List your Property
Photo by Danielle Hoffman

Greenfield vacation rentals

We found 265 vacation rentals — enter your dates for availability

Discover a selection of 265 vacation rentals in Greenfield that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $36 per night, and houses and condos are popular options for a stay in Greenfield. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Find spaces that suit your style

Houses

View 123 Houses

Condos/Apartments

View 138 Condos/Apartments

Studios

View 121 Studios

Find the best place to stay — Greenfield

Renovated! Close to airport, downtown Milwaukee, and 1 hour from Ryder Cup!

Sleeps 9 · 3 Bedrooms · 2 Bathrooms
$450 avg/night
(43)

Historic home - walk to village center. Original features with modern updates.

Sleeps 6 · 3 Bedrooms · 1 Bathroom
$127 avg/night
(1)

Historic Greendale Original within short walking distance of the quaint village

Sleeps 3 · 1 Bedroom · 1 Bathroom
$85 avg/night
(14)

Romantic Bed And Breakfast Cottage.

Sleeps 2 · 1 Bedroom · 1 Bathroom
$115 avg/night
(61)

Heated Pool!!, Hot Tub!!, Fishing Pond!!, Game Room all on 7 1/2 Acres!!!!!!

Sleeps 20 · 3 Bedrooms · 3 Bathrooms
$550 avg/night
(91)

Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI

Sleeps 9 · 3 Bedrooms · 2 Bathrooms
$206 avg/night
(133)

Search 265 vacation rentals

Top rated rentals — Greenfield
Stayed Apr 2021

Fun short get away!

The property was centrally located for everything we wanted to do in Milwaukee. It was clean, stocked with everything we needed and the check-in process was simple. Bill was quick to get to me with any communication. Overall, we had a great time and...

Joyce H.
Joyce H.

Cheyenne

Stayed Mar 2021

We had a great time at this house.

We had a great time because there is a lot to do even when it is too cold for the pool. The property is very clean and organized. The hot tub is great and indoor, which was great. I wished they had disclosed how close to the highway it is. It is very...

Patricia J.
Patricia J.

Illinois

Stayed Mar 2021

Perfect home away from home

This house was PERFECT for our group of girls. We came for a bachelorette party and all of us felt so comfortable in the house. We all felt right at home with how cozy it was. Scott made everything so simple as well. Any questions I had- he answered ...

Brittany T.
Brittany T.

New Lenox

Stayed Mar 2021

Cozy, beautiful, delightful cottage

The cottage is delightful. Roomy yet cozy with all the creature comforts you can imagine. We adored having a real fireplace, a huge jacuzzi tub, and even an enclosed gazebo with a firepit for those rainy, chilly moments. There is not much mention of ...

Tracy V.
Tracy V.

Chicago

Stayed Mar 2021

5+++ Stars Experience!!!

We had to move out of our house for 5 nights due to a home renovation project. We had been to Bay View for restaurants but were unfamiliar with the neighborhood. We walked every day and explored the diversity and character of Bay View - a nice walk t...

Anne B.
Anne B.

Thiensville, Wisconsin

Stayed Mar 2021

Very easy to stay, relaxing

It was a nice and pleasant stay with options to go out or stay in. The restaurant below was authentic. My wife and I had a chance to try food we have never had. We will be returning to this location at different different times of the year to experie...

Russell W.
Russell W.
Stayed Mar 2021

A Home Away From Home

We thoroughly enjoyed our stay at Anel's apartment in West Allis. We were there so I could recover from a medical procedure and needed a cozy place to stay and her apartment did not disappoint. One of the best features is that every bedroom has its ...

Josh P.
Josh P.
Stayed Mar 2021

Great flat, convenient location

Our family enjoyed this delightful Riverwest upper close to UWM campus and restaurants. The flat has all the conveniences of home, is well maintained, and spacious. No issues parking on the street and neighbors are quiet. We would definitely stay her...

Jennifer Z.
Jennifer Z.
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Find the perfect 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. BMO Harris Bradley Center and Milwaukee Art Museum are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities

Sightseeing in and around Greenfield

Are you hoping to discover attractions to visit in the area? Venture out of your vacation home and experience everything that Greenfield has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Rock Snow Park (2.2 mi / 3.5 km)
  • Wisconsin State Fair Park (5.2 mi / 8.4 km)
  • New Berlin Hills Golf Course (5.4 mi / 8.6 km)
  • Moorland Road Golf Center (5.6 mi / 9 km)
  • Helium Trampoline Park (5.7 mi / 9.2 km)
  • Sky Safari (6 mi / 9.6 km)
Natural features

Exploring the natural landscape of Greenfield

Whether you're an active traveler or just want to appreciate the scenery, Greenfield is a great place to get out in nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Mitchell Park Horticultural Conservatory (6.1 mi / 9.8 km)
  • Whitnall Park (2.2 mi / 3.5 km)
  • Lakeshore State Park (8 mi / 12.9 km)
  • Cathedral Square (8.2 mi / 13.2 km)
  • Veteran's Park (8.5 mi / 13.6 km)
  • Riverwalk Plaza (8.5 mi / 13.7 km)
How to get there

Traveling to and around Greenfield

The nearest airport is in Milwaukee, WI (MKE-General Mitchell Intl.), located 5.2 mi (8.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Waukesha, WI (UES-Waukesha County), which is 13.3 mi (21.4 km) away.

How many vacation rentals are available around Greenfield?

Our 2021 property listings offer a large selection of 265 vacation rentals around Greenfield. From 123 house rentals to 138 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.