
House vacation rentals in Greenfield
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Top-rated house rentals in Greenfield
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2BR Sunny Upper in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Muskego Hideaway on 2 Acre Lot
Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.

Pet-Friendly 1850 Estate, 8 Min to Cedarburg
A shared 5-acre family estate in Mequon, part of the historic Jahn Farmstead, built in the mid-1800s and listed on the National Register of Historic Places. This restored cottage blends 19th century charm with modern comforts like a full kitchen and gas fireplace. The estate includes our family home, this 3-bed cottage, and a 1-bed guesthouse. 8 minutes from Historic Downtown Cedarburg, 30 minutes from Milwaukee, 90 minutes from Chicago. Close enough to everything, far enough to truly unwind.

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!

★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 residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets and Towels, Shampoo & Conditioner, Soap & Hand Sanitizer, Fully Stocked Kitchen, and much more!

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!

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

Fabulous Walkers Point Mansion w/ Bar andFireplace
This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

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.

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.

The Little Gray House
Spring is here and it's time to share what we've been up to! Those of you staying with us after April will be treated to new kitchen counter tops, roof, windows and siding :) It'll still be the LGH, but with a little something more! We'll update the photos as soon as it's completed! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!
Popular amenities for Greenfield house rentals
House rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

Cute and cozy 2 bedroom house perfectly located!

Vacation home: heated inground pool on 4+ acres

Nautical Splash Pad! Pool and Hot Tub

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

7 1/2 Acre Private Estate w/inground pool, hot tub

Bridgerton Themed House/Very Spacious/4bd 3bath

Close to Lake with Great Ammenities & Breakfast!
Weekly house rentals

* NEW* *Black Sheep Cottage*

Spacious 4 Bedroom Bungalow

Your home away from home

Beautiful safe quiet home in great location

Quiet Retreat in Morgan Heights|Sleeps 6|1.5 bath

Remodeled Luxury Ranch

Quiet Tosa Gem| 5 Min to Brewers & Zoo |Sleeps 10

3 Bedroom, 2 bath home, with gazebo By stadium
Private house rentals

2Bdrm home next to Humboldt Park

Cozy Home in Central Milwaukee

Tosa Boho Inn - Modern + No Service/Cleaning Fee!

Cozy home near airport

Convenient location

Meticulously Restored Tosa Village Historic Home

Beautiful Home in Waukesha

The Auburn Place: Cozy 3BR Home in Wauwatosa
When is the best time to visit Greenfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ569 | ﺩ.ﺇ558 | ﺩ.ﺇ566 | ﺩ.ﺇ591 | ﺩ.ﺇ610 | ﺩ.ﺇ584 | ﺩ.ﺇ657 | ﺩ.ﺇ595 | ﺩ.ﺇ584 | ﺩ.ﺇ584 | ﺩ.ﺇ588 | ﺩ.ﺇ566 |
| 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 |
Quick stats about house rentals in Greenfield

Total vacation rentals
Explore 40 vacation rentals in Greenfield

Nightly prices starting at
Greenfield vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Greenfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greenfield rentals

4.9 Average rating
Greenfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Discovery World
- Marquette University
- Riverside Theater
- American Family Field
- Gurnee Mills
- Fiserv Forum
- American Family Insurance Amphitheater
- Pabst Mansion
- Lake Geneva Public Library
- Lake Geneva Cruise Line
- South Shore Park
- Betty Brinn Children's Museum
- Holy Hill National Shrine of Mary
- Atwater Park
- Lake Geneva Ziplines & Adventures





