Greendale Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Greendale holiday rentals

Smart TV, ping pong, printers

Holiday Home in Greendale

Historic home - walk to village center. Original features with modern updates.
9.8 out of 10, Exceptional, (49 reviews)
"Very clean and nice home.Would definitely recommend "
United States
Glenn T.
The price is HK$1,382
HK$2,660 total
includes taxes & fees
27 Jan - 28 Jan
Historic home - walk to village center. Original features with modern updates.
Interior

Apartment in Racine

Welcome To My Loft!
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay!"
United States
kathleen
The price is HK$507
HK$864 total
includes taxes & fees
28 Jan - 29 Jan
Welcome To My Loft!
Outdoor dining

Holiday Home in Racine

3-bedroom vacation home just a short walk to Lake Michigan
9.2 out of 10, Wonderful, (34 reviews)
"Great location near the beach, good kitchen, large fenced yard with lots of seating options, good communication with host"
United States
Donald N.
The price is HK$947
HK$1,960 total
includes taxes & fees
27 Jan - 28 Jan
3-bedroom vacation home just a short walk to Lake Michigan
Fridge, microwave, oven, stovetop

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is HK$538
HK$2,271 total
includes taxes & fees
9 Feb - 10 Feb
Remodeled Home - Steps from Brady Street!
Private kitchen

Apartment in Murray Hill

2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (12 reviews)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is HK$477
HK$1,206 total
includes taxes & fees
2 Feb - 3 Feb
2BR apt w/ laundry + parking
Interior

Apartment in Downtown Milwaukee

Eclectic, Stylish, and Cozy Milwaukee Unit!
9.6 out of 10, Exceptional, (40 reviews)
"Great place and location. "
United States
Michael R.
The price is HK$538
HK$2,528 total
includes taxes & fees
27 Jan - 28 Jan
Eclectic, Stylish, and Cozy Milwaukee Unit!
Exterior

Apartment in Racine

Wisconsin Treehouse Getaway!
9.6 out of 10, Exceptional, (27 reviews)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
The price is HK$982
HK$1,912 total
includes taxes & fees
27 Jan - 28 Jan
Wisconsin Treehouse Getaway!
Dining

Condo in Downtown Milwaukee

2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Really great home makes you feel really safe ,host was amazing always were quick to respond to questions, 10/10 yall book again "
United States
Halimo M.
The price is HK$858
HK$1,894 total
includes taxes & fees
10 Feb - 11 Feb
2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee
TV, books

Apartment in Downtown Milwaukee

Downtown Sleek 2BR Loft
10.0 out of 10, Exceptional, (1 review)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is HK$592
HK$1,359 total
includes taxes & fees
15 Feb - 16 Feb
Downtown Sleek 2BR Loft
Fridge, microwave, oven, stovetop

Apartment in Westown

Modern Studio Apt with Rooftop, Gym, and Parking
10.0 out of 10, Exceptional, (5 reviews)
"Great room "
United States
julio
The price is HK$532
HK$1,245 total
includes taxes & fees
8 Feb - 9 Feb
Modern Studio Apt with Rooftop, Gym, and Parking
TV

Apartment in Downtown Milwaukee

Tucked Away Off Brady - 4 Beds
9.0 out of 10, Wonderful, (19 reviews)
"The place was spotless when we arrived and it had everything we needed for a comfortable stay. It was in a great location with lots to do."
United States
Ben K.
The price is HK$382
HK$2,068 total
includes taxes & fees
27 Jan - 28 Jan
Tucked Away Off Brady - 4 Beds
Lobby

Apartment in Westown

Deer District Studio Apt - One Block from Fiserv and Baird
10.0 out of 10, Exceptional, (2 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is HK$532
HK$1,110 total
includes taxes & fees
2 Feb - 3 Feb
Deer District Studio Apt - One Block from Fiserv and Baird
TV

Holiday Home in Bay View

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
The price is HK$460
HK$1,433 total
includes taxes & fees
27 Jan - 28 Jan
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Dining

Holiday Home in Milwaukee

Quiet House
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is HK$421
HK$1,508 total
includes taxes & fees
27 Jan - 28 Jan
Quiet House
TV, fireplace

Holiday Home in Halyard Park

Exclusive Brownstone Residence
10.0 out of 10, Exceptional, (2 reviews)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is HK$1,228
HK$1,944 total
includes taxes & fees
27 Jan - 28 Jan
Exclusive Brownstone Residence
Dining

Holiday Home in Riverwest

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
The price is HK$877
HK$3,084 total
includes taxes & fees
3 Feb - 4 Feb
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Fridge, microwave, oven, stovetop

Villa in Fifth Ward

Historic Walker’s Point Home, Garage & Yard
10.0 out of 10, Exceptional, (1 review)
"Five stars all the way!"
United States
Rob K.
The price is HK$1,196
HK$2,338 total
includes taxes & fees
27 Jan - 28 Jan
Historic Walker’s Point Home, Garage & Yard
Iron/ironing board, free WiFi, bed sheets

Aparthotel in Downtown Milwaukee

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1,154 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is HK$1,202
HK$1,418 total
includes taxes & fees
8 Feb - 9 Feb
The Plaza Hotel
Exterior

Holiday Home in Upper East Side

Rare East Side-2 min walk to UWM-Garage-Lake Mich
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is HK$1,146
HK$2,215 total
includes taxes & fees
3 Feb - 4 Feb
Rare East Side-2 min walk to UWM-Garage-Lake Mich
Iron/ironing board, WiFi, bed sheets

Apartment in Lower East Side

Relaxing Stay Near DT | Near Lakefront & Culture
10.0 out of 10, Exceptional, (1 review)
"Host and cleaning staff were wellcoming."
United States
James T S.
The price is HK$288
HK$1,053 total
includes taxes & fees
27 Jan - 28 Jan
Relaxing Stay Near DT | Near Lakefront & Culture
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

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

10/10 Excellent
"Fun place to stay, walkable area."
Rebecca 2-night trip
Posted 2 days ago
The Brewhouse Inn & Suites

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
  • Use the map to find apartments and other holiday homes in the Greendale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greendale while they last

Look no further and take a look at our great range of rental properties in Greendale!

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?

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers: This holiday home rental outside of Greendale offers a fireplace, a selection of games 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.

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 Crystal Ridge, 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.