Default HTG hotel image

Greendale Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Greendale vacation rentals

A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

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

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (54 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is ￥30,752
￥56,438 total
includes taxes & fees
Sep 26 - Sep 27
Historic home - walk to village center. Original features with modern updates.
A dining area with a ceiling fan, wooden dining table, chairs, and a view of the outdoors through large windows.

2. New Spacious 8-bedroom house on large private lot close to Milwaukee attractions

New Spacious 8-bedroom house on large private lot close to Milwaukee attractions
Milwaukee
The price is ￥26,720
￥83,455 total
includes taxes & fees
Oct 5 - Oct 6
New Spacious 8-bedroom house on large private lot close to Milwaukee attractions
A bar area with a vintage cash register, a wooden counter, and a menu board.

3. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (6 reviews)
"Great place"
Canada
Zachary
The price is ￥15,259
￥29,292 total
includes taxes & fees
Sep 7 - Sep 8
Kegel`s Inn - Studio - Classic Apartment #3
A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

4. Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (18 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is ￥14,830
￥36,133 total
includes taxes & fees
Sep 7 - Sep 8
Charming 2-bedroom house with everything you need in the heart of West Allis
A modern kitchen with dark cabinets, a white stove, and a dining area with a table and chairs.

5. Upper Pro Retreat near Hospitals - 30 day min - Garage & Yard. Dog-friendly!

Upper Pro Retreat near Hospitals - 30 day min - Garage & Yard. Dog-friendly!
Fair Park
10.0 out of 10, Exceptional, (3 reviews)
"I chose this area to visit family, once again, Lorinda was the best! I will visit again soon. "
United States
AnnaLisa S.
The price is ￥17,140
￥53,889 total
includes taxes & fees
Sep 14 - Sep 15
Upper Pro Retreat near Hospitals - 30 day min - Garage & Yard. Dog-friendly!
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

6. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (45 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is ￥24,820
￥51,716 total
includes taxes & fees
Sep 13 - Sep 14
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A modern living room with a sofa, armchairs, a coffee table, and a TV.

7. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.4 out of 10, Exceptional, (6 reviews)
"Great Location for events."
United States
b k.
The price is ￥10,140
￥21,641 total
includes taxes & fees
Sep 28 - Sep 29
Westown Studio Apt Near Fiserv, Baird, and Theater District
A spacious room with a large table and chairs, large windows with a city view, and a high ceiling with recessed lighting.

8. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.4 out of 10, Exceptional, (29 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is ￥9,282
￥21,562 total
includes taxes & fees
Sep 27 - Sep 28
Deer District Studio Apt - One Block from Fiserv and Baird
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

9. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very Good, (19 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is ￥10,537
￥32,670 total
includes taxes & fees
Sep 14 - Sep 15
Quiet House
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

10. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is ￥7,649
￥41,226 total
includes taxes & fees
Sep 14 - Sep 15
Remodeled Home - Steps from Brady Street!
A modern kitchen with a large island, built-in appliances, and ample natural light.

11. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is ￥12,550
￥24,415 total
includes taxes & fees
Sep 28 - Sep 29
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

12. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.4 out of 10, Exceptional, (3 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is ￥9,441
￥23,531 total
includes taxes & fees
Sep 28 - Sep 29
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

13. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"I will definitely stay again"
United States
Anonymous traveler
The price is ￥11,685
￥13,204 total
includes taxes & fees
Sep 20 - Sep 21
1 Queen Bed | Non-Smoking, Kitchen
A modern living room with a sectional sofa, a ceiling fan, large windows, and a TV.

14. Babich Building - 3 Bedroom - Upper Apt #4

Babich Building - 3 Bedroom - Upper Apt #4
West Allis
8.8 out of 10, Excellent, (6 reviews)
"Great property, but a little hot and hard to cool down."
United States
Laura
The price is ￥26,927
￥62,376 total
includes taxes & fees
Sep 8 - Sep 9
Babich Building - 3 Bedroom - Upper Apt #4
A neatly made bed with white linens, a red throw blanket, and a decorative vase with flowers.

15. King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Wauwatosa
10.0 out of 10, Exceptional, (15 reviews)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
The price is ￥14,931
￥45,588 total
includes taxes & fees
Oct 1 - Oct 2
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
A modern kitchen with a large island, dark blue cabinets, stainless steel appliances, and a city view through large windows.

16. Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (8 reviews)
"It was the best location for the concert at the Fiserv. Check in was super easy, and it was so nice to have parking included. Very cozy, we loved it. "
United States
Hannah S.
The price is ￥11,152
￥25,514 total
includes taxes & fees
Sep 28 - Sep 29
Modern Studio Apt with Rooftop, Gym, and Parking
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

17. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is ￥13,126
￥40,207 total
includes taxes & fees
Sep 7 - Sep 8
The Nohl | A Lake Effect Stay Near Brady Street
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

18. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (15 reviews)
"Great location to attend Bucks game!"
United States
Laura P.
The price is ￥9,507
￥23,620 total
includes taxes & fees
Sep 10 - Sep 11
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

19. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (24 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is ￥11,505
￥26,289 total
includes taxes & fees
Sep 7 - Sep 8
Best location in Milwaukee! Upper Duplex Unit
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There are three black bar stools and pendant lights above the island.

20. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
9.6 out of 10, Exceptional, (4 reviews)
"Great space, I enjoyed it very much. Location was perfect, building and parking were great, and the apartment was very comfortable and clean "
United States
Kara B.
The price is ￥11,152
￥26,414 total
includes taxes & fees
Sep 13 - Sep 14
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greendale Hotel Reviews

Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

8/10 Good
"❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️"
Trevor 3-night trip
Posted 2 hours ago
Ramada by Wyndham Milwaukee

Find out more about Greendale

Search for holiday rentals in Greendale on Expedia! You can easily find your home rentals, villas, holiday apartments in Greendale using one of the methods below:

  • View our selection of featured holiday rentals in Greendale
  • Use the map to find apartments and other holiday homes in the Greendale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greendale while they last

Look no further and take a look at our great range of rental properties in Greendale!

Frequently asked questions

Can I find vacation rentals in Greendale?

Yes, there are vacation rentals close to popular local attractions in Greendale, or you can go with a more remote option if you want a relaxing place to stay. Greendale is known for its restaurants.

What are some of the best vacation rentals that Greendale has to offer?

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River: This vacation home rental near Greendale is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

How many vacation rentals will I find in Greendale?

Expedia has 5 vacation rentals for your stay in Greendale.

What’s there to see and do in Greendale?

While exploring the area, visit family-friendly sights like Pettit National Ice Center, or get outside and enjoy nature at Boerner Botanical Gardens. In the larger area, you’ll find Rock Snow Park and American Family Field.

What’s a vacation rental in Greendale like?

Vacation rentals are private properties where you can stay for several days or longer in Greendale. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.