Vacation Rentals By Owner In Chicago, IL

$552.56

Chic & Spacious Bi-Level Bucktown Condo - Sleeps 8

Chicago, Illinois, United States

This one-of-a-kind condo in Bucktown is ready to host! The property features a hidden staircase leading down to the in-law suite on the bottom floor! The main floor has all that you could need with a beautiful full kitchen and relaxing living room, but for when you need a bit of extra space, step downstairs into the studio-style space with a kitchenette, work station, and sleeping/living area. The blue line train stop is a 7 min walk and Ohare and Midway Aiports are a 30 minute Uber ride away.brbrExperience the best of Bucktown in this unique and expansive 2-level duplex. Offering a rare `home-within-a-home` layout, this property is perfect for families, two couples, or groups who want to stay together while maintaining their own private retreats.brbrLocated just steps from The 606 Trail, this unit combines historic Chicago charm with a modern, flexible floor plan.brbrDual-Level LivingbrThis home is split across two distinct floors, providing maximum privacy:brbrThe Main Level (Upstairs): A sun-drenched, high-first-floor space featuring a bright living room with hardwood floors, a full chef’s kitchen with stainless steel appliances, and a quiet, comfortable bedroom and full bath.brbrThe Lower Level (Private Studio Suite): Downstairs, you’ll find a massive, self-contained studio space. This level features its own kitchenette, a cozy sleeping area, a second full bathroom, and a seating area. It’s the perfect `oasis` for those who want their own space to relax or work away from the main group.brbrThe AmenitiesbrTwo Kitchens: A full kitchen upstairs for big meals and a convenient kitchenette downstairs for coffee, snacks, or drinks.brbrModern Essentials: High-speed Wi-Fi, Smart TVs on both levels, and an in-unit washer/dryer.brbrLuxury Touches: Brand-new memory foam mattresses, premium linens, and bathrooms stocked with toiletries and plush towels.brbrbrLocation: The Heart of BucktownbrYou are staying on Hoyne Avenue—one of the most beautiful, tree-lined residential streets in Chicago.brbrThe 606: Access the city’s famous elevated park just a half-block away.brbrTransit: A 5-minute walk to the Damen Blue Line (direct to O`Hare and Downtown).brbrDining & Boutique Shopping: You are in the center of Chicago’s best culinary scene, with Damen Avenue’s trendy shops and cafes just around the corner.brbrCheck-in is effortless and 100% contact-free. Your private access code works on all exterior door keypads, allowing you to arrive and settle in on your own schedule. We’ve designed the process to be completely autonomous, though our team is always just a message away if you need us!brbr*This home is professionally curated by Hosty Co, Chicago’s premier boutique management team. We specialize in high-touch service, 5-star aesthetics, and seamless stays.*brbr**Follow the journey: Find us on social @hosty_co_chibnb for a look at our full portfolio and `insider only` Chicago neighborhood guides.**brbrTo protect the quality of our home and the harmony of our neighborhood, we specifically host:br*Corporate Travelers seeking a refined, reliable home base.br*Families visiting for holidays or major Chicago milestones.br*Urban Explorers who value a quiet, high-end retreat.brbrBooking Requirements: We operate under a strict `Good Neighbor` policy. To ensure we are the right fit for your trip:br*Tell Us Your Story: When inquiring, please include a brief note about your trip and your group. We love knowing how to best prep the space for your arrival!br*Vetting: We prioritize guests with 100% ID verification and a track record of positive reviews.br*Zero Tolerance: To maintain our home`s integrity, parties and unauthorized gatherings are strictly prohibited.brNo shoes in the homebrNo eventsbrNo smoking of any kind indoorsbrNo guests outside of the group in the home

3

Bed

2

Bath

8

Sleeps

$367.95

/ Nightly

Hotel

Spacious 3BR Home Near Downtown & Medical District

Chicago, Illinois, United States

Your Perfect Chicago Stay!brbrWelcome and Enjoy this spacious 3-bedroom, 2-bathroom home designed for families, groups, and business travelers. Featuring custom furnishings, art-deco touches, a full kitchen, fast Wi-Fi,laundry, and cozy living spaces.brbrLocated near the Illinois Medical District, Rush, UIC, West Loop, and downtown Chicago, with easy access to top attractions, dining, and entertainment.brbrBook your stay today — we’re happy to host you!brMessage us for any questions.brbrSurprise your loved one with our Romantic Experience, launching this February for Valentine’s Day. brbrEnjoy a beautifully styled romantic setup with elegant décor, soft candlelight, and a stunning photo backdrop—perfect for proposals, anniversaries, or an unforgettable Valentine’s stay.brbrCheck the other details to note for more info brbrbrStep inside a warm, welcoming environment designed for comfort, style, and relaxation.brbr Accommodation Features:br• 3 Spacious Bedrooms with King Beds br• Cozy Sofa Bed in the Living Room br• 2 Full Bathrooms br• Large Windows offering natural sunlight br• Custom Furnishings and Stylish Decor br• Remodeled Flooring & Modern Touches br• Contemporary Kitchen with Stainless Steel Appliances br• Central Heating & Cooling br• Large Dining Table — perfect for meals or work br• Plenty of Closet Space for Long Stays br• FREE Parking for 1 car (limited availability, first-come, first-served)brbr Entertainment:br• Roku Smart TVs in Living Room & Bedroomsbr• Netflix, Hulu, and other streaming apps ready-to-gobrbrbrLocation HighlightsbrStay close to everything while enjoying a quiet and calm home base:brbr Nearby Attractions:br• 10–15 min walk to Pink Line Subway Stationbr• 8 min drive to (Bulls & Blackhawks Games) • 10–15 min drive to Museum Campus (Shedd Aquarium, Field Museum, Adler Planetarium)br• 15 min drive to Navy Pierbr• 12 min drive to Millennium Park & The Beanbr• 14 min drive to McCormick Place Convention CenterbrbrTop Restaurants Nearby:br• Dusek’s Tavern – 1227 W 18th St (gastropub favorites )br• Pilsen Yards – 1163 W 18th St (hip tacos & cocktails)br• Giordano’s Pizza – 1340 W 31st St (famous Chicago deep-dish)br• Thalia Hall – 1807 S Allport St (live music venue)brbr Shops & Essentials:br• Target, Walgreens, and local markets within 10 minutesbrbrGuests have full private access to the entire accommodation— no shared spaces! brbr Parking:brFree parking spot for 1 vehicle (limited availability, first-come, first-served).brbr Laundry:brWasher & dryer available for guest use.brbr Self-Check-In:brConvenient and secure self-check-in with detailed instructions provided before arrival.brbrWe're available on an app and over the phone if needed.brbr Romantic Experience – Available for $350/staybrbrOur Romantic Experience Package is designed to elevate your stay with a thoughtfully curated romantic setup, perfect for Valentine’s Day, anniversaries, or special celebrations. All décor will be professionally arranged before your arrival for a seamless and memorable surprise.brbr What’s Included (as shown in photos):br• Elegant table throw for a romantic dining setupbr• Light-up LOVE sign and small romantic décor accentsbr• Large heart-shaped backdrop (8–10 ft) ideal for photosbr• Flameless candles and rose petals for a warm, cozy ambiancebr• Romantic heart-shaped dining setbr• Decorative rose wine glassesbr• 100 faux roses for styling and photosbr• Clear decorative vase for floral displaybrbr Important Notes:brbr• This is a decor experience only (no food or beverages included)br• Items are for décor and photos and must remain in the accommodationbr• Setup is completed prior to check-inbr• Available February only for Valentine’s seasonbr• Must be requested in advance and added as a paid experiencebrbr This experience is perfect for creating unforgettable moments and stunning photos during your stay.brbrbrAbout the Neighborhood:brbrWelcome to South Fairfield Avenue, located near the heart of Chicago’s vibrant Pilsen area — a neighborhood known for its rich culture, colorful murals, historic charm, and fantastic dining scene! brbr Neighborhood Highlights:br• Artistic and Culturally Rich: Pilsen is a creative hub filled with art galleries, stunning murals, and indie shops. br• Foodie's Paradise: Enjoy authentic Mexican restaurants, cozy cafes, and local breweries nearby. br• Close to Everything: Just a few minutes to downtown, the Pink Line subway, and Chicago’s top attractions! brbr Important to Know:brThe surrounding neighborhood is still undergoing development and revitalization. Like many growing urban areas, we encourage guests to be mindful when exploring, especially after dark. brWhile many guests feel perfectly comfortable, we recommend using rideshare services (Uber/Lyft) at night instead of walking.brbrYour Safety is Our Priority:br• Our building is professionally secured 24/7 with on-site security staff and monitored cameras throughout.br• The interior of the building and parking area are completely private and secure for your peace of mind. brbr Many guests choose our location because it offers an authentic Chicago experience with easy access to the city's most popular destinations — all while enjoying a safe and modern living space.brbrFAQsbrIs the neighborhood safe brAbsolutely! It’s calm, family-friendly, and monitored 24/7.brbrDo you provide towels, linens, and toiletries brYes! Fresh towels, bed linens, hair dryer, toothbrushes, toothpaste, and a starter kit of toiletries are provided.brbrWhat are the check-in and check-out times brCheck-In: 4:00 PM | Check-Out: 11:00 AMbrEarly check-in/late check-out may be available upon request for an additional fee.brbrIs the accomodation professionally cleaned br Yes, every stay is thoroughly cleaned and sanitized.brbrAre the beds comfortable brGuests often rave about how cozy the mattresses are — many even ask where they can buy the same ones!brbrbrWhy Guests Love This Staybr Spacious, Modern, and Family-Friendlybr TVs + Netflix in Every Bedroombr Super-Fast WiFi and Comfortable Workspacesbr Close to Downtown, Attractions, Dining, and Shoppingbr Great Value Compared to Hotels

Bed

Bath

Sleeps

$906.92

/ Nightly

Private Vacation Home

Spacious 5 BR / King Size Beds + Private Parking!

Chicago, Illinois, United States

Discover Chicago from our cozy home! Just .5 mile from the Green Line CTA station, explore downtown with ease. 3 minute drive to your local grocery store or drive 10 minutes to Costco. Nature lovers will adore the journey to Garfield Park Conservatory, just 1.4 miles away. Catch the Madison Bus just 2 blocks down for a 1-mile ride to the United Center Arena. brbrIdeal for friends, business travelers, nurses, and families. Our place promises a convenient and comfortable Windy City experience.

Bed

Bath

Sleeps

$265.54

/ Nightly

Private Vacation Home

Vintage Escape 1BR Two Blocks Away From Beach

Chicago, Illinois, United States

1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building.brbrConveniently located in the heart of Chicago's most popular northernmost neighborhood. The location is perfect and minutes from anywhere you may want to go in the city. Parks, coffee shops, restaurants, museums.. all just steps away! Spend your days soaking up the sun at Loyola Beach or spend the afternoon at Pottawatomie Park which are few minutes away. You'll also discover the brightly-painted murals, theaters, art galleries, and even a sculpture garden in the Glenwood Avenue Arts District.brbrGuest Access:brYou’ll have access the the entire unit during your stay.brbrOther details to note:brWe do not have a designated parking space. That said, please take care to read any signs indicating no parking or tow zones to avoid any issues. Parking availability can fluctuate depending on the time of day, and if you arrive later in the evening, there’s a chance that spots might be harder to find.brbrIn case you run into this situation, we suggest using the SpotHero app or ParkWhiz to easily locate an affordable and convenience parking spot nearby.brbr**HOUSE RULES**brbrWe want you to have a comfortable and enjoyable stay! To help keep the space safe, clean, and pleasant for everyone, please review and follow the house rules below. Failure to comply may result in cancellation or additional charges.brbrShoes off, please. Kindly remove shoes upon entering the unit.brbrNo smoking anywhere inside the unit or on the property. Smoking will result in immediate cancellation and a $200 damage fee.brbrNo drugs, including marijuana.brbrNo illegal activities anywhere on the property.brbrNo parties or events.brbrNo outside visitors.brbrNo overnight guests without prior approval from the host.brbrFood storage: Please store all food in designated areas and do not leave food out to help prevent pests.brbrKitchen use: Feel free to use the kitchen, but please clean up after yourself. Wash dishes, wipe counters, stove, and microwave. No dirty dishes left in the sink overnight.brbrDamages: If anything is broken or damaged, please let us know right away so we can arrange repair or replacement.brbrCheckout cleaning:brPlease wash dishes, return moved furniture to its original place, and take out the trash before checkout.brThe standard cleaning fee covers normal turnover cleaning. If the unit is left excessively dirty (dirty dishes, trash left throughout the unit, etc.), an additional cleaning fee of up to $100 may apply.brbrTowels & linens: Provided for your entire stay. If you need extras, please let us know in advance. A $50 fee applies to cover the cleaner’s trip. Paid laundry facilities are available in the building.brbrLost keys: A $300 fee applies for lock and key replacement. Please note that lost keys cannot be replaced immediately, and you may temporarily lose access to the unit and building amenities.brbrQuiet hours: Please observe quiet hours from 10:00 PM – 8:00 AM.brbrLate checkout: Checkout time is 11:00 AM. Late checkout without prior approval will incur a $50 fee, which covers the cleaner’s waiting time.brbrThank you for your understanding and cooperation -we truly appreciate it and look forward to hosting you!

1

Bed

1

Bath

2

Sleeps

$301.92

/ Nightly

Private Vacation Home

Quiet 3-bedroom house in amazing Chicago with WiFi & AC. Near Everything!!

Chicago, Illinois, United States

This 3-bedroom house in Chicago is perfect for your escape to the Windy City. With 3 queen beds, 1.5 bathrooms featuring a bathtub, and amenities like an iron, WiFi, and AC, this quiet and welcoming space is sure to make your stay amazing. Our place will help you feel at home while you're traveling in Chicago.brbrAll appliances and furniture are brand new. Located in a quiet central location in Chicagobrbr• CTA bus stop 1 minute walk from house br• Convienence Store 1 minute walk from housebr• Sportsbar 2 minute walk from house br• (2) Pharamacies 5 minute walk from housebr• Restaurants 1 minute walk from house br• (2) Churches 1 minute walk from house br• Interstate only 2 minutes from house

Bed

Bath

Sleeps

$413.36

/ Nightly

Condo

Modern 2-bedroom 2 -bath condo in wonderful Woodlawn Chicago.

Chicago, Illinois, United States

Discover the beauty of Chicago from this 2-bed, 2-bath condo. The space offers a lovely living room with a sofa that can turn into a twin bed. The primary bedroom offers a soothing queen bed while the secondary bedroom offers a comfortable full size bed. With 2 bathrooms, the primary bath features a jetted bathtub and shower, guests can relax and unwind. The secondary bathroom has a walk in shower. Enjoy your time in Chicago at our cozy condo.

Bed

Bath

Sleeps

$795.76

/ Nightly

Apartment

Designer 3BR Penthouse l Private Patio l Rooftop l Gym l 5-Star Location

Chicago, Illinois, United States

Live the high life in this stunning 3BR penthouse featuring a private terrace, gym, and access to a rooftop with panoramic city views. Ideal for families or business travelers seeking comfort and convenience in one of Chicago’s most central neighborhoods.brbrGuest verification required — see full description below.brbrbrThis modern and stylish apartment is designed to impress, featuring thoughtfully chosen amenities across two welcoming stories. Stylish wooden floors extend throughout the entire apartment. The living area merges the living and dining rooms with the kitchen, creating a contemporary open-concept space.brbr★ LIVING ROOM ★brRelax and enjoy the company of friends and family while watching a good movie or show.brbr✔ Super comfy Sofa br✔ Flat-Screen HD Smart TVbr✔ Coffee Tablebr✔ Workstation/Computer deskbrbr★ KITCHEN & DINING ★brThe kitchen area is equipped with numerous cooking appliances and spacious countertops. If you want to take a break from Central City's restaurants, this is the place for you.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Refrigerator/Freezerbr✔ Hot water Kettlebr✔ Coffee Makerbr✔ Dishwasherbr✔ Toasterbr✔ Sink - Hot & Cold Waterbr✔ Traysbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr✔Washer and DryerbrbrA cozy dining table is between the kitchen and the living room sofa, perfect for enjoying a delicious meal while watching TV.brbr✔ Dining Table with 4 Chairsbr✔4 Bar Stools with a with a big Kitchen counterbrbr★ BEDROOMS ★brThe bedrooms boast luxurious beds meticulously designed to ensure the perfect resting experience. Beyond the hotel-like comfort, each room is elegantly furnished to accommodate all your needsbr✔ Queen–Size Beds with Pillows, Linens, and Sheets in 2 Bedroomsbr✔ Twin XL size bed with Pillows, Linens, and Sheets in 1 Bedroom with the option of adding another twin size trundlebr✔ Wardrobe with Hangers and Shelvesbr✔ Full Size Mirrorbr✔ Smart Flat Screen HD TV in each bedroombrbrbr★ BATHROOM ★brThe apartment features 2 full bathrooms stocked with all necessities and essential toiletries, so you do not need to bring your own. brbr✔ Bath with a Hot Tub in one bathroombr✔ Bath with a stand-in shower in the other bathroombr✔ Wash Basinsbr✔ Mirrorbr✔ Toiletsbr✔ Towelsbr✔ Essential Toiletriesbrbrbrbr★ PATIO ★brStep onto your own private patio and be captivated by stunning downtown views. This serene outdoor space is perfect for relaxing with a morning coffee or unwinding in the evening while enjoying the vibrant cityscapebrbrOther than the already mentioned amenities, our home is also equipped with:br✔ High-Speed Wi-Fibr✔ Air Conditioningbr✔ Heatingbr✔ Washer/Dryer br✔First Aid Kitbr✔Fire Extinguisherbr✔Self-Check in and check outbr✔Instant communication and friendly support from our teambrbr★ BUILDING AMENITIES ★br✔ Indoor Gymbr✔ Rooftop deck with sprawling skyline views and fire pitsbr✔ Rooftop grillsbr✔ Dog Runbr✔ Bike Storagebr✔ On-site Maintenancebrbr★ PARKING ★br✔Reserved parking is not included with this listing.br✔Free street parking is typically available within 2-3 blocks, with over 90% availability within 3 blocks and 50% within 1 br block.br✔Metered street parking is widely available with 2-3 hour time limits.brbrbrbr★THE NEIGHBORHOOD★brbr✔With an exceptional walkability score of 96, you're at one of Chicago's greatest locations.brbr✔Take advantage of Chicago's CTA train network with all stations (Blue, Pink, Brown, Red, Purple, Green) located within 5 minutes walking distance.brbr✔Downtown Chicago is only a 9 minute drive away!brbr✔One of the Chicago's most vibrant districts to Drink, Dine and have a good time, the Fulton Market District is only a 5 minute drive away! Indulge yourself in a plethora of culinary options. Savor the culinary delights of the city while being close to some of the most well-liked eateries, bars and shopping complexes.brbr✔Everything you need is right next to you, this property is located within walking distance of grocery stores like Trader Joe's and Whole Foodsbrbr✔Driving Proximity to some important places of Interest:brbrNorthwestern Memorial Hospital - 3 min awaybrRush University Medical Center - 10 Min awaybrAscension St Joseph- 12 min awaybrAscension St Mary- 12 Min awaybrUI Health- 12 Min awaybrMount Sinai- 15 Min awaybrbrFulton Market District- 5 Min awaybrDowntown Chicago- 9 Min awaybrLakeshore- 12 Min awaybrSoldier Field - 20 Min AwaybrWrigley Field - 20 Min awaybrbr★★ PRIOR TO STAY, GUEST VERIFICATION IS REQUIRED and ID SUBMISSION IS REQUIRED ★★brbr✔Age: Must be 21 years or older.brbr✔Identity Verification: Upload a government-issued ID and a selfie through our verification partner.brbr✔Security Deposit (For Long Term Guests Only): Pay a $1000 refundable security deposit online. The deposit is refunded after check-out, assuming no damage, missing items, or broken house rules. Refunds take 5-10 business days to appear on your statement.brbr✔Rental Application (For Long Term Guests Only): Provide your full name, home address, phone number, email address, expected term of occupancy, and a government-issued ID.brbr✔Background Screening: Complete a criminal background check (no credit check required).brbr✔Smartphone Access: Each guest must have consistent access to a smartphone. A mobile app is required to access the apartment and all building doors. Detailed instructions will be provided prior to check-in.brbr✔Pet Policy: No pets are allowed. brbrRequirements must be completed at least 2 business days prior to check-in to receive check-in instructions on time. International guests need to allow more lead time (7-30 days, depending on the country) to complete the background screening. Please contact us with any questions or concerns.brbrYou accept the following by completing the reservation:brbr✔By renting from us, you accept our terms and conditions.br✔You understand that in order to check in, a copy of a legitimate government-issued ID will need to be provided.br✔As per your rental agreement and the terms of the booking, you understand that you could be asked to submit to a background check if the owner or the property management business requests it.br✔You acknowledge that until you have successfully completed our verification process, your check-in instructions may be deferred.brbrbrOther things to notebrHealth, the safety and well-being of our guests are of utmost importance to us. For this reason, we use a thorough and extensive process of cleaning after each check-out.brbrHouse rules:brbr✔NO PARTIES or events. This is an extremely quiet community and the apartment is monitored for noise violations through a noise detector located in the living room. We issue 3 warnings and after that, guests will incur a penalty of $1000.brbr✔This is a NON-SMOKING unit. Smoking in the unit will incur an additional cleaning charge/penalty of $1000.brbr✔ Strict NO DRUGS Policy. NO DRUGS of any kind. You will be removed from the property immediately with no refund and fined $1000 fine for smoking or any drug use.

Bed

Bath

Sleeps

$191.26

/ Nightly

Apartment

Charming Pilsen Studio - Quick Access to Downtown Chicago!

Chicago, Illinois, United States

Discover the charm of our unique studio apartment in La Vecindad, your perfect retreat in Pilsen, Chicago! This cozy studio sleeps up to 3 guests and features an indoor fireplace for a warm and inviting atmosphere. Enjoy our covered patio where you can relax and unwind. Just minutes from the train, you can reach Downtown Chicago in only 15 minutes.brbrExplore nearby attractions like the United Center, Harrison Park, Addams Medill Park, Soldier Field, Chinatown, and indulge in the local Mexican culinary delights. La Vecindad provides a vibrant and inviting atmosphere you'll love.brbrNamed La Vecindad, the Spanish word for the neighborhood, our property embodies the essence of community living. Enjoy the beautiful covered patio with bricks and a cozy lounge area, creating a warm and welcoming environment that feels like home.brbrNeed more space Check out our additional properties at La Vecindad. Book your stay now and experience the best of Chicago living!

Bed

Bath

Sleeps

$221.07

/ Nightly

Hotel

Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection

Chicago, Illinois, United States

Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts.brbrThis listing is for a room within a hotel.brbr✦ Your room is 525 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 02:00 pm.brbr✦ Fitness center is available.brbr✦ Paid valet parking – 1 space(s), available for $75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $125 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $93.57 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00 (per pet). $75 plus tax per pet per stay Dogs only, maximum 2brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

1

Bed

1

Bath

2

Sleeps

$523.24

/ Nightly

Apartment

Chateau Royal Chicago near Downtown United Center and Rush

Chicago, Illinois, United States

Inside This Apartmentbrbr-This is a beautiful apartment with all high end finishes you’d expect.brbrInterior Features:br-Magnificent floor to ceiling windows to provide all the nature sunlight, designer lighting, hardwood floors, modern finishes.brbrMaster Bedroom/Bathbr-Features a Master Bedroom(king size bed) with its own private bathroom with a frame-less glass enclosed stand up shower and his and hers vanity.Master bedroom also comes with a dreamy walk in closet.Master bedroom is equipped with a Smart TV.brbrbrbrSecond Bedroom:br-Second bedroom comes with a queen size bed a closet and Netflix ready Tv.brbrSecond Bathroom:br-Comes with a standard size bath tub, full size mirror, towels, washcloths, shampoo, hand soap, body wash, toilet roll, paper towel, hair dryer.brbrLiving Room:br-Equipped with a 55 inch Smart Tv,Fast/High Speed internet, lamps and modern furniture.brbrKitchen:br-Gorgeous Chef’s kitchen with elegant quartz countertop and stainless steel appliances.Refrigerator with freezer, ice maker, utensils, cups, plates, bowls, mugs, wine opener, wine glasses, knives, cooking pots.brbrAppliances:br-Dishwasher,Microwave,Oven,Kettle,Toaster,Rice maker,Refrigerator,Washer and Dryer,Iron.brbrLocation:br-Medical District / West Loopbr-2mins walk to blue linebr-Walkable to fast food, grocery stores, super marts, restaurants etcbr-8mins drive to DOWNTOWNbr-4mins drive to UNITED CENTERbr-5mins drive to RUSH HOSPITALbr-4mins drive to UICbr-20mins drive from MIDWAY INTERNATIONAL AIRPORTbr-27mins drive from OHARE INTERNATIONAL AIRPORT

Bed

Bath

Sleeps

$443.46

/ Nightly

Hotel

Perfect Spot to Explore Downtown | Relaxing Room Perfect for Romantic Stay

Chicago, Illinois, United States

This listing is for a room within a hotel.brbr✦ Your room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $80 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

Bed

Bath

Sleeps

$595.63

/ Nightly

Hotel

Picasso Statue Tour! 2 Relaxing Units | Parking Onsite Available

Chicago, Illinois, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $160 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

2

Bed

2

Bath

8

Sleeps

$370.97

/ Nightly

Hotel

Relaxing Chicago Stay near Cultural Center - Ideal for Tourists

Chicago, Illinois, United States

This listing is for a room within a hotel.brbr✦ Your room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $80 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

1

Bed

1

Bath

5

Sleeps

$655.2

/ Nightly

Hotel

A Downtown Hideaway Close to Ohio Street Beach | 2 Family Ready Rooms

Chicago, Illinois, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $160 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

2

Bed

2

Bath

10

Sleeps

$667.03

/ Nightly

Hotel

Ultimate City Life Experience in Heart of Chicago | 2 Family Ready Roos

Chicago, Illinois, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $160 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

2

Bed

2

Bath

8

Sleeps

$892.94

/ Nightly

Hotel

Embrace Downtown Vibes! 3 Comfortable Rooms Near Ohio Street Beach

Chicago, Illinois, United States

This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $240 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

3

Bed

3

Bath

12

Sleeps

$1045.13

/ Nightly

Hotel

3 Stylish Room Ideal for Exploring Downtown Chicago Attractions

Chicago, Illinois, United States

This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $240 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

Bed

Bath

Sleeps

$1101.02

/ Nightly

Hotel

Dazzling Downtown Stay Near Riverwalk & Museums | 4 Amazing Rooms

Chicago, Illinois, United States

This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 1200 sq. ft, equipped with complimentary toiletries, TV, available with Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking, available for $79 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $320 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $23.48 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.

4

Bed

4

Bath

16

Sleeps

$657.11

/ Nightly

Hotel

Chicago South Side 4BR/2BA Retreat Near McCormick

Chicago, Illinois, United States

Welcome to your spacious Chicago city retreat!brbrThis modern 4-bedroom, 2-bathroom accommodation offers the perfect combination of comfort, convenience, and location — ideal for families, business travelers, and groups visiting Chicago.brbrLocated just minutes from McCormick Place Convention Center, Soldier Field, and Downtown Chicago.brbrTHE SPACEbrBright interiors, clean finishes, and a thoughtfully designed layout create a space that feels open, modern, and welcoming.brbr✓ 4 private bedrooms with queen-size bedsbr✓ 2 full bathrooms — ideal for groupsbr✓ Spacious living room for relaxing or movie nights br✓ Fully equipped kitchen with modern appliances br✓ Dining area for shared meals or remote work br✓ In-room washer & dryer br✓ Central heat & A/C br✓ High-speed WiFi for streaming and business use brbrAccommodates up to 10 guests while still offering privacy and space.brbr⦾Rooftop & Building Amenities⦾brEnjoy access to premium shared spaces that enhance your stay:brbr☑ Expansive rooftop with outdoor chairs — perfect for morning coffee or evening wind-downsbr☑ Stylish lobby lounge with seating area — ideal for waiting before check-in, remote work, or bonding with friendsbr☑ Fully equipped fitness center to stay active during your tripbr☑ Elevator access for easy conveniencebrbrThese spaces give you flexibility beyond the accommodation itself.brbr⦾Prime South Loop Location⦾brStay close to Chicago’s top attractions:br- McCormick Place – 8–10 minutesbr- Soldier Fieldbr- Museum Campus (Field Museum, Shedd Aquarium, Adler Planetarium)br- Grant Park & Millennium Parkbr- Chicago Riverwalk & Navy Pierbr- Chinatown dining district nearbybrbrEasy access to CTA trains & busesbrQuick highway access to Downtown & The Loopbrbr⦾Parking Info⦾brPaid Parking in the building $40/nightbrbr⦾Easy Self Check-In⦾br☑ Keyless entrybr- Check-in: 4:00 PMbr- Check-out: 10:00 AMbrbrSmooth, flexible arrival instructions are provided before your stay.brbr⦾Perfect For⦾br- Familiesbr- Group tripsbr- Business travelersbr- Convention & event attendeesbr- Extended staysbrbrEnjoy a spacious, modern Chicago home base with rooftop views, lounge access, gym amenities, and unbeatable South Loop convenience.brbrBook now and experience comfort, space, and city energy — all in one stay!brbrWhether you're here for work, a weekend getaway, or a longer stay, you'll enjoy a comfortable and well-equipped home designed for a smooth and enjoyable experience.brbrGUEST ACCESSbrGuests have full private access to the entire 4-bedroom, 2-bath home during their stay.brbrYou will also enjoy access to the building’s shared amenities, including:br- Rooftop terrace with outdoor chairs and open seatingbr- Lobby lounge area — perfect for waiting before check-in, working remotely, or relaxingbr- Fitness center / gymbr- Elevator accessbrbrThe accommodation is accessed via secure keyless entry. Access codes and detailed arrival instructions will be provided prior to check-in for a smooth, self-guided arrival.brbrPlease note: parking is not included. Paid street parking is available nearby (subject to city availability).brbrINTERACTION WITH GUESTSbrWe respect your privacy but are always available when needed.brbrOur team is accessible through the VRBO app for any questions, recommendations, or assistance before and during your stay. Whether you need help with check-in, local dining suggestions, or anything inside the home, we respond quickly to ensure a seamless experience.brbrYou’ll enjoy the convenience of self check-in combined with professional support throughout your stay.brbrADDITIONAL NOTESbr☑ Check-in is at 4:00 PM | Check-out is at 10:00 AMbr☑ No smoking inside the accommodationbr☑ No parties or events allowedbr☑ Only registered guests are permitted in the homebr☑ High-speed WiFi is available throughout the accommodationbr☑ This is a residential building — please be respectful of neighborsbrbrThis home can accommodate up to 10 guests with 4 queen beds across private bedrooms and a sofa bed in the living room. brbrWe look forward to hosting you in South Loop Chicago — close to downtown, McCormick Place, and the city’s top attractions.

Bed

Bath

Sleeps

$220.05

/ Nightly

Apartment

Spacious loft in the heart of West Town, Noble Square Chicago

Chicago, Illinois, United States

Discover Chicago from one of the best neighborhoods Chicago has to offer! This oversized loft boasts high ceilings, a back deck and central ac. Because of its great location getting around is no problem. The 66 bus is right out the door which will take you downtown in minutes, or if you prefer to walk it’s only a 2 mile walk to the magnificent mile. Easy walk to the blue line train, United Center, Bucktown, Wicker Park. The neighborhood is also the host to many great shops and restaurants.

1

Bed

1

Bath

4

Sleeps

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