
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.

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!

Wauwatosa/MKE “Inglewood Place” Historic Place
Great location! Near all Milwaukee attractions and village of Wauwatosa.Cozy, upper two-bedroom duplex with keyless entry in quiet east Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular restaurants and bars in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital. Near AmFam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee.

West Allis Oasis
Welcome to our cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Relax and unwind in a tranquil environment after a day of exploring. Book your stay today for the perfect blend of comfort and convenience!

Adorn Abode
Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

The Stallis Palace
Discover modern comfort in this 3BR, 1.5BA gem in central West Allis, WI. Spacious and fully furnished, enjoy craftsman woodwork, modern decór, and an abundance of light flooding through oversize windows. Walk to shops, dining, and nightlife. Within 5 miles of several major regional medicals centers! Master BR with office, porch, and outdoor dining area. Local, experienced hosts, ultra high-speed internet, and smart TVs make this the perfect blend of style and convenience. Book today!

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

Designer Cottage-Parking, Patio, & New Kitchen
LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

Tosa Respite (second floor, private suite)
Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

Relax close to everything in Milwaukee
Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

✺ La Casita ✺ 3 Bedrooms ✺ Spacious Parking ✺
La Casita is a 1930’s two-story bungalow home located in West Allis, WI. Short walking distance from Wisconsin State Fair Park, Pettit National Ice Center, and major highways. Enjoy the Mexican theme decor along with all the natural woodwork throughout! Plenty of free off street parking available. Amenities include: WiFi, Roku TV with Hulu & HBO Max, Washer & Dryer, Fully Stocked Kitchen, Hair Dryer, Fresh Sheets and Towels, and much more!

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!!!
Popular amenities for Greenfield holiday rentals
Stay near Greenfield's top sights
Other great holiday rentals in Greenfield

Spacious 4 Bedroom Bungalow

Wisconsin Treehouse Getaway!

Cozy Dog Friendly Home Near Airport & Downtown

Suburban Retreat- Private 5 acres w/hiking trails

Quiet Retreat in Morgan Heights|Sleeps 6|1.5 bath

Root River Hideaway: A-Frame Escape in the Woods

Brew City Boho - Wauwatosa

Muskego Getaway, walk to beach
When is the best time to visit Greenfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 SGD | $159 SGD | $179 SGD | $184 SGD | $197 SGD | $190 SGD | $202 SGD | $202 SGD | $192 SGD | $193 SGD | $192 SGD | $192 SGD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
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.
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.
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.
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 50 vacation rentals in Euclid Park, and over 90 vacation rentals in Mount Olivet.
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 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 wifi?
Absolutely! We offer over 40 house rentals with wifi in Greenfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenfield have free parking?
Absolutely! We offer over 40 house rentals with free parking in Greenfield. Enjoy a tailored experience with all the comforts you desire.
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 wifi, over 40 homes with free parking, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,560 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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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Erin Hills Golf Course
- Naval Station Great Lakes
- Milwaukee County Zoo
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Sunburst
- Discovery World
- Marquette University
- Riverside Theater
- American Family Field
- Fiserv Forum
- Lake Park
- Lake Geneva Cruise Line
- Lake Geneva Public Library
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Gurnee Mills
- South Shore Park
- Betty Brinn Children's Museum




