Greendale Holiday Rentals

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Holiday Rentals in Greendale

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1108)
"Beautiful renovated hotel in quiet neighborhood. Will stay again. "
The price is AU$327
includes taxes & fees
18 Aug - 19 Aug
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (87)
"Great place to stay! "
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (8)
"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"
The price is AU$305
includes taxes & fees
30 July - 31 July
KLVG - Malt House

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

9.8 out of 10, Exceptional, (207)
"Great place to stay! "
The price is AU$1,554
includes taxes & fees
27 July - 28 July
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

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

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very good, (42)
"Very clean and cozy!"
The price is AU$298
includes taxes & fees
30 July - 31 July
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

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

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

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

The price is AU$413
includes taxes & fees
6 Aug - 7 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

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

9.2 out of 10, Wonderful, (11)
"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 AU$341
includes taxes & fees
4 Aug - 5 Aug
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (47)
"We enjoyed our time there with the family very much! We wish the hot tub had been in place before our stay... the weather was nice enough. Seating around the pool would have been appreciated. All in all, a very nice place!!"
The price is AU$3,009
includes taxes & fees
27 July - 28 July
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is AU$815
includes taxes & fees
3 Aug - 4 Aug
Stunning Upscale Retreat - Steps From Everything

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (33)
"Great location and super comfortable "
The price is AU$509
includes taxes & fees
3 Aug - 4 Aug
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$379
includes taxes & fees
4 Aug - 5 Aug
Quiet House

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

2.0 star property
9.8 out of 10, Exceptional, (12)
"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 AU$834
includes taxes & fees
18 Aug - 19 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

3-bedroom vacation home just a short walk to Lake Michigan

9.2 out of 10, Wonderful, (25)
"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "
The price is AU$410
includes taxes & fees
11 Aug - 12 Aug
3-bedroom vacation home just a short walk to Lake Michigan

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 AU$173
includes taxes & fees
4 Aug - 5 Aug
Washington Heights, Private basement room!

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

2.0 star property
10.0 out of 10, Exceptional, (14)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is AU$606
includes taxes & fees
4 Aug - 5 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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

9.6 out of 10, Exceptional, (116)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Three bedrooms upstairs

9.6 out of 10, Exceptional, (66)
"Style is amazing I liked it, good place."
The price is AU$403
includes taxes & fees
27 July - 28 July
Three bedrooms upstairs
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.
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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?

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This holiday home rental outside of Greendale is located next to a golf course, and has a fireplace, a balcony 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.