Greendale Vacation Rentals

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Our top choices for Greendale vacation 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, (49 reviews)
"Very clean and nice home.Would definitely recommend "
United States
Glenn T.
$313 nightly
The price is $341
Jan 27 - Jan 28
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.

Welcome To My Loft!

Welcome To My Loft!
Racine
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay!"
United States
kathleen
$105 nightly
The price is $111
Jan 26 - Jan 27
Total with taxes and fees
Welcome To My Loft!

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, (34 reviews)
"Great location near the beach, good kitchen, large fenced yard with lots of seating options, good communication with host"
United States
Donald N.
$222 nightly
The price is $251
Jan 26 - Jan 27
Total with taxes and fees
3-bedroom vacation home just a short walk to Lake Michigan

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
$225 nightly
The price is $265
Jan 26 - Jan 27
Total with taxes and fees
Remodeled Home - Steps from Brady Street!

2BR apt w/ laundry + parking

2BR apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (12 reviews)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
$131 nightly
The price is $155
Feb 2 - Feb 3
Total with taxes and fees
2BR apt w/ laundry + parking

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (40 reviews)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
$275 nightly
The price is $324
Jan 27 - Jan 28
Total with taxes and fees
Eclectic, Stylish, and Cozy Milwaukee Unit!

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (27 reviews)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
$216 nightly
The price is $245
Jan 26 - Jan 27
Total with taxes and fees
Wisconsin Treehouse Getaway!

2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee

2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Really great home makes you feel really safe ,host was amazing always were quick to respond to questions, 10/10 yall book again "
United States
Halimo M.
$176 nightly
The price is $208
Jan 26 - Jan 27
Total with taxes and fees
2-bedroom king bed, condo with AC-heat in downtown walkable Milwaukee

Downtown Sleek 2BR Loft

Downtown Sleek 2BR Loft
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
$151 nightly
The price is $174
Feb 15 - Feb 16
Total with taxes and fees
Downtown Sleek 2BR Loft

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (5 reviews)
"Great room "
United States
julio
$138 nightly
The price is $160
Feb 8 - Feb 9
Total with taxes and fees
Modern Studio Apt with Rooftop, Gym, and Parking

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (19 reviews)
"The place was spotless when we arrived and it had everything we needed for a comfortable stay. It was in a great location with lots to do."
United States
Ben K.
$225 nightly
The price is $265
Jan 26 - Jan 27
Total with taxes and fees
Tucked Away Off Brady - 4 Beds

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, (2 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
$125 nightly
The price is $145
Feb 2 - Feb 3
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
$180 nightly
The price is $184
Jan 27 - Jan 28
Total with taxes and fees
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
$164 nightly
The price is $193
Jan 26 - Jan 27
Total with taxes and fees
Quiet House

Exclusive Brownstone Residence

Exclusive Brownstone Residence
Halyard Park
10.0 out of 10, Exceptional, (2 reviews)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
$212 nightly
The price is $249
Jan 26 - Jan 27
Total with taxes and fees
Exclusive Brownstone Residence

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Riverwest
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
$336 nightly
The price is $396
Feb 3 - Feb 4
Total with taxes and fees
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

Historic Walker’s Point Home, Garage & Yard

Historic Walker’s Point Home, Garage & Yard
Fifth Ward
10.0 out of 10, Exceptional, (1 review)
"Five stars all the way!"
United States
Rob K.
$256 nightly
The price is $292
Jan 26 - Jan 27
Total with taxes and fees
Historic Walker’s Point Home, Garage & Yard

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,153 reviews)
"From check in to check out excellent stay!"
United States
Heather
$157 nightly
The price is $186
Feb 8 - Feb 9
Total with taxes and fees
The Plaza Hotel

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, (2 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
$241 nightly
The price is $284
Jan 26 - Jan 27
Total with taxes and fees
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Relaxing Stay Near DT | Near Lakefront & Culture

Relaxing Stay Near DT | Near Lakefront & Culture
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"Host and cleaning staff were wellcoming."
United States
James T S.
$127 nightly
The price is $134
Jan 27 - Jan 28
Total with taxes and fees
Relaxing Stay Near DT | Near Lakefront & Culture
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greendale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greendale vacation 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 low season months. For more hustle and bustle, you may prefer to visit Greendale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greendale rentals

At Expedia, we put the best Greendale vacation 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 vacation.

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 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?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This vacation home rental near Greendale offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Crystal Ridge, 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.