Places to stay in Greendale

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Top-rated places to stay in Greendale

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

A living room is presented with a gray sofa, a minimalist table, and wooden chairs. Natural light enters through large windows, accentuated by decorative curtains. A patterned area rug covers the floor, while a ceiling fan hangs above, contributing to the room's comfortable ambiance.

Apartment in West Allis

4.97 out of 5 average rating, 163 reviews

Sunny State Fair Sojourn!

Newly renovated upper unit in a 1902 Victorian home. 2 bedroom, one bath, kitchen, dining area, living room, and office space! Less than one block from Wisconsin State Fair Park, The Milwaukee Mile and local bus routes! Minutes from American Family Field, Milwaukee County Zoo, and more! Local shuttle to Summerfest and other concerts and sporting events withing walking distance! Private balcony, free parking for one car, private laundry in the unit. Owner occupied lower for over 25 years!

Guest favorite

An exterior view of a charming house is shown, featuring a tall mural of yellow flowers climbing a green stem on a white wall. The house's windows and a small section of a neighboring building are visible, surrounded by lush greenery.

Home in Greendale

4.92 out of 5 average rating, 26 reviews

Cozy, historic home in walkable Greendale village

Your family will be close to everything when you stay at this centrally-located, original but renovated 3 bedroom/1.5 bath in the Historic Village of Greendale. Enjoy a stroll through the walkways connecting various parks, shopping and dining on just a few blocks away on Broad Street. You'll love the friendly village vibe. Just an easy 15 minute drive from downtown/lakefront, if you are in the mood for a city vibe. We hope you enjoy this cozy home and the village of Greendale as much as we do!

Top guest favorite

A view of the well-maintained outdoor area is presented, showcasing a neatly paved pathway bordered by lush green lawns and mature trees. The scene is complemented by a clear blue sky, providing a tranquil atmosphere in a tree-filled neighborhood.

Guest suite in Brookfield

5 out of 5 average rating, 233 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Guest favorite

Apartment in Bay View

4.95 out of 5 average rating, 327 reviews

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.

Top guest favorite

An oval wooden frame surrounds a vintage portrait of a man dressed in formal attire, depicting a rich historical context. The muted colors offer a classic touch to the decor, enhancing the atmosphere of the home while inviting curiosity about its past.

Home in Greendale

5 out of 5 average rating, 55 reviews

A Showplace of Greendale History on Apple Court

This entire 3 bedroom home is a vintage gem in Historic Greendale, Wisconsin — and it's all yours! • NO extra charge for cleaning! • FREE on-site parking for two cars • An EASY walk to charming boutiques & eateries • Located in a National Historic Landmark district • Steeped in 1930s History with Eleanor Roosevelt design features Features stylish, functional layout as part of FDR’s 1930s New Deal. Includes high speed Internet, central air conditioning, private patio for outdoor enjoyment.

Superhost

A modern kitchen features sleek cabinetry and a wood-paneled ceiling. Countertops are equipped with essential cooking tools and a deep sink. Natural light filters through window coverings, illuminating a small dining set at the far end, enhancing the kitchen's inviting functionality.

Home in Greendale

4.83 out of 5 average rating, 70 reviews

Designer Home in Walkable Historic Greendale

Extended Stays Welcome! Situated in an ideal walkable location, the Villager on Arrowwood is an absolute gem in the heart of the historic Village of Greendale. Updated with a modern style and mid century touches. Work from the office which includes a fold-out couch. Enjoy dual outdoor spaces with the front screened porch and large backyard with patio. Just steps from Village's inviting downtown shops and restaurants - the perfect place to experience the unique charm and history of Greendale!

Top guest favorite

Townhouse in Greendale

4.91 out of 5 average rating, 92 reviews

Entire home, ideal for families & pets.

Entire cozy, historic 1938 home. No extra cleaning or guest service fee! Family & Pet Friendly. Steps from playground or historic Village Center w/shopping, fine dining, wine bar; 15 min to downtown MKE or Airport; 6 min from Rock Sports Complex or WI State Fair Park. Full kitchen; Laundry, Central AC, Hi Speed Wi-Fi; ample work space. Free off street parking. Plush towels and toiletries in bathrooms. Enjoy your visit to this historic garden community. Sleeps 7. Over 70 “5 Star” Reviews.

Guest favorite

A tiled shower space features natural stone walls in varying shades of gray. A built-in bench is positioned against the wall, and a white towel hangs from a metal towel bar. A bottle of shampoo is placed on the floor near the shower drain.

Apartment in Wauwatosa

4.85 out of 5 average rating, 325 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Superhost

A panoramic view of a baseball stadium is captured from above, displaying a well-maintained green field surrounded by seating areas. The roof is partially open, allowing natural light to flood the venue. Blue skies and white clouds enhance the vibrant atmosphere of the stadium.

Apartment in West Allis

4.8 out of 5 average rating, 303 reviews

Kegel's Inn - Studio - Classic Apartment #3

Quaint little studio with lots of old-world character. This one-room studio has original hardwood floors, heavy wood ceiling beams and 1930's tile work in the bathroom. The apartment looks down on 59th street, which for the summer months between May and November, hosts the Kegels Beer Garden on the street! We're one of the last Authentic German restaurants and Inn's left in country and the studio apartment is right above it! We hope you love this place as much as we do!

Guest favorite

A well-stocked cheese display case is seen in a warmly lit store. Various cheeses are organized neatly with clear labels, showcasing a wide variety of colors and textures. Shelves in the background contain additional specialty foods and beverages, contributing to the inviting shopping atmosphere.

Apartment in West Allis

4.91 out of 5 average rating, 329 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Guest favorite

Home in West Allis

4.95 out of 5 average rating, 237 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Guest favorite

A rustic cabin is nestled amidst lush greenery, surrounded by tall trees. A spacious deck with wooden railings and chairs offers a serene spot to enjoy the natural surroundings. Sunlight filters through the leaves, highlighting the cabin's charming exterior.

Cabin in Hubertus

4.96 out of 5 average rating, 539 reviews

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.