Homestay Chicago

Welcome to Your Stylish Home Base in Pilsen:Modern 3BR/2BA condo located in the vibrant East Pilsen/University Village neighborhood—perfect for corporate travelers, mid-term guests, and families alike. Comfort meets style with upscale finishes, spa-inspired amenities, and thoughtfully designed workspaces. Whether you're here for business, medical rotations, or just a change of scenery, you'll feel right at home.The Space:This spacious condo features three large bedrooms with cozy bedding, generous closet space (including a walk-in in the primary suite), and smart TVs throughout. The fully equipped chef’s kitchen boasts granite countertops, stainless steel appliances, and all the cookware essentials for your inner foodie.The primary bathroom offers a spa-like escape with a rainfall shower and modern finishes, while multiple WFH-friendly nooks and blazing-fast Wi-Fi ensure productivity and comfort during your stay.What You'll Love:✓ Spa-style primary bath with rainfall shower✓ Fully stocked chef’s kitchen with granite counters✓ Multiple dedicated work-from-home spaces✓ High-speed Wi-Fi & Smart TVs in every room✓ Garage parking with a 240V EV charger✓ Pet-friendly for your furry family members✓ Digital guidebook for a seamless experienceLocation, Location, Location:Nestled in Chicago’s cultural and culinary hub, you’re steps from:• University of Illinois at Chicago (UIC)• Rush, UI Health, and other major medical campuses• Pilsen’s top restaurants, coffee shops, and art galleries• Public transit lines for easy access to the entire cityJust minutes away from West Loop, Chinatown, downtown, McCormick Place, and Lake Michigan’s scenic trail. A perfect balance of accessibility and local charm.Good to Know:• Pet-friendly – just let us know in advance• Professionally cleaned and fully stocked before arrival• Extended stays welcome• Please follow all house rules for a smooth experienceAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet Hours from 10pm-8am.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

‘The Wellington’ was created for those looking to gather in a piece of Chicago history. This thoughtfully refurbished 1920s factory is the hidden gem of Lakeview & Roscoe Village - secluded from the hustle, yet a quick walk to world class restaurants, bars & Wrigley Field. Large enough to host families & friends uniting together, yet configured for travelers looking to work from ‘home’ in the heart of The Second City.→ 2,400ft² / 222m²→ Entire first floor with private access→ Free parking→ Quiet & safe family neighborhoodThe front half of the space is designed as a fully open floor plan including an expansive kitchen island, exposed brick living room with smart TV and dining table for 10.Two of the bedrooms are off the main hallway across from one full and one half bathroom. The first bedroom (aka. the green room) has a full-size bunk bed large enough to sleep four. The work station is set up with Zoom in mind - backgrounds are important!The second bedroom (aka. the blue room) sleeps two with a queen-size bed featuring old school architectural drawings against a modern abstract painted backdrop.The primary suite is secluded in the back of the unit with a small step up into a private bathroom and spacious bedroom (aka. the black & white room) with his & her closets.+ Wireless internet is always available.+ Artisanal coffee will be waiting for you from a local roaster along with a variety of gourmet teas.+ Kitchen has a french press, tea kettle, toaster, cookware, utensils, glasses, cutlery, sharp knives, cutting boards, baking sheets and all the basic tools like wine openers, cheese graters, vegetable peelers, pizza cutters, etc.+ Bathrooms are stocked with all the amenities of home including shampoo, conditioner, body wash, hair dryer, paper towels, toilet paper, tissue, sponges, hand soap and dish soap.+ TV with streaming options.+ Luggage racks and hangers.+ Foldable crib is available in the primary suite closet.Guest accessDuring your stay, the whole unit is yours and only yours. You will have a code for key-less access to come and go as you please.Washer and dryer are available in the basement. If you need access, don't hesitate to ask!Other things to noteWe do have a commuter train (Metra) that goes by, on average, every hour - it's 10 seconds and minimal noise indoors.Please remember that you're staying in a house, not a hotel. Please treat the space with respect - it was designed for our family and we hope you treat it that way.If any problems arise, we will do our best to take action ASAP.Early check-ins and late check-outs are difficult to accommodate, however please let us know if you need to drop off bags early or keep them late.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Notice required for pets including service animals.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Welcome to our stylish 3-bed, 2-bath Condo in the heart of Chicago's vibrant West Town. Designed for your comfort, it's a perfect base to explore all Chicago has to offer.You're close to everything; walk to local eateries, or sip coffee at charming cafes. Wicker Park and West Loop are just a stone's throw away, offering a plethora of entertainment options.The Iconic attractions of Downtown Chicago are easily accessible, putting you close to Millennium Park, Magnificent Mile, and Navy Pier.This cozy condo makes the perfect home base for exploring Chicago, whether you're checking out the downtown attractions like the Bean or visiting one of the many vibrant neighborhoods outside of downtown. Come explore all of the winter activities available in Chicago! Christkindlmarket! Jack’s Winter Pop Up! Multiple outdoor skating rinks! Winter Themed pop up bars scattered through the city!Around the Neighborhood: Coffee: -Standing Passengers: 0.2 mi walk *Play old school video games over a latte*-West Town Bakery: 0.7 miles-Prequel Cafe: 0.8 mi walk-Big Shoulders Coffee: 0.6 miles*If coffee at home is more your speed, the condo has a Keurig with K-Cup pods and creamer included during your stay. Breweries/Food-Forbidden Root: 0.5 mi walk-Irish Nobleman: 0.2 mi walk-Fry The Coop: 0.2 mi walk-On Tour Brewing Company: 0.6 miles-District Brew Yards: 0.5 miles-Goose Island Taproom: 0.9 milesWalk Score: 94Bike Score: 97 Looking for something different to do in Chicago? Check out the WNDR museum tor the different Zoo Lights available all winter! Check out the Shedd Aquarium downtown!Catching a game or concert?! Catch the Chicago Blackhawks and Chicago Bulls at the United Center! Only a short Uber ride from the condo.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:No shoes inside the condo..Please be respectful of the neighbors. A complaint from a neighbor will result in cancellation without refund.,No Smoking of any kind in the house or in common areas. *A $1,000 fee will be applied if any evidence is present.*.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

OVERVIEW:This is a high end first floor condo that comfortably sleeps 5 persons. Luxury bathrooms. Fully equipped chef’s kitchen with top of the line stainless steel appliances and granite counter tops. Gorgeous hardwood floors throughout. High speed internet and 2 smart TV’s with Netflix, Amazon Prime, YouTube and more. Adjustable AC/Heat via Nest Thermostat. One complimentary secure garage parking spot is included and a garage remote is provided for use during your stay. Access to condo is via smart locks for contactless check in and out at your convenience. This can be your home away from home!MASTER BEDROOM & ATTACHED SPA BATHROOM:The master bedroom features a queen bed with stylish decor, a smart TV, and an outdoor deck accessible through the sliding door. There is an attached master spa-like bathroom with a double sinks, granite vanity, large jacuzzi with handheld sprayer, and an incredible 6 head walk-in shower where you can also enjoy a hand held sprayer, shower head, rain head, and multiple body sprays. OUTDOOR PATIO DECK:Stunning private deck with grey cushions topping a 2 seater sofa, 2 arm chairs, and 2 ottomans. The patio also features a bar with 4 bar stools and a coffee table. Cushions are kept inside the walk-in master closet to ensure they remain dry for guests. Privacy curtains make this an ideal spot to spend time relaxing outside. ADDITIONAL SLEEPING ARRANGEMENTS:A single collapsable bed which sleeps one is located in the master bedroom walk in closet and can be set up in advance upon request. There is also a large leather sleeper sofa in the living room which opens up into a queen sized sleeper sofa with memory foam mattress. This condo comfortably sleeps 5 persons as there are a total of 2 queen beds and 1 single bed. LUXURY BATHROOMS: 1.5 Bathrooms. The master bathroom is a full and there is also a half bathroom located in the hallway between the master bedroom and kitchen. Each of the bathrooms are stocked with white towels, automatic antibacterial hand soap dispensers, hand sanitizer, 4 rolls of toilet paper, and tissues. There are additional towels, blankets, pillows and cleaning supplies in the hallway closet. There are a total of 10 white bath towels, 10 wash cloths, 12 hand towels, and 2 bathmats provided. Personal toiletries, feminine products, shampoo, conditioner and body soap are NOT provided. CHEF’S KITCHEN & 6 PERSON DINING TABLE:This gorgeous fully equipped kitchen is an entertainer’s dream. Top of the line stainless steel appliances- fridge, freezer, ice maker, oven, stove top, dishwasher, disposal, and toaster. White porcelain dishes include 12 large dinner plates, 12 small dinner plates, 12 pasta bowls, 12 cereal bowls, 2 serving bowls, and 12 coffee mugs. Glassware includes 12 highball glasses, 12 rocks glasses, 12 champagne flutes, 12 white wine glasses, 12 red wine glasses, 12 crystal old fashioned glasses, 12 shot glasses, and a flower vase. Silverware includes 12 small forks, 12 large forks, 12 dinner knives, 12 large spoons, 12 small spoons, and 12 tasting/coffee spoons. 18 piece knife block set, 17 piece cookware set, 14 piece bakeware set, and 14 piece cooking utensil set, mixing bowls, 5 measuring spoons, measuring cup, cookie sheets, can opener and peeler provided. Keurig coffee maker with coffees, creamers, and sweeteners provided. Salt, pepper and boos block cutting board, a plastic cutting board, and ice bucket provided. Cocktail shaker and bar set provided with wine openers and champagne stoppers. A kitchen hand towel, 2 paper towel rolls, automatic dish soap dispenser, automatic antibacterial hand soap dispenser, hand sanitizer, a sponge, dishwasher detergent, kitchen garbage bags, and extra bedroom/bathroom trash liners are provided. Cooking oil is NOT provided and no used kitchen items will be left in the fridge or in the cabinets. Placemats are provided for the 6 person dining table. There are also two bar stools located at the kitchen island. Silver charger plates, white cotton napkins, and napkin rings available upon request for special events.About pets:Pets allowed: limit 2 total.Only well behaved pets are welcome..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No late night disruptive parties or large gatherings that exceed 16 guests. Quiet hours are 8pm-8am. All events require approval..Minimum age requirement for the primary renter is 28 years old. An ID may be requested for age verification at our discretion.,We will not rent to any guest who has negative reviews. 5 star reviews or no reviews due to first time use of VRBO is acceptable..About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.Smoking is only allowed outside..About minBookingAge:Minimum age to rent: 28.About events:Events allowed: family gatherings and weddings.Maximum event attendees: 16,Disruptive late night events are not permitted..

OVERVIEW:This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably sleeps 9 persons. Luxury bathrooms. Fully equipped chef’s kitchen with top of the line stainless steel appliances and marble counter tops. Gorgeous hardwood floors throughout. High speed internet and smart TV’s with Netflix, Amazon Prime, YouTube and more. Adjustable AC/Heat. In unit washer and dryer. Complimentary secure garage parking and remote provided for use during your stay. Access to condo via smart locks for contactless check in at your convenience. BEDROOMS & SLEEPING ARRANGEMENTS:The master bedroom features a queen bed with stylish decor, a smart TV, and an outdoor patio balcony. There is an attached master spa-like bathroom with a double marble vanity, large jacuzzi with handheld sprayer, and incredible 6 head walk-in shower where you can also enjoy a hand held sprayer, shower head, rain head, and multiple body sprays. A twin sized collapsible bed which sleeps one is located in the closet and can be set up in advance upon request. The second bedroom has a queen bed and clothing storage space in the bureaus and closet. There are also two 3 seat sofas in the living room, both of which open up into queen sized sleeper sofas with memory foam mattresses. Privacy curtains are available to separate the living room from the common area hallway and other bedrooms. This condo comfortably sleeps 9 persons as there are a total of 4 queen beds and 1 twin sized bed. LUXURY BATHROOMS: 2.5 Bathrooms. The master bathroom has a double marble vanity, large jacuzzi with handheld sprayer, and incredible 6 head walk-in shower where you can also enjoy a hand held sprayer, shower head, rain head, and multiple body sprays. The second full bathroom with shower/bath tub is located in the hallway between the master bedroom and second bedroom. Each of these bathrooms are stocked with white towels, automatic antibacterial hand soap dispensers, hand sanitizer, 4 rolls of toilet paper, and tissues. There is also a half bathroom located on the rooftop level which is accessible from the south deck outside area. There is a total of 18 white bath towels, 18 wash cloths, 21 hand towels, and 3 bathmats. Personal toiletries, feminine products, shampoo, conditioner and body soap are NOT provided. CHEF’S KITCHEN & 12 PERSON DINING TABLE:This gorgeous fully equipped kitchen is an entertainer’s dream. Top of the line stainless steel appliances- fridge, freezer, ice maker, oven, stove top, dishwasher, disposal, and toaster. White porcelain dishes include 15 large dinner plates, 15 small dinner plates, 15 pasta bowls, 15 cereal bowls, 2 serving bowls, and 12 coffee mugs. Glassware includes 12 highball glasses, 12 rocks glasses, 12 champagne flutes, 12 white wine glasses, 12 red wine glasses, 12 crystal old fashioned glasses, 12 shot glasses, a crystal serving bowl, and flower vase. Silverware includes 12 small forks, 12 large forks, 12 dinner knives, 12 large spoons, 12 small spoons, and 12 tasting/coffee spoons. 18 piece knife block set, 12 steak knives, 17 piece cookware set, 14 piece bakeware set, and 14 piece cooking utensil set, 5 metal mixing bowls, 5 measuring spoons, measuring cup, cookie sheets, can opener and peeler provided. Keurig coffee maker with coffees, teas, creamers, and sweeteners provided. Salt, pepper and boos block, and 3 plastic cutting boards provided. Stainless steel 60 qt beverage tub, 3 gallon beverage dispenser, and ice bucket provided. Cocktail shaker and bar set provided with wine openers and Champagne stoppers. A kitchen hand towel, 2 paper towel rolls, automatic dish soap dispenser, automatic antibacterial hand soap dispenser, hand sanitizer, a sponge, dishwasher detergent, kitchen garbage bags, and extra bedroom trash liners are provided. Cooking oil is NOT provided and no used kitchen items will be left in the fridge or in the cabinets. Placemats are provided for the 12 person dining table. There are also two bar stools located at the kitchen island. Silver charger plates, white cotton napkins, and napkin rings available upon request for special events. PENTHOUSE ROOF TOP DECK:Stunning private terrace with Tiffany blue cushions topping a 3 seater sofa and 2 arm chairs. Queen sized day bed can be fitted with a special dark blue cover that is taken in and washed in between rentals so guests can put it out dry. Coffee table and cooler located on the north rooftop deck. On the attached south deck you will find a 6 person outdoor dining table, 2 bars with 3 bar stools each, and access to the half bathroom. The bar stools are placed inside the bars to ensure they remain dry for guests. There are 2 total bars and 6 total bar stools. Move the bars together to create a longer buffet or additional group seating.About pets:Pets allowed: limit 2 total.Well behaved pets are welcome..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No late night disruptive parties or large gatherings that exceed 16 guests. Quiet hours are 8pm-8am. All events require approval..Minimum age requirement for the primary renter is 28 years old. An ID may be requested for age verification at our discretion.,We will not rent to any guest who has negative reviews. 5 star reviews or no reviews due to first time use of VRBO is acceptable..About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.Smoking allowed outside only. Ashtrays provided..About minBookingAge:Minimum age to rent: 28.About events:Events allowed: family gatherings and weddings.Maximum event attendees: 16,All events require approval. Please inquire..

Enjoy the ultimate Chicago experience with a comfortable stay at this large, luxurious, sun-filled stylish 3BR condo. Unbeatable central location in an upscale Lincoln Park neighborhood puts all the very best of Chicago within easy reach. Surrounded by spectacular restaurants, bars, theaters and world-class architecture. 1200 acres of Lincoln Park, a world class Zoo, Wrigley Field, Navy Pier, Art Institute, River North and Downtown attractions are only a 5-10 minute ride or a quick train away.Big living room & separate dining room. In-unit laundry & New Kitchen. Tall ceilings & beautiful Hardwood floors! And the location rocks! Close to the trains & Close to all the hot spots in Lincoln Park! Free street parking or option to reserve a dedicated covered garage spot.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Chicago Shared housing ordinance that applies to all short term rentals prohibits guests from throwing parties or events..Ordinance prohibits guests from making any excessive noise and/or gathering in outside spaces of the property after 9pm.,Garbage from unit can be emptied city trash disposal for unit located in the alley behind the garage accessed via the gate to the left of the garage..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Explore Chicago's charm just moments from downtown! This vacation rental boasts a spa bath with a luxurious rain shower and jetted tub, a fully equipped kitchen for culinary adventures, comfortable reclining sofas for relaxation, and ample space to unwind. Sleep like royalty in the master bedroom's king bed, and a queen murphy bed in the living area ensures a comfortable stay for up to four guests. Step outside to the patio with a fire pit for cozy evenings. Your Windy City getaway begins here!- The space - Welcome to a stylish one-bedroom, one-bath apartment radiating contemporary charm. The living room features a fireplace for cozy evenings and comfortable reclining couches. Enjoy movie nights on the 65" smart TV loaded with streaming apps. The fully equipped kitchen and dining area for four are perfect for meals.A spa bathroom with a jetted spa tub and rain shower invites relaxation. In the bedroom, a king-sized bed and second smart TV ensure restful nights. Need extra sleeping space? The dining area easily transforms into a queen-sized Murphy bed, and there's no need to sacrifice any amenity. With sleeping arrangements for up to four people, this unit is perfect for friends or family.Step outside to the patio with a fire table for evenings under the stars. You'll find this unit on a quiet side street, away from the bustle of the city. Plus, you're just minutes away from Chicago downtown, with numerous excellent restaurants within walking distance. Wake up ready to explore the vibrant city that surrounds you!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Our home is located in the quiet, but centrally located Buena Park neighborhood in an updated antique building. The location provides easy access to the Red and Purple train lines, as well as multiple bus lines to move you throughout the city. Nearby you will find many bars, restaurants, concert venues, and other great Chicago sites such as the Green Mill. Walking distance to Wrigley Field and Clark St. bars, Montrose Beach, Lakeview and Boystown bars.The spaceRoommate style 2 bedroom condo. Each room has an attached bathroom. The back room has access to the back entrance of the building. The condo comes with washer and dryer. All kitchen appliances are new. There is plenty of room to spread out and make yourself comfortable. Wifi is provided, as well as toiletries, linens & towels, hair dryer, ambient noise machine, umbrellas, iPhone charger with Bluetooth speaker, and other creature comforts. I will also provide you with the basics (folding chairs, beach towel, picnic and beach blanket, large hand cooler, speaker, etc.,) for an enjoyable time at the beach, lake, riverwalk, or park.Room #1- The space is a large private room w/private entrance, bathroom, and fully furnished patio -all for your use only. This room is separated by two doors and a hallway from the rest of the condo, so you have full privacy, especially if you decide to use your private entrance. There is a queen bed that sleeps 2 and a twin folding bed (see last picture) that sleeps 1. The room also comes with a SAMSUNG 30" - 100" The Freestyle FHD HDR Smart Projector Home Theater. The bathroom has been recently renovated. This room has a kitchenette with a medium side fridge, microwave, Keuring coffee maker, air fryer, dishes, silverware, glassware, and a dinning room table for four.Room #2- This room has its private bathroom. There is a queen bed that sleeps 2 and a twin folding bed (see last picture) that sleeps 1. Two large closets. The train runs behind the building so expect occasional, but brief noise. No Parties are allowed- only the guests registered can be in the property unless you obtain special permission from me. Outdoor cameras monitor the back and front entrance.Guest accessThe whole condoRegistration numberR22000088593About pets:Pets allowed: dogs and cats (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Enjoy this beautiful space, just minutes away from the very best Chicago has to offer! This condo is walking distance from the best bars, restaurants and Wrigley Field. Location is perfect for anyone looking to visit the city with easy access to parking and the red line train.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

Welcome to The Luxury Bronzeville Manor! This beautiful 4 story graystone is located in the highly sought after neighborhood of Bronzeville on a historical block! This fully furnished 1 bedroom unit boost high 12ft ceilings which allows for a flood of natural light. This unit also includes floor to ceiling black out curtains to maintain your perfect sleep for our hard working nurses and traveling professionals! You will also have a dedicated work desk and stunning fully updated kitchen to cook amazing meals! Were pet friendly!!! Its a non returnable pet fee for now. You are within walking distance from gym, close to Lake Michigan, dining restaurants, entertainment (i.e. McCormick place). This unit also includes paid amenities such as water, heat, gas, electricity, and high speed Internet. As well on site high efficiency washer and dryer.Secured entryway which includes keyless entry and available street parking.HospitalsWalking distance from Providence Hospital and U of C hospital. Minutes from St Berbard hospital and the medical district (Rush hospital, Strogers hospital, University of Illinois hospital), public transportation CTA (Train & bus) and a 10-15 min drive from all the downtown hospitals.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.