Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
Family fun awaits
Top-rated for families.
Private garden
A rare find — relax in the peaceful, private garden space.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Near Aragon Ballroom
3 bedrooms1 bathroomSleeps 4
Popular amenities
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Fenced yard
Free Wi-Fi
Explore the area
Chicago, IL
Swedish American Museum Center
Place, Swedish American Museum Center
3 min walk
Riviera Theatre
Place, Riviera Theatre
18 min walk
Aragon Ballroom
Place, Aragon Ballroom
18 min walk
Chicago, IL (ORD-O'Hare Intl.)
Airport, Chicago, IL (ORD-O'Hare Intl.)
30 min drive
Rooms & beds
3 bedrooms (sleeps 4)
Back bedroom
1 Queen Bed
Front bedroom
1 Double Bed
Middle bedroom
1 Queen Bed
1 bathroom
Bathroom 1
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
About this property
Great Location-Beautiful Friendly Andersonville Neighborhood
City of Chicago Vacation LICENSE NO.: 2209341 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville.
Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street where you can find a wide array of Restaurants, Bars, Coffee Shops, Bakeries and Boutiques, etc.
This 2nd floor apartment has a private entrance and skylight above the front stair entry, with a balcony overlooking the tree lined street of Winona and in back a four season sun room overlooking the private back yard with a brick paver patio.
The Antique Furnishings complement the era of this turn of the century vintage home with some modern conveniences. You’ll love the hardwood floors, 9 foot ceilings, brick fireplace and exposed brick on the interior.
There are plenty of windows and beautiful warm colors throughout the home. There are 3-bedrooms, 1 bath, a front room leading to the balcony, a dining room, eat in kitchen with a pantry and a sunroom.
The apartment is located 2.99 Miles from Loyola University in Chicago and 5.99 miles from Northwestern University in Evanston. The apartment is located just 2-miles to Historic Wrigley Field and the Chicago Cubs.
Downtown Chicago and everything it has to offer is only a short distance when traveling by car you are just minutes to the beach’s of Lake Michigan and Historic Lake Shore Drive riding along the lakeshore looking toward the view of Down Town Chicago passing Belmont Harbor, Navy Pier, Oak Street Beach, Grant Park, The Magnificent Mile, Soldier Field and the Museums on Lake Michigan.
Downtown Chicago and everything it has to offer is only a short distance when traveling by public transportation. The Damen #50 bus and the Foster #92 bus are just 2-blocks from the apartment on Foster Avenue and Paulina. The Damen # 50 bus will take you to the Damen Avenue Brown-Line-L station. The Brown-Line-L will take you Downtown Chicago. The Brown-Line-L circles the Chicago Loop.
The Foster #92 bus will take you east to Broadway and you have your choice of the Argyle Red-Line-L station or the Berwyn Red-Line-L station. Both station stops will take you to the Chicago Loop. When you get to the city you may transfer to any one of the L-trains.
This location is very assessable by public transportation and by car. If you’re traveling from O’Hare Field, ride the Blue-Line-L train from the airport to the Jefferson Park stop and hop the Foster 92-bus to Paulina, just 2-blocks from the apartment. If you’re traveling from Midway Airport, ride the Orange-Line-L train from the airport to the Roosevelt Road stop and transfer to the Red-Line-L train and ride to the Berwyn stop and hop the Foster 92 bus to Paulina, again just 2-blocks to the apartment. Easy to find street parking on Winona Street. No Parking Permit Needed.
Keywords: Two Flat, Apartment, Beach, Wrigley Field, Loyola University, Northwestern University, Antiques, Bars, Restaurants, Shopping, Coffee Shops, Aragon Ballroom, Red-L-Station, Brown-Line-L station, Blue-Line-L-station, Metra Station, Bus Stop, Friendly Neighborhood, Lake Shore drive, Magnificent Mile, Millennium Park, Grant Park, Soldiers Field, US Cellular Park, Comiskey Park, Down Town Chicago, Chicago Loop, Hospital, theatres, loop, Navy Pier, O’Hare field, Midway airport, vacation rental, corporate rental, short term rental,
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The host requires you to complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Hand wash any used dish's. You can leave them in the dish rack on the counter.
Bring the trash and recycle out. The containers are out back between the garages.
Place the towels in to the laundry basket across from the bathroom door. Hang any really wet towels over the side of the bath tub.
Failure to complete these may result in a negative review from the host.
Short Term Rentals Only 14 NIGHT MAXIMUM STAY
NO EXTENDED STAYS without owner Authorization
NO LARGE GATHERINGS in the apartment
Minimum Kid Age is 13
Shoes ARE NOT PERMITTED to be worn in the apartment Please REMOVE YOUR SHOES at the top of the front and back stairs before entering the apartment
LIMITED STORAGE. Best to bring smaller luggage for easier access and storage
NO SMOKING or burning candles in the apartment or on premises..
Important information
You need to know
Property # 302224vb
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
Chicago
Located on a lake, this apartment is in Uptown, a neighbourhood in Chicago. Aragon Ballroom and Chicago Theatre are cultural highlights, and some of the area's notable landmarks include Merchandise Mart and Cloud Gate. Lincoln Park Zoo and Field Museum of Natural History are not to be missed. Power boating, sailing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Swedish American Museum Center - 3 min walk - 0.3 km
Riviera Theatre - 18 min walk - 1.5 km
Aragon Ballroom - 18 min walk - 1.5 km
Lincoln Park - 19 min walk - 1.6 km
Kathy Osterman Beach - 4 min drive - 2.1 km
Getting around
Chicago Ravenswood Station - 14 min walk
Argyle Station - 15 min walk
Chicago O'Hare International Airport (ORD) - 36 min drive
Restaurants
The SoFo Tap - 6 min walk
Replay Andersonville - 9 min walk
Starbucks - 6 min walk
Calo Ristorante - 8 min walk
Hopleaf - 3 min walk
Frequently asked questions
Is Great Location-Beautiful Friendly Andersonville Neighborhood pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Great Location-Beautiful Friendly Andersonville Neighborhood?
As of 10 Aug 2026, prices found for a 1-night stay for 2 adults at Great Location-Beautiful Friendly Andersonville Neighborhood on 1 Dec 2026 start from AU$1,254, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Great Location-Beautiful Friendly Andersonville Neighborhood?
On-site parking is available at the property.
What time is check-in at Great Location-Beautiful Friendly Andersonville Neighborhood?
Check-in begins at 4:00 PM.
What time is check-out at Great Location-Beautiful Friendly Andersonville Neighborhood?
Checkout is at 10:00 AM.
Where is Great Location-Beautiful Friendly Andersonville Neighborhood located?
Located in Uptown, this apartment building is within 1 mi (2 km) of Riviera Theatre and Aragon Ballroom. Lake Michigan and Wrigley Field are also within 3 miles (5 km). Argyle Station is 15 minutes by foot and Berwyn Station is 16 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
I am a 4th generation Chicagoan. My roots are very deep in the City of Chicago going back to my Great, Great Grandparents on both side of the family. I love Chicago and I currently live in the first floor apartment of The Winona Residence with my wife Cathy and our Irish Terrier Mickey. I am the Vice President of our Family owned heating and air conditioning company in the west suburb of Schaumburg Illinois. I have been in the heating and air conditioning business since 1976. I am a licensed electrician and I have a Managing Brokers Real Estate License.
Why they chose this property
The Winona Residence is located in the Chicago north side neighborhood of Andersonville. Andersonville is listed by Red Fin in 2015 as one of the Top Ten Neighborhoods in the USA. Listed at #7. The location is wonderfully located for easy access for all public transportation to downtown Chicago. The public transportation downtown Andersonville and Lake Michigan are within walking distance from the apartment.
What makes this property unique
This property is one of the First Vacation Rentals in then City of Chicago. Since 2010. This home is unique because of its vintage character from the early 1900’s and friendly neighborhood. Being on the second floor you get privacy from the tree lined street. You can admire the view while out on the front balcony or sit in the back sunroom looking out to the backyard. This location is very accessible to downtown Chicago and the walk is less than 2-blocks to the heart of downtown Andersonville.
Languages:
English
Premier Host
They consistently provide great experiences for their guests