Greendale Holiday Rentals

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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 NZ$560
includes taxes & fees
24 Feb - 25 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 NZ$407
includes taxes & fees
23 Feb - 24 Feb
3-bedroom vacation home just a short walk to Lake Michigan

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is NZ$892
includes taxes & fees
17 Feb - 18 Feb
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

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 NZ$405
includes taxes & fees
18 Feb - 19 Feb
Wisconsin Treehouse Getaway!

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (26 reviews)
"Had a very nice stay. The house was great, and the kids especially loved the game room. "
United States
Martin S.
The price is NZ$924
includes taxes & fees
14 Feb - 15 Feb
Luxury Historic Home - Stellar Location

King Bed - Near Froedtert - FAST WiFi

King Bed - Near Froedtert - FAST WiFi
Wauwatosa
10.0 out of 10, Exceptional, (17 reviews)
"Clean and nice location. "
United States
Jim D.
The price is NZ$453
includes taxes & fees
14 Feb - 15 Feb
King Bed - Near Froedtert - FAST WiFi

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, (35 reviews)
"Property was in excellent shape. Great location. Owner was an excellent communicator. Really nice day."
United States
Steve K.
The price is NZ$543
includes taxes & fees
19 Feb - 20 Feb
Charming home w/ fire pit, walk to Lake Michigan

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (79 reviews)
"Cozy place with an awesome kitchen!"
United States
Lilly I.
The price is NZ$389
includes taxes & fees
16 Feb - 17 Feb
Three bedrooms upstairs

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is NZ$324
includes taxes & fees
12 Mar - 13 Mar
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.2 out of 10, Wonderful, (16 reviews)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is NZ$370
includes taxes & fees
1 Mar - 2 Mar
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is NZ$320
includes taxes & fees
16 Feb - 17 Feb
Quiet House

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (27 reviews)
"We were overall very impressed "
United States
Ethan N.
The price is NZ$725
includes taxes & fees
16 Feb - 17 Feb
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Mike G.
The price is NZ$874
includes taxes & fees
22 Feb - 23 Feb
Style and Luxury - Unbeatable Location

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (23 reviews)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is NZ$715
includes taxes & fees
15 Feb - 16 Feb
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

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 NZ$436
includes taxes & fees
17 Feb - 18 Feb
Tucked Away Off Brady - 4 Beds

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (27 reviews)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is NZ$546
includes taxes & fees
15 Feb - 16 Feb
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is NZ$252
includes taxes & fees
8 Mar - 9 Mar
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

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.
The price is NZ$251
includes taxes & fees
4 Mar - 5 Mar
2BR apt w/ laundry + parking

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is NZ$876
includes taxes & fees
15 Feb - 16 Feb
Stunning Upscale Retreat - Steps From Everything

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 NZ$441
includes taxes & fees
16 Feb - 17 Feb
Remodeled Home - Steps from Brady Street!
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, 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 NZ$281 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?

Wooded Hills/Indoor Pool/Hot Tub/Arcade: This holiday home rental outside of Greendale offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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.