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

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Exterior - Enjoy a stay in Greendale, WI a National Historic Landmark! (Greendale)
Property grounds - Enjoy a stay in Greendale, WI a National Historic Landmark! (Greendale)
Outdoor dining - Enjoy a stay in Greendale, WI a National Historic Landmark! (Greendale)
Smart TV, DVD player, books - Enjoy a stay in Greendale, WI a National Historic Landmark! (Greendale)
3 bedrooms, desk, free WiFi, bed sheets - Enjoy a stay in Greendale, WI a National Historic Landmark! (Greendale)
Experience a unique stay at Apple Court, lovingly restored to its 1930s charm. Stroll along the nearby paths and discover the history of Greendale, with modern amenities like flat-screen TV, WiFi, and fully functional kitchen adding convenience to your retreat.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 5111 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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!


Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Location highlights

  • In a village

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,200 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have elevators

About the neighborhood

Greendale is home to this vacation home. Harley-Davidson Museum and Pitman Theater are cultural highlights, and some of the area's activities can be experienced at Rock Snow Park and Milwaukee County Sport Complex. Looking to enjoy an event or a game? See what's going on at American Family Field or Fiserv Forum. Visit our Greendale travel guide
View more Vacation Homes in Milwaukee
Map
Greendale, WI

What's nearby

  • Harley-Davidson Museum showing interior views
    Harley-Davidson Museum
    15 min drive - 18.0 km
  • Day 1 of a 3 day MLB swing. Washington Nationals versus the hometown Milwaukee Brewers.
    American Family Field
    15 min drive - 18.1 km
  • Reiman Publications Visitor Center
    10 min walk - 0.9 km
  • Rock Snow Park
    3 min drive - 2.5 km
  • Fiserv Forum
    16 min drive - 20.5 km

Getting around

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

Restaurants

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

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?

Onsite 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!?

Check-out is at 11:00 AM.

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

Situated in Greendale, this vacation home is within 3 mi (5 km) of Rock Snow Park, Boerner Botanical Gardens, and Crystal Ridge. The Rock Sports Complex is 2.3 mi (3.6 km) away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 44 out of 51 reviews
Rating 8 - Good. 7 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

10

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

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

10/10 Excellent

Verified traveler

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

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

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

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

10/10 Excellent

Eugene K., Bend, OR

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

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

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

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

10/10 Excellent

Leigh C., Birmingham

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

10/10 Excellent

Misty Lynn B.

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

A very cozy place

It’s the cutest little house you can ever rent. The restoration of the place is amazing! The neighborhood was so quite, and peaceful it was like staying at my own home minis my crazy cats. My husband and I went to Milwaukee trying to get everything planned and ready to move my Dad across country. So that help remove some of the stress. Thank you Greendale community for the best travel stay I have every had!
Stayed 3 nights in Aug 2023

10/10 Excellent

Kao V.

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

Family Holiday With Families

We are visiting families for Christmas. We wanted a quiet place to return to after all the high energy of family gatherings to recharge. Apple Court was perfect, location wise and coziness wise. We felt so welcome with the Welcome sign for us right from the beginning. The little details matter. We love that it is so close and walkable to the cute downtown area. My husband and I walked there every morning while we were there for breakfast and enjoyed the beauty of the town. It snowed while we were there so we got the magic of Christmas Wonderland and all that jazz. If you are interested in history and character of a home, Apple Court is for you. It is comfortable and we enjoyed our stay very much.
Stayed 7 nights in Dec 2024

10/10 Excellent

Karen E.

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

Charming, clean, historic home

We had a wonderful stay. The house itself is carefully restored, and includes information about each room. The kitchen is just charming, with the original sink, metal cabinets, and retro-style fridge and microwave. The whole house is perfectly clean and everything is very new - for instance, each of the chrome faucets is sparking clean & new looking. The outdoor space was an unexpected treat as well - a small table out front, a table big enough for dining out back, and two comfy wicker chairs near the main door. We also enjoyed walking to the village for breakfast, using the walking paths. We found many of the special chimney art, and had a delicious breakfast at the Milk Can Diner! We would definitely stay again - such great memories were made on this trip.
Stayed 3 nights in Aug 2023

10/10 Excellent

Jennifer C.

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

4th Stay - Never Disappoints

We've been staying at this property for 4 years, and it's as clean and welcoming this year as 4 years ago! The managers have done an amazing job maintaining the house. This stay our weather wasn't great, so we didn't have a chance to wander around the village of Greendale like we usually do. But even in the cold weather (it snowed in April) we were snug and comfy in the house. It's always well-stocked with paper goods, towels, comfortable sheets and blankets. Plenty of dishes, coffee and creamer in the fridge. We were even welcomed with an Easter basket for the kids. If we had one complaint, it would probably be the neighbors who park in the street and make it tricky to back out of the driveway. But with a little maneuvering, my husband can always make it work. Thank you Greendale Historical Society for always providing a sanctuary for our little family.
Stayed 5 nights in Mar 2024

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

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

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

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

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

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

10/10 Excellent

Verified traveler

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

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

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

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

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