Greendale Holiday Rentals

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Holiday Rentals in Greendale

The Plaza Hotel
2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1122)
"Excellent location. "
The price is HK$1,260
HK$1,486 total
includes taxes & fees
1 Sept - 2 Sept
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (92)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (4)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (209)
"Great place to stay! "
The price is HK$3,517
HK$6,596 total
includes taxes & fees
1 Sept - 2 Sept
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Marina Life II - 28 Carver @ Reef Point Marina
Property grounds

Marina Life II - 28 Carver @ Reef Point Marina

9.6 out of 10, Exceptional, (45)
"This is a super fun place to stay! The marina has excellent amenities and the boat was clean and well appointed."
The price is HK$1,172
HK$1,888 total
includes taxes & fees
25 Aug - 26 Aug
Marina Life II - 28 Carver @ Reef Point Marina
KB - Prospec
Dining room

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec
Downtown Eastside gem near Fiserv Forum Water St Brady St
Exterior

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (40)
"Great location and super comfortable "
The price is HK$1,758
HK$2,617 total
includes taxes & fees
24 Aug - 25 Aug
Downtown Eastside gem near Fiserv Forum Water St Brady St
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Fridge, microwave, stovetop, coffee/tea maker

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is HK$899
HK$1,520 total
includes taxes & fees
13 Sept - 14 Sept
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee
Living area

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

2.0 out of 10, (1)
"The doorbell was ripped off and there's a realtor's lock on the doorknob. The house was double booked and people that had it booked for Friday & Saturday were already there - I had it booked for Saturday night only. I was charged for the full amount & then got a partial refund, and the owner booked me for the following 2 nights after I had already driven home! After a call to VRBO, I did get a full refund and the other reservations were unauthorized and canceled. Be aware!"
The price is HK$1,231
HK$1,921 total
includes taxes & fees
25 Aug - 26 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Fridge, microwave, oven, stovetop

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (48)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Property grounds

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (99)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (71)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is HK$1,723
HK$2,327 total
includes taxes & fees
24 Aug - 25 Aug
Three bedrooms upstairs
Cozy 2 Bedroom Downtown Milwaukee Apartment
Interior

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.4 out of 10, Exceptional, (3)
"Cute apartment, good location. Less kitchenware than expected and it was scratched nonstick. Air conditioning is glorious - not throttled to lukewarm like some short term rentals. Owners are part of the no-topsheet trend, which has fans and non-fans. Mattresses are very comfortable. "
Cozy 2 Bedroom Downtown Milwaukee Apartment
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is HK$1,125
HK$3,096 total
includes taxes & fees
24 Aug - 25 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Interior

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is HK$469
HK$1,084 total
includes taxes & fees
14 Sept - 15 Sept
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is HK$1,547
HK$4,192 total
includes taxes & fees
24 Aug - 25 Aug
Stunning Upscale Retreat - Steps From Everything
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Exterior

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (120)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (241)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Marina

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

9.2 out of 10, Wonderful, (12)
"The boat was super clean, the bed was comfy, the host was communicative, and all the instructions were clear. We enjoyed the onsite hot tub and restaurant, and there’s plenty to do within walking distance as well."
The price is HK$1,055
HK$1,740 total
includes taxes & fees
25 Aug - 26 Aug
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
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

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"Really nice hotel all around for business or pleasure visit to Milwaukee. Great location, great service, nice rooms and amenities, and great breakfast!"
Robert 1-night trip
Posted 22 hours ago
Drury Plaza Hotel Milwaukee Downtown

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?

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool: This holiday home rental outside of Greendale is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 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 a selection of games 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 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.