Chic Vintage Stay w/Private Balcony – Walk to Argyle Redline, Lake, Dining | House in Chicago, IL

2 Bedroom House with Internet, Security and Sports
Step into vintage charm at Maison Winona, a 1908 Prairie School stunner by Chicago architect Frederick Schock, in the heart of Andersonville. With interiors that whisper ooh là là, Maison Winona blends boutique comfort with a maximalist vibe. Enjoy a lush private balcony, and free street parking. A 10-min stroll brings you to Lake Michigan, the Green Mill, Chicago Magic Lounge, and Clark St’s top restaurants. Perfect for families, friends, and bon vivants seeking a one-of-a-kind Chicago stay.
PARKING - Free Street Parking
The space
PRIME LOCATION
- 6 min walk to Redline Argyle Station/SunWah BBQ/Yoo Yee
- 9 min walk to Clark St (Over 80 Restaurants, Cafes, Shops)
- 12 min walk to Lake Michigan (Foster Beach)
- 9 min walk to Green Mill/Riviera/Aragon Ballroom
Nearby Universities
- Loyola: 7 min drive
- Northwestern: 21 min drive
- DePaul: 16 min drive
BEDROOM 1 (Primary)
- King bed
- Hotel quality linens
- Vintage Chaise Lounge
- Walk-in closet
- AC
- Ceiling fan
- Full Length mirror
- Luggage rack
- Ensuite bath with walk-in shower & thermostatic system
- Spa tub inside walk-in shower
- Dedicated workspace with LED vanity mirror
BEDROOM 2
- Queen bed
- Hotel quality linens
- Blackout curtains
- Ceiling fan
- Closet
- Mirror
- Bedrooms 1 & 2 share a hallway
LIVING ROOM 2 (Flex Room)
- Day bed with queen size-trundle
-Balcony access
- When fully extended, the trundle fills most of the room — still walkable, just snug
-Low-profile bed sits directly at floor level — a slumber party feel with grown-up style
LIVING ROOM 1 & ENTERTAINMENT
– Seats 6 (sofa, loveseat, vintage chairs)
– Decorative (non-working) fireplace
– 65" LG Smart TV
– Hulu & Disney+ (No Ads) provided
– Use your own login to access a variety of streaming apps
– Samsung Bluetooth soundbar system
– AC
– 2 Gbps high-speed Wi-Fi
DINING ROOM
- Vintage Dining table seats 6
- Cocktail cart with shaker, tools & ice bucket
COFFEE & TEA READY
- Coffee bar with drip + French press
- Local Whole Bean Coffee, creamers, & sweeteners
- Pour-over tea kettle + tea selection
KITCHEN + BUTLER'S PANTRY
- Fully equipped Kitchen with quartz countertops
Other things to note
BATHROOM
– Clawfoot tub/shower combo (porcelain)
– Grab bars for entry/exit
– Tub is shorter than standard and requires high step-in
– Towels: 2 of each (bath, hand, washcloth) per guest
– 2 Conair InfinitePRO hair dryers
– Aveda Rosemary Mint: shampoo, conditioner, body wash, hand soap, lotion (starter supply – 12 oz each)
BEACH GEAR
– 6 beach towels, 3 queen-size mats, 6 beach bags
– 1 beach wagon
– 2 Titan backpack coolers, 1 Igloo wheeled cooler
– 6 reusable Titan ice packs
PRIVATE COVERED 2ND FLOOR BALCONY
– Seats 6
OPEN 1ST FLOOR BALCONY (SHARED)
– Seats 5
CAMERAS
There are 5 exterior cameras:
- Doorbell camera at the front door
- One on the second floor balcony
- One on the first floor balcony
- Two in the backyard
EARLY CHECK-IN OPTIONS
Early arrival is available for 75% of the average daily rate or your reservation if approved. Message us 24 hours in advance. Not available if another guest has booked or if maintenance is scheduled.
LATE CHECK-OUT
Late check-out is contingent on turnover needs. In the event that it is available, the rate is 75% of the average daily rate of your reservation. Please ask if interested.
PARKING DETAILS:
– Free street parking (limited 6 PM–8 AM)
– Paid street parking via ParkChicago app
– Paid nearby options via SpotHero app
– No on-site parking
Transportation
– Uber/Lyft: typically 3–5 min wait
– CTA Red Line: every 3–9 min (day), 15–20 min (night); operates 24/7
– Divvy bike rental station nearby
From O’Hare (ORD) (~1 hr 15 min):
– CTA Blue Line from terminal toward Forest Park
– Transfer to Red Line at Jackson (walk one block east)
– Red Line toward Howard
– Exit at Argyle
– Walk 2 min west on Argyle. Walk 3 min north on Broadway. Walk 1 min west on Winona. Maison Winona is directly West of the Dunkin Donuts.
From Midway (MDW) (~1 hr):
– CTA Orange Line toward Loop
– Transfer to Red Line at Roosevelt
– Red Line toward Howard
– Exit at Argyle
– Walk 2 min west on Argyle. Walk 3 min north on Broadway. Walk 1 min west on Winona. Maison Winona is directly West of the Dunkin Donuts.
Rental Agreement (Required)
– After booking, guests complete a rental agreement outlining house rules, occupancy limits, confirmation that unregistered overnight guests as well as unannounced guests are not permitted, check-in/out procedures, and Chicago’s Shared Housing Ordinance requirements.
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About the Space
Guest Private Spaces
– Entire second-floor apartment with covered balcony
Shared Spaces
– First-floor balcony
– Front entry & hallway – Shared; you may see us or our guests occasionally. We aim to be quiet and courteous—merci for doing the same!
– Back stairwell – Accessible via backyard. Our 2 resident cats may greet you—they're friendly and nosy.
Host’s Private Spaces
– Backyard – Private; not available to guests (City of Chicago prohibits food/alcohol sharing).
– Grill – Not for guest use.
– Visibility – Backyard may be seen from Bedroom 2, back stairwell, and storage room. Sound may carry lightly.
– Driveway — Guests may use the driveway for check-in and check-out only. It’s reserved for host use at all other times. Free street parking is available. Vehicles parked in the driveway during a stay risk being towed.
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House Rules Agreement
– Booking our property equals guest agreement to comply with House Rules and the rental agreement.
– Violations may result in:
– Notification to VRBO and/or local authorities
– Booking termination without refund
– Guest liability for damages, fees, legal expenses
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Optional Add-Ons
– Early Check-in / Late Arrival – 75% of average daily rate (when approved by host)
– Lost Item Return – $150/item for domestic shipping (restrictions apply – see House Rules)
– Cleaning during stay $275 when available. Must request 36 hours in advance. Payment in full required to reserve this service.
Chic Vintage Stay w/Private Balcony – Walk to Argyle Redline, Lake, Dining is located in Uptown. Chic Vintage Stay w/Private Balcony – Walk to Argyle Redline, Lake, Dining provides accommodation, featuring Internet, Security/Safety, Sports/Activities, among other amenities. This House features Internet, Security/Safety, Sports/Activities, to make your stay a comfortable one.
Chic Vintage Stay w/Private Balcony – Walk to Argyle Redline, Lake, Dining has 2 Bedrooms , 1 Bathroom, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Uptown has interesting places to visit. If you want to learn more about the House in Uptown, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Air conditioning
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Heating
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Soap
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Bathtub or shower
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1 bathroom
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Shampoo
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Toilet paper
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Towels provided
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Hair dryer
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Bed sheets provided
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2 bedrooms
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Dining table
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Living room
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Dining room
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Kitchen island
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Stovetop
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Refrigerator
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Microwave
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Blender
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Electric kettle
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Oven
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Toaster
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Dishwasher
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Near laundromat
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Beach towels
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No onsite parking available
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No pets allowed
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Handrails in stairways
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Visual alarms in hallways
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Upper floors accessible by stairs only
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Stairway handrail height (inches): 36
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Thin carpet in public areas
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Well-lit path to entrance
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Smoke-free property
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No elevators
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Hardwood flooring in public areas
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Tile flooring in public areas
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Cycling nearby
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Swimming nearby
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Fitness facilities nearby
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Hiking nearby
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Birdwatching nearby
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Basketball nearby
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Books
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Smart TV
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Games
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At least 80% lighting from LEDs
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Recycling
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Unit size: 1000 sq ft (93 sq m)
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German
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French
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Near a health or beauty spa
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Near a hospital
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Children's games
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Change of bedsheets (on request)
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Iron/ironing board
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Change of towels (on request)
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Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
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Balcony
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Fire extinguisher
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First aid kit
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Deadbolt lock
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Smoke detector installed (host has indicated there is a smoke detector on the property)
Policies
FAQ's
Is this Uptown house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Uptown house have a swimming pool?
No, this Uptown house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Uptown house?
Best-rates for the Uptown house starts from $560 per night with includes TV, View, Ocean View, Balcony/Terrace, Bedding/Linens, Child Friendly, Air Conditioner, Fireplace/Heating, Internet, Security/Safety, Sports/Activities, Wellness Facilities, Entertainment, Kitchen, Laundry with all other facilities. Casai matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Uptown house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Uptown house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Uptown house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Uptown house?
Based on the information reported by the owner or manager, the Uptown house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Uptown house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Uptown house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.