Greendale Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Greendale

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1150)
"We had a great stay at The plaza from start to finish. Will stay again!"
United States
Susan
$157 nightly
The price is $186
Nov 16 - Nov 17
Total with taxes and fees
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (116)
"It's always nice staying in a room in a building you could see yourself living in. Very nice condo and the room was great. Amazing location in Brewery District near Pabst Brewery. Would stay again!"
Canada
Trevor
$167 nightly
The price is $197
Nov 16 - Nov 17
Total with taxes and fees
Kasa Westown Milwaukee

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Our stay overall was good! The room was as photographed, but furniture was on the cheaper side. Since we were staying mainly for a place to sleep, we were happy with the mattress quality and the rooms comfortability. Aside from the apartment maybe not being fully vacuumed, the apartment felt clean. The theme of the building is fun and the gym is nice. The rec area’s games/tables are heavily worn but fun nonetheless. The best part of our stay was honestly the easiness of it all. My husband and I...
United States
Olivia
$139 nightly
The price is $164
Nov 16 - Nov 17
Total with taxes and fees
ROVE LIVING/KL - Malt House

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Caledonia
9.8 out of 10, Exceptional, (213)
"Was very impressed with everything, with so many great accommodations this place was so relaxing and fun! Would 10/10 recommend to any one looking for the perfect getaway!"
United States
Ashley H.
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

New Berlin
8.4 out of 10, Very Good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
$1,932 nightly
The price is $2,183
Nov 17 - Nov 18
Total with taxes and fees
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
7.6 out of 10, Good, (7)
"The lodging was just what I needed for my short stay. The only problem I experienced (which is a very important to me) was the in ability to control the heating. Its either on or off. When its off, it's going to get super cold and when its on, it will get super hot and uncomfortable. I had to open the window often to cool of. "
United States
Shemekia
ROVE LIVING/KB - Prospect

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Sussex
9.8 out of 10, Exceptional, (50)
"House was clean and spacious. Pool and extra amenities were great!"
United States
Demi A.
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Stunning Upscale Retreat - Steps From Everything

Lower East Side
9.8 out of 10, Exceptional, (31)
"This was perfect for us! A good amount of space, everything we needed to relax, and a wonderful location. Would definitely visit again. "
United States
Anna I.
$455 nightly
The price is $536
Nov 15 - Nov 16
Total with taxes and fees
Stunning Upscale Retreat - Steps From Everything

Rustic Riverside A-Frame Retreat: Secluded Charm.

Racine
9.8 out of 10, Exceptional, (24)
"Loved our stay! Place is super cute and well kept. Had everything you would need. Bed was a little soft for us but works. Cabin is close enough to see everything but far enough away to feel secluded. Loved being right off root river! Great place for kayaking. We caught a wide verity of fish just playing around off 1 lure the entire stay 😂. I would highly recommend this place! We will definitely be back! Thanks again!"
United States
Jamie T.
Rustic Riverside A-Frame Retreat: Secluded Charm.

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee
9.0 out of 10, Wonderful, (45)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
$280 nightly
The price is $330
Nov 14 - Nov 15
Total with taxes and fees
Downtown Eastside gem near Fiserv Forum Water St Brady St

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
$169 nightly
The price is $199
Nov 17 - Nov 18
Total with taxes and fees
Three bedrooms upstairs

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

River Hills
10.0 out of 10, Exceptional, (3)
"Easy to work with and beautiful home! "
United States
Evan C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

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

2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (18)
"The townhouse was the perfect fit for me and my family! We absolutely enjoyed the space and all the amenities. Tonga was a great host and was very responsive when I had any questions. I would definitely stay here again!"
United States
Janis H.
$360 nightly
The price is $425
Dec 1 - Dec 2
Total with taxes and fees
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

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

2.0 star property
Bay View
10.0 out of 10, Exceptional, (25)
"Loved it "
United States
Susan W.
$335 nightly
The price is $395
Nov 16 - Nov 17
Total with taxes and fees
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Step into this spacious-style home

2.0 star property
Milwaukee
10.0 out of 10, Exceptional, (1)
"The home is so nice and cozy.The host was respectful,kind,friendly,& patient I appreciated her the whole stay would definitely book again."
United States
Anonymous traveler
Step into this spacious-style home

Brady St Retreat! 4BR House w Patio & Fenced Yard

Lower East Side
6.0 out of 10, (1)
"Have rented numerous properties in MKE, have not stayed in this area of town before. Pros of rental -*Rental was clean *deck and backyard space a great amenity*dinning table large enough for our crew of 7*bathroom on main floor - large and spacious. *Great plumbing (this matters because no one wants to deal with the issues of the alternative when you have a larger group ).*plenty of towels in bathrooms*makeup remover wipes*comfortable beds/linen *britta pitcher for water Cons:*We had a group of...
United States
NONI K.
Brady St Retreat! 4BR House w Patio & Fenced Yard

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Bay View
9.6 out of 10, Exceptional, (8)
"Everything was amazing!! Exactly what I was looking for and hosts were GREAT and made everything so easy!!"
United States
Samantha C.
$396 nightly
The price is $467
Nov 20 - Nov 21
Total with taxes and fees
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Lower East Side
9.6 out of 10, Exceptional, (64)
"Clean, nice area, clise to restaurants and downtown"
United States
Nancy D.
$345 nightly
The price is $406
Nov 17 - Nov 18
Total with taxes and fees
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

2.0 star property
Westown
9.8 out of 10, Exceptional, (6)
"Very convenient for the concert. It was quite loud for sleeping. Lots of traffic noise. It was clean and comfortable. "
United States
Karla
$142 nightly
The price is $164
Nov 16 - Nov 17
Total with taxes and fees
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

MKE Mansion - Both Wings

Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Had a great time! Everyone was super comfortable and had plenty of room "
United States
Hannah D.
$1,485 nightly
The price is $1,674
Nov 17 - Nov 18
Total with taxes and fees
MKE Mansion - Both Wings
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

Find out more about Greendale

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 $164 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 close to popular local attractions in Greendale, or you can go with a more remote option if you want a relaxing place to stay. Greendale is known for its restaurants.

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

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This vacation home near Greendale offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Greendale?

Expedia has 5 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 Milwaukee County Zoo, 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.