Fair, and more! Perfect for couples or traveling professionals who want easy access to everything Milwaukee has to offer!

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

Upgraded! 4BR in Milwaukee near Airport & Downtown

Bring the whole family to this upgraded home with lots of room for fun. Located directly across the street from Warnimont Golf Course & Lake Michigan, this home has plenty to do and see. The large, fenced in yard is perfect for your pets to run around. It's the perfect place to stay in Milwaukee! 12 mins to General Mitchell Airport, 14 mins to downtown, 16 mins to American Family Field and Fiserv Forum, 13 mins to Henry Maier Festival Park.

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.

Eden Place

Welcome to Eden Place! This is my new second home and I'd love to have you visit. This is a fully furnished entire private homeon a quiet street, just minutes away from the airport, downtown Milwaukee and beautiful Lake Michigan. Huge, private garage for safe off street parking. Keyless entry. Two full bathrooms. Wifi and wireless printer&desk for use. This beats any apartment hands down.

Stylish home | Garage | Walk to Lake| Bay View

Confy two bedroom home in St Francis in a quiet neighborhood! Walking distance to Lake Michigan and close to MKE airport, downtown and minutes from the electric Bay View. Guests will have access to the ENTIRE home with a private entrance and fenced backyard. The space boost a bright kitchen with seating, a working space, a comfy living room and a relaxing backyard.