Vacation rentals in Greenfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Greenfield

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Townhouse in Greendale

4.87 out of 5 average rating, 47 reviews

Entire home, ideal for families & pets.

Entire cozy, historic 1938 home. Family, pet friendly; steps from playground or historic Village Center w/shopping, dining, wine bar; 15 min to downtown MKE or Airport; 6 min from Rock Sports Complex or WI State Fair Park. Full kitchen with new cookware; Laundry, AC, Hi Speed Wi-Fi; ample work space. Plush towels in bathrooms and toiletries available if you forgot yours. Bring your bikes, kids, pets and enjoy the paths of this garden community. Sleeps 7. No extra cleaning or guest service fee !

Apr 3 – 10

G$26,832 GYD per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 183 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. Perfect location for quick access to the city, or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Sep 9 – 16

G$31,461 GYD per night

Guest favorite

Apartment in Milwaukee

4.89 out of 5 average rating, 193 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

Mar 9 – 16

G$15,081 GYD per night

Guest favorite

Home in Greendale

5.0 out of 5 average rating, 38 reviews

A Showplace of Greendale History on Apple Court

This entire 3 bedroom home is a vintage gem in Historic Greendale, Wisconsin — and it's all yours! • NO extra charge for cleaning! • FREE on-site parking for two cars • An EASY walk to charming boutiques & eateries • Located in a National Historic Landmark district • Steeped in 1930s History with Eleanor Roosevelt design features Features stylish, functional layout as part of FDR’s 1930s New Deal. Includes high speed Internet, central air conditioning, private patio for outdoor enjoyment.

Nov 29 – Dec 6

G$34,396 GYD per night

Guest favorite

Apartment in Milwaukee

4.96 out of 5 average rating, 662 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.

Jun 16 – 21

G$29,673 GYD per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 177 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants 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 of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

Mar 1 – 8

G$27,081 GYD per night

Guest favorite

Townhouse in Greenfield

4.9 out of 5 average rating, 21 reviews

Spacious 3-Bedroom Townhouse

Enjoy your stay in this spacious house located just 15 minutes away from downtown Milwaukee and Summerfest, and 10 minutes away from State Fair. Including the peaceful neighborhood, you'll be within walking distance of various restaurants and shops. Within the home, you'll find a comfortable experience lounging in any of the 3 bedrooms, playing outside in the expansive yard, or relaxing while sitting in the sunroom. Provided are a 52" TV, washing and drying machine, and 570 Mbps wifi.

Oct 8 – 15

G$32,735 GYD per night

Guest favorite

Apartment in Wauwatosa

4.83 out of 5 average rating, 263 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Sep 11 – 18

G$17,565 GYD per night

Guest favorite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

The lower level of our single family home is perfect for families of all kinds . It will give you all the comforts of home, including a spacious backyard, free parking, full-size kitchen, trampoline, fire pit, and a basketball hoop! Our home is 10 mins or less from: the Milwaukee County Zoo, Am Fam Field, STATE FAIR PARK; 15-25 min to downtown, Lake Michigan, numerous inland lakes including Pewaukee; 20 mins to airport; 35 mins to Alpine Valley & 15 MINS TO SUMMERFEST!

Aug 9 – 16

G$24,762 GYD per night

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 253 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Oct 20 – 27

G$20,657 GYD per night

Guest favorite

Home in Greendale

4.97 out of 5 average rating, 71 reviews

The Robin's Roost LLC

Relax with the whole family at this peaceful place to stay. Located within walking distance to the Fabulous Rock Sports Complex. You can also enjoy Luxe Golf Bays, a high tech, 250 yd turf driving range with 57 bays equipped with Track management range technology. You can also dine here, or at the other 2 restaurants. You will be just 2 miles from, Historic Downtown Greendale, featuring unique shops, boutiques, restaurants and cafés.

May 31 – Jun 7

G$37,472 GYD per night

Guest favorite

Home in Milwaukee

5.0 out of 5 average rating, 13 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Welcome to our charming and cozy cottage in the heart of Milwaukee! Nestled between Milwaukee, Wauwatosa, and West Allis, the cottage is in a tranquil neighborhood located just off the freeway. Our property is an ideal retreat for those seeking a peaceful stay while remaining close to key attractions. Our cottage offers a private and inviting space and boasts great amenities - perfect for both short and longer-term stays.

Dec 8 – 15

G$27,816 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Greenfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Greenfield's top sights

Southridge Mall15 locals recommend

Boerner Botanical Gardens19 locals recommend

Leon's Frozen Custard24 locals recommend

That's Amore5 locals recommend

House of Harley-Davidson®3 locals recommend

American Science and Surplus4 locals recommend

Other great vacation rentals in Greenfield

Guest favorite

Home in West Allis

4.92 out of 5 average rating, 12 reviews

Green Valley Homes - Updated Lower Apartment

Mar 10 – 17

G$19,348 GYD per night

Guest favorite

Home in West Allis

5.0 out of 5 average rating, 29 reviews

Pet Friendly, Calm + Near It All

May 15 – 22

G$27,012 GYD per night

Guest favorite

Home in Greendale

4.92 out of 5 average rating, 12 reviews

Cozy, historic home in walkable Greendale village

Apr 11 – 18

G$37,916 GYD per night

Guest favorite

Home in Milwaukee

4.96 out of 5 average rating, 70 reviews

Charming Milwaukee Bungalow Apartment

Sep 9 – 16

G$13,702 GYD per night

Guest favorite

Apartment in West Allis

4.99 out of 5 average rating, 74 reviews

Nice 1 BR Apt, WIFI & Office, Near State Fair

Jan 7 – 14

G$15,262 GYD per night

Superhost

Townhouse in Greendale

4.79 out of 5 average rating, 58 reviews

Historic Greendale, Milwaukee Attractions

Oct 13 – 20

G$17,973 GYD per night

Guest favorite

Guest suite in Cudahy

4.94 out of 5 average rating, 69 reviews

RARE Private Butler’s Suite in Historic Home

Dec 22 – 29

G$17,346 GYD per night

Guest favorite

Apartment in Cudahy

5.0 out of 5 average rating, 82 reviews

Cudahy Gem. 1 bdr apt. near airport & downtown MKE

May 20 – 27

G$21,325 GYD per night

Show all

Quick stats about vacation rentals in Greenfield

Total rentals
70 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.4K reviews

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 40 house rentals with free parking in Greenfield. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Greenfield have air conditioning?
Absolutely! We offer over 10 apartment 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 40 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 100 vacation rentals in Mount Olivet, over 100 vacation rentals in Hawley Farms, and over 50 vacation rentals in Euclid Park.
What are the most popular amenities for Apartment Rentals in Greenfield?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, 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 apartment rentals in Greenfield?
Experience the best of Greenfield with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Greenfield

Top-rated vacation rentals in Greenfield

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Greenfield vacation rentals

Stay near Greenfield's top sights

Other great vacation rentals in Greenfield

Home in West Allis

Home in West Allis

Home in Greendale

Home in Milwaukee

Apartment in West Allis

Townhouse in Greendale

Guest suite in Cudahy

Apartment in Cudahy

Quick stats about vacation rentals in Greenfield

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Greenfield have a kitchen?

Do house rentals in Greenfield have free parking?

Do apartment rentals in Greenfield have air conditioning?

Do house rentals in Greenfield have wifi?

Are there family-friendly vacation rentals in Greenfield?

Are there vacation rentals with a dedicated workspace in Greenfield?

Where should I stay in Greenfield?

What are the most popular amenities for Apartment Rentals in Greenfield?

Are there pet-friendly vacation rentals in Greenfield?

How much does it cost to stay in apartment rentals in Greenfield?

Destinations to explore