Greendale Holiday Rentals

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Holiday Rentals in Greendale

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1138)
"Loved this hotel! Clean friendly and cute!!"
The price is NZ$323
includes taxes & fees
23 Oct - 24 Oct
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (103)
"Very nice apartment and right down town location is perfect!"
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, (212)
"Great place to stay! "
The price is NZ$1,227
includes taxes & fees
1 Oct - 2 Oct
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (45)
"It was a very nice house, it was very clean and comfortably fit the 7 people we had with us."
The price is NZ$337
includes taxes & fees
30 Sept - 1 Oct
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

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

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 NZ$3,352
includes taxes & fees
9 Oct - 10 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is NZ$403
includes taxes & fees
30 Sept - 1 Oct
Three bedrooms upstairs

Marina Life II - 28 Carver @ Reef Point Marina

9.6 out of 10, Exceptional, (48)
"We enjoyed the two nights on the boat. The marina was very nice. The Reef Point restaurant was just a few steps away from the boat. Food was very good and the poolWas very nice. Patrick was always quick to answer any questions we might have had. Thanks Joey and Leslie "
Marina Life II - 28 Carver @ Reef Point Marina

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

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 NZ$335
includes taxes & fees
30 Sept - 1 Oct
Quiet House

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (43)
"Great location and super comfortable "
The price is NZ$580
includes taxes & fees
30 Sept - 1 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (7)
Cozy 2 Bedroom Downtown Milwaukee Apartment

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

9.6 out of 10, Exceptional, (121)
"House was stocked with needed supplies, beautiful lake, check in and out was simple!"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

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

9.6 out of 10, Exceptional, (247)
"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

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
The price is NZ$917
includes taxes & fees
30 Sept - 1 Oct
Stunning Upscale Retreat - Steps From Everything

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

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is NZ$487
includes taxes & fees
12 Oct - 13 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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

9.8 out of 10, Exceptional, (357)
"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

2.0 star property
10.0 out of 10, Exceptional, (22)
"Perfect place for my friends and I to stay to attend summerfest! Very clean and great neighborhood!"
The price is NZ$686
includes taxes & fees
30 Sept - 1 Oct
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
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

Find out more about Greendale

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, 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 NZ$323 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. 

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?

Newly Remodeled Home!! Five minutes from Downtown Milwaukee: This holiday home rental outside of Greendale offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.