Greendale Vacation Rentals

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Check prices for these dates

Tonight
Jun 21 - Jun 22
Tomorrow
Jun 22 - Jun 23
Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6

Vacation Rentals in Greendale

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

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1085)
"This was a perfect spot for our trip to Milwaukee. The staff was friendly, the room was spacious and clean, and you cannot beat the parking! We also dined at the cafe, and it was awesome. We will definitely be coming back!"
The price is ￥26,713
￥31,494 total
includes taxes & fees
Jul 8 - Jul 9
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (84)
"Great place to stay! "
Kasa Westown Milwaukee
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
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (6)
"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"
The price is ￥11,833
￥28,080 total
includes taxes & fees
Jun 24 - Jun 25
KLVG - Malt House
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Fridge, microwave, stovetop, coffee/tea maker

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very Good, (40)
"Very clean and cozy!"
The price is ￥16,800
￥28,420 total
includes taxes & fees
Jun 23 - Jun 24
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
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, (206)
"Great property"
The price is ￥85,463
￥147,037 total
includes taxes & fees
Jul 2 - Jul 3
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Eclectic, Stylish, and Cozy Milwaukee Unit!
Fridge, microwave, oven, stovetop

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
9.8 out of 10, Exceptional, (18)
"Short stay for a work visit. Great place in a nice location. Having a garage available was perfect. Dan was great throughout the entire process, very easy to communicate with. Will definitely stay here again when we’re in Milwaukee. "
Eclectic, Stylish, and Cozy Milwaukee Unit!
Washington Heights, Private basement room!
Fridge, microwave, oven, stovetop

Washington Heights, Private basement room!

2.0 out of 10, (1)
"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."
The price is ￥5,844
￥16,364 total
includes taxes & fees
Jul 14 - Jul 15
Washington Heights, Private basement room!
Scenic Waterfront Lake Michigan Escape
Terrace/patio

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (5)
"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"
Scenic Waterfront Lake Michigan Escape
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, (1)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
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
9.8 out of 10, Exceptional, (6)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is ￥23,374
￥61,146 total
includes taxes & fees
Jul 9 - Jul 10
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
A heated pool

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

9.4 out of 10, Exceptional, (6)
"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 ￥19,722
￥32,521 total
includes taxes & fees
Jun 23 - Jun 24
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (23)
"Great location and super clean property. Highly recommend."
The price is ￥28,268
￥76,390 total
includes taxes & fees
Jun 23 - Jun 24
Stunning Upscale Retreat - Steps From Everything
The Governors Manison
Private kitchen

The Governors Manison

The Governors Manison
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (62)
"We stayed one night for a concert, it was perfect and will stay again!"
The price is ￥32,870
￥43,749 total
includes taxes & fees
Jun 23 - Jun 24
Three bedrooms upstairs
Classic Victorian with modern amenities in the heart of Downtown Milwaukee
Exterior

Classic Victorian with modern amenities in the heart of Downtown Milwaukee

9.0 out of 10, Wonderful, (2)
"It was a wonderful house with lots of room for our large family. Coffee shops, restaurants and grocery stories were all remarkably accessible. "
The price is ￥129,874
￥204,449 total
includes taxes & fees
Jul 11 - Jul 12
Classic Victorian with modern amenities in the heart of Downtown Milwaukee
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Living area

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
10.0 out of 10, Exceptional, (2)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is ￥26,296
￥49,185 total
includes taxes & fees
Jun 23 - Jun 24
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
2-bedroom condo in cool Milwaukee with AC, WiFi, fitness room
Interior

2-bedroom condo in cool Milwaukee with AC, WiFi, fitness room

2.0 out of 10, (1)
"Host never sent us instructions and hung up on me when I did get him. We needed to get hotel rooms. VRBO was helpful with the refund. The host is a piece of work. Would never recommend them. "
2-bedroom condo in cool Milwaukee with AC, WiFi, fitness room
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee
Living area

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

The price is ￥25,566
￥39,443 total
includes taxes & fees
Jun 23 - Jun 24
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee
Wisconsin Treehouse Getaway!
Exterior

Wisconsin Treehouse Getaway!

9.8 out of 10, Exceptional, (21)
"Had a great time very relaxing with the creek there"
The price is ￥19,065
￥36,732 total
includes taxes & fees
Jun 27 - Jun 28
Wisconsin Treehouse Getaway!
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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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?

Newly Remodeled Home!! Five minutes from Downtown Milwaukee: This vacation home rental near Greendale offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

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 Pettit National Ice Center, or get outside and enjoy nature at Boerner Botanical Gardens. In the larger area, you’ll find Rock Snow Park and The Rock Sports Complex.

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.