Default HTG hotel image

Search Holiday Rentals in Greendale

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Greendale holiday 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, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is £262
includes taxes & fees
11 Oct - 12 Oct
Historic home - walk to village center. Original features with modern updates.
A bar area with a vintage cash register, a wooden counter, and a menu board.

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (7 reviews)
"Great place"
Canada
Zachary
The price is £144
includes taxes & fees
8 Oct - 9 Oct
Kegel`s Inn - Studio - Classic Apartment #3
A bedroom with a bed, bedside table, lamp, and a painting of a beach scene.

3. Fast WiFi - Underground Parking - King Bed - Near Froedtert

Fast WiFi - Underground Parking - King Bed - Near Froedtert
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Everything was great! I definitely book again!"
United States
Lucas Y.
The price is £170
includes taxes & fees
8 Oct - 9 Oct
Fast WiFi - Underground Parking - King Bed - Near Froedtert
A bedroom with a bed, bedside chairs, a desk, a TV, and a window with a view.

4. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
9.6 out of 10, Exceptional, (4 reviews)
"Great location. Lovely place."
United States
Jennifer
The price is £99
includes taxes & fees
8 Oct - 9 Oct
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

5. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,254 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is £128
includes taxes & fees
2 Nov - 3 Nov
The Plaza Hotel
A modern kitchen with dark cabinets, a large window, and a view of buildings.

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

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.0 out of 10, Wonderful, (7 reviews)
"Host was friendly and responded promptly and was very accommodating! "
United States
Drew W.
The price is £118
includes taxes & fees
8 Oct - 9 Oct
Deer District Studio Apt - One Block from Fiserv and Baird
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.

7. 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
9.0 out of 10, Wonderful, (7 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 £138
includes taxes & fees
8 Oct - 9 Oct
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (31 reviews)
"Beautiful view, bright and clean, great location "
Canada
Breanna
The price is £116
includes taxes & fees
2 Nov - 3 Nov
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A living room with a sofa, a coffee table, a fireplace, a TV, and a bar area with a chair.

9. Cozy Modern Apartment w/ Parking – Close to Downtown

Cozy Modern Apartment w/ Parking – Close to Downtown
Marquette
8.8 out of 10, Excellent, (3 reviews)
"Very cozy, gave me homie vibes."
United States
Mireya
The price is £130
includes taxes & fees
8 Oct - 9 Oct
Cozy Modern Apartment w/ Parking – Close to Downtown
A modern kitchen with a large island, built-in appliances, and ample natural light.

10. 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)
"Was super convenient and clean!"
United States
Jessa H.
The price is £102
includes taxes & fees
8 Oct - 9 Oct
East Side Luxury 1BR Apt · Near Brady St with Balcony and Lounge · Sleeps 4
A modern kitchen with a central island, bar stools, and pendant lighting.

11. Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
10.0 out of 10, Exceptional, (6 reviews)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is £133
includes taxes & fees
8 Oct - 9 Oct
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A hotel room with a bed, a sofa, a chair, a small table, and a potted plant.

12. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
8.0 out of 10, Very good, (4 reviews)
"Excellent communication throughout the process. Great location!"
United States
James A.
The price is £123
includes taxes & fees
8 Oct - 9 Oct
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A modern kitchen with dark cabinets, a white stove, and a dining area with a table and chairs.

13. 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 £261
includes taxes & fees
3 Nov - 4 Nov
Upper Pro Retreat near Hospitals - 30 day min - Garage & Yard. Dog-friendly!
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

14. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (40 reviews)
"Love this place"
United States
Anonymous traveller
The price is £65
includes taxes & fees
23 Oct - 24 Oct
1 King Bed | Non-Smoking, Kitchen
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

15. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 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 £161
includes taxes & fees
14 Oct - 15 Oct
Quiet House
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

16. 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 £201
includes taxes & fees
8 Oct - 9 Oct
Remodeled Home - Steps from Brady Street!
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

17. 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, (6 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is £125
includes taxes & fees
28 Oct - 29 Oct
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is £201
includes taxes & fees
8 Oct - 9 Oct
The Nohl | A Lake Effect Stay Near Brady Street
A modern living room with a sectional sofa, a ceiling fan, large windows, and a TV.

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

Babich Building - 3 Bedroom - Upper Apt #4
West Allis
8.6 out of 10, Excellent, (7 reviews)
"Great property, but a little hot and hard to cool down."
United States
Laura
The price is £310
includes taxes & fees
8 Oct - 9 Oct
Babich Building - 3 Bedroom - Upper Apt #4
A bedroom with a large bed, two side tables, a lamp, and a view of trees through the windows.

20. Spacious House Near American Family Field+State Fair

Spacious House Near American Family Field+State Fair
West Allis
The price is £371
includes taxes & fees
14 Oct - 15 Oct
Spacious House Near American Family Field+State Fair
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

The Iron Horse Hotel

The Iron Horse Hotel

8/10 Good
"Drink prices are wild. Staff was good."
Brian 1-night trip
Posted 13 hours ago
The Iron Horse Hotel

Find out more about Greendale

Everything you need to know about Greendale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greendale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greendale holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greendale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greendale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greendale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greendale holiday rentals we have selected for you start as low as £68 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greendale rentals

At Expedia, we put the best Greendale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greendale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greendale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greendale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Greendale?

Yes, there are holiday rentals close to the most popular sights in Greendale, or you can select a more secluded option if you're looking for a relaxing stay. Greendale is known for its restaurants.

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

Three Bedroom Upper: This holiday home rental outside of Greendale is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Greendale?

Expedia has 5 holiday 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 wider area, you’ll find Rock Snow Park and The Rock Sports Complex.

What’s a holiday rental in Greendale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greendale. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.