Greendale Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Greendale

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1117)
"Excellent location. "
The price is NZ$326
includes taxes & fees
18 Aug - 19 Aug
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (92)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

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

9.8 out of 10, Exceptional, (209)
"Great place to stay! "
The price is NZ$1,518
includes taxes & fees
1 Sept - 2 Sept
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

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

9.0 out of 10, Wonderful, (2)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

Marina Life II - 28 Carver @ Reef Point Marina

9.6 out of 10, Exceptional, (44)
"This is a super fun place to stay! The marina has excellent amenities and the boat was clean and well appointed."
The price is NZ$406
includes taxes & fees
25 Aug - 26 Aug
Marina Life II - 28 Carver @ Reef Point Marina

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

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"Very clean and cozy!"
The price is NZ$327
includes taxes & fees
14 Aug - 15 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

2.0 out of 10, (1)
"The doorbell was ripped off and there's a realtor's lock on the doorknob. The house was double booked and people that had it booked for Friday & Saturday were already there - I had it booked for Saturday night only. I was charged for the full amount & then got a partial refund, and the owner booked me for the following 2 nights after I had already driven home! After a call to VRBO, I did get a full refund and the other reservations were unauthorized and canceled. Be aware!"
The price is NZ$410
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (47)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is NZ$356
includes taxes & fees
4 Sept - 5 Sept
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (38)
"Great location and super comfortable "
The price is NZ$554
includes taxes & fees
14 Aug - 15 Aug
Downtown Eastside gem near Fiserv Forum Water St Brady St

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is NZ$889
includes taxes & fees
17 Aug - 18 Aug
Stunning Upscale Retreat - Steps From Everything

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (98)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

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

9.6 out of 10, Exceptional, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

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

9.2 out of 10, Wonderful, (12)
"The boat was super clean, the bed was comfy, the host was communicative, and all the instructions were clear. We enjoyed the onsite hot tub and restaurant, and there’s plenty to do within walking distance as well."
The price is NZ$372
includes taxes & fees
17 Aug - 18 Aug
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (119)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Washington Heights, Private basement room!

2.0 out of 10, (1)
"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."
The price is NZ$188
includes taxes & fees
26 Aug - 27 Aug
Washington Heights, Private basement room!

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is NZ$827
includes taxes & fees
9 Sept - 10 Sept
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Peaceful and centrally-located place.

The price is NZ$381
includes taxes & fees
26 Aug - 27 Aug
Peaceful and centrally-located place.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greendale Hotel Reviews

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?

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool: This holiday home rental outside of Greendale is located on the beach, and has an outdoor pool, a fireplace 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. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.