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Greendale Vacation Rentals

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Our top choices for Greendale vacation rentals

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 CA $191
CA $357 total
includes taxes & fees
Jun 26 - Jun 27
Irish Mist V @ Reefpoint Marina

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 CA $191
CA $312 total
includes taxes & fees
Jun 24 - Jun 25
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

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 CA $208
CA $732 total
includes taxes & fees
Jun 24 - Jun 25
6 Mi to Summerfest Park: Home w/ Game Room!

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, (36 reviews)
"Amazing location. Easy parking and entrance. Wish i was there in the summer. Would definitely stay again"
United States
Michelle C.
The price is CA $212
CA $413 total
includes taxes & fees
Jul 14 - Jul 15
3-bedroom vacation home just a short walk to Lake Michigan

Marina Life II - 28 Carver @ Reef Point Marina

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.6 out of 10, Exceptional, (49 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 CA $212
CA $342 total
includes taxes & fees
Jun 29 - Jun 30
Marina Life II - 28 Carver @ Reef Point Marina

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is CA $170
CA $780 total
includes taxes & fees
Jun 28 - Jun 29
Workspace + Fireplace + Coffee Bar + Sleeps 12

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is CA $156
CA $300 total
includes taxes & fees
Jul 6 - Jul 7
Quiet Bay View Getaway

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

6 Mi to Summerfest Park: Home w/ Game Room!
Cudahy
10.0 out of 10, Exceptional, (4 reviews)
"Excellent house. Great location. Thanks for the pleasant stay. "
United States
Joe K.
The price is CA $185
CA $746 total
includes taxes & fees
Jun 24 - Jun 25
6 Mi to Summerfest Park: Home w/ Game Room!

3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful property! We had a great stay!"
United States
VJ P.
The price is CA $232
CA $644 total
includes taxes & fees
Jul 6 - Jul 7
3-bedroom bungalow with WiFi vibrant Milwaukee

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is CA $198
CA $377 total
includes taxes & fees
Jul 14 - Jul 15
Wisconsin Treehouse Getaway!

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (14 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is CA $96
CA $298 total
includes taxes & fees
Jun 24 - Jun 25
Quiet House

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, (7 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is CA $223
CA $424 total
includes taxes & fees
Jul 6 - Jul 7
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

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 CA $429
CA $833 total
includes taxes & fees
Jul 7 - Jul 8
Serene 4-bedroom house with brook and forest in charming Racine

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, (10 reviews)
"Great property and excellent location!"
United States
William
The price is CA $403
CA $633 total
includes taxes & fees
Jul 20 - Jul 21
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (24 reviews)
"Clean, location, nice vibe"
United States
Paula H.
The price is CA $72
CA $384 total
includes taxes & fees
Jun 30 - Jul 1
Tucked Away Off Brady - 4 Beds

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and the home was well laid out for our group "
United States
Marty P.
The price is CA $71
CA $382 total
includes taxes & fees
Jun 30 - Jul 1
Remodeled Home - Steps from Brady Street!

Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (92 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 CA $312
CA $420 total
includes taxes & fees
Jun 28 - Jun 29
Three Bedroom Upper

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (22 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is CA $104
CA $238 total
includes taxes & fees
Jun 28 - Jun 29
Best location in Milwaukee! Upper Duplex Unit

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 CA $260
CA $474 total
includes taxes & fees
Jul 22 - Jul 23
Rare East Side-2 min walk to UWM-Garage-Lake Mich

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 CA $849
CA $1,193 total
includes taxes & fees
Jul 8 - Jul 9
Lake Michigan Waterfront Designer Villa
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greendale. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Greendale?

Yes, there are vacation rentals close to popular local attractions in Greendale, or you can go with a more remote option if you want a relaxing place to stay. Greendale is known for its restaurants.

What are some of the best vacation rentals that Greendale has to offer?

Quiet House: This vacation home rental near 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 vacation rentals will I find in Greendale?

Expedia has 5 vacation 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 Cathedral Square. In the larger area, you’ll find Rock Snow Park and American Family Field.

What’s a vacation rental in Greendale like?

Vacation rentals are private properties where you can stay for several days or longer in Greendale. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.