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Greendale Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Greendale holiday rentals

Smart TV, ping pong, printers

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, (53 reviews)
" Very comfortable, had everything we needed, convenient, and pet friendly. A great Greendale Original."
United States
Thomas S. A.
Historic home - walk to village center. Original features with modern updates.
Fridge, microwave, oven, stovetop

Historic house on tree lined red brick street of historic homes.

Historic house on tree lined red brick street of historic homes.
Racine
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful location and plenty of room for our group for the weekend!"
United States
DaTablegaming G.
Historic house on tree lined red brick street of historic homes.
Smart TV, fireplace

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 HK$4,701
HK$6,531 total
includes taxes & fees
5 Jul - 6 Jul
Lake Michigan Waterfront Designer Villa
Interior

6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
The price is HK$909
HK$3,769 total
includes taxes & fees
30 Jun - 1 Jul
6 Mi to Summerfest Park: Home w/ Game Room!
Casino

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, (4 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Interior

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 HK$1,058
HK$1,984 total
includes taxes & fees
14 Jun - 15 Jun
Irish Mist V @ Reefpoint Marina
Interior

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 HK$2,285
HK$4,958 total
includes taxes & fees
14 Jun - 15 Jun
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Outdoor dining

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
Milwaukee
The price is HK$3,054
HK$6,927 total
includes taxes & fees
14 Jun - 15 Jun
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
Dining

𖤓GrandVictorian 5000sqft Sale Sleeps23 ArcadeGameFloor BBQ𖤓

𖤓GrandVictorian 5000sqft Sale Sleeps23 ArcadeGameFloor BBQ𖤓
Brewers Hill
9.8 out of 10, Exceptional, (11 reviews)
"Great stay."
United States
David M.
The price is HK$3,910
HK$8,378 total
includes taxes & fees
17 Jun - 18 Jun
𖤓GrandVictorian 5000sqft Sale Sleeps23 ArcadeGameFloor BBQ𖤓
Hair dryer, towels, soap, shampoo

Large Milwaukee Home w. Hot tub/Courtyard/Arcade

Large Milwaukee Home w. Hot tub/Courtyard/Arcade
Riverwest
Large Milwaukee Home w. Hot tub/Courtyard/Arcade
Dining

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
10.0 out of 10, Exceptional, (6 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
The price is HK$4,344
HK$8,204 total
includes taxes & fees
16 Jun - 17 Jun
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Fridge, microwave, oven, stovetop

3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful property! We had a great stay!"
United States
VJ P.
The price is HK$1,285
HK$3,483 total
includes taxes & fees
6 Jul - 7 Jul
3-bedroom bungalow with WiFi vibrant Milwaukee
Outdoor dining

Downtown home w/ rooftop patio - walk everywhere!

Downtown home w/ rooftop patio - walk everywhere!
Lower East Side
9.6 out of 10, Exceptional, (8 reviews)
"We stayed here for one night for a friends birthday party! It was very clean and a great location to Brady St. Would recommend and stay here again. "
United States
RACHEL L.
Downtown home w/ rooftop patio - walk everywhere!
Living area

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 HK$2,482
HK$4,747 total
includes taxes & fees
16 Jun - 17 Jun
Serene 4-bedroom house with brook and forest in charming Racine
Exterior detail

Cozy home by the lake

Cozy home by the lake
Cudahy
Cozy home by the lake
Shower, hair dryer, towels, soap

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.4 out of 10, Exceptional, (9 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is HK$1,058
HK$2,217 total
includes taxes & fees
14 Jun - 15 Jun
Charming 2-bedroom house with everything you need in the heart of West Allis
Interior

Memoria: A Luxury Cream City Bridal Suite

Memoria: A Luxury Cream City Bridal Suite
Fifth Ward
The price is HK$3,918
HK$5,912 total
includes taxes & fees
15 Jun - 16 Jun
Memoria: A Luxury Cream City Bridal Suite
Room

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is HK$1,661
HK$2,814 total
includes taxes & fees
15 Jun - 16 Jun
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Exterior

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (51 reviews)
"Good stay "
United States
Mason M.
The price is HK$1,763
HK$2,577 total
includes taxes & fees
14 Jun - 15 Jun
Downtown Eastside gem near Fiserv Forum Water St Brady St
Fridge, microwave, oven, stovetop

207- Luxury 3rd Ward Condo - w/ parking / exec/ family

207- Luxury 3rd Ward Condo - w/ parking / exec/ family
Downtown Milwaukee
9.6 out of 10, Exceptional, (28 reviews)
"Great location. Comfortable accommodations. "
United States
Richard A.
207- Luxury 3rd Ward Condo - w/ parking / exec/ family
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

DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

6/10 Okay
"Only complaint is the mattress, super springy"
Jamari 2-night trip
Posted less than an hour ago
DoubleTree by Hilton Milwaukee Downtown

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?

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions: This holiday home rental outside of Greendale offers a balcony, 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 dishwasher, a fridge and a stovetop, 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 Milwaukee County Zoo, or get outside and enjoy nature at Grant Park Beach. In the wider area, you’ll find Rock Snow Park and American Family Field.

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.