Greendale Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Greendale

The Plaza Hotel
Classic Room, 2 Queen Beds | Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (986)
"The diner has good food and better vibes"
The price is $159
$188 total
includes taxes & fees
Jun 9 - Jun 10
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (181)
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is $531
$937 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!!
Fridge, microwave, oven, stovetop
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!!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Kasa Westown Milwaukee
Fireplace
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 $149
$216 total
includes taxes & fees
Jun 10 - Jun 11
Kasa Westown Milwaukee
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (55)
"Our Family (Grand Parents, Parents, and Adult Children, (82-26 years old) stayed here for a weekend to attend a Cousin's wedding at the nearby Hubbard Lodge. It was a perfect location and gathering place. We loved the home and there was plenty of sleeping space, enough bathrooms, and a great kitchen! I would highly reccommend for a group."
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Pool
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (300)
"Had a wonderful time, couldn’t ask for a better location and host. Will recommend to all my friends! Thanks again Grant!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Unique and Charming Private Quarters
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (35)
"This home far exceeded my expectations. Not only was it comfortable, it is beautifully furnished. it was also a very relaxing place to stay and Sandra could not have been a better hostess."
The price is $55
$107 total
includes taxes & fees
Jun 11 - Jun 12
Unique and Charming Private Quarters
10min to DT + Fire Pit + Home Gym + Shuffleboard
Bathtub, hair dryer, towels
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (7)
"We were in MKE for an extended family gathering and this home was perfect for our party of six. Clean, well maintained, with everything we needed to feel comfortable. Good communication with hosts. We will stay here again when visiting the area. Highly recommend."
The price is $150
$462 total
includes taxes & fees
Jun 6 - Jun 7
10min to DT + Fire Pit + Home Gym + Shuffleboard
Eclectic, Stylish, and Cozy Milwaukee Unit!
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (4)
"Fantastic location for night life. Spacious home for our family"
The price is $190
$417 total
includes taxes & fees
Jun 10 - Jun 11
Eclectic, Stylish, and Cozy Milwaukee Unit!
Urban Oasis minutes to Fiserv, Summerfest & more
Fitness facility
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 $80
$235 total
includes taxes & fees
Jun 6 - Jun 7
Urban Oasis minutes to Fiserv, Summerfest & more
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (220)
"I have ALWAYS wanted to stay in a Frank Lloyd Wright house! What a gorgeous home! Joan was very accommodating. We were there for a family wedding. Close to airport, close to downtown. Loved it."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Booth Upper · Amazing view, Modern Space
Exterior
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
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Private kitchen | Fridge, microwave, oven, stovetop
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 $200
$502 total
includes taxes & fees
Jun 6 - Jun 7
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
15 minutes to anywhere in and around Milwaukee.
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (15)
"The hosts were very friendly and welcoming. Cozy basement apartment and a very comfy bed. Backyard even has a nice country feel to it. I would definitely stay here again."
The price is $90
$165 total
includes taxes & fees
Jun 6 - Jun 7
15 minutes to anywhere in and around Milwaukee.
Cozy 5-Bedroom Home in Milwaukee
Smart TV
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 $185
$381 total
includes taxes & fees
Jun 30 - Jul 1
Cozy 5-Bedroom Home in Milwaukee
Stunning/River View Brady St Home! Loaded w Extras
Fridge, microwave, oven, stovetop
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, (48)
"This house worked well for our family for a weekend stay."
The price is $169
$403 total
includes taxes & fees
Jun 10 - Jun 11
Stunning/River View Brady St Home! Loaded w Extras
Nice three 3 bedroom unit with free parking and wi-fi
Fridge, microwave, oven, stovetop
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 $150
$203 total
includes taxes & fees
Jun 30 - Jul 1
Nice three 3 bedroom unit with free parking and wi-fi
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Property grounds
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
9.8 out of 10, Exceptional, (15)
"Nice area. House did what it needed to"
The price is $150
$395 total
includes taxes & fees
Jun 6 - Jun 7
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
MKE Mansion - Both Wings
Exterior
MKE Mansion - Both Wings
9.6 out of 10, Exceptional, (5)
"The spot worked out great for our large group. Everyone had a comfortable spot to sleep. Communication with host was great and the location couldn’t be better."
The price is $999
$1,141 total
includes taxes & fees
Jun 9 - Jun 10
MKE Mansion - Both Wings
Spacious Walkers Point Gem in Central Milwaukee
Fridge, microwave, oven, stovetop
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
Don't see what you're looking for?
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

Saint Kate - The Arts Hotel
Premium bedding, down comforters, in-room safe, blackout drapes
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1704)
"Great hotel with a boutique feel."
The price is $168
$200 total
includes taxes & fees
Jul 1 - Jul 2
Saint Kate - The Arts Hotel
The Pfister Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1335)
"I love the Pfister, mostly because it's so well-made, the walls are so thick, that you never hear the guests in the next room."
The price is $177
$212 total
includes taxes & fees
Jun 23 - Jun 24
The Pfister Hotel
Hilton Milwaukee City Center
Lobby
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very Good, (1016)
"Trip went smooth and hotel did not cause me any problems. Very clean and great pricing. 5 stars "
The price is $110
$132 total
includes taxes & fees
Jul 1 - Jul 2
Hilton Milwaukee City Center
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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Greendale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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

The Pfister Hotel

The Pfister Hotel

5/5 Excellent
"I love the Pfister, mostly because it's so well-made, the walls are so thick, that you never hear the guests in the next room."
A verified traveler from Madison stayed at The Pfister Hotel
Posted 17 hours ago
The Pfister Hotel