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, (52 reviews)
"Very clean and nice home.Would definitely recommend "
United States
Glenn T.
The price is NZ$571
includes taxes & fees
24 May - 25 May
Historic home - walk to village center. Original features with modern updates.

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Racine
9.4 out of 10, Exceptional, (15 reviews)
"A great adventure at the boat, a great hot tub, and a very clean pool, a wonderful location, very great view."
United States
Bogdan S.
The price is NZ$375
includes taxes & fees
25 May - 26 May
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (30 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
The price is NZ$429
includes taxes & fees
25 May - 26 May
Irish Mist V @ Reefpoint Marina

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, (35 reviews)
"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "
United States
Beth S.
The price is NZ$402
includes taxes & fees
28 May - 29 May
3-bedroom vacation home just a short walk to Lake Michigan

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is NZ$419
includes taxes & fees
26 May - 27 May
Wisconsin Treehouse Getaway!

Marina Life II - 28 Carver @ Reef Point Marina

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.6 out of 10, Exceptional, (48 reviews)
"Fantastic boat stay. This is the second time we’ve stayed with Patrick and it’s been our favorite so far. Boat is immaculate and roomy for two. We really love the location as there’s always something going on at the marina or downtown. Within walking distance to whatever you need. It’s also very reasonable to stay here versus a hotel. One of our favorite places!!! "
United States
Jason D.
The price is NZ$407
includes taxes & fees
25 May - 26 May
Marina Life II - 28 Carver @ Reef Point Marina

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
The price is NZ$453
includes taxes & fees
25 May - 26 May
Remodeled Home - Steps from Brady Street!

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is NZ$367
includes taxes & fees
25 May - 26 May
Three bedrooms upstairs

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (10 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is NZ$639
includes taxes & fees
2 June - 3 June
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Serene 4-bedroom house with brook and forest in charming Racine

Serene 4-bedroom house with brook and forest in charming Racine
Racine
The price is NZ$850
includes taxes & fees
26 May - 27 May
Serene 4-bedroom house with brook and forest in charming Racine

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is NZ$854
includes taxes & fees
26 May - 27 May
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!
Wauwatosa
7.4 out of 10, Good, (11 reviews)
"Appreciated pet friendly. "
United States
Jane L.
The price is NZ$394
includes taxes & fees
1 June - 2 June
Tosa's Cozy Corner - Pet & Family Friendly, Walkable, Near Downtown Tosa & MKE!

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, (7 reviews)
"Great place to stay, close to everything "
United States
David S.
The price is NZ$327
includes taxes & fees
21 June - 22 June
Deer District Studio Apt - One Block from Fiserv and Baird

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.2 out of 10, Wonderful, (23 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is NZ$453
includes taxes & fees
27 May - 28 May
Tucked Away Off Brady - 4 Beds

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, (6 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is NZ$508
includes taxes & fees
26 May - 27 May
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

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, (3 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is NZ$508
includes taxes & fees
26 May - 27 May
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Milwaukee Riverside Retreat w/ Hot Tub + Game Room

Milwaukee Riverside Retreat w/ Hot Tub + Game Room
Glendale
9.0 out of 10, Wonderful, (7 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is NZ$920
includes taxes & fees
2 June - 3 June
Milwaukee Riverside Retreat w/ Hot Tub + Game Room

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
9.4 out of 10, Exceptional, (20 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$543
includes taxes & fees
27 May - 28 May
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
9.8 out of 10, Exceptional, (16 reviews)
"The host was very nice and attentive."
United States
Eric C.
The price is NZ$1,210
includes taxes & fees
2 June - 3 June
Lake Michigan Waterfront Designer Villa

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.0 out of 10, Very good, (1 review)
"It was good! Until 6:30 AM having extremely loud "Kettle Moraine Heating and Air Conditioning" contractors down the hall. I just picked the wrong day."
United States
Jason K.
The price is NZ$294
includes taxes & fees
24 May - 25 May
Kegel`s Inn - Studio - Classic Apartment #3
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$327 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?

Quiet House: This holiday home rental outside of Greendale offers a fireplace, a selection of games and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Milwaukee County Zoo, 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.