Greendale Vacation Rentals

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Vacation Rentals in Greendale

Our top choices for Greendale vacation rentals

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1127)
"Excellent location. "
The price is CA $213
CA $251 total
includes taxes & fees
Sep 15 - Sep 16
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (96)
"Property was clean and well appointed. We enjoyed our stay."
The price is CA $179
CA $293 total
includes taxes & fees
Sep 4 - Sep 5
Kasa Westown Milwaukee

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

7.2 out of 10, Good, (5)
"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

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

9.8 out of 10, Exceptional, (210)
"Great place to stay! "
The price is CA $517
CA $1,038 total
includes taxes & fees
Oct 1 - Oct 2
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

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 CA $158
CA $269 total
includes taxes & fees
Sep 25 - Sep 26
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

Marina Life II - 28 Carver @ Reef Point Marina

9.6 out of 10, Exceptional, (45)
"We stayed for two nights at the house boat. The host communicated very efficiently and was nice. Even though the boat is small, it was cozy and we never felt cramped. We loved the amenities that are included in the marina. Walking distance from downtown so there was plenty to do. Would stay here again. "
The price is CA $206
CA $332 total
includes taxes & fees
Sep 7 - Sep 8
Marina Life II - 28 Carver @ Reef Point Marina

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

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

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

2.0 star property
10.0 out of 10, Exceptional, (20)
"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 CA $198
CA $545 total
includes taxes & fees
Sep 14 - Sep 15
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (29)
"Great location and super clean property. Highly recommend."
The price is CA $272
CA $728 total
includes taxes & fees
Sep 4 - Sep 5
Stunning Upscale Retreat - Steps From Everything

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"A group of 8 friends stayed here while visiting Milwaukee for a wedding. We enjoyed the stay and would stay there again in the future! Tonga was always very responsive and friendly and helped quickly when an issue arose. "
The price is CA $211
CA $626 total
includes taxes & fees
Sep 16 - Sep 17
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (42)
"Great location and super comfortable "
The price is CA $309
CA $454 total
includes taxes & fees
Sep 4 - Sep 5
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is CA $131
CA $337 total
includes taxes & fees
Sep 4 - Sep 5
Quiet House

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

10.0 out of 10, Exceptional, (2)
"Easy to work with and beautiful home! "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.6 out of 10, Exceptional, (4)
"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

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is CA $192
CA $501 total
includes taxes & fees
Sep 8 - Sep 9
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Peaceful and centrally-located place.

Peaceful and centrally-located place.

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

9.6 out of 10, Exceptional, (245)
"Loved staying in this home - so special to wake up to history! "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greendale vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greendale vacation rentals we have selected for you start as low as CA $131 per night. Entering your travel dates in the search wizard 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?

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool: Located near Greendale, this vacation home rental is located on the beach and has an outdoor pool, a fireplace, 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. 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 Milwaukee County Zoo, 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.