Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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.
Flat in West Allis
4.95 out of 5 average rating, 207 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!

Top guest favourite
A stylish living room features a modern sofa paired with decorative pillows. A sleek television is mounted on the wall, while a gold-accented mirror reflects light. Green curtains frame the windows, and a cozy armchair complements the space. A faux plant adds a touch of greenery.
Flat in West Allis
5 out of 5 average rating, 45 reviews

Stylish Gem With Fun Hidden Room-Centrally Located

Escape to a stylish retreat designed for comfort and romance. Perfect for couples or small families, our charming space is just moments away from Milwaukee's vibrant attractions 1.7 miles from American Family Field/Miller Park 2.3 miles from State Fair Park 5.5 miles from Fiserv Forum, Downtown and Summer Fest 6.1 miles from the Milwaukee Zoo Enjoy WiFi, self-check-in, and keyless entry for ease and security Cozy living room pullout sofa bed ideal for Netflix and chill Free Parking for 1 Car

Top guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Flat in Bay View
4.95 out of 5 average rating, 850 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Top guest favourite
A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.
Townhouse in Bay View
4.95 out of 5 average rating, 451 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Top guest favourite
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.
Flat in West Allis
4.97 out of 5 average rating, 109 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

Guest favourite
A spacious living room features a large flat-screen TV mounted on a wooden entertainment unit. Two brown sofas are positioned to create a cozy seating area. Natural light floods the room, enhancing the light hardwood floor, while a chandelier adds a touch of elegance.
Home in Milwaukee
4.88 out of 5 average rating, 32 reviews

Free parking ideal for groups or healthcare heroes

Escape to our cozy 2nd-floor bungalow in vibrant Burnham Park. Private, off-street parking & local flavor at your doorstep! Walk to nearby food trucks, park, grocery store. Just a joyride away to major attractions: ✔ 7 mins to American Family Field (Brewers) & Mitchell Park Domes ✔ 8 mins to Potawatomi Casino ✔ Under 10 mins to: Aurora St. Luke's Medical Center, Ascension St. Francis Hospital, and Veterans Affairs Medical Center (VA) ✔ 12 mins to Fiserv Forum (Bucks) & Summerfest

Guest favourite
The living room features a comfortable gray sofa and an accent chair, arranged around a patterned area rug. A smart TV is positioned on a white media console under a large window that allows natural light to fill the space. Decorative plants complement the seating area.
Home in Greenfield
4.95 out of 5 average rating, 19 reviews

Spacious 4BR, 2BA Home | Quiet SW Milwaukee Suburb

Comfortable Large 4Bedroom Home in Quiet Greenfield, Wisconsin Neighborhood 📍 Perfect Location - 15 minutes from downtown Milwaukee, you’ll have easy access to highway, tons of restaurants, shopping mall, and grocery stores right nearby. 4 Bedrooms | 2.5 Baths | Sleeps up to 9 Bedroom 1: Queen Bedroom 2: Full Bedroom 3: Full Bedroom 4: Full & Twin Bed 2 living room spaces with smart TV & Wi-Fi Half acre backyard Free Multiple car parking in driveway Washer & dryer on-site

Guest favourite
A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.
Home in Bay View
4.95 out of 5 average rating, 121 reviews

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Superhost
A modern living area features exposed brick walls and a comfortable gray sofa, complemented by decorative pillows. A geometric blue and white area rug is placed beneath a set of small, stacked tables. Natural light is provided by a nearby window, framed by greenery.
Flat in Milwaukee
4.81 out of 5 average rating, 288 reviews

Heart of Walkers Point | 3BR | Spa Shower | AC

Enjoy a newly remodeled apartment nestled between Bayview and downtown Milwaukee. This 1,200 square foot space is ideal for group stays. Perfect for hosting a trip with friends to see your favorite band at Summerfest or to cheer on your favorite team at Fiserv Forum. Located in a very active neighborhood, above a festive bar, local tattoo shop, and nightlife within a very short walk of the bustling restaurants and local bars which can at times be heard.

Guest favourite
A spacious living area features a comfortable sectional sofa facing a wall-mounted television. Natural light pours through oversized windows with views of the city skyline. Exposed brick walls add texture, while a patterned rug lies underneath a coffee table, creating a defined seating space.
Flat in Walker's Point
4.89 out of 5 average rating, 188 reviews

1BR Historic Loft • Walkable + Free Parking

Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

Guest favourite
Home in West Allis
4.94 out of 5 average rating, 264 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!!!

Top guest favourite
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.
Flat in West Allis
4.96 out of 5 average rating, 237 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.

Popular amenities for Greenfield holiday rentals

When is the best time to visit Greenfield?

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Frequently Asked Questions

  • Do house rentals in Greenfield have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenfield have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenfield have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenfield have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Greenfield?

    Greenfield has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Greenfield?

    Yes! Work meets play with ease at over 30 vacation rentals in Greenfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Greenfield?

    Make yourself at home in Greenfield by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Hawley Farms, over 90 vacation rentals in Mount Olivet, and over 50 vacation rentals in Euclid Park.

  • What are the most popular amenities for House Rentals in Greenfield?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a kitchen, over 40 homes with air conditioning, over 40 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Greenfield?

    Four-legged friends are welcome in Greenfield. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Greenfield?

    Experience the best of Greenfield with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Greenfield

  • Total holiday rentals

    Explore 60 holiday rentals in Greenfield

  • Nightly prices starting at

    Greenfield holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Greenfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenfield rentals

  • 4.8 Average rating

    Greenfield stays are highly rated by guests – averaging 4.8 out of 5!

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