Greendale Vacation Rentals

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Nov 9 - Nov 10
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Nov 10 - Nov 11
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Nov 21 - Nov 23

Vacation Rentals in Greendale

Exterior
Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.

Greendale
9.8 out of 10, Exceptional, (48)
"Excellent location, felt very safe and extremely clean. Had everything that was needed. Would definitely stay again!"
United States
Lisa H.
The price is ￥27,201
￥52,345 total
includes taxes & fees
Nov 10 - Nov 11
Historic home - walk to village center. Original features with modern updates.
Interior
Welcome To My Loft!

Welcome To My Loft!

Racine
10.0 out of 10, Exceptional, (14)
"Very peaceful and quaint location."
United States
Marc L.
The price is ￥9,972
￥16,996 total
includes taxes & fees
Nov 16 - Nov 17
Welcome To My Loft!
Interior
Modern Studio by Brady St & Milwaukee Lakefront

Modern Studio by Brady St & Milwaukee Lakefront

2.0 star property
Lower East Side
8.0 out of 10, Very Good, (2)
"Great location. This is the second time we stayed here and it’s wonderfully walkable. The sun room was nice to work in and the bathroom was huge! Great experience. "
United States
Daniel K.
The price is ￥5,347
￥20,379 total
includes taxes & fees
Nov 10 - Nov 11
Modern Studio by Brady St & Milwaukee Lakefront
Fridge, microwave, oven, stovetop
Downtown Luxury 2BR Penthouse Apt

Downtown Luxury 2BR Penthouse Apt

2.0 star property
Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"This penthouse unit is clean, comfortable and very cool - a delightful place to return to after enjoying all that Milwaukee has to offer. The skylight affords a unique view of the historic building across the street, especially at night. Very walkable to boutiques and restaurants in the Historic Third Ward. Beds were very comfortable. Host was responsive Be sure to stop in at Historic Milwaukee, Inc., located next door, for information on walking tours. We would definitely stay in this unit...
United States
Peggy B.
The price is ￥12,887
￥25,513 total
includes taxes & fees
Nov 11 - Nov 12
Downtown Luxury 2BR Penthouse Apt
Terrace/patio
3-bedroom vacation home just a short walk to Lake Michigan

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

Racine
9.2 out of 10, Wonderful, (31)
"Great stay by the snow covered beach great communication"
United States
jeff k.
The price is ￥18,641
￥38,572 total
includes taxes & fees
Nov 17 - Nov 18
3-bedroom vacation home just a short walk to Lake Michigan
Beach nearby
Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan

Shorewood
10.0 out of 10, Exceptional, (34)
"We had a great time. Perfect accommodation, nice neighborhood and property owner communication was great."
United States
Johanna R.
The price is ￥19,945
￥50,959 total
includes taxes & fees
Nov 10 - Nov 11
Charming home w/ fire pit, walk to Lake Michigan
Lobby
Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird

2.0 star property
Westown
10.0 out of 10, Exceptional, (1)
"such a cute studio! perfect amount of space for two and fell in love with the kitchen. Super clean and great vibes. "
United States
Emma H.
The price is ￥9,942
￥24,773 total
includes taxes & fees
Dec 10 - Dec 11
Deer District Studio Apt - One Block from Fiserv and Baird
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (34)
"This was a great place to stay and the entire process was incredibly easy! Great location, an awesome space, and would stay there again in a hearbeat!"
United States
Nathan P.
The price is ￥10,586
￥49,743 total
includes taxes & fees
Nov 12 - Nov 13
Eclectic, Stylish, and Cozy Milwaukee Unit!
Exterior
Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!

Racine
9.6 out of 10, Exceptional, (25)
"It was a beautiful place! Only reason I’d say 4 and not 5 stars is because we didn’t realize it was a basement. That being said though it was beautifully designed and you can tell they keep it updated! Lovely place, would go back for sure!!! "
United States
Leanna R.
The price is ￥19,331
￥37,614 total
includes taxes & fees
Nov 12 - Nov 13
Wisconsin Treehouse Getaway!
Premier Room, 1 King Bed | 2 bedrooms, iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

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
The price is ￥23,423
￥27,616 total
includes taxes & fees
Nov 16 - Nov 17
The Plaza Hotel
1 bedroom, desk, iron/ironing board
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Bay View
10.0 out of 10, Exceptional, (6)
"Nice place "
United States
John B.
The price is ￥11,660
￥31,163 total
includes taxes & fees
Dec 3 - Dec 4
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Fridge, microwave, oven, stovetop
Family Paradise 3 bedroom, Cozy Home + Game Room.

Family Paradise 3 bedroom, Cozy Home + Game Room.

2.0 star property
Brown Deer
10.0 out of 10, Exceptional, (1)
"The property was great and fit our family of five perfectly. The basement game room was a hit with the kids and the beds were comfortable. The location was in a good neighborhood and everything we needed was available. "
United States
Patrick G.
The price is ￥14,627
￥20,509 total
includes taxes & fees
Nov 17 - Nov 18
Family Paradise 3 bedroom, Cozy Home + Game Room.
Interior
Stylish Studio in Walkers Point

Stylish Studio in Walkers Point

2.0 star property
Fifth Ward
10.0 out of 10, Exceptional, (4)
"The Stylish Studio in Walker's Point is a great little spot in this up-and-coming Milwaukee neighborhood.Cleanliness very good; what prevents 5 stars is the couch was quite dirty under the cushions and against the wall. But not a big deal.Bathroom and kitchen were clean, well-appointed. Clean towels and dishes provided. Bed was firm and comfortable, plenty of pillows, which was appreciated.Location is great; close to the freeway and walking distance to the coffee shops on 2nd Street. Property...
United States
Matt C.
Stylish Studio in Walkers Point
Smart TV
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Upper East Side
10.0 out of 10, Exceptional, (2)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is ￥22,553
￥43,591 total
includes taxes & fees
Nov 10 - Nov 11
Rare East Side-2 min walk to UWM-Garage-Lake Mich
Microwave, oven, stovetop, dishwasher
Exclusive Brownstone Residence

Exclusive Brownstone Residence

2.0 star property
Halyard Park
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is ￥21,479
￥34,368 total
includes taxes & fees
Nov 22 - Nov 23
Exclusive Brownstone Residence
Interior
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Upper East Side
10.0 out of 10, Exceptional, (5)
"Charming uppper level duplex steps away from UW-Milwaukee. Plenty of room for our family of four. Off street parking was a treat. Note no dishwasher. "
United States
Karen T.
The price is ￥22,553
￥43,591 total
includes taxes & fees
Nov 10 - Nov 11
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Game room
Close to MU & Fiserv | Pool, Gym, W/D & Parking

Close to MU & Fiserv | Pool, Gym, W/D & Parking

Westown
9.8 out of 10, Exceptional, (6)
"Wonderful location, safe and clean area. Highly recommend!! Several restaurants walking proximity. The apartment was clean and extremely quiet. The lounge area was awesome with the pool table, games, etc. the onsite gym is also extremely nice. The hosts were prepared for us and extremely friendly!"
United States
Laura H.
Close to MU & Fiserv | Pool, Gym, W/D & Parking
Billiards
ROVE LIVING/KL - Malt House

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
The price is ￥8,186
￥24,365 total
includes taxes & fees
Nov 10 - Nov 11
ROVE LIVING/KL - Malt House
Exterior
Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa

Racine
10.0 out of 10, Exceptional, (11)
"7 friends celebrated a 50th birthday and we really enjoyed this property. The owner did a great job of communicating which made the check in and check process very easy. I would absolutely stay at this property again"
United States
Christopher D.
The price is ￥58,269
￥88,503 total
includes taxes & fees
Nov 18 - Nov 19
Lake Michigan Waterfront Designer Villa
Smart TV, fireplace, video games, foosball
MKE River 3-LVL Townhouse 3BR+1.5BA with Parking for 2 Vehicles

MKE River 3-LVL Townhouse 3BR+1.5BA with Parking for 2 Vehicles

Glendale
9.4 out of 10, Exceptional, (13)
"Very nice place on the river. Was able to grill out with the crew and beds were nice and comfortable. "
United States
Lukeus E.
The price is ￥15,351
￥60,288 total
includes taxes & fees
Nov 10 - Nov 11
MKE River 3-LVL Townhouse 3BR+1.5BA with Parking for 2 Vehicles
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

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Such a nice hotel "
Sara 1-night trip
Posted 21 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

Find out more about Greendale

Search for holiday rentals in Greendale on Expedia! You can easily find your home rentals, villas, holiday apartments in Greendale using one of the methods below:

  • View our selection of featured holiday rentals in Greendale
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Look no further and take a look at our great range of rental properties in Greendale!

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.