Vacation rentals in Cudahy

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Top-rated vacation rentals in Cudahy

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Top guest favorite
The kitchen features dark cabinetry complemented by white subway tile. A farmhouse sink is positioned below a wooden shelf, while appliances include a black refrigerator and a red microwave. A round clock hangs on the wall, adding practicality to the space.
Townhouse in Bay View

*CLEAN* Craftsman Lakeside 3 Bedrm Bay View Duplex

**Sparkling Clean** newly renovated historic 100 year old UPPER duplex in the highly desirable South Shore Park neighborhood of Bay View. Resembles northern Wisconsin cabin with all of the creature comforts of being close to the city of Milwaukee. Just a block off the lake/park/beach/restaurants. Super spacious living room & full size dining room with 3 separate bedrooms and a bathroom with two vanities gives all of your guests ample room to be comfortable. Pull out beds avail Sorry, no pets

4.89 out of 5 average rating, 123 reviews
Top guest favorite
A welcoming living area features a brown leather couch and an armchair, arranged comfortably around a plush ottoman. The wall is adorned with a collection of framed artwork, while natural light illuminates the space. A dining area is visible in the background with wooden bar stools.
Home in St. Francis

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.

5.0 out of 5 average rating, 38 reviews
Top guest favorite
Home in South Milwaukee

Cozy 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.

4.97 out of 5 average rating, 37 reviews
Guest favorite
Home in Bay View

BayView Beauty! So charming & trendy!

Enjoy a stylish experience at this centrally-located home! Completely remodeled down to the studs! Designer home features 3 bedrooms, 2 full bathrooms for your convenience and office. Amenities: AC, stainless steel appliances, coffee maker, hairdryer, linens & washer & dryer to make you feel right at home. The lower level is home to a game room: foosball table, dartboard and table top games, creating endless fun kickback & relax & enjoy everything Milwaukee and our fabulous house has to offer.

5.0 out of 5 average rating, 24 reviews
Superhost
An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.
Home in Cudahy

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.

4.78 out of 5 average rating, 171 reviews
Guest favorite
A spacious back yard overlooks Lake Michigan, featuring a manicured lawn and five comfortable seating options. Sailboats are visible on the water, with a breakwater in the distance. The serene setting is framed by lush greenery, inviting relaxation and enjoyment of the scenic view.
Apartment in Bay View

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.

4.86 out of 5 average rating, 322 reviews
Guest favorite
A cozy living space features a floral-patterned couch accompanied by a wooden coffee table. The walls are adorned with warm wood paneling, complemented by soft lighting from a wall sconce. Greenery is present with potted plants, adding a touch of nature to the space.
Home in Oak Creek

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.

4.87 out of 5 average rating, 113 reviews
Guest favorite
An outdoor balcony is shown, featuring a turquoise table and two matching chairs. A patterned black and white rug lies beneath them. Surrounding greenery creates a serene environment, while the wooden railing offers a sense of privacy and openness.
Apartment in Cudahy

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!

5.0 out of 5 average rating, 15 reviews
Top guest favorite
A welcoming entryway features a wooden door with a round window, complemented by vertical blinds. A brown sofa occupies the living area, paired with a wooden coffee table. A candle sits on the table, and light is provided by a nearby ceiling fixture.
Home in St. Francis

Spacious 3 Bedroom Townhouse

Forget your worries in this spacious and serene space. Your family will be close to everything when you stay at this centrally located place Located in Bay View /St Frances boarder. Three bedroom townhouse with all new furnishings. 1.5 Bath. Located close to Mitchell airport and downtown Milwaukee. Guest must have 5 star ratings to book this property. If you a new guest or below 5 star please message me to get approval. Absolutely no parties , events or gatherings. Thank you!

4.94 out of 5 average rating, 51 reviews
Top guest favorite
Guest suite in South Milwaukee

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.

4.99 out of 5 average rating, 111 reviews
Guest favorite
A spacious living area features a cozy tufted sofa adorned with decorative pillows, complemented by a circular glass coffee table. A vibrant area rug with floral patterns enhances the warm wood floors. Colorful artwork decorates the walls, adding a playful touch to the room.
Home in Bay View

2BR Sunny Upper in Prime Bay View - w/ Parking

A sunny, design-forward 2BR right on Kinnickinnic Ave in the heart of Bay View, with some of Milwaukee’s best restaurants, bars, coffee and shops steps from your door. Minutes from downtown and Summerfest, the upper features a king and full Casper bed, bright kitchen, workspace and art-filled living room. Enjoy two private decks, in-unit laundry and free covered garage parking—a rare perk on KK. Pet-friendly and perfect for exploring Milwaukee on foot.

4.92 out of 5 average rating, 180 reviews
Top guest favorite
Home in Cudahy

Lake Michigan Views • Private Cedar Sauna

Just a short walk from Lake Michigan and the scenic bluff trails, this cozy home is a comfortable place to settle in while exploring Milwaukee and the lakefront. Enjoy your private cedar barrel sauna, curl up by the fireplace, or spend an evening in the seasonal Garden Lounge. With vintage pieces, cozy spaces, and thoughtful extras throughout, the home has a relaxed feel, with downtown Milwaukee, beaches, restaurants, breweries, festivals, and more nearby.

5.0 out of 5 average rating, 65 reviews

Popular amenities for Cudahy vacation rentals