Greendale Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Greendale vacation rentals

A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

1. 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, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
$299 nightly
The price is $326
Nov 15 - Nov 16
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
A hammock bridge with two cushioned seating areas and a central fire pit.

2. The Crows Nest Cottage 1

The Crows Nest Cottage 1
Franklin
$258 nightly
The price is $301
Nov 12 - Nov 13
Total with taxes and fees
The Crows Nest Cottage 1
A modern kitchen with a central island, stainless steel appliances, and bar stools.

3. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"We adored this property. The area was great."
United States
Nicole W.
$111 nightly
The price is $128
Nov 12 - Nov 13
Total with taxes and fees
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

4. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
$214 nightly
The price is $252
Nov 23 - Nov 24
Total with taxes and fees
Quiet Bay View Getaway
A bar area with a vintage cash register, a wooden counter, and a menu board.

5. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.2 out of 10, Wonderful, (9 reviews)
"Great place"
Canada
Zachary
$160 nightly
The price is $178
Nov 12 - Nov 13
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A compact kitchen with white cabinets, a built-in microwave, a gas stove, and a granite countertop.

6. King Bed • Vintage Urban Oasis • Near MKE Airport

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
10.0 out of 10, Exceptional, (2 reviews)
"Small place perfect for a solo traveler or a small family. Cute mix of old and new furnishings and decor. Updated fixtures and appliances. Had everything needed in the kitchen space to grocery shop and eat it. I was traveling for work and needed a home away from home without much fuss and this place checked at the boxes.."
United States
Rachel C.
$240 nightly
The price is $283
Dec 9 - Dec 10
Total with taxes and fees
King Bed • Vintage Urban Oasis • Near MKE Airport
A laundry room with stacked washers and dryers, a wooden floor, and visible plumbing.

7. The Luxe Living 1 - Modern Retreat Near Milwaukee

The Luxe Living 1 - Modern Retreat Near Milwaukee
West Allis
$222 nightly
The price is $260
Dec 1 - Dec 2
Total with taxes and fees
The Luxe Living 1 - Modern Retreat Near Milwaukee
A bedroom with a bed, bedside table, lamp, and a painting on the wall.

8. Near Froedtert MCW with Garage Pkg and King Bed

Near Froedtert MCW with Garage Pkg and King Bed
Wauwatosa
9.8 out of 10, Exceptional, (26 reviews)
"Property as advertised- met our needs"
United States
Jenna F.
$382 nightly
The price is $438
Nov 16 - Nov 17
Total with taxes and fees
Near Froedtert MCW with Garage Pkg and King Bed
An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

9. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,264 reviews)
"This place was very comfortable an cozy an the food in the cafe was amazing definitely worth the money an ill be staying there again"
United States
Savannah
$144 nightly
The price is $170
Nov 17 - Nov 18
Total with taxes and fees
The Plaza Hotel
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

10. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (35 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
$117 nightly
The price is $135
Nov 22 - Nov 23
Total with taxes and fees
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A hotel room with a bed, a TV mounted on the wall, a wooden door, and a small table with a plant.

11. Walk to Tosa Village | Cafés & Shops | King Bed

Walk to Tosa Village | Cafés & Shops | King Bed
Wauwatosa
8.6 out of 10, Excellent, (17 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
$284 nightly
The price is $326
Nov 15 - Nov 16
Total with taxes and fees
Walk to Tosa Village | Cafés & Shops | King Bed
A large, stately building with a formal garden, including a fountain and neatly trimmed hedges.

12. Stylish 2BR Escape - 10 minutes walk to RiverWalk

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
Stylish 2BR Escape - 10 minutes walk to RiverWalk
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

13. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (7 reviews)
"Great location, perfect for NM Annual Meeting. Nice spacious and well equipped."
United States
Thomas G.
$113 nightly
The price is $130
Nov 22 - Nov 23
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

14. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
$166 nightly
The price is $196
Nov 16 - Nov 17
Total with taxes and fees
Quiet House
A bedroom with a bed, bedside chairs, a desk, a TV, and a window with a view.

15. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Lovely place."
United States
Jennifer
$111 nightly
The price is $129
Nov 12 - Nov 13
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A modern kitchen with a large island, built-in appliances, and ample natural light.

16. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
9.8 out of 10, Exceptional, (9 reviews)
"We stayed for a convention downtown and this was an awesome location to walk to many bars and restaurants! We chose to Uber once parked and it was $8 per trip not bad! Would definitely stay again!"
United States
Laura H.
$110 nightly
The price is $127
Nov 16 - Nov 17
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

17. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.0 out of 10, Wonderful, (7 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
$125 nightly
The price is $145
Nov 12 - Nov 13
Total with taxes and fees
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

18. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (9 reviews)
"Loved our stay here! Clean, comfortable, and very easy!"
United States
Erin G.
$135 nightly
The price is $155
Nov 12 - Nov 13
Total with taxes and fees
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A two-story house with a garage, a covered porch, and a well-maintained lawn.

19. NEW! Comfortable 9-bedroom house near local attractions, handicap accessible

NEW! Comfortable 9-bedroom house near local attractions, handicap accessible
West Allis
$432 nightly
The price is $505
Nov 12 - Nov 13
Total with taxes and fees
NEW! Comfortable 9-bedroom house near local attractions, handicap accessible
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

20. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.0 out of 10, Wonderful, (40 reviews)
"Charged a security deposit and did not refund after checkout. Their customer resolution # indicates an email address to use for refunds however the speaker does not speak clearly so you can get the email address."
United States
Laurie
$75 nightly
The price is $85
Nov 18 - Nov 19
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
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

A spacious lobby with a reception desk, seating area, and a view of the outdoors through large windows.
Fairfield Inn & Suites by Marriott Milwaukee Airport

Fairfield Inn & Suites by Marriott Milwaukee Airport

Fairfield Inn & Suites by Marriott Milwaukee Airport
Oak Creek

10/10 Excellent

We enjoyed our stay so much earlier in the month, that we booked another stay. The beds were comfortable, the breakfast had plenty of options and they set out free treats at night. My kids loved the rice Krispie bars. If we have another dance comp in the area, we will definitely be staying again.
United States
Jackie
Reviewed April 3, 2023
Fairfield Inn & Suites by Marriott Milwaukee Airport

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 $85 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?

Three Bedroom Upper: This vacation home rental near Greendale is located near the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.

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