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Enjoy a stay in Greendale, WI a National Historic Landmark!

Photo gallery for Enjoy a stay in Greendale, WI a National Historic Landmark!

A row of townhouses with a central tree providing shade.
Outdoor dining
A bedroom with a large mirror, a bed with white linens, a bedside table with a green vase and a floral tablecloth, and a window with daylight.
A stone monument with a plaque, set in a grassy area with a brick wall and trees in the background.
A living room with a sofa, two chairs, a coffee table, and a lamp.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
3 bedrooms1+ bathroomSleeps 5

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio
  • Free Wi-Fi

Explore the area

View map
Greendale, WI
  • Place, Reiman Publications Visitor Center
    ‪10 min walk‬
  • Place, Milwaukee County Zoo
    ‪13 min drive‬
  • Place, American Family Field
    ‪18 min drive‬
  • Airport, Milwaukee, WI (MKE-General Mitchell Intl.)
    ‪15 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Single Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

About this property

Enjoy a stay in Greendale, WI a National Historic Landmark!

Built in 1936, our Apple Court home has been lovingly, accurately restored, decorated, and furnished to 1930s styles. Owned and operated solely by the Greendale Historical Society, we have added modern amenities such as flat screen TV, WiFi, A/C, fully functional kitchen, and modern bathrooms.

Stroll the nearby paths to discover the history of Greendale, built in the 1930s Great Depression. One of only three "Greenbelt Communities" Greendale was built to provide jobs and housing for moderate income families.

In just two years, thousands of previously unemployed workers built 572 living units. Over 100 families moved in the first two weeks of May, 1938. By design, the homes were built close to the street or court. This allowed the living room to be located at the other side of the house facing the yard and its picturesque views.

A stay in our Original and in Greendale is unique in every way!


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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 13–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2160880vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Greendale

Greendale is home to this holiday home. Harley-Davidson Museum and Henry W. Maier Festival Park are cultural highlights, and some of the area's popular attractions include Wisconsin State Fair Park and Milwaukee County Zoo. Looking to enjoy an event or a game? See what's going on at American Family Field or Fiserv Forum.
View more Holiday homes in MilwaukeeOpens in a new window
Map
Greendale, WI

What's nearby

  • Reiman Publications Visitor Center - 10 min walk - 0.9 km
  • Milwaukee County Zoo - 13 min drive - 13.4 km
  • Harley-Davidson Museum - 18 min drive - 19.7 km
  • American Family Field - 18 min drive - 19.8 km
  • Fiserv Forum - 18 min drive - 22.2 km

Getting around

  • Milwaukee Airport Station - 10 min drive
  • Milwaukee, WI (MKE-General Mitchell Intl.) - 12 min drive

Restaurants

  • ‪Kopp's Frozen Custard - ‬3 min drive
  • ‪Raising Cane's Chicken Fingers - ‬11 min walk
  • ‪Chick-fil-A - ‬11 min walk
  • ‪McDonald's - ‬19 min walk
  • ‪Olive Garden - ‬3 min drive

Frequently asked questions

Is Enjoy a stay in Greendale, WI a National Historic Landmark! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Enjoy a stay in Greendale, WI a National Historic Landmark!?

On-site parking is available at the property.

What time is check-in at Enjoy a stay in Greendale, WI a National Historic Landmark!?

Check-in begins at 4:00 PM.

What time is check-out at Enjoy a stay in Greendale, WI a National Historic Landmark!?

Checkout is at 11:00 AM.

Where is Enjoy a stay in Greendale, WI a National Historic Landmark! located?

Situated in Greendale, this holiday home is within 3 miles (5 km) of Rock Snow Park, Boerner Botanical Gardens and Crystal Ridge. Whitnall Park and The Rock Sports Complex are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 47 out of 54 reviews
Rating 8 - Good. 7 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

10/10

Cleanliness

9.4/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Glenn T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a nice historic property. The homeowner was very comfortable and quiet. Will definitely stay here on our next visit to Greendale.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Patrick R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amenities were plentiful and the Christmas tree made us feel so much better!
Stayed 10 nights in Dec 2025
Verified review

10/10 Excellent

Sarah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house! Enjoyed our stay and the location.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Maureen D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Historical stay in Greendale

We had a wonderful stay. House is located in a beautiful area, perfect for exploring Greendale and surrounding suburbs.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Ashley S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice stay

Very cute property. Very clean and had everything we needed. Excellent location.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Kathleen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Property

Everything was very nice and definitely convenient to the downtown.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cousins weekend!

Had a fun weekend getaway with cousins, such a cute, cozy home, perfect for a relaxing weekend away.
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Tracey S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful history

Stayed with our family. Loved the history, the pictures and the story. Took us back to time spent in our own grandparents’ houses while growing up but with modern conveniences. Would definitely stay again!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Peg S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A treasure of a landmark!

Delightful, historic, cozy, clean home...a treasure of a landmark indeed! We had a wonderful stay & would definitely come back. Thanks so much!
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Sara S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely, comfortable house in walkable area

It was obvious that a great deal of care and consideration went into the restoration and decoration of the house as well as care for guests' comfort. We loved the house and reading all of the historical information within.
authentic 1930's decorations
fun, functional kitchen
historical information about each room
multiple comfortable seating areas outdoors
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Vickie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful place

The home was sparkling clean, well appointed and comfortable! We had everything we needed and more! The history of the house was an added bonus!
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Beryl C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice break

Nice place for a few nights with friends wandering thru Milwaukee
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing home and neighborhood

We will be back! The home and area were outstanding!
Stayed 3 nights in May 2022
Response from VrboOwner on 7 June 2022
We are so pleased that you enjoyed our Showplace of Greendale History and spent time in our National Historic Landmark Village of Greendale.
Verified review

8/10 Good

Sharon H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Apple Court

Wonderful property. The location and the town of Greendale was very historic and charming. Would love to come back and stay again
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Eugene K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean and Comfortable Home

Stayed here for a week while visiting my in-laws. Home is very clean and comfortable. Highly recommend!
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Wanda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Great stay in a quaint and cozy original greenbelt home with all the necessary upgrades. Convenient location. Loved it.
Stayed 6 nights in Sep 2023
Verified review

10/10 Excellent

Joanna G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovingly restored historic home

What a pleasure to stay in this super clean, lovingly restored historic home. Greendale is a charming community with a vibrant downtown, great walking trails, and interesting history. Make sure to stop in at the Greendale Historical Society to learn more about the home and see their displays. It was a great stay and I highly recommend!
Stayed 2 nights in Oct 2021
Verified review

8/10 Good

Peter R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Apple Court Experience

Spent a pleasant month in this restored Greendsle original. Ideal location, only a short walk to downtown historic area. Our hosts were very accommodating .
Stayed 31 nights in Jul 2022
Verified review

10/10 Excellent

Pamela C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just wonderful!

We enjoyed a peaceful, along with historical stay on Apple Ct. it is obvious that all details for a comfortable stay have been thought of. Items displayed on the walls, the fun downstairs 1/2 bath and the furniture are an added treat! Make sure to visit the downtown Welcome Center. So easy to walk to. Would definitely stay again.
Stayed 4 nights in Sep 2023
Verified review

10/10 Excellent

Karen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exquisite, comfortable and beautiful! Brought back many warm family memories.

See above. The hosts are kind, considerate and take great care and pride of this lovingly restored landmark! I am grateful to have been able to be a guest! I hope to be able to return and highly recommend this opportunity!
Stayed 8 nights in Jul 2023
Verified review

10/10 Excellent

paul e. c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

getaway

everything deserves a five star rating....
Stayed 2 nights in Nov 2023
Verified review

10/10 Excellent

Leigh C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Greendale treasure

We were so delighted with the very nice house and lovely yard. The owners had provided information about the house and its history which was most interesting. We enjoyed the attention to detail. We would love to return.
Stayed 3 nights in Aug 2023
Verified review

8/10 Good

Karyn J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint Stay at a Historic Location

Our group was a small girls weekend and we thoroughly enjoyed our stay. The place was very clean. The only downside was partial curtains in the living room and no curtains in the kitchen. As a city girl, I'm always more comfortable with something over the window. :) I recommend this stay to anyone wanting a unique experience in a cozy home with historic significance.
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

paul e. c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

my stay

well kept and clean .. could update living furniture while still keeping in retro,, also sink in bath upstairs drains slow
Stayed 2 nights in Apr 2024
Verified review

8/10 Good

Mary W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the experiencevof this lovely historic home. However, as we entered the home it smelled extremely musty throughout. Therefore we needed to open windows to try and air it out. To our dismay several of the window sills were full of dead flies and trapped live flies which entered the room . We would love to stay again but we recommend airing out the unit and cleaning window sills.
Stayed 2 nights in Oct 2025

About the host

Hosted by Nikki Massey

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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