Holiday Rentals in Greendale

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Our top choices for Greendale holiday rentals

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, (49 reviews)
"Very clean and nice home.Would definitely recommend "
United States
Glenn T.
The price is €288
includes taxes & fees
4 Feb - 5 Feb
Historic home - walk to village center. Original features with modern updates.

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, (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 €214
includes taxes & fees
4 Feb - 5 Feb
3-bedroom vacation home just a short walk to Lake Michigan

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (28 reviews)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
The price is €212
includes taxes & fees
4 Feb - 5 Feb
Wisconsin Treehouse Getaway!

2BR apt w/ laundry + parking

2BR apt w/ laundry + parking
Murray Hill
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.
2BR apt w/ laundry + parking

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is €228
includes taxes & fees
4 Feb - 5 Feb
Remodeled Home - Steps from Brady Street!

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!"
United States
Nuala J.
The price is €220
includes taxes & fees
4 Feb - 5 Feb
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
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 €153
includes taxes & fees
1 Mar - 2 Mar
The Plaza Hotel

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
Deer District Studio Apt - One Block from Fiserv and Baird

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 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is €244
includes taxes & fees
4 Feb - 5 Feb
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (40 reviews)
"Great place and location. "
United States
Michael R.
The price is €280
includes taxes & fees
4 Feb - 5 Feb
Eclectic, Stylish, and Cozy Milwaukee Unit!

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 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is €244
includes taxes & fees
4 Feb - 5 Feb
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Downtown Modern 2BR Loft Apartment | Sleeps 8-9
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Loved this loft! Great location. Clean and comfortable. We will definitely stay here again. "
United States
Sandy H.
The price is €302
includes taxes & fees
6 Mar - 7 Mar
Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym

Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym
Westown
8.6 out of 10, Excellent, (8 reviews)
"Our host was great with communication and we enjoyed the stay at this unique property and appreciated the history behind the building and how it has been preserved in a modern industrial style! "
United States
Maria Doxtator
Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (3 reviews)
"Host was amazing and answered all questions. Location is great and walking distance to the night life. "
United States
Jacob D.
The price is €132
includes taxes & fees
4 Feb - 5 Feb
Modern Studio Apt with Rooftop, Gym, and Parking

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
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 €227
includes taxes & fees
10 Feb - 11 Feb
Tucked Away Off Brady - 4 Beds

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Riverwest
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 €329
includes taxes & fees
10 Feb - 11 Feb
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

Stylish Apt in Walker's Point

Stylish Apt in Walker's Point
Walker's Point
10.0 out of 10, Exceptional, (4 reviews)
"I loved my stay here! the location is in a good area near downtown milwaukee with lots of food near by! My stay here was great and the host was very responsive and helpful and provided lots of information. Very cute and aesthetic decor, felt very homey! "
United States
Anthony R.
Stylish Apt in Walker's Point

Exclusive Brownstone Residence

Exclusive Brownstone Residence
Halyard Park
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 €214
includes taxes & fees
4 Feb - 5 Feb
Exclusive Brownstone Residence

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is €167
includes taxes & fees
4 Feb - 5 Feb
Quiet House

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
10.0 out of 10, Exceptional, (2 reviews)
"Great location to where I needed to be. Just blocks from everything!"
United States
Pamela P.
Westown Studio Apt Near Fiserv, Baird, and Theater District
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

Find out more about Greendale

Everything you need to know about Greendale holiday rentals

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

Greendale holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greendale holiday rentals we have selected for you start as low as €153 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 holiday 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 holiday.

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 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.