Vacation rentals in Greenfield

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.

4.95 out of 5 average rating, 190 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!

5 out of 5 average rating, 64 reviews

The exterior of a vintage two-story home in a sunlit setting is shown, featuring a soft yellow façade and green window trims. A white picket fence outlines a landscaped area, while mature trees provide shade along the walkway leading to the entrance.

Home in Greendale

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 cozy living area is highlighted by a brown leather sofa and a modern coffee table on a patterned rug. Natural light filters through two large windows dressed with elegant curtains, while a television is positioned on a white unit beside a small bookshelf.

4.93 out of 5 average rating, 14 reviews

Brew City Flat - Private Vintage Modern Space

Enjoy a stylish insta-worthy stay at this centrally-located upper unit. This cozy three-bedroom unit features modern styling with a vintage flair. The bedrooms feature Queen Beds. There is a dedicated workspace and WIFI. The property is well located within 3 minutes from multiple freeway interchanges. It is also only 15 minutes from downtown Milwaukee, Bayview and Waukesha. You are five minutes from the State Fair Park, the Pettit Center and is close to shopping, restaurants and hospitals.

4.87 out of 5 average rating, 108 reviews

A well-appointed bedroom features a spacious bed adorned with soft linens and decorative pillows. A blue velvet headboard and artwork above add a touch of elegance. Natural light enters through a window draped with turquoise curtains, paired with a bedside lamp for evening ambiance.

Apartment in Wauwatosa

King Bed | Near Froedtert | Tosa Village | Parking

This apartment is perfect for medical travelers, business travelers, singles, or couples looking for a clean, affordable location close to all the action. Businesses are welcome to book for their employees. This 1 bedroom apartment has everything you need to feel at home with a location second to none. You will be staying directly on State St in the village of Wauwatosa - a wonderfully walkable neighborhood with amazing bars & restaurants, shops, and great proximity to Froedtert hospital!

A cozy sleeping area features a wrought iron bed with white linens and several pillows. Two nightstands with lamps are placed on either side. A fan is mounted on the ceiling, while emerald green curtains frame a window beside a floral wall art piece.

4.97 out of 5 average rating, 104 reviews

Nice 1 BR Apt, WIFI & Office, Near State Fair

This beautifully furnished upper duplex offers a cozy and comfortable living space in a safe and peaceful neighborhood. The kitchen comes fully equipped with all the necessary supplies for cooking and dining, and the garage and driveway provide convenient parking options. Stay connected with the included WIFI and watch YouTube TV. Nice Office space. Conveniently located near major freeways, downtown, hospitals, and the State Fair Grounds. Book now for a stress-free and enjoyable stay

Home in Honey Creek Parkway

A light-filled living room features a cozy fireplace and a contemporary desk workspace. Two chairs with geometric patterns and a dark sofa provide comfortable seating. The space opens to an outdoor area through glass doors, enhancing the connection with nature.

5 out of 5 average rating, 22 reviews

Ravenswood Retreat

This 1,237 square foot home is located on a generous corner lot. The home is minutes away from many medical facilities and within walking distance to coffee, restaurants, a yoga studio, and full grocery store. Wauwatosa ('Tosa) is a city filled w/unique shops and local restaurants and situated 15 minutes West of downtown Milwaukee. The neighborhood in which this home is located is Ravenswood, known for being a tightknit community of health care professionals and well maintained homes.

4.86 out of 5 average rating, 344 reviews

A spacious bed is dressed in neutral linens, complemented by a decorative striped blanket and a pillow with 'relax' text. A wooden bedside table with a lamp rests nearby, and wall art is mounted above the bed, enhancing the room's inviting ambiance.

Apartment in Wauwatosa

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.

A living room area features a cozy sofa complemented by a patterned chair and a wooden coffee table. Natural light filters through three windows adorned with stained glass, illuminating the hardwood floor. An archway leads to a dining area furnished with wooden chairs and a table.

4.9 out of 5 average rating, 350 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.

Home in Bluemound Heights

A spacious living area features a cozy seating arrangement with two yellow chairs and a small side table. An open kitchen can be seen in the background, accompanied by a breakfast bar with blue stools. Natural light floods in through large windows, highlighting the warm wood tones.

5 out of 5 average rating, 90 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Welcome to our charming and cozy cottage in the heart of Milwaukee! Nestled between Milwaukee, Wauwatosa, and West Allis, the cottage is in a tranquil neighborhood located just off the freeway. Our property is an ideal retreat for those seeking a peaceful stay while remaining close to key attractions. Our cottage offers a private and inviting space and boasts great amenities - perfect for both short and longer-term stays.

Superhost

A charming kitchen area features dark wall chalkboard designs alongside open shelving displaying various jars and kitchen items. A coffee maker sits on the countertop, accompanied by packets of coffee. Wooden dining chairs are arranged around a rustic table, inviting casual meals.

Home in West Allis

4.95 out of 5 average rating, 258 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!!!

The living area features two dark leather sofas arranged around a low coffee table, set on an area rug with a decorative pattern. Natural light filters through the window coverings, and a floor lamp provides additional illumination.

4.96 out of 5 average rating, 227 reviews

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.

4.9 out of 5 average rating, 21 reviews

A charming cottage is situated amidst well-kept greenery, with a neatly trimmed lawn and colorful flower beds in the foreground. The house features a classic facade with two large windows, a front porch, and a pathway leading to the entrance.

Home in Milwaukee

Cozy Milwaukee cottage (whole house), sleeps 6

Discover this charming Milwaukee retreat! This cozy 800 sq. ft. home features a beautifully finished attic space, perfect for families or groups. Sleeps up to 6. Located in a peaceful neighborhood near local attractions and amenities. Enjoy a warm, welcoming space ideal for relaxing or exploring Milwaukee.

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Popular amenities for Greenfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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A stylish bedroom features a spacious bed with dark striped bedding and gold accent pillows. Two bedside tables with lamps flank the bed, providing soft light. The walls are painted deep green, complemented by vertical gold accents and a framed floral artwork above the headboard.

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5 out of 5 average rating, 22 reviews

An airy living space is presented, featuring two patterned armchairs and a spacious white sofa facing a large television. Natural light floods in through expansive windows, with a view of the outdoors. A dining area with a modern table and chairs is visible in the background.

Home in Franklin

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