Photo by Danielle Hoffman

Greenfield vacation rentals

We found 918 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Greenfield to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for spending time at your vacation home, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Greenfield

Showing deals for:Nov 14 - Nov 21

Image gallery for W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants

Living area
9.4 out of 10 rating
Exceptional
(6 reviews)

W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants

Muskego, WI

12% off
Price is $232
$1,623 for 7 nights
All fees included
W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Greenfield

Find out more about Greenfield

Why visit Greenfield

  1. Family-friendly atmosphere: Greenfield is perfect for family vacations, offering a welcoming environment for all ages.
  2. Outdoor activities: Enjoy a variety of parks and recreational opportunities for outdoor adventures.
  3. Cultural experiences: Explore historic colleges, vibrant local culture, and engaging family activities.
  4. Shopping and dining: Discover great shopping options and delicious dining experiences in nearby neighborhoods.
  5. Diverse accommodations: Choose from cozy rentals, inviting apart-hotels, or spacious vacation homes to suit your needs.

Popular types of accommodation in Greenfield

Discover the perfect getaway in Greenfield with our diverse selection of vacation rentals. Whether you prefer a friendly Apart Hotel, a cozy Private Vacation Home, or a spacious Apartment, we have options to suit every traveler. Choose an entire home or townhouse for a relaxing Greenfield retreat, and enjoy the peace of mind that comes with transparency and savings. Let us help you find your ideal Greenfield vacation rental today!

  • Houses: The top choice for travelers, these spacious homes offer a comfortable and private setting for families or groups visiting Greenfield.
  • Apartments: A popular option for those seeking convenience, apartments provide a cozy and practical living space during your stay.
  • Cabins: Ideal for a rustic retreat, cabins in Greenfield offer a charming escape into nature.
  • Condos: Offering a blend of comfort and amenities, condos are a favored choice for vacationers in Greenfield.
  • Cottages: Quaint and inviting, cottages provide a delightful home away from home for a relaxing getaway.**

Top attractions in Greenfield

Greenfield, Wisconsin, is an excellent destination for family, outdoor, and sports vacations. Visitors can explore a variety of attractions, including historic colleges and universities, as well as modern facilities and event venues. The area offers a rich cultural experience, making it perfect for travelers seeking engaging family activities and outdoor adventures.

  1. Harley-Davidson Museum: Located 7 miles from Greenfield, this museum celebrates the iconic motorcycle brand with engaging exhibits showcasing its rich history and culture. Families can enjoy interactive displays and a glimpse into the world of American motorcycling.
  2. Wisconsin State Fair Park: Just 4 miles away, this lively fairground hosts a variety of events, including the famous state fair. It's a family-friendly venue with outdoor activities, rides, and delicious food options.
  3. Marquette University: Situated 7 miles from Greenfield, this historic university boasts beautiful architecture and a vibrant campus culture. Explore its rich history and enjoy the art and educational events it offers.

Things to do recommended for couples

Experience romance in Greenfield with a night at The Rave-Eagles Club for live music just 6 miles away, or enjoy skiing at Rock Snow Park, a thrilling 3 miles from town. Don't forget to savor delicious pizza at Palermo's Pizza Factory, located 5 miles away, perfect for couples.

Things to do recommended for families

Your family will love visiting Greenfield! Catch a game at American Family Field, relax at The Rock Sports Complex, or enjoy ice skating at the Pettit National Ice Center. Each spot offers unique experiences perfect for family fun and adventure!

Things to do recommended for groups

Experience the excitement of Potawatomi Bingo Casino just 6 miles away, indulge in shopping and entertainment at Mayfair Mall 7 miles from Greenfield, and enjoy a captivating show at Riverside Theater, also 7 miles away, perfect for creating lasting memories with your group.

What do I need to keep in mind when booking a vacation in Greenfield

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Greenfield with a group: Take into account how many bedrooms you'll require, along with features like a full kitchen or outdoor areas suitable for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Greenfield with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Greenfield: For many families, a trip isn’t truly complete without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Greenfield: If you're in search of vacation rentals with discounts for extended stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Greenfield

Greenfield, Wisconsin, offers an ideal family vacation with its friendly atmosphere and abundance of outdoor activities. Explore nearby neighborhoods that boast great shopping opportunities and vibrant local culture. Whether you're enjoying a day at a local park or indulging in delicious dining options, Greenfield promises a memorable experience for everyone. With its prime location, you'll find it easy to venture into nearby cities for even more adventures, ensuring your trip is filled with fun and excitement.

  • New Berlin: Located just 5 miles from Greenfield, New Berlin is a vibrant city that offers a variety of outdoor and family-friendly activities. Visitors can enjoy live theater performances and music concerts, or hit the links at one of the local golf courses. The city is home to several notable attractions, including a prominent sports facility stadium and a picturesque lake, making it perfect for a romantic day out or a fun family getaway.
  • Greendale: A mere 2 miles from Greenfield, Greendale is an ideal destination for families and outdoor enthusiasts alike. The city boasts a recreational area perfect for picnics and sports, as well as ski facilities for those looking to hit the slopes. Visitors can also check out the local fairground show grounds for seasonal events and entertainment. With a stadium and sports facility nearby, Greendale ensures a lively atmosphere for sports fans.
  • Hales Corners: Just 2 miles away from Greenfield, Hales Corners is a charming city that caters to families, outdoor lovers, and couples seeking a romantic outing. Enjoy the local music scene with concerts and theater performances, or visit the educational venues in the area. Notable attractions include a beautiful botanical garden, a sports facility stadium, and a stadium that hosts various events, providing endless opportunities for exploration and enjoyment.

Best time to go to Greenfield

If you're planning a trip to Greenfield, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.9°F (-5.6°C)No Rain (Dry)Mostly CloudySlightly LowAverage
February23.4°F (-4.8°C)Light RainMostly CloudyAverageSlightly High
March34.7°F (1.5°C)Light RainMostly CloudyAverageSlightly High
April43.7°F (6.5°C)Light RainMostly CloudySlightly HighAverage
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnySlightly HighAverage
July71.4°F (21.9°C)Light RainMostly SunnySlightly HighAverage
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly Low
September64.2°F (17.9°C)Light RainMostly SunnyAverageSlightly Low
October51.8°F (11.0°C)Light RainMostly SunnyAverageSlightly Low
November39.2°F (4.0°C)Light RainMostly SunnySlightly LowAverage
December29.1°F (-1.6°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Are you aiming to save on your next adventure? Being flexible with your travel dates can really pay off, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the best options for a memorable trip!

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and have the opportunity to earn and use OneKeyCash™ on qualifying reservations. Sign up today and begin your savings journey.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing travel arrangements, or review your bookings. The properties you've saved or reserved are neatly organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Book a vacation rental for your Greenfield getaway

Enjoy the festivals and other features of Greenfield. One of the city's many top draws is its bars. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Greenfield

Do you want to find top things to see and do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Greenfield has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Milwaukee Mile (4 mi / 6.4 km)
  • Milwaukee County Zoo (5.1 mi / 8.1 km)
  • Milwaukee County Sport Complex (6.2 mi / 10 km)
  • Henry W. Maier Festival Park (7.5 mi / 12 km)
  • Ray's MTB Indoor Mountain Bike Park (14.4 mi / 23.2 km)
  • Springs Water Park (14.7 mi / 23.6 km)

Exploring the natural features in Greenfield

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Greenfield is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Boerner Botanical Gardens (1.9 mi / 3.1 km)
  • Mitchell Park Horticultural Conservatory (5.6 mi / 9 km)
  • Cathedral Square (7.8 mi / 12.6 km)
  • Veteran's Park (8.1 mi / 13.1 km)
  • Riverwalk Plaza (8.2 mi / 13.1 km)
  • Bradford Beach (9.8 mi / 15.9 km)

How to get to and around Greenfield

The nearest airport is in General Mitchell Intl. Airport (MKE), located 5.7 mi (9.1 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Waukesha, WI (UES-Waukesha County), which is 12.6 mi (20.2 km) away.

Frequently asked questions

What is the best area to stay in Greenfield when booking a vacation rental?
When considering a vacation rental in Greenfield, Wisconsin, a popular area to stay is near the bustling South 27th Street corridor. This area is known for its variety of dining options, shopping, and entertainment, making it a convenient base for exploring the city. A top attraction nearby is the Greenfield Park, which features beautiful walking trails, picnic areas, and a picturesque lake—great for families and nature lovers alike.

Another great option is the neighborhood around the Greenfield Community Center, which has a friendly setting and easy access to local events and activities. Here, you can enjoy community events and festivals that take place throughout the year.
How much does it cost to rent a vacation home in Greenfield?
Prices for vacation rentals in Greenfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greenfield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Greenfield vacation house rentals?
You can find great discounts on house rentals in Greenfield on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Greenfield?
A long-stay vacation rental in Greenfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Greenfield vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greenfield with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Greenfield for a vacation rental?
The best time to visit Greenfield, Wisconsin, is during the vibrant summer months, particularly in July, when the area comes alive with outdoor activities and community events. This peak season, which spans from May to July, offers visitors a chance to enjoy pleasant weather, with temperatures typically ranging from the mid-60s to the low 80s Fahrenheit. This climate is superb for exploring local parks, enjoying outdoor festivals, and taking leisurely strolls around the scenic neighborhoods.

July is especially lively, featuring various community gatherings and opportunities to savor the local cuisine at farmers' markets. Visitors can also partake in outdoor sports or simply relax in the beautiful parks, making it an ideal time for travelers.

For those looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a unique charm with winter activities and holiday festivities, providing a cozy and enchanting atmosphere for travelers.

Ultimately, the best time to book a vacation rental in Greenfield depends on your preferences for lively summer experiences or the enchanting winter ambiance.
How early should I book a Greenfield vacation rental?
Book your Greenfield vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Greenfield?
In Greenfield, visitors can explore several attractions that highlight the area's charm. The Greenfield Park, which features picturesque walking trails, sports facilities, and a serene pond, offers a great spot for outdoor activities and relaxation. Nearby, the Greenfield Historical Society provides insights into the local history, showcasing artifacts and exhibits that reflect the community's past.

For family-friendly fun, the nearby Milwaukee County Zoo is a short drive away and provides a wonderful experience with a diverse range of animals and engaging exhibits.
Can I change or cancel my Greenfield home rental booking on Vrbo?
To find Greenfield vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Greenfield vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.