The Greenleaf House—Whole House
House in Rogers Park, IL
12 guests · 9 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones
About this house rental
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.
Amenities
Pets allowed
Map of Rogers Park, IL
$$$$
Ratings and reviews
4.0 / 5.0
The house was big enough for whole family. It was also in a great location. However, the locked bedroom doors were a big inconvenience and the carpeting was disgusting. So dirty. Did not like walking in it without shoes.
3.0 / 5.0
First the good: the house is indeed in a great location within an easy walk to the beach. It does have three dedicated parking spots which we were able to squeeze to accommodate four cars at times. It does sleep a ton of people and has very spacious common areas. It was nice that the deck grill is plumbed to gas taking away the worry of running out. The stocking of the kitchen with milk, juice, bagels and eggs was a nice touch. The owner was pleasant and responsive.
Now the not so good: this is a well-used house that has not been especially well loved. It is pretty shabby and grimy with bathroom grout that has not been properly cleaned and accumulations of grime in the kitchen. Kitchen is minimally stocked and completely disorganized and the cupboards and drawers are filthy. The carpet is badly stained in multiple areas giving it at least the appearance of being dirty. The beds are OK but not overly comfortable and the towels mismatched and worn. No kitchen towels despite two requests resulting in an Amazon delivery that arrived too late to launder and use. Free street parking impossible to find in this area. There were some obvious safety concerns including a bathroom electrical outlet that was falling out of the wall and secured with loose scotch. tape, and a gas pipe for the fireplace wrapped in electrical tape. Weird signage scrawled on scraps of paper and taped to the walls. With a little elbow grease and some proper maintenance this could be a really great place!
5.0 / 5.0
Everything you could possibly need while staying away from home.
5.0 / 5.0
Place was awesome and perfect for our friend group of 12! Whole house rental totally worth it!
5.0 / 5.0
Many small details helped make our three day stay enjoyable. The kitchen came stocked with coffee, fresh fruit and other breakfast food. I enjoyed locally made art in the rooms. We had a cozy fire in the backyard firepit Everything was set up to let you spread out and enjoy relaxing time. There was a stereo with a turntable and a collection of vinyl records that we forgot to try out but thought was cool. The living room TV had four or five remote controls and I can not figure out how to get anything to play when that happens. It almost felt as though we were house-sititting for someone who has good taste and a spacious home. I'd be happy to come there with another group in the summer to enjoy the front porch.
5.0 / 5.0
Great place to stay, we had 10 people for a long weekend. Location is close to the red line, good restaurants close by, and really great communication with the staff. Super clean as well!
5.0 / 5.0
Owner is super responsive and the house was comfortable and incredibly well located.
4.0 / 5.0
Upon arriving, front door code wasn’t working. They reset code and it worked. Also needed to reset door 2.
Smoke detector battery in room 5 was beeping in the middle of first night. . We took the battery out.
Enjoyed our stay.
5.0 / 5.0
Great location, a couple blocks from Lake Michigan. Great to have onsite parking. Since ice dispenser did not work would have been nice to have ice in the freezer. Host was very prompt in bringing water when bottles ran out. Very nice to have breakfast food items available. Lots of room for our family to eat and play games.
5.0 / 5.0
We had 8 adults staying and it was a great space. Near the beach and walking distance to coffee and some restaurants. It was about a 20 minute uber ride downtown so very convenient!
5.0 / 5.0
Very nice, large property. Kitchen was decent size and although we were able to make due with what was there as far as cooking supplies it could’ve been better. We were very comfortable at this location and it was a bonus to have 3 designated parking spaces and only a couple blocks from the beach.
4.0 / 5.0
Greenleaf House
Glad we had the whole property. Parking spots are a big bonus. House is a bit eclectic and outdated in the inside. Linens were fresh and clean. Overall cleanliness was appreciated. Definitely has a hostel vibe.
5.0 / 5.0
Incredible home
This place is absolutely incredible. The location is right by the water, but still close to the city. The home itself is extremely comfortable and clean. Everything functions properly. We were fortunate to stay here.
5.0 / 5.0
Best location!!
Brian, the property manger, was a great communicator and very accommodating. The house has a great layout and well appointed. Beds very comfortable and bathrooms clean. Bonus breakfast included. Also an amazing location. Highly recommended!
5.0 / 5.0
Great place
Great place! A nice updated Master bathroom, a big huge dinner table to gather around, and plenty of basic kitchen spices and other staple foods, contributed in part to this five-star rating
5.0 / 5.0
10/10 Recommend for Group Stay!
We were looking for a spot for girls Chicago weekend and this home was above and beyond in all expectations. The main floor had plenty of seating and room for all the girls, loved the dining room space and flow right into the kitchen. Having the complimentary breakfast was a nice plus. The second floor with all the bedrooms was very spacious. Plenty of bathroom space, too! Location is right near the lake. Definitely a great spot for any group stay, thank you!!
5.0 / 5.0
Just right for our Family Christmas
This was a lovely place to stay for our family of 6 adults. The neighborhood was a good location and short distance to grocery, beverage and other stores of interest. The walk to the beach was short and a good experience even in mid-December. The unexpected little extras really made it feel homey - Christmas tree, lights and other holiday décor. Large table for our board game nights, and days. This is definitely a good place for a family stay.
5.0 / 5.0
Family Central
This was set up for a family Thanksgiving adventure. We enjoyed being close to the city, but in a spot quiet for a good night of games and sleep.
5.0 / 5.0
Great house
Good clear instructions, we’ll setup.
5.0 / 5.0
Good times!
Great access to the beach, and the Loyola campus. We had a great time at the Greenleaf House, highly recommend.
5.0 / 5.0
Great house for a large group
Plenty of space for everyone. Great place to host our reunion of 10 people!
5.0 / 5.0
Wonderful!
There Greenleaf house was the perfect location for my family’s reunion. Clean, spacious, and minutes away from Lake Michigan. Would love to come back in the future!
5.0 / 5.0
Great location and lots of space
We had a lovely family reunion at Greenleaf House. 6 bedrooms and large common spaces gave us plenty of room, and it was great to have a back fenced area for picnics and bocce ball. 1 block to the lake beach!
5.0 / 5.0
Beautiful house, great location, great host
This is a beautiful, historic house one block from the lake and located convenient to the L (Chicago subway system), Northwestern, Loyola, and Chicago. The host was great at checking us in and communicating with us, especially as our stay neared. The first floor of the house is beautiful and very comfortable. Gas fireplace was a nice touch, as is free food for breakfast. The second floor was more pedestrian, and the bedrooms themselves fairly non-descript, but perfectly comfortable and sufficient. Overall we had a wonderful stay and would recommend it highly.
5.0 / 5.0
Perfect for Loyola graduation
Super house and great backyard
5.0 / 5.0
The house was clean,parking space availability could have been better
I would definitely stay here again. Along with reccomending this property.
FAQs
How much does this house cost compared to others in Rogers Park?
The average price for a rental in Rogers Park is $265 per night. This rental is $463 above the average.
Is parking included with this house?
Parking is not specified as an available amenity at The Greenleaf House—Whole House. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is The Greenleaf House—Whole House pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at The Greenleaf House—Whole House?
We found 1 amenities for this rental. This includes , and pets allowed.
Explore similar vacation rentals in Rogers Park
Explore all rentals in Rogers ParkRogers Park travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu