Greendale Vacation Rentals

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Vacation Rentals in Greendale

The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (988)
"Great room and location!"
The price is CA $218
CA $258 total
includes taxes & fees
Jul 1 - Jul 2
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (182)
"Our family had a lot of fun! We stayed four nights and three full days to enjoy all the things the property had to offer. :)"
The price is CA $729
CA $1,285 total
includes taxes & fees
Jun 30 - Jul 1
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
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Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (45)
"Stay was good but had some plumbing issues. Had to plunge toilet twice, when it really wasn't necessary; sink in bathroom had draining problems too. Other than that, property was good. "
The price is CA $165
CA $249 total
includes taxes & fees
Jun 20 - Jun 21
Kasa Westown Milwaukee
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (301)
"We came to visit friends and go to six flags.Perfect distance to all attractions plenty to do with entire family. Great fishing and quality family time."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (57)
"We absolutely loved the house; the fireplaces, the little nooks & crannies, the woodwork, the pocket doors. It was fun enough just walking around and experiencing such a great space. The bedrooms were all super spacious and the beds comfortable. Not to mention the kitchen and rec room basement which were super functional. This house was the perfect place to hang with some friends and we made a lot of memories in the house. The neighborhood is also beautiful and you’re just a quick walk from Lake...
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (36)
"Sandy was so sweet, we enjoyed staying with her. Her cats were also a joy! The space is very comfortable, and the garden is lovely to have dinner in, but the space isn't completely separate. Everywhere you look, there is another beautiful mural or artwork that Sandy has created!"
The price is CA $75
CA $147 total
includes taxes & fees
Jun 23 - Jun 24
Unique and Charming Private Quarters
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (8)
"This property truly had it all! During our stay we played both indoor and outdoor games, used the fire-pit with the wood provided, and even grilled outside! It was the perfect Vrbo to celebrate a family members graduation. Also, the host was very accommodating during our staycation, allowing us to set-up the graduation decorations prior to the check-in time. We will certainly try to rent this property again in the future! Highly recommend to anyone visiting the Milwaukee area!"
The price is CA $177
CA $561 total
includes taxes & fees
Jun 24 - Jun 25
10min to DT + Fire Pit + Home Gym + Shuffleboard
Eclectic, Stylish, and Cozy Milwaukee Unit!
9.0 out of 10, Wonderful, (6)
"Beautiful, Spacious, Plenty of place to relax and hang out."
The price is CA $435
CA $768 total
includes taxes & fees
Jul 10 - Jul 11
Eclectic, Stylish, and Cozy Milwaukee Unit!
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (221)
"The property is as advertised and was what we expected. Our stay was a little wonky, as we arrived right after there had been a significant roof drain issue that caused what appeared to be pretty serious water damage to ceilings and walls in a couple of rooms. The owners Joan and Steve clearly had been working frantically to get things habitable for our stay. They made us feel very welcome and things in the house worked fine, but in hindsight I wonder whether the delay to remediation caused by...
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, (9)
"Our group consisted of two couples in their early 50s - we were in town for a Lakefront Brewery tour and some time in the Third Ward. The place was a great location for being near the brewery and a few other places to grab a cocktail. The Uber ride to the Third Ward from the place was less than 10 minutes, which was convenient. The neighborhood was pretty quiet, and we walked to a coffee shop and a small farmers market on Sunday morning. It was a very nice place, parking was not an issue, and...
The price is CA $130
CA $351 total
includes taxes & fees
Jun 26 - Jun 27
Urban Oasis minutes to Fiserv, Summerfest & more
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
8.8 out of 10, Excellent, (8)
"We had a wonderful time during our stay here. Our group had 25 people and everyone had a place to sleep that was not on the floor. Barbara was very responsive and answered all of our questions. Highly recommend staying here!"
The price is CA $583
CA $1,153 total
includes taxes & fees
Jun 24 - Jun 25
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The location was perfect and comfortable for 6 adults."
The price is CA $307
CA $785 total
includes taxes & fees
Jun 21 - Jun 22
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (16)
"Centrally located in a quiet neighborhood, this is a great place to stay while visiting Milwaukee. Clean and well-stocked, it provided everything we needed. We were greeted by our host and made to feel very welcome. Communication was great and thorough, including a sheet listing area restaurants and attractions. Would love to stay here again!"
The price is CA $123
CA $226 total
includes taxes & fees
Jul 2 - Jul 3
15 minutes to anywhere in and around Milwaukee.
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, (49)
"Great spot! Walked over to Lakeshore Brewing and then easy walk downtown for dinner and to show. We are all slim folks, the beds are small for 2 adults, but not an issue for our sizes. Nice quiet place."
The price is CA $232
CA $550 total
includes taxes & fees
Jul 2 - Jul 3
Stunning/River View Brady St Home! Loaded w Extras
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (26)
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
Cozy 5-Bedroom Home in Milwaukee
10.0 out of 10, Exceptional, (1)
"Very clean. Very spacious. Great location. Only issue only one bathroom. If you’re okay with that it’s a perfect place. A lot of space and many food options in walking distance close to the airport."
The price is CA $254
CA $522 total
includes taxes & fees
Jun 30 - Jul 1
Cozy 5-Bedroom Home in Milwaukee
Spacious Walkers Point Gem in Central Milwaukee
10.0 out of 10, Exceptional, (3)
"Stylishly decorated, great space for a big group."
Spacious Walkers Point Gem in Central Milwaukee
Nice three 3 bedroom unit with free parking and wi-fi
7.2 out of 10, Good, (12)
"The place was clean but old. Not enough dishes, toilet paper, no paper towels. There was wash cloths and towels but they were put up very high we didn’t find them until it was time to leave but over all it was a great place to lay our heads and we thank the owner My recommendation is to paint and update unit to look bright and sleek and to get a toilet for tall people. My mom had a hard time sitting on the low toilet so did I. Overall it served it’s purpose"
The price is CA $206
CA $278 total
includes taxes & fees
Jun 30 - Jul 1
Nice three 3 bedroom unit with free parking and wi-fi
MKE Mansion - Both Wings
9.8 out of 10, Exceptional, (6)
"Amazing location! Incredible house! Fantastichost!"
The price is CA $1,371
CA $1,371 total
includes taxes & fees
Jul 7 - Jul 8
MKE Mansion - Both Wings
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See all available properties in Greendale
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.

Greendale Vacation Rental Travel Info

Number of vacation rentals
27
Popular accommodation
Greendale private vacation homes
Known landmarks
Harley-Davidson Museum, Milwaukee County Zoo and Milwaukee Art Museum
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Greendale you may be interested in

The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1347)
"Very grand, pleasant experience "
The price is CA $230
CA $271 total
includes taxes & fees
Jun 24 - Jun 25
The Pfister Hotel
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1725)
"LOVE this hotel. Probably my favorite in the city. Everything was great. Will for sure be back"
The price is CA $230
CA $271 total
includes taxes & fees
Jul 1 - Jul 2
Saint Kate - The Arts Hotel
Hyatt Regency Milwaukee
4.0 star property
8.2 out of 10, Very good, (1169)
"Older hotel. No great food options "
The price is CA $127
CA $150 total
includes taxes & fees
Jul 2 - Jul 3
Hyatt Regency Milwaukee
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.

Everything you need to know about Greendale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greendale vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greendale vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greendale vacation rentals we have selected for you start as low as CA $75 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 vacation 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 vacation.

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 vacation rentals in Greendale?

Yes, there are vacation rentals in Greendale close to Reiman Publications Visitor Center, or you can go with a more remote option if you'd like a relaxing place to stay. Greendale is known for its restaurants.

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

Step right up, step right up! Welcome to the grand, the unique, the unparalleled: This vacation home rental near Greendale is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

How many vacation rentals will I find in Greendale?

Expedia has 4 vacation rentals for your stay in Greendale.

What’s there to see and do in Greendale?

While exploring the area, visit family-friendly sights like Reiman Publications Visitor Center, or get outside and enjoy nature at Boerner Botanical Gardens. In the larger area, you’ll find Rock Snow Park and The Rock Sports Complex.

What’s a vacation rental in Greendale like?

Vacation rentals are private properties where you can stay for several days or longer in Greendale. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.

Recent reviews of Greendale properties
Expedia verified reviews