Vacation Rentals By Owner In Chicago, IL

$301.76

Delightful Room w/ Whimsical Decor & Modern Amenities Near Magnificent Mile

Chicago, Illinois, United States

This listing is for a room within a hotel.brbr✦ Your room is 180 sq. ft, equipped with complimentary toiletries, high definition 50-inch TV.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 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 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.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 $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $24.95 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $29.95 (per night).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.

1

Bed

1

Bath

2

Sleeps

$631.61

/ Nightly

Hotel

Burnham Two Queen - Stylish Comfort by the Theatre District, 2 Units

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 172 sq. ft, equipped with complimentary toiletries, high definition 50-inch TV.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 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 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.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 $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $24.95 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $29.95 (per night).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.

2

Bed

2

Bath

8

Sleeps

$628.15

/ Nightly

Hotel

2 Inviting Rooms for Groups w/ Afternoon Delights Near Millennium Park

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 172 sq. ft, equipped with complimentary toiletries, high definition 50-inch TV.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 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 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.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 $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $24.95 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $29.95 (per night).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.

Bed

Bath

Sleeps

$291.07

/ Nightly

Hotel

Atwood Queen at Staypineapple - Pet-Friendly Bliss Near Millennium Park

Chicago, Illinois, United States

This listing is for a room within a hotel.brbr✦ Your room is 172 sq. ft, equipped with complimentary toiletries, high definition 50-inch TV.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 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 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.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 $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $24.95 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $29.95 (per night).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.

Bed

Bath

Sleeps

$692.53

/ Nightly

Apartment

Queen Beds, EV Charging, Near Train: Luxury Stay

Chicago, Illinois, United States

Discover the best of city living at our Logan Square retreat, a mere stone's throw frombrdowntown Chicago and a short walk to the train station. Perfect for urban explorers andbrbusiness travelers alike, this home offers four plush queen bedrooms and sophisticatedbrcomforts like a standalone bathtub for relaxing soaks. Don’t worry about parking; our privatebrspot includes an EV charger. Dive into the city’s vibrant life or unwind in style, your urbanbrsanctuary awaits.

Bed

Bath

Sleeps

$501.28

/ Nightly

Private Vacation Home

Spacious 5-bedroom, 2.5 baths Coach House in East Pilsen with A/C and WIFI

Chicago, Illinois, United States

This GORGEOUS 5-bedroom coach house is perfect for your escape in this vibrant and cultured East Pilsen neighborhood.brThe neighborhood is safe, growing, diverse. 5 minute walk to historic 18th street with great restaurants, shops, Thalia Hall/restaurant, La Vaca, Simones, Punch House, and much more. br7-10 minute drive to downtown Chicago, all major highways, Lake Shore Drive and Lake Michigan beaches. brThis Pilsen community is a neighborhood just 10 min south west from downtown, where people come to enjoy food, entertainment, art and festivals.brbrThis Bi-Level features, 2 kitchens, 2 living rooms and 2 dining areas . With 1 king bed, 2 queen beds, 1 full bed, and 1 bunk bed, guests will have plenty of space to relax in 1200 count sheets and down comforters. (the fifth bedroom is a tandem)The property features 2.5 spa like bathrooms with 2 bathtubs, hair dryer and toiletries for added convenience. Enjoyable and delightful, this amazing house offers AC, a washer and dryer, dishwasher, smart TVs, WiFi, Keurig coffee maker and more. brWalk out the door and immediately enjoy walking the streets appreciating a morning coffee from Jumping Bean or a Mexican pastry from various Panaderias in the area. Then later, enjoy lunch or dinner at one of their many taquerias or have a drink at one of the bars in the area. Short distance to authentic cuisines at Greek town, Chinatown and little Italy, Visit the art studios, The National Museum of Mexican Arts. Check out a concert or show at Thalia Hall, which is one block away and no need to drive! Or, listen to live music at Honky Tonk or sing your heart out with some karaoke at Caminos De Michoacan.brbrPILSEN — Chicago’s Pilsen neighborhood is among 12 communities — and only two in the U.S. — july/2018 featured in Forbes Coolest Neighborhoods Around the World list.brbrForbes describes Pilsen as “a nest of cutting-edge culture and art.”brbrMake your stay unforgettable and one for the books with a stay at The Pilsen Place.

Bed

Bath

Sleeps

$1429.77

/ Nightly

Private Vacation Home

Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging

Chicago, Illinois, United States

Designer, plant-infused 4BR/3.5BA home in Wicker Park—crafted for retreat, work, and play. Unwind in the private sauna, gather on the deck with fire pit, and cook in the chef-ready kitchen. Enjoy a Sonos sound system, smart mood lighting, fast Wi-Fi, a dedicated workspace, and multiple projectors for movie nights. Sleeps 8 comfortably across 3 king bedrooms + 1 queen Murphy; two king suites feature ensuite baths. Minutes to Division St. dining, boutiques, and the 606 trail. Events and productions are available upon request and require prior approval, a signed agreement, separate rates/fees, and proof of insurance (COI).brbrbrFull DescriptionbrbrChicago — The Home + HighlightsbrbrWelcome to Bohome Chicago — calm, curated, and plant-forward with room to breathe. Wellness is a cornerstone here and across our sister locations. Think morning espresso, afternoon sauna, dinner on the deck, a movie on the projector, then exhale with a warm bath. Thoughtfully designed for families, small groups, retreats, or creative getaways, the home blends warm textures with modern minimalism across a multi-level layout that keeps each bedroom wing feeling private. Wellness touches—a massage table, foot-soak tub, and a fitness/meditation room with yoga mats—make restoration effortless between city adventures.brbrHighlightsbrbrWellness: private sauna; jetted tubs; massage table; foot-soak; fitness/meditation room with yoga matsbrbrSleep: 4BR / 3.5BA — 3 king beds + 1 queen Murphy; hotel-quality linens and tranquil designbrbrSuites: two king bedrooms with ensuite baths (tub + shower)brbrLiving & A/V: Sonos sound system throughout; multiple projectors for cinema nightsbrbrChef setup: espresso station, juicer, Vitamix, high-quality cookwarebrbrWork-ready: fast Wi-Fi + dedicated deskbrbrIndoor fireplaces: for added cozy effectsbrbrSmart comforts: voice-controlled lighting (Alexa) and smart home touchesbrbrInstruments: grand piano, guitars, hand drums, plug-and-play CDJs (by request)brbrAdded comfort: throw blankets, plush robes, bedside phone chargersbrbrOutdoors: deck with pergola, seating, and fire pitbrbrParking: street parking typically available out front; nearby garages within walking distancebrbrLayout & SectionsbrbrRooms & Bathsbrbr4 bedrooms / 3.5 bathsbrbrKing Suite 1 — ensuite (jetted tub + shower)brbrKing Suite 2 — ensuite (jetted tub + shower)brbrKing Bedroom 3 — shares hallway bath (with sauna access)brbrBedroom 4 — Queen Murphy; shares hallway bath (with sauna access)brbrPlus a main-level powder roombrbrTwo bedrooms are on the 3rd (top) level; two are on the lower (garden) level. The lower level also brincludes a wellness lounge with sauna access, a family room, and plug-and-play CDJs for guests who want to DJ.brbrCulinary & GatherbrbrThe main level offers open living/dining anchored by a chef-ready kitchen—espresso/tea station, juicer, Vitamix, and quality cookware—set up for real cooking and effortless hosting. Open brliving/dining flows to the deck and Spanish-inspired backyard for alfresco dinners, brunch, or sunbathing.brbrLivingbrbrComfortable, calm seating areas with room to gather or decompress. Multiple projector setups for movie nights.brbrWork & Wind-DownbrbrFast Wi-Fi and a focused workspace support remote days. After hours, step into the sauna or cue up a movie with the projector + Sonos. Smart-home features include Alexa to control lighting (dimness and colors) and music throughout the house to set the perfect ambiance.brbrWellness & WorkoutbrbrPrivate gym/meditation room (punching bag + light equipment), massage table, and foot-soak tub. Ideal for restorative stays.brbrTechbrSonos sound system; Alexa voice controls for lighting and music; multiple projectors (100 in the living room and in three bedrooms) for streaming.brbrGroundsbrIn the heart of Wicker Park, you’re a block from Division St. restaurants, cafés, vintage/boutique shopping, the 606 trail, and easy transit via the Blue Line and CTA buses. Evenings on the deck pair perfectly with tacos at Big Star or cocktails on Division or Milwaukee. (Walk/Bike-score fans, you’ll be happy here.) Nature time is close by at Wicker Park and the beautiful, vast Humboldt Park.brGuest accessbrbrYou’ll have access to the entire home and outdoor areas, except any clearly locked owner storage. Garage access only if discussed in advance. Smart keypad for easy self check-in.brbrThings to Know + Extras + EventsbrWe welcome gatherings, celebrations, private dinners, pop-ups, productions, and meetings; all require prior host approval, a signed agreement, separate rates/fees, and proof of insurance (COI). brbrHandled case by case—please inquire in the VRBO message thread OR (Bohomereserve)brbrCameras: No indoor cameras. Outdoor devices (e.g., doorbell and entrance cameras) may be present and are disclosed.brbrQuiet hours: Please be mindful and kind to neighbors.brbrPets: Require approval and a pet fee.brbrParking: Please ask if you have specific parking needs. Typically there’s plenty of free street parking in front; nearby garages are within walking distance.brbrCleaning fee: An additional $350 cleaning fee applies and will be requested after booking via Resolution Center.brbrBonus: High-rating/repeat guests may qualify for select perks or discounts—mention prior stays or your rating in your inquiry.brbrElevated extras (by request)brPrivate chef dinnersbrCurated floral welcomes or celebration setupsbrWelcome chef-made charcuterie, grazing table, banana pudding, or ice creambrGuided wellness sessionsbrProfessional photo shootsbrSound baths + healingsbrMassage coordinationbrRetreat or small-event packages (weddings considered)brbrWe’re happy to help customize your stay—send a message in the VRBO thread and we’ll co-create the ideal experience.brbrEvents, productions & policies brbrPre-approval via message threadbrSigned location/use agreementbrSeparate rates/fees and proof of insurance (COI) requiredbr(Unapproved events/parties are not allowed.)brbrChicago — House RulesbrNo outside shoes indoors (slippers available upon request).brNo glitter or confetti.brKeep front gate closed.brNo smoking indoors.brQuiet, respectful use of outdoor areas.brOnly registered guests on the property unless pre-approved.brEvents/productions require prior approval, a signed agreement, separate rates/fees, and proof of insurance (COI).brbrFollow the check-in/out checklist: start the dishwasher, remove trash, return furniture to original positions, and report issues promptly so we can help.brbrBonus: High-rating/repeat guests may qualify for select perks or discounts—mention prior stays or your rating in your inquiry.

4

Bed

4

Bath

8

Sleeps

$394.0

/ Nightly

Apartment

Amazing South Loop 2BR w/ Rooftop, 3 Blocks to Grant Park, by Blueground

Chicago, Illinois, United States

Feel at home wherever you choose to live with Blueground. You’ll love this beautiful South Loop furnished two bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room with great balcony views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI1018)brbrDesigned with you in mindbrbrGorgeous furniture, fully equipped kitchen, smart TV, and a premium wireless speaker are just a few of the amenities you’ll find inside this two bedroom apartment. Ideally located in Chicago, you’ll find a lot to love outside as well. When you’re ready to relax, you’ll be happy to discover every Blueground bedroom comes with superior quality mattresses, fully stocked linens, and cozy towels. We handle everything so you can simply show up and start living. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - Doormanbr - Dryerbr - Elevatorbr - Washing machinebr - Loungebr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished apartment is located in South Loop. A dynamic neighborhood with a unique mix of attractions, shopping and history. Take a stroll along South Michigan Avenue and the nearby Prairie Avenue district to see Millionaire's Row, an area lined with mansions belonging to Chicago's wealthiest elite. For shopping, visit the Roosevelt Collection, an open-air plaza, home to a cinema as well as premium local and national retailers. Along the southern edge, you will find Soldier Field, the Chicago Bears football stadium. Don’t miss the Shedd Aquarium, Field Museum and Grant Park, all adjacent to one another and huge attractions in South Loop.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is not located near public transportationbr - This apartment faces the streetbr - This apartment is located near a railway, so expect to hear moderate noise when trains pass

2

Bed

2

Bath

4

Sleeps

$193.0

/ Nightly

Apartment

Airy Loop Studio w/ Theater & Games, nr Millennium Park, by Blueground

Chicago, Illinois, United States

Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished studio apartment with its modern decor, fully equipped kitchen, and pretty living room with great high floor views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI1017)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your cozy living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with fully stocked linens, you’ll fall in love with everything this The Loop apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this studio apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished rental is situated in the most dynamic and convenient place to live in Chicago, The Loop. With its endless shopping, fine dining, stunning park, river and lake views, and entertainment opportunities, everything is possible at a moment’s notice. The area is a cultural getaway for professionals and students, who can combine work with pleasure. Discover landmark buildings like the Willis Tower and The Art Institute of Chicago. Millenium Park, near Lake Michigan, is always worth a visit. The Loop is within reach of accessible transportation, offering non-stop public transit, buses, and taxis. Union Station is approximately a 10 minute train ride.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - There have been reported instances of homeless populations nearbybr - This is a guarded building equipped with a doorman/concierge at all timesbr - The building's sundeck is closed during winter months

1

Bed

1

Bath

2

Sleeps

$628.96

/ Nightly

Apartment

Chicago 4BR/3BA South Loop Stay by Soldier Field & McCormick Place

Chicago, Illinois, United States

Stay in the heart of Chicago’s South Loop in this modern 4-bedroom, 3-bathroom apartment just minutes from Downtown, McCormick Place, and major attractions. Perfect for families, group trips, business travelers, and extended stays, this spacious home offers comfort, convenience, and premium building amenities.brbrEnjoy city living with extra space, thoughtful features, and access to a rooftop lounge, fitness center, and work-friendly lobby.brbrThe ApartmentbrbrDesigned for both relaxation and functionality, the unit features:brbr• Four private bedrooms with comfortable queen-size bedsbr• Three full bathrooms for easy group staysbr• Spacious living room ideal for gathering, relaxing, or movie nightsbr• Fully equipped kitchen with modern appliances and cookwarebr• Dining area for shared meals or remote workbr• In-unit washer and dryerbr• Central heating and air conditioningbr• High-speed Wi-Fi throughout the unitbrbrBright interiors and clean, modern finishes create a welcoming space that feels like home.brbrBuilding AmenitiesbrbrThis property offers excellent shared amenities that enhance your stay:brbrRooftop Terracebrbr• Spacious rooftop with plenty of seatingbr• Perfect for bonding with family and friendsbr• Great space to relax, unwind, and enjoy city viewsbrbrLobby Lounge & Work Areabrbr• Comfortable seating area to relax before check-inbr• Dedicated space where guests can work or studybr• Microwave available for conveniencebr• Printer access for business travelersbrbrFitness Centerbrbr• On-site gym available for guest usebr• Convenient for maintaining your workout routine while travelingbrbrAdditional Featuresbrbr• Elevator accessbr• Stylish and well-maintained common areasbrbrPrime South Loop LocationbrbrLocated in one of Chicago’s most convenient neighborhoods, you’re close to:brbr• McCormick Place Convention Center (approximately 8–10 minutes)br• Soldier Fieldbr• Museum Campus (Field Museum, Shedd Aquarium, Adler Planetarium)br• Grant Park and Millennium Parkbr• Chicago Riverwalk and Navy Pierbr• Downtown Chicago and The LoopbrbrNearby you’ll also find restaurants, cafés, grocery stores, Target, Walgreens, CVS, and easy CTA train and bus access.brbrParkingbrbr• Paid on-site parking available in the building for $40 per nightbrbrGuest AccessbrbrGuests have full private access to the entire apartment, plus shared access to the rooftop terrace, gym, lobby lounge, and building amenities.brbrImportant Informationbrbr• Check-in: 4:00 PMbr• Check-out: 10:00 AMbr• Self check-in with keyless entrybr• High-speed Wi-Fi suitable for work and streamingbr• In-unit washer and dryer includedbr• Elevator buildingbrbrPerfect Forbrbr• Families and large groupsbr• Business travelers and remote workersbr• Convention and event attendeesbr• Long-term and extended staysbrbrBook your South Loop Chicago stay today and enjoy a spacious apartment with rooftop seating, work-friendly spaces, gym access, and unbeatable proximity to downtown attractions.

4

Bed

3

Bath

10

Sleeps

$548.99

/ Nightly

Apartment

Comfy 4BR/3BA Chicago Retreat Near Museum Campus & McCormick

Chicago, Illinois, United States

Experience Chicago the right way in this spacious 4-bedroom, 3-bathroom apartment located in the heart of the South Loop—one of the city’s most convenient and walkable neighborhoods. Just minutes from Downtown Chicago, McCormick Place, and top attractions, this modern home is ideal for families, group trips, business travelers, and extended stays.brbrFrom relaxing evenings on the rooftop to productive workdays in the lobby lounge, this space is designed to make your stay effortless, comfortable, and memorable.brbrWhat It Feels Like to Stay HerebrbrWake up in a quiet, modern apartment filled with natural light. Start your morning with coffee at the dining table or head up to the spacious rooftop, where there’s plenty of seating to relax, connect, and enjoy time with family and friends. After a day exploring the city or attending events, unwind in the large living room or keep your routine going with a workout in the on-site gym.brbrWhether you’re here for work or leisure, this space feels calm, functional, and welcoming—like a true home base in the city.brbrThe ApartmentbrbrDesigned for comfort and flexibility, the apartment includes:brbr• Four private bedrooms with comfortable queen-size bedsbr• Three full bathrooms for stress-free group staysbr• Spacious living room perfect for gathering or relaxingbr• Fully equipped kitchen with modern appliances and cookwarebr• Dining area for meals or remote workbr• In-unit washer and dryerbr• Central heating and air conditioningbr• High-speed Wi-Fi throughoutbrbrClean finishes, modern design, and thoughtful layout create a space you’ll enjoy returning to each day.brbrPremium Building AmenitiesbrRooftop Terracebrbr• Large rooftop with ample seatingbr• Ideal for bonding, relaxing, or casual evenings togetherbr• A peaceful escape above the citybrbrLobby Lounge & Work Spacebrbr• Comfortable lounge to relax or wait before check-inbr• Dedicated area for working or studyingbr• Microwave available for guest usebr• Printer access for business needsbrbrFitness Centerbrbr• On-site gym available to guestsbr• Perfect for maintaining your workout routine while travelingbrbrAdditional Amenitiesbrbr• Elevator accessbr• Stylish, well-maintained common areasbrbrPrime South Loop LocationbrbrStay close to everything Chicago has to offer:brbr• McCormick Place Convention Center (approx. 8–10 minutes)br• Soldier Fieldbr• Museum Campus (Field Museum, Shedd Aquarium, Adler Planetarium)br• Grant Park and Millennium Parkbr• Chicago Riverwalk and Navy Pierbr• Downtown Chicago and The LoopbrbrSurrounded by restaurants, cafés, grocery stores, Target, Walgreens, CVS, and easy access to CTA trains and buses.brbrParkingbrbr• Paid on-site parking available in the building for $40 per nightbrbrGuest AccessbrbrGuests enjoy full, private access to the apartment along with shared access to the rooftop, gym, lobby lounge, elevator, and all building amenities.brbrImportant Informationbrbr• Check-in: 4:00 PMbr• Check-out: 10:00 AMbr• Keyless self check-inbr• High-speed Wi-Fi suitable for work and streamingbr• In-unit washer and dryerbr• Elevator buildingbrbrIdeal Forbrbr• Families and group staysbr• Business travelers and remote workersbr• Convention and event attendeesbr• Long-term and extended staysbrbrBook your stay today and enjoy a spacious South Loop Chicago apartment that combines comfort, productivity, and connection—perfectly located to experience the city with ease.

4

Bed

3

Bath

10

Sleeps

$170.0

/ Nightly

Apartment

Blueground | River North, balcony & pool, nr Pier

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped Near North Side home with stunning balcony views over the city. (ID #CHI1142)brbrDesigned with you in mindbrbrAs with any Blueground apartment, you’ll find a thoughtfully designed space complete with beautiful furniture and a fully equipped kitchen in this one bedroom property. And, thanks to our superior quality mattresses, fully stocked linens, and towels, you can relax knowing you’ll always feel comfortably at home. When you’re ready for some fun, you can take in the Chicago vibes or bring the entertainment to you with the premium wireless speaker or smart TV. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Parkingbr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished apartment is located in Chicago's Near North Side neighborhood. Part of the storied Miracle Mile, this thriving neighborhood set on the shore of Lake Michigan is home to some of the city's most notable skyscrapers. The Near North Side has a fabulous dining scene, with everything from Chicago-style pizza to casual pubs to five-star restaurants. Neighborhood highlights include the Museum of Contemporary Art and 360 Chicago, a skyscraper with an observation deck. There's also Navy Pier, a lakefront park with casual dining, dinner cruises and carnival rides. The Near North Side is served by the CTA's Brown, Red and Purple Lines, as well as several bus routes.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brParking is offered based on availability and is subject to a fee.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is in close proximity to a fire/police station, so you can expect noise from time to timebr - This apartment's central location means it can be noisy at times

1

Bed

1

Bath

2

Sleeps

$83.1

/ Nightly

Apartment

Scott House in Woodlawn - Basement

Chicago, Illinois, United States

Stay comfortably in Chicago at this 1-bedroom apartment. This beautiful and welcoming space is equipped with everything you need for a cozy stay, including a hair dryer, iron, and heating. You're sure to make fantastic memories with a stay at our place.

1

Bed

1

Bath

Exceptional(19)

$214.7

/ Nightly

Private Vacation Home

Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed

Chicago, Illinois, United States

Welcome to your perfect home-away-from-home! Located just 15 minutes from Midway Airport, this inviting residence offers both comfort and convenience. You'll find yourself close to a variety of stores, restaurants, and a mall, with downtown Chicago only a 35-minute drive away. Nature enthusiasts will appreciate being 20-30 minutes away from swallow cliff woods and lake Katherine . Easy access to I-55 to explore the area. NO PARTIES or EVENTS or large gatherings allowed. Please be mindful of neighbors. This is a peaceful area. There are outdoor cameras in the property for safety.

Bed

Bath

Sleeps

$608.31

/ Nightly

Apartment

Modern 4BR/3BA South Loop Chicago Near McCormick Place & Soldier Field

Chicago, Illinois, United States

Enjoy comfort, space, and an unbeatable location in this modern 4-bedroom, 3-bathroom apartment in Chicago’s desirable South Loop. Perfect for families, group getaways, business travelers, and extended stays, this well-appointed home places you minutes from downtown Chicago while offering a calm, residential feel.brbrWhether you’re attending an event, working remotely, or exploring the city, this spacious South Loop apartment delivers the ideal blend of convenience and comfort.brbrThe ApartmentbrbrDesigned for both relaxation and productivity, the home includes:brbr• Four private bedrooms with comfortable queen-size bedsbr• Three full bathrooms for easy group livingbr• Large living room ideal for relaxing or gathering togetherbr• Fully equipped kitchen with modern appliances and essentialsbr• Dining area for meals or remote workbr• In-unit washer and dryerbr• Central heating and air conditioningbr• High-speed Wi-Fi for work, streaming, and video callsbrbrBright interiors, modern finishes, and thoughtful layout make this a welcoming Chicago home base.brbrKitchen & Diningbrbr• Full-size refrigerator, stove, oven, and microwavebr• Coffee maker and complete cookware setbr• Ample counter space for meal prepbr• Dining table for shared meals or laptop workbrbrBuilding AmenitiesbrbrGuests have access to convenient shared amenities:brbr• Elevator accessbr• Fitness center / gymbr• Stylish common areas (as shown in photos)brbrPrime South Loop LocationbrbrStay close to Chicago’s top attractions, dining, and transportation.brbrNearby Attractionsbrbr• McCormick Place Convention Center (approx. 8–10 minutes)br• Soldier Fieldbr• Museum Campus (Field Museum, Shedd Aquarium, Adler Planetarium)br• Grant Park and Millennium Parkbr• Chicago Riverwalk and Navy PierbrbrDining & Essentialsbrbr• Restaurants, cafés, and bars nearbybr• Grocery stores and convenience shops within walking or short driving distancebr• Target, Walgreens, and CVS close bybrbrTransportationbrbr• Easy access to CTA buses and train linesbr• Quick routes to Downtown Chicago and The Loopbr• Convenient highway access for city travelbrbrParkingbrbr• Paid on-site parking available in the building for $40 per nightbrbrGuest AccessbrbrGuests enjoy full, private access to the entire apartment along with shared building amenities, including the gym and elevator.brbrHelpful Informationbrbr• Check-in: 4:00 PMbr• Check-out: 10:00 AMbr• Self check-in: Keyless entry with access codes provided before arrivalbr• Parking: Available for $35 per nightbr• Laundry: Private in-unit washer and dryerbr• Elevator: Yesbr• Gym: Complimentary guest accessbr• Wi-Fi: Fast and reliable for work and streamingbrbrIdeal Forbrbr• Families and large groupsbr• Business travelersbr• Convention and event attendeesbr• Long-term or extended staysbrbrBook your stay today and enjoy a spacious, well-located South Loop apartment—perfectly positioned for experiencing the best of Chicago in comfort and style.

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Bath

Sleeps

$585.74

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Apartment

Cozy Train Vibes + Rare Parking x3

Chicago, Illinois, United States

Enjoy a neighborhood feel in a big city. Welcome to our North Center 3 bedroom, 2 bathroom apartment on a quiet tree lined street conveniently next to the train. We include free off-street parking for up to 3 vehicles in the driveway. brbrGet the full Chicago experience living right next to the `El` track. For your convenience, we provide individually packaged ear plugs in each bedroom to go along with noise suppressing windows, blinds, and curtains.brbrNeed a car Ask about our Gladiator.brbrSituated in the trendy North Center area, the apartment is steps away from several famous local breweries on Malt Row (literally neighboring Dovetail and Begyle), restaurants and bars (ask for recommendations). brbrIt`s a short walk to bustling Lincoln Square and Southport Corridor; there you`ll find boutique shops and cozy cafes await. brbrWrigley Field, home of the Chicago Cubs, is within easy reach, making this apartment an ideal choice for sports enthusiasts. brbrYou are only 2 blocks from the Irving Park `El` Brown Line station which can get you to Michigan Ave (Magnificent Mile) in 30 minutes and provides easy access to most areas of the city. brbrLake Michigan and the amazing Montrose Beach is just under 2 miles away as well.brbrFree off-street parking is provided via the driveway (see the red car in the photos). It’s the only house on the block with a driveway and you can fit up to 3 vehicles. brbrYou`ll have the entire first floor apartment to yourself. We designed it to be equipped with everything you will need during your stay.brbrIf you need a car, we have a Jeep Gladiator (see picture) that can be rented upon request. Please just let us know and we will do our best to accommodate.brbrSamantha and I live in the area and can be reached via Airbnb messaging or phone. If you have any questions, please let us know.brbrImportant: Before you arrive you will be asked to complete guest verification through third-party provider Truvi. This is done to ensure we are keeping up-to-date with short-term rental regulations as well as providing both our guests and our properties with extra protection. Truvi will contact you via email and/or text to complete the verification. Please do so prior to arriving at the property to enable a quick and easy check-in process.brbrYou will also be given the choice between a security deposit or a non-refundable damage waiver.brTo ensure that all our guests have a pleasant and enjoyable stay, we kindly ask that you observe the following rules:brbr1. NO SMOKING: Smoking is strictly prohibited inside the apartment and within the building`s premises. If you need to smoke, please do so outside the building, and dispose of your cigarette butts properly.br2. NO PARTIES OR EVENTS: Our Airbnb is located in a residential building, and we ask that you respect our neighbors` privacy and keep noise levels to a minimum. Please refrain from hosting parties or events that could disturb other guests or neighbors.br3. NO PETS: Unfortunately, we cannot allow pets in our Airbnb due to potential allergy concerns and damage to the property.br4. LATE CHECK-OUT ($50 Fee): Our check-out time is 10:00 AM. We kindly ask that you adhere to this time to ensure that our cleaning staff has sufficient time to prepare the apartment for the next guest. Late checkout past 10:00 AM will result in a $50 fee.br5. NO EXCESSIVE GUESTS ($50 Per Guest): The maximum number of guests allowed in the apartment is eight, including children. Excessive guests will result in a $50 fee per guest.br6. RESPECT THE PROPERTY: We kindly ask that you respect our apartment and its contents. Please refrain from moving or rearranging furniture and report any damage or issues to us immediately.br7. NO GLITTER: Please don’t use glitter for decorations or for any other reason. brbrThank you for taking the time to review our Airbnb rules. We look forward to hosting you!

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Sleeps

$874.97

/ Nightly

Condo

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

Chicago, Illinois, United States

Feel at Home, Unwind, and Enjoy the amenities you deserve at our 3bed 2-Story Penthouse.brbrMost homes don’t provide professional service along with “local vibes.” Guests love staying with us because:br✅Central location near Grant Park, Soldier Field, Art Institute& Museums!br✅1 Free parking passbr✅FAST WIFIbr✅En-suite Laundrybr✅The Lake & Park are 2 blocks awaybr✅2 KING beds + 1 Queen bedbr✅Private Rooftop Deck w/ stunning viewsbr✅Amenity Floor (Gym, Pool, Lounge, Doggy Park)br✅1 block from Red `L` subwaybrbrThis is rated the top 5 Airbnbs in Chicago.brbrThe SpacebrImmerse yourself in the Heart of Chicago. Give yourself and your group a safe, secure experience away from the stress and noise of everyday life.brbrThis rare downtown penthouse spans two levels and sits 28 floors above the city, offering expansive skyline views throughout the home.brEntry Levelbr• 2 spacious bedrooms with KING beds br• 1 full bathroom br• Walk-in closet in the primary bedroom brUpper Levelbr• Open-concept living room br• Fully equipped kitchen br• Private outdoor balcony br• 3rd bedroom with Queen bed br• Panoramic city views throughout br• Perfect for families, groups, business travelers, and extended stays.brbrBuilding AmenitiesbrGuests have full access to the building’s luxury amenity floor, including:brIndoor poolbrFitness center/gymbrResident loungebrDoggy parkbrShared common spacesbrPlease be respectful of residents and other guests while using shared amenities.brbrLocation – South Loop / Downtown ChicagobrbrThe South Loop is one of Chicago’s most vibrant and centrally located neighborhoods, blending lakefront beauty, historic architecture, nightlife, museums, parks, and entertainment.brbrNearby attractions include:brGrant ParkbrSoldier FieldbrMuseum CampusbrShedd AquariumbrField MuseumbrAdler PlanetariumbrMcCormick PlacebrNortherly IslandbrArt Institute of ChicagobrbrYou’ll also be surrounded by excellent restaurants, coffee shops, music venues, and nightlife while still enjoying a quieter residential atmosphere compared to other downtown neighborhoods.brbrGetting AroundbrWe are conveniently located near the Polk subway stop and public transportation.brbrFor most guests, we recommend:brWalkingbrUber/LyftbrPublic transitbrbrA car is usually unnecessary, though 1 free parking pass is included with your stay.brbrGuest Access & CommunicationbrYou’ll have full private access to the penthouse and all available building amenities.brWe are available whenever needed, and our digital house manual provides detailed instructions and recommendations to help make your stay seamless.brbrHVAC / Heating & Cooling InformationbrThe building uses a centralized single-duct HVAC system, meaning the building provides either heat or air conditioning depending on the season, as determined by city regulations.brbrTo maximize comfort:brEach floor has its own thermostatbrFans and a portable HVAC unit are providedbrSet thermostats to “Heat” during colder months and “Cool” during warmer monthsbrbrHouse Rules & Important InformationbrTo ensure a smooth and enjoyable stay for everyone, please review the following before booking:brbrRefundable Security Deposit: A $300 refundable security deposit will be held (not charged) by Chicago Hospitality Club on your card. Any damages or additional charges may be deducted. VRBO handles platform payments separately, while the deposit is processed by Chicago Hospitality Club, so both may appear on your statement. The deposit is automatically released 3–7 days after checkout.brbrRefund Processing PolicybrIn the event of a guest-initiated cancellation, any bank fees or payment processing charges incurred will be the responsibility of the guest and will be deducted from the refund amount.brBooking Requirementsbr• Minimum age to book: 27 years oldbr• No local guests (city or suburbs)br• All guest names and ages must be registered before check-inbr• Online check-in form and signed rental agreement are required before check-in instructions are releasedbr• As part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes.brbr• Last-Minute BookingsbrAll same-day reservations require host approval. Please message us before booking so we can confirm availability and ensure the home is fully prepared for your arrival.brbrOccupancy & Extra GuestsbrThe base rate includes up to 5 guests.brAdditional guests:br• $25 per guest, per night, for the full stay, for stays exceeding 4 guestsbrExample:br1 additional guest staying 5 nights = $125 extra guest fee.brbrQuiet Hours & Noise Policybr• Quiet hours: 10:00 PM – 8:00 AMbr• Parties and events are strictly prohibitedbr• A noise monitoring device is installed inside the home to monitor decibel levels only (it does not record conversations)brNoise violations may result in:br• Warningbr• Eviction without refundbr• Charges up to $1,000brParty in Unit or Common Area - Up to $2,000.00 plus any damages to the unitbrbrSmoking PolicybrSmoking is strictly prohibited inside the unit and common areas.brViolation fee:br• Minimum $500 chargebr• Possible eviction without refundbrbrPet Policybr• Small pets (under 20 lbs, non-shedding): $250 pet feebr• Large pets (over 20 lbs): $300 pet fee plus $200 refundable security deposit and subject to host approvalbrIf the pet sheds, additional $150 refundable deposit is requiredbrbrUnauthorized pets:br• $250 penalty plus any damages or additional cleaning costsbrbrCheck-In & Check-Outbr• Check-in: 4:00 PMbr• Check-out: 10:00 AMbrEarly check-ins and late check-outs may be available depending on cleaning schedules: $50 per hour feebrUnauthorized late check-out may result in charges up to the cost of impacted nights.brbrKeys, Parking & Accessbr• Your reservation includes 1 parking card for the attached parking garagebr• Lost keys: minimum $100 feebr• Lost fob: minimum $150 feebr• Lockout/re-entry assistance: $50 fee if keys are left insidebrFor loss prevention, some keys/fobs may contain an AirTag. These are only used to locate missing keys and are never used to track guests. Guests are not required to carry the key at all times, but we recommend keeping the AirTag attached to help avoid replacement charges if the key is misplaced.brbrCleaning, Damages & Missing Itemsbr• Excessive cleaning after checkout: up to $125 per additional cleaning hourbr• Stays of 14+ nights require a mandatory mid-stay cleaning, scheduled with the guest in advance. Additional cleaning fees apply.br• Damaged or missing items: charged based on replacement costbr• Forgotten belongings: $75 minimum handling/shipping feebrbrFamilies Traveling with Young ChildrenbrFor groups traveling with two or more children under 14 years old, a refundable security deposit may be required as a precaution against accidental damage. The deposit is fully refundable, provided there is no damage to the property after a standard post-checkout inspection.brbrUnresponsive GuestsbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation.brResponse time limits:br• Same-day bookings: within 2 hoursbr• Future bookings: within 8 hoursbr________________________________________brFrequently Asked QuestionsbrbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: Do I need to bring towels, a hair dryer, or linens brA: Nope! we provide all these things. We also provide you and your guests with a starter pack of toilet papersbrbrQ:Is the gym and amenity floor shared brA: Yes. Please be respectful of residents and other guests using shared spaces.brbrQ: Can I store luggage before check-in or after check-out brA: We recommend using nearby luggage storage services such as Radical Storage if your travel schedule does not align with check-in/check-out times.brbrQ:Can I come and go freely brA: Absolutely.brbrQ: Is the home professionally cleaned brA: Yes, and we take pride in providing a clean home for guests.brbrQ: Are the beds comfortable brA: Very — Some guests say they`re the best they`ve ever slept on!brbrQ: What is my total booking price brA: Airbnb calculates the final total, including taxes and platform fees, after you enter your dates. Pricing may vary daily based on demand.br________________________________________brRegistration DetailsbrRegistration #: R24000113941brbrLegal NoticebrNo Agency Relationship. Nothing herein contained shall be deemed to authorize or empower either party to act as agent for the other party to this Agreement, or to conduct business in the name, or for the account, of the other party to this Agreement.brOur prices include all fees. No hidden fees.

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Sleeps

$387.47

/ Nightly

Condo

Wrigleyville Inn - Garden Unit

Chicago, Illinois, United States

Completely rehabbed 2 bedroom 1 bathroom high end, garden floor condo in a historic greystone, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking included.brbrunit amenities: 2 bedrooms, 1 baths, full kitchen, living room, washer and dryer in the unit.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

2

Bed

1

Bath

4

Sleeps

$481.26

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Condo

Wrigleyville Inn - Unit 3

Chicago, Illinois, United States

Completely rehabbed 3 bedroom 2 bathroom high end, 3rd floor condo in a historic greystone, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking included.brbrunit amenities: 3 bedrooms, 2 baths, full kitchen, living room fireplace, washer and dryer in the unit.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

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Sleeps

$466.21

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Condo

Wrigleyville Inn - Unit 1

Chicago, Illinois, United States

Completely rehabilliated 3 bedroom and 2 bathroom high end, 1st floor condo in a historic Greystone. Only a 5 minute walk to Wrigley Field. And only a 2 minute walk to Clark or Halsted Streets. New open back porch for your enjoyment. Parking is included.brbrFor the safety and security of our guests we installed the security cameras outside the building. They are aimed at parking, front and rear building entry doors and outside passage. None are inside the apartments or in the spots where they would interfere with guests' privacy.

2

Bed

2

Bath

6

Sleeps

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