Boutique Andersonville Stay in a Historic Prairie School Home
Maximaliste et Magnifique
Luxe Stay + Balcony | Top Food, Music, Bars, Shops
Luxe meets landmark at Maison Winona, a historic 1908 Prairie School home in Andersonville—voted Best Neighborhood in the U.S. This 3-bedroom, 3-bed apartment blends luxury comfort with maximalist design. 95 Walk Score, private balcony, free parking, and minutes from Lake Michigan, Green Mill, Aragon Ballroom, Riviera, Hopleaf, Cariño, Chicago Magic Lounge, and Clark Street's best shops & eats. Cubs fan? Wrigley is 7 minutes on the Red Line. A one-of-a-kind Chicago stay for friends & families.
What this place offers
Common
- Air conditioning
- Cleaning products
- Cooking basics Pots and pans, oil, salt and pepper
- Dishes and silverware
- Dryer In the building, free or for a fee
- Essentials Towels, bed sheets, soap, toilet paper, and pillows
- Hair dryer
- Heating Central heating or a heater in the listing
- Kitchen Space where guests can cook their own meals
- Dedicated workspace
- TV
- Washing Machine In the building, free or for a fee
- Wifi
Bathroom
- Bathtub
- Body soap
- Conditioner
- Hot Water
- Shampoo
- Shower gel
Bedroom and laundry
- Bed linens
- Extra pillows and blankets
- Hangers
- Iron
- Room-darkening shades
- Clothing storage
What this place offers
Common
- Air conditioning
- Cleaning products
- Cooking basics Pots and pans, oil, salt and pepper
- Dishes and silverware
- Dryer In the building, free or for a fee
- Essentials Towels, bed sheets, soap, toilet paper, and pillows
- Hair dryer
- Heating Central heating or a heater in the listing
- Kitchen Space where guests can cook their own meals
- Dedicated workspace
- TV
- Washing Machine In the building, free or for a fee
- Wifi
Bathroom
- Bathtub
- Body soap
- Conditioner
- Hot Water
- Shampoo
- Shower gel
Bedroom and laundry
- Bed linens
- Extra pillows and blankets
- Hangers
- Iron
- Room-darkening shades
- Clothing storage
Entertainment
- Sound system
Family
- Board games
Heating and cooling
- Ceiling fan
- Portable fans
Home safety
- Carbon monoxide detector
- Fire extinguisher
- First aid kit
- Smoke detector
Kitchen and dining
- Baking sheet
- Blender
- Coffee
- Coffee maker
- Dining table
- Dishwasher
- Freezer
- Hot water kettle
- Microwave
- Oven
- Refrigerator
- Stove
- Toaster
- Wine glasses
Location features
- Laundromat nearby
Outdoors
- Beach essentials Beach towels, umbrella, beach blanket, snorkeling gear
- Outdoor seating
- Patio or balcony
Parking and facilities
- Paid parking off premises
- Free street parking
Services
- Long term stays allowed Allow stay for 28 days or more
- Luggage dropoff allowed For guests' convenience when they have early arrival or late departure
Accessibility
Neighborhood
Bienvenue à notre quartier — where things get delightfully EXTRA. Perched at the crossroads of Andersonville, Edgewater, and Uptown (a trifecta so charming it sounds made up), Maison Winona sits within one of the most richly diverse pockets in the nation — equal parts history, hedonism, and highballs. One moment you’re weighing the merits of Chimay vs. Delirium at Hopleaf, the next you’re debating jazz history with a saxophonist outside The Green Mill (they win). Need glitter? It’s on tap. Queer joy and craft cocktails flow from Marty’s to Meeting House, Nobody’s Darling to Farraguts — with go-go boys at Atmosphere and conversation that sparkles brighter than the disco ball. Need a moment? Lake Michigan is just 12 minutes east — bring a baguette, some aged brie, and your best existential crisis. Public transit? Mais oui. The Red Line whooshes you to Wrigley, the Loop, and Chinatown faster than you can say The Devil in the White City. Ready for dinner? You’re spoiled for choice — Korean fried chicken, Roman pastas, Southern biscuits, Taiwanese noodles, and over 20 James Beard and Michelin Bib honorees. It’s a global tasting tour within a half-mile radius. Need groceries? You’re surrounded. Specialty shops, mom-and-pops, and more tinned fish than you can responsibly consume. This neighborhood plates up every craving — with a side of people-watching that’s practically performance art. In short: if Wes Anderson moved to Paris, but it was Chicago, and everyone was just a little bit weirder (in a good way)? That’s the neighborhood. Bienvenue à Maison Winona.
Guest Access
🏠 GUEST SPACES 🛋️ PRIVATE SECOND-FLOOR APARTMENT (100% Yours during your stay) - Full access to the entire private 2nd floor - Thoughtfully designed within our 1908 Prairie School home - Vintage charm meets boutique comforts 🌿 PRIVATE SECOND-FLOOR BALCONY (Exclusive to you) - Sunrise & sunset views - Quiet, elevated escape beneath the eaves - Perfect for café crème mornings or rosé-at-golden-hour evenings 🌸 FIRST-FLOOR BALCONY (Shared) - Lush with tropical hibiscus, cannas, and vibrant greenery - Great for morning coffee, apéro at golden hour, or a stylish pause while waiting for your rideshare (usually 3–5 min) - One of our favorite spots in the home 🚗 DRIVEWAY (Host's private space) - Airbnb guests: 30-min max for unloading on arrival & loading on departure - Vehicles parked longer than 30 min may be towed, fees billed to guest - Free street parking available nearby — ask us for recommendations - Full-time access is reserved for host and our guests 🚪 FRONT ENTRY DOOR & HALLWAY (Shared) - Main front entry and hallway are shared with the host and personal guests - We may cross paths day or night - We keep it quiet and courteous, but are happy to chat if that's your thing! Otherwise we respect your privacy! 🐈 BACK ENTRY DOOR & STAIRWELL (Shared) - Access via driveway and through the backyard - Available to guests at any time - Heads up: our two resident cats consider the stairwell their personal promenade — expect a curious greeting 🌳 BACKYARD (Host's private space) - Reserved for host and personal guests - You'll pass through en route to the back entrance - You may see us dining, chatting, or simply hanging out - Per City of Chicago regulations, hosts cannot share food or alcohol with Airbnb guests (quel dommage! we wish things were different!) - We kindly ask for privacy during these moments - The grill is for host use only - Visible from the 2nd bedroom closet, back stairwell, and kitchen storage room — you may hear gentle hums of life below
Good to know
🚗 PARKING - Free Street Parking 🧳LUGGAGE DROP-OFF - Free after 11 AM on day of arrival. 📍 PRIME LOCATION (95 Walkability Score) - 7 min to Wrigley Field via the Redline (Argyle Station to Addison - 4 stops) - 9 min walk to Clark St. "The Shop Local" capital of Chicago (Over 80 Restaurants, Cafes, Shops) - 9 min walk to Hopleaf, 2026 James Beard Nominee for Outstanding Bar. - 6 min walk to Redline Argyle Station/SunWah BBQ (James Beard Winner)/Yoo Yee/Fat Miilk/ Patisserie P. - 12 min walk to Lake Michigan (Foster Beach) - 9 min walk to Michelin Bib Gourmand Kie-Gol-Lanee/Birrieria Zaragoza - 9 min walk to Green Mill/Riviera/Aragon Ballroom/Chicago Magic Lounge - 9 min walk to Paper & Pencil Chicago's Premier Stationary Store -15 min walk to Cariño, Michelin Star (2024, 2025). NYT 50 best Restaurants in US (2025). James Beard Award Nominee, Best Chef 2026 🛏️ BEDROOM 1 (Primary) - King bed (Helix) - Hotel quality linens - Vintage chaise lounge - Walk-in closet - AC (Midea U 12K BTU smart inverter) (June-Oct) - Ceiling fan - Full length mirror - Luggage rack 🛏️ BEDROOM 2 - Queen bed (Nova Foam) - Hotel quality linens - Blackout curtains - Ceiling fan - Closet - Mirror 🛏️ BEDROOM 3 - Queen sofa bed (Luna Day Bed - Pottery Barn) - Hotel quality linens - Balcony access - Closet 📺 LIVING ROOM 1 – Seats 6 (sofa, loveseat (Joy Bird), vintage chairs) – Decorative (non-working) fireplace – 45" LG Smart TV – Hulu & Disney+ (No Ads) provided – Use your own login to access a variety of streaming apps – Samsung Bluetooth soundbar system – AC (Midea U 12K BTU smart inverter AC) (June-Oct) – 2 Gbps high-speed Wi-Fi – Live Plants 🍽️ DINING ROOM - Vintage Dining table seats 6 - Cocktail cart with shaker, tools & ice bucket (CB2) - Live Plants ☕ COFFEE & TEA READY - Coffee bar with drip (Breville) + French press - Local Whole Bean Coffee, creamers, & sweeteners - Coffee Grinder (Cuisinart) - Pour-over tea kettle (Cuisinart) + tea selection 🍽️ KITCHEN + BUTLER'S PANTRY - Fully equipped Kitchen with quartz countertops - Crate & Barrel Dinnerware & Glassware - Cuisinart All-Clad Pots & Pans - Breville Convection/Toaster/Air Fryer - Gas Stove & Microwave (Kitchen Aid) - Dishwasher (Fisher & Paykel) - Refrigerator (Maytag) - Blender (Kitchen Aid) 🛁BATHROOM – Aveda Rosemary Mint: shampoo, conditioner, body wash, hand soap (starter supply – 12 oz each) – Vintage Clawfoot tub/shower combo – Tub requires high step-in – Grab bars for entry/exit – Towels: 2 of each per guest (bath, hand, washcloth) – 2 Conair InfinitePRO hair dryers 🏖️BEACH GEAR – 6 Beach towels, 3 queen-size mats, 6 beach bags – 1 Beach wagon – 2 Titan backpack coolers – 1 Igloo wheeled cooler – 6 Titan ice packs PRIVATE COVERED 2ND FLOOR BALCONY – Seats 6 – CB2 Outdoor Sofa & Lounge Chairs – Live Plants (June-Sept) OPEN 1ST FLOOR BALCONY (SHARED) – Seats 5 – Vintage Outdoor Furniture 🫧👚LAUNDRY ROOM (SHARED) - Washer and dryer in basement (Maytag Bravos XL) - Detergent, Bleach, Stain Treatment, Dryer Sheets provided - Garment Steamer (Vivio Professional) - Travel Garment Steamer (Conair) - Iron (Chi Professional - Distilled Water 💡Other Things to Note - ⏰Early Check-In: Half-day add-on when available. Inquire for price. - 🕓Late Checkout: consider a half-day add-on when available. Inquire for price. - 🧳Free Luggage Drop-Off: Available after 11 AM on day of check-in - ❓Lost Item Return – $150/item for domestic shipping (restrictions apply, see House Rules) - 📷Cameras: Exterior only - front door, first floor exterior hallway, second floor balcony, first floor balcony, backyard 🎓 Nearby Universities - Loyola: 7 min drive - DePaul: 16 min drive - Northwestern: 21 min drive 🚫 House Rules - Outside Vendors by request only. - No 3rd-Party Bookings: Booking person must be present the entire stay. - 10pm Quiet Time: Per City of Chicago Noise Ordinance. - No confetti, glitter, rose petals or taping things to walls - No Smoking indoors or out - No Pets - No unapproved visitors. Unauthorized visitors will result in cancellation without refund. - No unregistered overnight guests. Unregistered guests will result in cancellation without refund. 🖊️RENTAL AGREEMENT (Required) - After booking, guests complete a rental agreement outlining house rules. This property & all guests must comply with the Shared Housing Ordinance of the city of Chicago, Illinois and all state, county and city regulations.
Other Details to Note
A rare architectural gem designed by Frederick Reuben Schock in 1908, this home was built for Lyman A. Budlong of the Budlong Pickle empire. Schock, a notable Chicago architect born to French immigrants and best known for four Victorian-style homes in the Austin neighborhood, was a contemporary of Louis Sullivan and Frank Lloyd Wright. Some historians claim that Wright copied Schock when he built his first residence in Oak Park in 1899. Scandalous? Peut-être. Delightfully plausible? Absolument! This greystone is one of Schock’s rare Prairie School designs, and we feel truly honored to steward and share it as Maison Winona. Our home is not a museum, but a lived-in love letter to design history. The interiors blend authentic Arts & Crafts elements like William Morris, Cole & Son, & House of Hackney wallpaper with bold nods to Art Nouveau, Art Deco, Victorian maximalism, & hints of mid-century and contemporary revivals of those styles. The vibe is infused with a touch of whimsy and a wink of kitsch, the kind that suggests we take beauty seriously, but not ourselves. We are the 3rd owners of the home and we acquired it from the family that purchased it from the Budlongs and lived in it for over 75 years spanning 2 generations. We especially enjoy hosting fellow architecture and design enthusiasts—but truly, this home is for anyone who appreciates comfort, character, and a bit of story in their surroundings.
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Getting Around No car? No problem. You're just steps from the Red Line (Argyle station), which zips you downtown in about 30–40 minutes — straight to the Art Institute, Millennium Park, or that deep-dish you're pretending to try for the first time. Prefer pedal power? Divvy bikes are nearby, and Chicago’s lakefront trail offers breezy rides with skyline views. Lyfts and Ubers appear comme par magie, and street parking on Winona is free — though finding a spot can be a bit of a sport during peak hours (we’re in high demand, darling). For savvy parkers, nearby side streets like Lakewood, Wayne, and Magnolia are your hidden gems. Heading further afield? The Red Line connects you to nearly everything southbound — from Wrigley Field to Lollapalooza, to Chinatown, and all the eats, museums, and lakefront beaches in between. Maison Winona’s neighborhood trifecta — Andersonville, Edgewater, and Uptown — is best explored on foot. So grab a latte, hit the sidewalk, and let the day surprise you. (Hint: it usually ends with vintage finds and something très tasty.)
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Approximate location. Full address will be provided on booking.