Vacation rentals in Greendale

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Top-rated vacation rentals in Greendale

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

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 174 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 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!

Oct 5 – 12

ﺩ.ﺇ466 per night
Guest favorite

Home in Milwaukee

4.95 out of 5 average rating, 129 reviews

Bay View Beau - Near 3rd Ward, Summerfest, Fiserv

Beautifully appointed 2 bedroom, 1 bath with all of the comforts of home! Fast internet, private space, great for remote working. Lower unit in duplex, built in 1906, has been lovingly updated to reflect current design sensibilities while preserving the house’s historic character. Perfect for groups or a couple that wants to stretch out. Great location, next to Humboldt Park and short walk to all that Bayview has to offer. Short drive to 3rd Ward, Fiserv, Festival Park. Sorry No Parties please.

Apr 20 – 27

ﺩ.ﺇ489 per night
Guest favorite

Home in Wales

4.92 out of 5 average rating, 144 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Oct 6 – 11

ﺩ.ﺇ499 per night

Popular amenities for Greendale vacation rentals

Stay near Greendale's top sights

Southridge Mall15 locals recommend
The Rock Sports Complex3 locals recommend
Ricardo's Pizza6 locals recommend
Panther Pub & Eatery3 locals recommend
Joey Gerard's - A Bartolotta Supper Club5 locals recommend
Blüm Coffee Garden3 locals recommend

Other great vacation rentals in Greendale

Guest favorite

Home in Greendale

5.0 out of 5 average rating, 36 reviews

A Showplace of Greendale History on Apple Court

Sep 5 – 12

ﺩ.ﺇ606 per night
Guest favorite

Townhouse in Greendale

4.86 out of 5 average rating, 42 reviews

Entire home, ideal for families & pets.

Sep 13 – 20

ﺩ.ﺇ481 per night
Superhost

Home in Greendale

4.92 out of 5 average rating, 12 reviews

Cozy, historic home in walkable Greendale village

Apr 26 – May 3

ﺩ.ﺇ668 per night
Superhost

Townhouse in Greendale

4.79 out of 5 average rating, 58 reviews

Historic Greendale, Milwaukee Attractions

May 5 – 12

ﺩ.ﺇ293 per night
Guest favorite

Guest suite in Greenfield

4.89 out of 5 average rating, 57 reviews

Newly Updated Private Bungalow

Sep 12 – 19

ﺩ.ﺇ304 per night
Superhost

Home in Greendale

4.82 out of 5 average rating, 50 reviews

Designer Home in Walkable Historic Greendale

Jul 3 – 10

ﺩ.ﺇ1,218 per night
Guest favorite

Townhouse in Greenfield

4.89 out of 5 average rating, 19 reviews

Spacious 3-Bedroom Townhouse

Dec 6 – 13

ﺩ.ﺇ577 per night
Superhost

Home in Cudahy

4.79 out of 5 average rating, 97 reviews

Make Yourself At Home! Close to Lake & Airport!

Feb 8 – 15

ﺩ.ﺇ196 per night
Guest favorite

Guest suite in Cudahy

4.94 out of 5 average rating, 66 reviews

RARE Private Butler’s Suite in Historic Home

Sep 14 – 21

ﺩ.ﺇ285 per night
Guest favorite

Home in Oak Creek

4.89 out of 5 average rating, 46 reviews

Spacious Ranch Home Oak Creek close to Airport

Apr 22 – 29

ﺩ.ﺇ551 per night
Guest favorite

Home in West Allis

4.92 out of 5 average rating, 12 reviews

Red Rover Bungalow

May 1 – 8

ﺩ.ﺇ464 per night
Guest favorite

Home in Saint Francis

4.98 out of 5 average rating, 55 reviews

Eden Place

Apr 22 – 29

ﺩ.ﺇ441 per night

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