Entire home·Private host
The Greenleaf House—Whole House
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Reviews
9.89.8 out of 10
Exceptional
Entire home
Popular amenities
- Dryer
- Washer
- Pet-friendly
- Parking available
- Kitchen
- Air conditioning
Explore the area

Chicago, IL
- Loyola University Chicago11 min walk
- Northwestern University8 min drive
- Wrigley Field9 min drive
- Chicago, IL (ORD-O'Hare Intl.)24 min drive
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About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
The Greenleaf House—Whole House
The Greenleaf House, built in 1915, is our 3600ft² home with 6 bedrooms, 2.5 baths, & an open floor plan—perfect for gatherings of any kind. We're in the heart of the Rogers Park neighborhood, walking distance from many restaurants & 1 block from Loyola Beach Park. Breakfast is self-serve & included in the cost of the room. In the kitchen you will find bagels, cream cheese, eggs, yogurt, cereal & fresh fruit. The home is run by friendly local folks who are happy to help during your stay.
You would have access to the entire house, which has 6 bedrooms, 2.5 bathrooms, and an open, spacious first floor with a modern kitchen, large dining room (seats 12-16), living room with ample and comfortable seating, sound-insulated theater, and a big backyard that is fenced-in and dog-friendly. The house is perfect for hosting parties and events, a weekend getaway with friends or family, or gathering everybody together to celebrate a graduation or wedding. Below you will find a list of the rooms and accommodations.
1 King sized room (sleeps 2)
2 Queen sized room (sleep 2 each)
1 Single Sized room (sleeps 1)
Two lofted Bunk Rooms (Sleeps 1x2) *kids, teens, small adults
TOTAL: 10 people can sleep comfortably in beds, but we also have 2 air mattresses and several couches.
Catering is available upon request.
Two parking spaces are included—one in the front of the house, another in the rear.
The entire first floor is shared space (all the bedrooms are upstairs). You will have access to: a modern kitchen stocked with complimentary breakfast items; a sound insulated theater equipped with Netflix, Showtime and an Xbox; a spacious living room with comfortable seating, a record player and a fine selection of vinyl; a dining room that seats 12-16 people; washer and dryer with free detergent/dryer sheets, and a picnic table and firepit in our big backyard which is fenced-in and dog-friendly.
We like to have everything setup for you and your guests upon arrival. We will communicate with you through the app prior to your reservation to be sure of this. If something unforeseen should occur, our staff is nearby and happy to help. Otherwise, the house is all yours!
The Greenleaf House has become a hub in the Glenwood Avenue Art District of Roger’s Park, where all flavors of creative artists have lived and collaborated for several decades. The Mile of Murals—a community-based public art initiative—begins half a block from our front door. Within easy walking distance you will find a bustling nightlife, small theaters and music venues, several locally-owned eateries, and Loyola Park, which has a great playground and arguably the best sand beach in the city.
Here are a few links about our neighborhood:
https://www.choosechicago.com/neighborhoods/north/rogers-park/
http://www.glenwoodave.org
https://www.rogerspark.com
The Greenleaf House is conveniently located near two major public trains—we are one block from the El (CTA Red Line at Morse Avenue) and three blocks (5-8 minute walk) from the Roger’s Park Metra Station. There are several bus stops within walking distance, including express buses to downtown. It is also never difficult to hail a cab, and Uber/Lyft rides generally arrive in 1-5 minutes after placing a request. For your convenience, we have included links to public transit information below.
CTA Morse Red Line Station:
https://www.transitchicago.com/travel-information/rail-station/-stopid-104/
Metra Rogers Park Station:
https://metrarail.com/maps-schedules/train-lines/UP-N/stations/ROGERPK
Checking out: Check-out time is 12pm noon. Please leave your keys in the door.
Checking Out late: You may checkout late till 3pm, but must be out of your room by 12pm. Feel free to hang out on the first floor, or stow your luggage and explore. If you would like to stay later than 3pm, we are happy to accommodate you so long as it doesn’t interfere with a house rental or special event.
Luggage Storage: There is a storage space in the TV room. It is first come, first serve and has a lock and key. If the key is in the lock, it is free to use. Please use only if your room is unavailable.
Laundry: Feel free to use the laundry any time except 12pm - 3pm. That is when we wash sheets and towels used by our guests. Detergent and dryer sheets are provided.
Security cameras: For your safety, there are security cameras inside the common areas and outside the property. We don’t actively monitor them unless something happens. Please do not tamper with the security cameras.
Shared Space: The first floor is a shared space. This includes the TV room (which has Netflix). Feel free to hang out and interact with other guests.
Dogs: Dogs are allowed for an extra $10 per night. We accept Venmo, PayPal, cash or check. See the dropbox in the kitchen for further instructions.
100% Smoke Free: Smoking is prohibited inside the house. Please smoke outside.
Parking: Parking spots are $10/night when available. They cannot be reserved on the app. Ask your host about availability. We accept Venmo, PayPal, cash or check. See the dropbox in the kitchen for further instructions.
Visitors: Visitors are allowed on the first floor until 11pm.
Quiet Hours: As courtesy to other guests, quiet hours are 11pm to 7am.
You would have access to the entire house, which has 6 bedrooms, 2.5 bathrooms, and an open, spacious first floor with a modern kitchen, large dining room (seats 12-16), living room with ample and comfortable seating, sound-insulated theater, and a big backyard that is fenced-in and dog-friendly. The house is perfect for hosting parties and events, a weekend getaway with friends or family, or gathering everybody together to celebrate a graduation or wedding. Below you will find a list of the rooms and accommodations.
1 King sized room (sleeps 2)
2 Queen sized room (sleep 2 each)
1 Single Sized room (sleeps 1)
Two lofted Bunk Rooms (Sleeps 1x2) *kids, teens, small adults
TOTAL: 10 people can sleep comfortably in beds, but we also have 2 air mattresses and several couches.
Catering is available upon request.
Two parking spaces are included—one in the front of the house, another in the rear.
The entire first floor is shared space (all the bedrooms are upstairs). You will have access to: a modern kitchen stocked with complimentary breakfast items; a sound insulated theater equipped with Netflix, Showtime and an Xbox; a spacious living room with comfortable seating, a record player and a fine selection of vinyl; a dining room that seats 12-16 people; washer and dryer with free detergent/dryer sheets, and a picnic table and firepit in our big backyard which is fenced-in and dog-friendly.
We like to have everything setup for you and your guests upon arrival. We will communicate with you through the app prior to your reservation to be sure of this. If something unforeseen should occur, our staff is nearby and happy to help. Otherwise, the house is all yours!
The Greenleaf House has become a hub in the Glenwood Avenue Art District of Roger’s Park, where all flavors of creative artists have lived and collaborated for several decades. The Mile of Murals—a community-based public art initiative—begins half a block from our front door. Within easy walking distance you will find a bustling nightlife, small theaters and music venues, several locally-owned eateries, and Loyola Park, which has a great playground and arguably the best sand beach in the city.
Here are a few links about our neighborhood:
https://www.choosechicago.com/neighborhoods/north/rogers-park/
http://www.glenwoodave.org
https://www.rogerspark.com
The Greenleaf House is conveniently located near two major public trains—we are one block from the El (CTA Red Line at Morse Avenue) and three blocks (5-8 minute walk) from the Roger’s Park Metra Station. There are several bus stops within walking distance, including express buses to downtown. It is also never difficult to hail a cab, and Uber/Lyft rides generally arrive in 1-5 minutes after placing a request. For your convenience, we have included links to public transit information below.
CTA Morse Red Line Station:
https://www.transitchicago.com/travel-information/rail-station/-stopid-104/
Metra Rogers Park Station:
https://metrarail.com/maps-schedules/train-lines/UP-N/stations/ROGERPK
Checking out: Check-out time is 12pm noon. Please leave your keys in the door.
Checking Out late: You may checkout late till 3pm, but must be out of your room by 12pm. Feel free to hang out on the first floor, or stow your luggage and explore. If you would like to stay later than 3pm, we are happy to accommodate you so long as it doesn’t interfere with a house rental or special event.
Luggage Storage: There is a storage space in the TV room. It is first come, first serve and has a lock and key. If the key is in the lock, it is free to use. Please use only if your room is unavailable.
Laundry: Feel free to use the laundry any time except 12pm - 3pm. That is when we wash sheets and towels used by our guests. Detergent and dryer sheets are provided.
Security cameras: For your safety, there are security cameras inside the common areas and outside the property. We don’t actively monitor them unless something happens. Please do not tamper with the security cameras.
Shared Space: The first floor is a shared space. This includes the TV room (which has Netflix). Feel free to hang out and interact with other guests.
Dogs: Dogs are allowed for an extra $10 per night. We accept Venmo, PayPal, cash or check. See the dropbox in the kitchen for further instructions.
100% Smoke Free: Smoking is prohibited inside the house. Please smoke outside.
Parking: Parking spots are $10/night when available. They cannot be reserved on the app. Ask your host about availability. We accept Venmo, PayPal, cash or check. See the dropbox in the kitchen for further instructions.
Visitors: Visitors are allowed on the first floor until 11pm.
Quiet Hours: As courtesy to other guests, quiet hours are 11pm to 7am.
During your stay at this holiday home, you're just a quick walk from Lake Michigan. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
- Air-conditioned home with kitchen, washing machine and 2.5 bathrooms
- Free WiFi
- Amenities include laundry facilities
- Within a 10-minute walk of Lake Michigan and Loyola University Chicago
The Greenleaf House—Whole House offers its guests laundry facilities. The front desk is open around the clock.
Property amenities
Internet
- Available in the house: Free WiFi
Parking and transport
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Microwave
- Oven
- Refrigerator
- Spices
- Toaster
Bedrooms
- 7 bedrooms
- Bedsheets provided
Bathroom
- 2.5 bathrooms
- Hair dryer
- Shower/bathtub combination
- Towels provided
Entertainment
- Books
- Games
- TV with cable/satellite channels
Outdoor areas
- Gas grill
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
- Welcoming dogs only
- 4 pets total
Suitability/Accessibility
- Smoke-free property
Services and conveniences
- Iron/ironing board
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)
- Fire extinguisher
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age - 18
Check-out
Check-out before 12:00 PM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
- Pets are welcome
- Only dogs are allowed
- Maximum 4 pets Service animals are exempt from fees.
Children and extra beds
- Children are welcome.
Events
Events allowed: family gatherings, birthday parties, weddings
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 99
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number R22000094767, 60626
Property is also known as
Vrbo Property
The Historic Chicago Chicago
The Historic Chicago Home Chicago
The Historic Chicago Home Private vacation home
The Historic Chicago Home Private vacation home Chicago
2339