Greendale Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct

Holiday Rentals in Greendale

The Plaza Hotel
2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1142)
"Loved this hotel! Clean friendly and cute!!"
The price is HK$1,188
HK$1,401 total
includes taxes & fees
3 Nov - 4 Nov
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (104)
"Very nice apartment and right down town location is perfect!"
Kasa Westown Milwaukee
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (212)
"Great place to stay! "
The price is HK$2,626
HK$5,464 total
includes taxes & fees
12 Oct - 13 Oct
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
KB - Prospec
Dining room

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is HK$1,030
HK$1,397 total
includes taxes & fees
13 Oct - 14 Oct
Three bedrooms upstairs
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Fridge, microwave, oven, stovetop

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (49)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
The price is HK$6,997
HK$14,915 total
includes taxes & fees
12 Oct - 13 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Dining

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
The price is HK$467
HK$1,034 total
includes taxes & fees
12 Oct - 13 Oct
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Downtown Eastside gem near Fiserv Forum Water St Brady St
Exterior

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (43)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
The price is HK$1,751
HK$2,587 total
includes taxes & fees
13 Oct - 14 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St
Cozy 2 Bedroom Downtown Milwaukee Apartment
Interior

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (8)
"Stayed here two nights in June with my husband to attend Summerfest. The unit is walking distance to downtown Milwaukee, about 1.5 miles away from Summerfest (Uber ride was less that 10). Check in process was easy and host was quick to respond to questions. The unit is on the second floor of a house, so keep in mind that you must be able to go up one flight of stairs to enter unit (not wheelchair accessible). Unit had a well stocked kitchen with several cooking utensils, including a coffee maker...
Cozy 2 Bedroom Downtown Milwaukee Apartment
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

6.8 out of 10, (5)
"We were mainly at the property to drop our stuff off, enjoy Summerfest, sleep and shower! Property was clean. Had a little trouble with the front door code but were able to get it to work. "
The price is HK$420
HK$1,505 total
includes taxes & fees
13 Oct - 14 Oct
Quiet House
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
The price is HK$1,576
HK$4,198 total
includes taxes & fees
12 Oct - 13 Oct
Stunning Upscale Retreat - Steps From Everything
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (248)
"We loved staying in this property on our Frank Lloyd Wright weekend! It’s a two hour drive from Taliesen, but really helped the weekend feel complete to stay in this spacious house that was right on theme. We loved all of the details and the kind host."
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Exterior

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Loved the location "
The price is HK$1,051
HK$2,349 total
includes taxes & fees
19 Oct - 20 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Deer District Studio Apt JC3 - One Block from Fiserv and Baird
Lobby

Deer District Studio Apt JC3 - One Block from Fiserv and Baird

10.0 out of 10, Exceptional, (1)
"Straightforward checking in/out process."
The price is HK$436
HK$999 total
includes taxes & fees
12 Oct - 13 Oct
Deer District Studio Apt JC3 - One Block from Fiserv and Baird
Rustic Riverside A-Frame Retreat: Secluded Charm.
Smart TV, fireplace

Rustic Riverside A-Frame Retreat: Secluded Charm.

10.0 out of 10, Exceptional, (21)
"A comfortable and clean classic A frame in a beautiful setting! "
Rustic Riverside A-Frame Retreat: Secluded Charm.
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Fridge, microwave, oven, stovetop

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (359)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (23)
"Loved it "
The price is HK$1,121
HK$3,083 total
includes taxes & fees
12 Oct - 13 Oct
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Marina

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

9.4 out of 10, Exceptional, (15)
"Great place to stay! Very nice boat and beautiful area. Host was very prompt in responding and easy to work with. "
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
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

Crowne Plaza Milwaukee South by IHG

Crowne Plaza Milwaukee South by IHG

10/10 Excellent
"Only thing wrong with it the tv didn't change channel that they took care to fixed in the tub shower faucet was leaking other than that the hotel was fine"
marlow 2-night trip
Posted 19 hours ago
Crowne Plaza Milwaukee South by IHG

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 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 bedrooms upstairs : This holiday home rental outside of Greendale offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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 Milwaukee County Zoo, 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.