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.

4.97 out of 5 average rating, 166 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!

4.95 out of 5 average rating, 329 reviews

Apartment in Bay View

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.

5 out of 5 average rating, 57 reviews

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

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.

4.83 out of 5 average rating, 71 reviews

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

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!

A long horizontal painting hangs on a beige wall, depicting gentle waves and three sailboats on a serene blue sea. The sky is bright with soft clouds, and the shoreline features scattered birds, creating a calming coastal scene.

4.77 out of 5 average rating, 159 reviews

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Welcome to this cozy beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet spot with plenty of parking on premises (up to 3 cars!) Amenities include: - Parking - TV - WiFi - Self Check in - Fresh Sheets and Towels - Additional Pillows - Shampoo & Conditioner - Soap & Hand Sanitizer - Fully Stocked Kitchen

4.85 out of 5 average rating, 328 reviews

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

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 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.

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!

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.

4.9 out of 5 average rating, 333 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.

4.94 out of 5 average rating, 204 reviews

A spacious bedroom features a white bed adorned with decorative pillows and a textured throw blanket. A striking lion portrait hangs above the bed. Natural light fills the room through a nearby window, with soft curtains partially drawn, complementing the warm brown walls.

Home in Milwaukee

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.

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!!!

A well-furnished bedroom features a spacious bed with a striped comforter. Two modern wall-mounted lamps flank the headboard, providing soft lighting. Natural light enters through a window, creating a bright and calming atmosphere. A nightstand and wastebasket complete the room's setup.

4.96 out of 5 average rating, 182 reviews

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Apartment in Walker's Point

The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.

4.98 out of 5 average rating, 178 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Greenfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Greenfield

4.9 out of 5 average rating, 88 reviews

The laundry area features multiple coin-operated machines, including washers and dryers. Bright overhead lights illuminate the space, which is covered with green flooring. A table can be found near the back wall, providing a surface for folding laundry.

Apartment in Wauwatosa

State St in Tosa Village Prime Location King Bed

MarinRating, 5 stars1 month ago

Great place to stay!! Hosts were very responsive and helpful. Beautiful area as well!

A modern bathroom is showcased with a clean, white countertop and a large mirror above the sink. A toilet is positioned in front of a shower curtain, and a sign reading 'Take a seat' is displayed on the wall. Neutral tones and soft lighting create a soothing environment.

4.83 out of 5 average rating, 41 reviews

Apartment in West Allis!

DanaRating, 5 stars1 week ago

I had a lovely stay at Bendell’s place. The coffee shop across the street just opened, and the parking space at the back was super easy to find. Check in instructions were super clear and easy to follow, and the bed was really comfy too. I would happily stay here again.

A spacious living area features large windows that allow natural light to fill the room. The neutral walls complement a decorative area rug, while a circular mirror and stylish plants enhance the decor. Two comfortable chairs and a small table provide inviting seating options.

4.96 out of 5 average rating, 69 reviews

The Stallis Palace

BradRating, 5 stars3 days ago

Great location for all the attractions we were interested (Milwaukee county zoo, downtown, American Family Field). Easy to find. Easy parking. One small hiccup with the AC but Michael was quick to respond to messages about the issue and quick to get the problem solved. By the time we had returned from our days activities the repairs had been made!

4.83 out of 5 average rating, 6 reviews

An open living area showcases a light wood dining table centrally placed, accompanied by a decorative tray. A cozy sofa with blue cushions and a neutral carpet are visible, alongside a stylish desk and bookshelves against the back wall. Soft lighting contributes to a warm atmosphere.

Apartment in Milwaukee

Luxury Studio Apt w/KING Size Bed n parking

RickeyRating, 5 stars2 months ago

Would definitely return to the property!

A decorative mirror with an intricate wooden frame reflects the living area. Soft candle sconces are mounted on the wall, creating a gentle ambiance. A green curtain and inviting seating are visible in the background, enhancing the warm, welcoming environment.

5 out of 5 average rating, 26 reviews

Stylish Gem With Fun Hidden Room-Centrally Located

MartinRating, 5 stars3 weeks ago

Sheila place was perfect for our trip in Milwaukee. It was super close to the church we was attending, and close to downtown to take the kids out for a walk. Sheila is an outstanding host and went beyond to help our needs. She welcomed my kids with some fun snacks and surprise them with morning treats. I also requested a highchair for my baby and she had it ready for me when we arrived. I highly recommend her place. Thank you Mrs. Sheila!!!

5 out of 5 average rating, 12 reviews

An outdoor patio area features a stone fire pit with flames flickering in the evening light. Comfortable seating is arranged on a wooden deck, surrounded by a spacious fenced-in yard. A cozy two-story home stands in the background, framed by a colorful sunset sky.

Home in Greenfield

Charming 3 bed, 1.5 bath, fenced yard & parking!

AerieRating, 5 stars1 month ago

This was my 2nd time staying here and it was just as good as the 1st. Great place!

4.92 out of 5 average rating, 99 reviews

A balcony features two contemporary white chairs positioned on a patterned rug. A view of the neighborhood showcases nearby buildings and greenery, with blue skies overhead.

Home in Bay View

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

DianeRating, 5 stars3 days ago

We immediately felt at home & very comfortable ~ loved the decor. We even took time to spin a vinyl this morning before check out ! Did not move our car after check-in. We were able to walk to great restaurants & had easy access with Uber to the amphitheater. Great location …loved the vibe of the neighborhood! Mark’s place was pristine clean the beds and linens were amazing so comfortable!

An open-concept living space showcases a comfortable gray sofa and a stylish accent chair. Natural light floods through large windows, highlighting the hardwood flooring. A dining area with a wooden table and chairs is visible in the background, connected to a modern kitchen.