Vacation Rentals By Owner In Chicago, IL

Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of Chicago's north side. With 4 bedrooms, 4 bathrooms, and thoughtful design details throughout, this home is ideal for corporate travelers seeking a premium stay.brbr**Key Features:**brbr- **Bright and Spacious Layout:** This home features two fully built-out floors with Jacobean-stained hardwood floors, elegant molding, and transitional design elements throughout.br br- **Gourmet Kitchen:** The expansive kitchen is a chef’s dream, boasting a large white granite island, custom white cabinetry, top-of-the-line LG appliances, and a new convection oven. Recent 2023 upgrades include a striking gold faucet, new backsplash, and stylish gold hardware for a fresh, modern touch.brbr- **Open-Concept Living & Entertaining:** The spacious living and dining areas are perfect for relaxation or hosting, flowing seamlessly into the adjacent great room. Enjoy the cozy gas ventless fireplace and step out to a large back deck, ideal for outdoor dining and relaxation, overlooking a charming backyard.brbr- **Luxury Master Suite:** The upper level houses three generous bedrooms, including the primary suite with a granite-accented master bath. Unwind in the spa-like stand-up shower, complete with body sprays and a bench for ultimate relaxation.brbr- **Private Outdoor Spaces:** A second large deck off the third bedroom and a freshly refinished front porch and back deck provide additional outdoor space to enjoy. Perfect for unwinding after a day in the city.brbr- **Versatile Lower Level:** The lower level is a private haven, featuring a king-size bedroom with a dedicated workspace, a family room, and a fully equipped kitchenette. With its own oven, refrigerator, range hood, microwave, washer/dryer, and a luxurious bathroom with a granite shower, this space is perfect for extended stays or additional guests.brbr- **Secure & Private:** The property is enclosed by a locked gate, ensuring privacy and peace of mind in this quiet neighborhood. Ideal for corporate stays, it offers both a serene environment and easy access to everything Chicago has to offer.brbr**Prime Location:** brThis home is perfectly situated to experience the best of Chicago. Enjoy quick access to the city’s most popular neighborhoods, downtown attractions, Wrigley Field (home of the Chicago Cubs), and a short drive to Chicago’s business hubs. Convenient highway access ensures most areas of the city are reachable within 30 minutes. See more below.brbr**Additional Amenities:**br- **Two Fully Equipped Kitchens:** Perfect for those who enjoy cooking or hosting.br- **Dual Living Spaces:** Spacious and comfortable, designed for relaxation or entertaining.br- **Extra Sleeping Accommodations:** Includes a queen-size sofa bed in the lower-level family room and an additional queen-size air bed available upon request.br- **Outdoor Living:** The main patio features a sectional seating area and two grills (gas and charcoal) for outdoor dining and entertainment.br- **Parking:** Two private garage spaces, plus ample street parking.br-$50 pickup from O’Harebr-$50 drop-off to O’Harebrbr***About Chicago***brWhether you're staying for business or pleasure, this home provides everything you need for a comfortable, luxurious, and memorable stay in Chicago. We look forward to hosting you!brbrIrving Park is classic Chicago, just north of downtown, close to everything, including with restaurants, cafes, bars, grocery stores, health clubs, shopping, and every public transportation. Our home is north west of Lincoln Park, a 15 min drive to Lincoln Park Zoo.brbrOur home is a 20-minute drive off the lakefront and Lake Shore Drive. There, you have multiple beach fronts and boat harbors. You'll pass by Wrigley Field (home of Chicago Cubs baseball) along the way.brbrThere are multiple points rent a Divvy bike to ride the 17-mile lakefront path, then drop your bike anywhere in the city. Trader Joe's, Mariano's, Whole Foods and Starbucks are an easy 10-15 minute drive. There is a small grocery store one block away.brbrIt takes 25 minutes to drive downtown to The Magnificent Mile for world-class shopping, or 30 minutes to the Chicago River, Millennium Park, Navy Pier, The Art Institute, Field Museum, Shedd Aquarium, Adler Planetarium, Soldier Field, The Loop, or the Theatre District. A 20-minute drive north takes you into Evanston and Northwestern University. 40 minutes south and you're in Hyde Park, home to the University of Chicago, The Museum of Science & Industry, and the future site of the Obama Library.brbrChicago is renowned for its spectacular skyline featuring one of the world's most important collections of 19th and 20th Century architecture. Our favorite recommendation is a 2-hour cruise on the Chicago River and Lake Michigan to see it all up close.brbrWe offer some of the world's greatest museums, including the famous Art Institute of Chicago, Field Museum of Natural History, Shedd Aquarium, Adler Planetarium, Museum of Science & Industry, Museum of Contemporary Art, Notebaert Nature Museum, Garfield Conservatory, Chicago Historical Society, Chicago Cultural Museum, Holocaust Museum, Smart Art Museum, and the lovely little Driehaus Museum.brChicago is also one of the best food cities on the planet thanks to our unique and powerful cultural diversity. Explore surrounding neighborhoods like Little Saigon, Ukrainian Village, the Pilsen LatinX district, Chinatown, Devon Avenue Indian/Pakistani Town, Korea Town, and many more, all within 20-40 minutes of our home.brbrReach out with any questions or recommendations, including great day trips from Chicago.br#TasteofChicago #ThrowbackMusicFest #LakeviewTacoFest #Oktoberfest #JazzFest #LincolnParkZoo #DowntownChicago #ChicagoCubs #WrigleyField #ChicagoMarathon #NavyPier #ChicagoRiverwalk #Christkindlmarket #MagnificentMile #MillenniumPark #MaggieDaleyPark #ChicagoBoatShow #ChicagoAutoShow #ChicagoRestaurantWeek #StPatricksDay #C2EC #ChicagoJazzFestival #ChicagoBluesFestival #NASCARChicago #Lollapalooza #ChicagoAirandWaterShow #RiotFest #ChicagoThanksgivingParade #NewYearsEveChicago #ChicagoBulls #ChicagoBlackhawks

Stunning 4-Bed 4-Bath Home - Prime Location OHare & Downtown <25-min, Free PRKNG

Chicago, Illinois, United States

Bed

Bath

Sleeps

$790.08

Welcome to The Prestige- where luxury meets comfort. This spacious 3-bed, 2-bath condo sleeps 8 (3 king beds & 1 pull-out sofa). Designed w/ a modern aesthetic and high-end finishes, the space offers a generous living area, chef’s kitchen, dedicated dining space, 1 free parking spot, in-unit washer & dryer, large outdoor space and stunning city views. This unbeatable location is steps to shops, bars & restaurants. Check out the Virtual Tour- it shows the interior of the apartment and the attached outdoor patio!brbrReviews: We are experienced hosts. Since this is a new listing, please scroll down and click on the host profiles to view our other properties—all rated 4.9 or higher! This home was prepared with the same care and attention to detail.brbrAdditional Details:brbrSpacious 3-bedroom, 2-bath condo featuring 4 beds (3 king beds, 1 full pull-out sofa, plus a couch). brThe unit also includes :br- 2 Bedrooms w/ a TV and desk—perfect for work or relaxation. br- Fully stocked kitchen, br- Dining area,br- Private patiobr- Shared rooftop deck w/ incredible view of the citybr- In-unit washer & dryer br- PARKING- One dedicated exterior spot. Additional parking options are available nearby.brbrNearby Attractions:brbr1. Chicago Avenue: You’re already on it!brHighlights: Home to a lively mix of cafes, restaurants, art galleries, and boutique shops. A great street to explore right outside your door.brbr2. Fulton Market District: Approx. 1.2 miles — ~20 min walk / ~6 min UberbrHighlights: A trendy, revitalized district filled with acclaimed restaurants, rooftop bars, and creative workspaces. A foodie`s paradise.brbr3. West Loop / Restaurant Row: Approx. 1.4 miles — ~25 min walk / ~8 min UberbrHighlights: Famous for Randolph Street’s dining scene, featuring award-winning chefs, stylish bars, and boutique shops.brbr4. Chicago Riverwalk: Approx. 1.8 miles — ~30 min walk / ~10 min UberbrHighlights: A scenic pedestrian path along the Chicago River with outdoor dining, boat tours, public art, and more.brbr5. The Magnificent Mile: Approx. 2.3 miles — ~35 min walk / ~12 min UberbrHighlights: Chicago’s premier shopping and entertainment corridor, featuring high-end stores, landmarks, and great dining.brbr6. Navy Pier: Approx. 3.2 miles — ~55 min walk / ~15–18 min UberbrHighlights: Iconic lakeside attraction with rides, shops, restaurants, and boat cruises.brbr7. Art Institute of Chicago: Approx. 2.7 miles — ~45 min walk / ~12–15 min UberbrHighlights: World-renowned art museum with classic and modern masterpieces including “The Bedroom” and “A Sunday on La Grande Jatte.”brbr8. Millennium Park: Approx. 2.6 miles — ~45 min walk / ~12 min UberbrHighlights: Known for “The Bean” (Cloud Gate), the Crown Fountain, and year-round public events in a beautifully designed outdoor space.brbr9. Oak Street Beach: Approx. 2.6 miles — ~50 min walk / ~12–14 min UberbrHighlights: A scenic urban beach perfect for sunbathing, volleyball, and enjoying stunning lake and skyline views.brbr10. Willis Tower (formerly Sears Tower): Approx. 2 miles — ~40 min walk / ~10 min UberbrHighlights: One of the tallest buildings in the world, featuring the thrilling Skydeck and Ledge glass boxes overlooking the city.brRental Agreement and House Rulesbr(Once you book, you agree to all terms.)brbrGeneral Principles:brbr• These House Rules are intended to ensure that our property and neighbors are respected. Rest assured, there should be no problems if that happens, but if you feel you cannot follow our Rules, we respectfully ask that you not book with us. br• Please respect our property and neighbors (there are families in the association) and keep noise to a minimum, especially after 10 p.m. Guests are not permitted past 10 p.m.br• Please properly dispose of cooking oil and grease in the garbage; do not pour them in the sink because that can clog the pipes.brbrZero Tolerance Policy:brbr• If any party that may disturb our neighbors is thrown, large or small, or anyone engages in drug use, including marijuana use, we will require you to leave the property and impose the fines below. brbrDamage Deposit and Fines: br br• We have overwhelmingly positive relationships with our guests and are rarely forced to fine anyone. Our intent is not to prevent you and your group from enjoying yourselves. We want all of our guests to have fun! Instead, our intent is to weed out bad actors and prevent situations that may disturb our neighbors and damage our property.br• We impose fines if any party is thrown that may disturb our neighbors, large or small ($1,000); for noise or quiet hour violations, especially when reported by a neighbor ($250); for smoking anywhere in our unit ($500); for any theft ($500 minimum depending on the item); flushing wipes down the toilet ($250 plus cost of repairs); leaving trash on the shared rooftop deck or in common areas ($150); and not parking in the appropriate parking spot or within the lines which impacts the use of the garage by neighbors ($250).br• If you timely let us know that an item is missing or damaged, we will simply charge a replacement cost. But if this is unreported, we will impose a fine of, or reduce your damage deposit by, three times the replacement cost for the missing or damaged item.br• If the number of guests exceeds the number specified in the reservation, we will impose a $25 charge per unspecified guest each night. If the number of guests exceeds the maximum allowed by our listing, we will impose $50 fine for each extra guest each night, and either keep your damage deposit or impose a $100 fine.br• On rare occasion, when our home is left unusually dirty, the cleaner charges extra. If this occurs, you will be charged $50 for each hour of cleaning beyond the allotted cleaning time.br• Checking out after 11 a.m. on the last day of your stay may result in a $50 fine if you are not out by 11:15 a.m. and an additional $50 fine for each subsequent hour.brbrCheck-out:brbr• Check-out is at 11 a.m. on the last day of your stay. This applies unless at least one day before check-out: (1) an alternate plan has been agreed to, and (2) payment for late check-out or extending your stay has been made. br• Checking out on time is extremely important. The cleaners will clean right after your stay, and new guests often check in shortly thereafter.

The Prestige: Designer 3BR/2BA in Prime Location

Chicago, Illinois, United States

3

Bed

3

Bath

8

Sleeps

$616.0

Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped Lake View East home with stunning balcony views over the city. (ID #CHI718)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 - Dryerbr - Elevatorbr - Washing machinebr - Loungebr - Pets allowedbr - Rooftop BBQbrbrArrival 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.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.

Upscale Lakeview 2BR w/ Deck, Pool & Gym, nr Lincoln Park, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$275.93

Located in the heart of Ukrainian village and just a few short minutes from downtown, your family will be close to everything when you stay at this centrally-located place. Walking distance to restaurants, bars, nightlife, and a 10 minute ride to downtown! the apartment includes everything you need for a comfortable stay including Queen sized bed, full kitchen, high speed internet, tv, modern bathroom and free street parking.brThe spacebrNewly remodeled modern english garden apartment with private entrance, queen sized bed, high speed wifi, and more all located in the greatest city! We've recently updated the home to include all the modern amenities, while maintaining its charm. While recently remodeled, this is an older building with tenants who live upstairs. You can hear footsteps and voices from the above units. This is a great neighborhood that is close to all types of food, drink, and entertainment, as well as close to downtown, public transportation, and major roads/highways. We have a full kitchen with all the necessities. If you notice anything that affects your stay, please let us know and we'll do our best to correct it. We want you to have a safe and comfortable stay.brGuest accessbrYou will have the entire place to yourselves with private entrance.brOther things to notebr- This is a garden unit with private entrance.brbr- Pack n' Play is available upon request at no charge.brbr- Access to a washer and dryer is available upon request for an additional fee.brbr- ONLY guests included on the reservation are permitted overnight on the premises. Any violation will result in a fee of $50/person/night for any undeclared guest.brbr- Arrange for replacement or repair of any items accidentally broken/damaged or permanently stained during the stay.brUnsalvageable stained linens - $15/pc.brUnsalvageable stained towels - $10/pc.brbr- Do not leave the place excessively dirty. A charge of up to $100 will be collected for prolonged cleaning and extra work incurred.brLicense numberbrR22000090582..

Ukrainian Village Hideaway

Chicago, Illinois, United States

Bed

Bath

Sleeps

$433.33

Newly remodeled apartment with 4 bedrooms, 4 bathrooms, a spacious & modern living area, FREE private parking and plenty of FREE street parking. This apartment has 7 beds and can accommodate 11+ guests. Minutes to Downtown, McCormick Place, and popular attractions. Walking distance to stores and many great restaurants.brbrWe have other properties as well that could accommodate groups of 27+ guests or more. Please contact us for details.brbrThe spacebr• 4 bedrooms / 4 full bathroomsbr• Accommodates 13 guests or morebr• 2 Bunk bed (each has 1 Double + 1 Single bed), 2 Double beds, 3 Sofa bedsbr• Super comfortable memory foam mattressesbr• Additional portable memory foam mattresses (single size) available for an additional chargebr• Condo is serviced prior to Guest check-in (new sheets, towels, etc)br• Shampoo, body wash, and towels providedbr• Iron, ironing board, & Hairdryer providedbr• Well stocked kitchen with dishes, pots & pans, utensils, silverware, glassware, etcbr• Keurig coffee maker & pods, Hot Water Kettle providedbr• Laptop friendly workspacebr• High speed Wifibr• Smart thermostat and central air & heatbr• Washer/Dryer providedbr• Large screen, internet-enabled Smart Roku TV(s)brbrGuest accessbrGuest has full exclusive access to the suites.brbrOther things to notebr• No Smoking (including e-cigarettes) in the house and common areasbr• No petsbr• No parties or events without prior written consent of Hostbr• Observe quiet hours from 9:00PM to 7:00AMbr• Early check-in or late check-out can be accommodated based on occupancy and for a fee. Please inquire if neededbrbrLicense numberbrCity registration pending

4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$531.6

Beautiful, modern and newly furnished 4br/4 bath condo at a desirable location for business conventions and vacation travel. FREE private parking and plenty of street parking. Condo has 6 beds and can accommodate 10 or more guests. Minutes to Downtown, McCormick Place, and popular attractions. Walking distance to stores and many great restaurants.brbrWe have properties here and in the vicinity that can accommodate groups of 27 or more guests. Contact us for details.brbrThe spacebr• FREE tandem private parking for up to 2 cars per bookingbr• FREE street parkingbr• 4 bedrooms / 4 full bathrooms / 9 bedsbr• Accommodates 12 guests or morebr• 9 Total Beds: 1 Bunk bed (1 Double + 1 Single), 1 Bunk bed (2 Singles), 2 Double beds, 3 Sofa bedsbr• Super comfortable memory foam mattressesbr• Additional portable memory foam mattresses (single size) available for an additional chargebr• Condo is serviced prior to Guest check-in (new sheets, towels, etc)br• Shampoo, body wash, and towels providedbr• Iron, ironing board, & Hairdryer providedbr• Well stocked kitchen with dishes, pots & pans, utensils, silverware, glassware, etcbr• Keurig coffee maker & pods, Hot Water Kettle providedbr• Laptop friendly workspacebr• High speed Wifibr• Smart thermostat and central air & heatbr• Washer/Dryer providedbr• Large screen, internet-enabled Smart Roku TV(s)brbrGuest accessbrGuest has full access to the condo plus building amenities.brbrOther things to notebr• Observe quiet hours from 9:00PM to 7:00AMbr• Early check-in or late check-out may be accommodated for a nominal charge depending on occupancy

4 #1N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1184.78

Steps away from Roscoe Village dining & shopping and a short train to the Mag Mile. Enjoy the best Chicago has to offer by visiting local micro breweries, the scenic 18-mile Lakefront Trail & beaches, and music at venues Northerly Island and Salt Shed. Eight blocks from Wrigley Field, 20 minute Uber to Soldier Field. This thoughtfully designed vacation property is ideal for weeklong visits to Chicago for weddings, family holidays, and multiple families vacationing together.

Prime 4 BR Sleeps 13, Chef Kitchen, 8 Blks to Wrigley, 15min Train to Mag Mile

Chicago, Illinois, United States

Bed

Bath

Sleeps

$494.59

Beautiful, modern and newly furnished 4 br/1.5 bath condo at a desirable location for both business conventions and vacation travel. Includes FREE private parking and plenty of FREE street parking.brbrConveniently located near Downtown, McCormick Place, Wintrust Arena, Chinatown and other popular attractions. Walking distance to public transportation and many great restaurants.brbrWe also have properties that could accommodate groups of 27+ guests or more. Please contact us for details.brbrThe spacebr• 4 bedrooms / 1.5 bathrooms / 7 bedsbr• 1 Bunk bed (1 Double + 1 Single), 2 Double beds, 1 Queen bed, 2 Sofa bedsbr• Accommodates 11 guests or morebr• FREE private parking and street parkingbr• Super comfortable memory foam mattressesbr• Additional portable memory foam mattresses (single size) available for an additional chargebr• Condo is serviced prior to Guest check-in (new sheets, towels, etc)br• Shampoo, body wash, and towels providedbr• Iron, ironing board, & Hairdryer providedbr• Well stocked kitchen with dishes, pots & pans, utensils, silverware, glassware, etcbr• Keurig coffee maker & pods, Hot Water Kettle providedbr• Laptop friendly workspacebr• High speed Wifibr• Smart thermostat and central air & heatbr• Washer/Dryer providedbr• Large screen, internet-enabled Smart Roku TV(s)brbrGuest accessbrGuest has full exclusive access to the entire condobrbrOther things to notebr• Check-in time 3 PM or later. Check-out before 11 AMbr• No Smoking (including e-cigarettes) in the house and common areasbr• No petsbr• No parties or eventsbr• Observe quiet hours from 9:00PM to 7:00AMbr• Early check-in or late check-out can be accommodated based on occupancy and for a small fee. Please inquire if needed

4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena

Chicago, Illinois, United States

4

Bed

Bath

11

Sleeps

$319.0

Discover the best of Chicago, with this one bedroom apartment in Central Station with high floor views over the city. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room, and our dedicated, on-the-ground support. (ID #CHI739)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 Central Station apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Basketball Courtbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbr - Playroombr - Saunabr - Squash courtbrbrArrival 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.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's central location means it can be noisy at timesbr - Building requires 48h to confirm the booking and validate the required documentsbr - A permit is required for street parking near the building

Airy South Loop Studio w/ Pool, Gym & Spa, nr Grant Park, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$252.0

Feel at home wherever you choose to live with Blueground. You’ll love this lovely Streeterville furnished two bedroom apartment with its modern decor, fully equipped kitchen, and bright living room with great views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI1003)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 - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbr - SaunabrbrArrival 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 located in Streeterville, only a 5 minute walk from The Loop. One of the fastest-developing neighborhoods in Chicago, Streeterville extends out into Lake Michigan and attracts a blend of young professionals, students, and tourists. A plethora of amenities and activities exist for every lifestyle. From Navy Pier activities to luxury shopping on Michigan Avenue, it is a walkable community with easy access to entertainment.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 apartment's central location means it can be noisy at timesbr - This building contains both residential and commercial properties

Stylish Streeterville 2BR w/ Lounge & Pool, nr Riverwalk, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1234.03

Stay comfortably in Chicago at this 3-bedroom house. With 1 king bed, 3 queen beds, and 3 twin beds, this phenomenal property is perfect for families or groups of friends. Enjoy the fabulous amenities like fully stocked kitchen, rooftop deck, spa bath with an oversized jetted bathtub, and extra seating throughout for a comfortable stay. We hope you enjoy what our place and Chicago has to offer.

Spacious & Stylish Home with Garage + Rooftop Deck. 10 min Walk to Train.

Chicago, Illinois, United States

Bed

Bath

Sleeps

$563.28

Spacious 2-bed, 2-bath Chicago retreat in the Illinois Medical District, perfect for 4 guests. Enjoy a jetted tub, dedicated workspace, and indoor fireplace. Just minutes from Downtown, the West Loop's dining scene, and the United Center. Ideal for business, medical stays, or city exploration. Features fast Wi-Fi and a fully equipped kitchen. BOOK NOW and experience the best of Chicago with ease.brbr Our bright and comfortable apartment is designed to make you feel right at home. From the cozy living area to the fully appointed kitchen, every detail has been considered for your comfort.brbr Living & Dining: Unwind on the sectional sofa and enjoy the ambiance of the indoor fireplace. Stream your favorite shows on the Smart TV after a day of exploring. The open layout flows into a modern kitchen with a breakfast bar, perfect for casual meals.brbr Fully Equipped Kitchen: Cook your favorite meals in a kitchen outfitted with stainless steel appliances, including a stove, fridge, and dishwasher. You'll also find a coffee bar with a Keurig, a blender for smoothies, and all the pots, pans, and utensils you need.brbr Bedrooms & Bathrooms: Rest peacefully in one of two bedrooms, each featuring a comfortable queen-sized bed and a Smart TV. The two modern bathrooms offer a spa-like experience; one includes a relaxing jetted tub and dual vanity, while the other has a refreshing walk-in shower.brbr Work & Family: A dedicated workspace with an ergonomic chair and fast Wi-Fi makes it easy to stay productive. For those traveling with little ones, a Pack ’n Play/travel crib is available upon request.brbrConvenience: Take advantage of the in-unit washer and dryer, year-round climate control with heating and AC, and easy self check-in for a seamless arrival.brbrGuests will have full and private access to the entire apartment. Every bedroom, bathroom, living area, and the kitchen are yours to enjoy exclusively during your stay. We offer a seamless self check-in process for your convenience.brbrWe respect our guests' privacy and offer a self-check-in process for a seamless arrival. While we won't be on-site, we are always available and responsive via the messaging platform should you need anything at all during your stay.brbrEarly Check-In: Free early check-in may be available. brbrExtended Stays: Planning a longer visit We’d love to welcome you! Starter toiletries and cleaning supplies are provided for your convenience.brbrNoise Monitoring: For your comfort and security, this property is equipped with noise decibel monitoring devices. These devices do not record audio; they only measure sound levels to ensure a peaceful environment for all guests and neighbors.brbrLate checkout fee: $50.00 per hour after checkout timebrbrLate checkouts may interfere with same-day cleanings and guest arrivalsbrbr Key replacement cost is $50 per key if lost or not returned at checkout.

Medical District 2BR with Jacuzzi & Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$654.35

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park!brbrMost homes don’t provide professional service along with “local vibes.” Guests love staying with us because:brbr✅ Beautiful views of Chicagobr✅ Central Locationbr✅ Parking garage attached to the building ($15-30 / night - Operated by LAZ) br✅ FAST WIFIbr✅ Comfy KING bedsbr✅ Shared Rooftop Deck w Grillsbr✅ 1 block from Red `L` subwaybr✅ Close proximity to Grant Park, Soldier Field, MuseumsbrbrThis is one of the top Airbnbs in Chicago.brbr( ... ` : . !)brbrOur home is located in a building with 24/7 Security & Front door people near Downtown and South Loop. Once you get your key/fob based on our simple check-in guide, you walk into a nice lobby with a doorman. With key/fob, you may walk right in like you live in the home and go up to your floor.brbrOnce you take the elevator up, you take a left out of the elevator and walk all the way down to the corner unit. brbrOpen the door and you are welcome to beautiful views of Chicago. The home opens up to a kitchen on the right and the living room straight ahead. To the left is bedroom and bathroom one. If you walk further one, you`ll see bedroom and bathroom two. brbrThere are also great amenities so make sure to keep your fob with you at all times! There is a rooftop deck, business center, and a lounge for your enjoyment. You may also use the laundry facilities for $2 per wash and $2 per dry. Lastly, there is a gym attached to the building, which you may purchase passes during your stay.brbr brbr : brA: Very much so. 24 hours a day.brbr : brA: The home is very easy to get to via public transit. There is public parking connected to the building, operated by LAZ. It is $15-30 / night. SPOTANGELS is your best bet to find FREE parking. Before you park please check all available signs as they may have changed and make sure there are no parking restrictions. Please use SPOTHERO for other parking options.brbr : , , brA: Nope! we provide all these things. We also provide you with a starter pack of toilet papers.brbr : brA: Check in is 4pm and check out is 10am. Early check ins can be difficult if there are guests who checked out same day. We ask for an early check-in, or a late-check out fee, if you request either.brbr : brA: Yes. And we wouldn`t trust any listing with which this isn`t the case.brbr : brA: Yes, and we take pride in providing a clean home for guests.brbr : ` brA: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and it actually uses some crazy algorithm to adjust it automatically, so I don`t actually control this.brbr : brA: Very. Some guests say they`re the best they`ve ever slept on!brbr : - / brA: If you do not have flights that coincide with our check-in and checkout times, you may use RadicalStorage to store your bags for your optimal time :)brbrNo 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.brbrYou have full access to the home, and building amenities with your key fob. Please always keep it on hand!brbrWe are here to help, but give you space to enjoy :)brbrThe South Loop is such a dynamic mix of attractions and histories that the neighborhood tends to be seen as many different things to many different people. Consider the assorted areas that comprise the South Loop:brbrMuch of its eastern edge is encompassed by the Museum Campus, an impressive collection of cultural treasures that includes the Field Museum, Adler Planetarium and Shedd Aquarium. This campus sits on scenic lakefront parklands that are an extension of Grant Park. With 319 acres of green space and recreational fields, Grant Park is known as `Chicago`s front yard` to locals and also plays host to major city events such as Taste of Chicago, Chicago Blues Festival and Lollapalooza.brbrJutting out further into Lake Michigan is Northerly Island, a peninsula sought out by nature lovers, while along the southern edge the sports fans know Soldier Field as the stadium for the beloved Chicago Bears football team. Meeting attendees are most familiar with McCormick Place, the largest convention center in the country, which is also in the immediate area.brbrAnd yet there are even more facets to the South Loop. History buffs point out the Motor Row District along South Michigan Avenue and nearby Prairie Avenue District, the `Millionaire`s Row` that was lined with mansions belonging to Chicago`s most wealthy elite during the end of the 19th century.brbrIn the adjacent Printer`s Row neighborhood, urban loft condos now fill the commercial spaces in what was formerly the center of the Midwest`s publishing industry. Connections to this past are still seen within the venerable, independent book store and annual summer lit fest here. But business professionals and students have brought new life and redevelopment (though the vibe remains mellow), filling the restaurants, music clubs, smaller theaters and museums that have all established themselves in the community.brbrYou are only a 1 block away from the minute walk from Green, Red, and Orange `L` subway stop, which gets you virtually everywhere in the City. You are also a short walk to a number of restaurants and attractionsbrbr❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 25 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrThe base price for this home is for 4 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 4 people.brbr (Under 20lbs, no shedding) - $150br - (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval.brIf the pet sheds, we will require an additional $150 refundable Security deposit.br - $250.00 plus any damages or additional cleaning costs incurredbrbr - – Subject to a $50 fee for every 30 minutes past check-out, or up to the cost of any impacted nights subsequent to originally scheduled check-out.br / - $500.00 minimum charge and eviction from Rental Unitbr - Up to $125.00 per hour of additional cleaning neededbr - Varies depending on cost of itembrbr : potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00br - Up to $2,000.00br - $75 minimum charge for handling and shipping.brIf keys are left inside the home, and we come to give you re-entry it is $50.br - $50.00 minimum chargebr - $150.00 minimum chargebrNo Unauthorized Late Check Out without notice from Host.br-Early check-ins/Late check-outs can sometimes be accommodated by our cleaning service for $50 per hour fee.brbrThere is a NOISE MONITORING system within the home to track decibel noise level. Please respect our neighbors and do not get too loud outside quiet hours :)brbrAll guest names and ages must be registered before you are allowed to check in.brbrGuest VerificationbrAs 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. This helps us ensure that all stays are safe, transparent, and in line with our house policies.brbrUnresponsive GuestbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation. brFor same-day bookings, this timeframe is up to 2 hours or less. For all other bookings, this timeframe is up to 8 hours. This ensures that we can provide the best experience and availability for all our guests.brbrOnline Check-In & Rental Agreement RequiredbrBefore receiving check-in instructions, all primary guests must complete our online check-in form and review/sign our rental agreement. This helps verify guest details and ensures a smooth, secure arrival.brbrEXTRA GUEST CHARGEbrThe base price covers 4 guests. For more than 4 guests, there is an extra guest fee of $10 per guest for the full number of nights.brExample: 1 extra guest for a 5-night stay = $10 × 5 nights = $50.brbrRefundable Security Deposit: A $300 refundable security deposit is required and will be `held` or `authorized` (not `charged`) by Chicago Hospitality Club on your card. Any property damage or extra charges may be deducted from the deposit. VRBO collects platform payments/charges separately, while Chicago Hospitality Club handles the deposit, so seeing both on your

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$240.53

About this spacebrCharming, contemporary 3 bedroom apartment in the northwest side of the city. Just blocks away from restaurants, bbq, cafes, bars, breweries, and so much more. Perfect for weekend getaway, business trip, staycation, or comfortable home base while you explore Chicago.brbrGreat location, 2 miles west of Wrigley field. Near where 90/94 highway split. Allowing easy access to downtown or surrounding suburbs.brLicense numberbrR22000086914

Great 3 bedroom rental unit near Logan Square

Chicago, Illinois, United States

Bed

Bath

Sleeps

$420.0

Beautiful, modern and newly furnished 4br/2 bath condo at a desirable location for business conventions and vacation travel. Conveniently located within walking distance to Downtown, McCormick Place, Wintrust Arena and other popular attractions. Walking distance to Starbucks, grocery stores and many great restaurants.brbrWe also cater to extended stay guests (30 days or more). Please contact us for details.brbrThe spacebr- Accommodates 12+ guestsbr- 4 Full beds, 2 Sofa beds, 1 Bunk bed, br- 2 Full bathroomsbr- Memory foam mattressesbr- Additional portable sleeping mattresses (on request)br- Toiletries & towelsbr- Iron, ironing board, & Hairdryerbr- Stocked kitchenbr- Keurig coffee maker & podsbr- Laptop friendly workspacesbr- Wifibr- Central air & heatbr- On-premise washer/dryerbr- Smart Roku TVsbrbrGuest accessbrGuest has full exclusive access to the entire condo.brbrOther things to notebr• Check-in time 3 PM or later. Check-out before 12 PMbr• No Smoking (including e-cigarettes) in the house and common areasbr• No petsbr• No parties or eventsbr• Observe quiet hours from 9:00 PM to 7:00 AMbr• Early check-in or late check-out can be accommodated based on occupancy and for a fee of $85 per request. brbrLicense numberbrR18000027245

1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$223.75

Beautiful, newly renovated condo located in the heart of Chicago Chinatown with 2 bedroom, 1 bath, a spacious living room and a well appointed kitchen. This premium condo has 3 beds PLUS a portable memory foam sleeping mattress and can accommodate 7 guests.brbrMinutes to Downtown, McCormick Place, and popular attractions. Walking distance to public transit, stores, Walgreens, Starbucks, and many great restaurants.brbrWe have properties in the vicinity that can accommodate groups of 27 or more guests. Contact us for details.brbrThe spacebr• 2 bedrooms / 1 bathroombr• Accommodates 7+ guestsbr• 3 Double beds, 1 portable memory foam sleeping mattressbr• Condo is serviced prior to Guest check-in (new sheets, towels, etc)br• Shampoo, body wash, and towels providedbr• Iron, ironing board, & Hairdryer providedbr• Well stocked kitchenbr• Keurig coffee maker & pods, Hot Water Kettle providedbr• Laptop friendly workspacebr• High speed Wifibr• Smart thermostat and central air & heatbr• Washer/Dryer includedbr• Large screen, internet-enabled Smart Roku TV(s)brbrGuest accessbrGuest has full exclusive use of the condobrbrOther things to notebr• No Smoking of ANY kind on the propertybr• No petsbr• No unauthorized parties or eventsbr• No unauthorized guest without prior approval from Hostbr• Guests must observe quiet hours from 9:00 PM to 7:00 AMbr• Early check-in/Late check-out may be accommodated for a fee and is dependent on occupancy

1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

Chicago, Illinois, United States

Bed

Bath

7

Sleeps

$126.25

AVAILABLE MAY 1ST, 2026 - Fully furnished, second floor 2 bed 1 bath apartment with an office for rent in sunny Pilsen. Large living room and separate dining room. Private office space with a contemporary barn door. Bathroom features subway tile walls, a walk-in shower with a modern sliding glass partition, and an integrated Bluetooth speaker system. One garage parking space is included.brbrThis apartment is located one mile from the Illinois Medical District. It's central location and close proximity to expressways (I-290, I-90, I-55) makes it easy to get around and access any part of the city. It's also just 3 miles from downtown, a 5 min walk to the CTA pink line station, and steps from 18th street art galleries, restaurants, parks, and grocery stores. Come live in one of the coolest neighborhoods in Chicago!

Sunny Pilsen 2 Bed 1 Bath Apt W/Private Office and Garage Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$219.92

Book your Holiday-Get-away! This luxury space is elegantly adorned with central air, ample room for living, entertaining, and relaxing. The open concept living room, dining and sitting areas with white oak hardwood floors throughout. Fully furnished with a 55 Samsung Curbed Smart TV, fireplace, powder room, and a focal point Contemporary Chelf's kitchen (perfect for baking bread) and is equipped with all the basics: flutes for sparking cocktails and wines, and Marfa cabinets quartz counters, dish washer, island seating, and stainless-steel appliances. Small, cozy balcony off the kitchen. There are great restaurants in the immediate area dine-in and takeouts to go. I love the rooftop deck that overlooks the skyline of this great city. Unwind after a long day in an SPA-like bathroom with heated floors and floor to ceiling zebra blinds to help you get a good night's sleep. 2-car garage for domestic cars only(!!), no trucks or vans (!!). EV charger - level 2, tesla only. Please do not re-arrange furniture in home (!!). Get out and explore the neighborhood with restaurants, grocery stores, cafes, and the lakefront just a short walk away. We are committed to an enhanced cleaning and sanitation routine, and we practice social distancing and encourage Guest(s) to do the same. Exterior security cameras present “We have security cameras on the front porch, one facing the back yard area, and one FreshAir Respiratory Detection System is installed in the common area of the home and 'they will be on during your stay'. ERRORS AND OMISSIONS: All information is deemed reliable but not guaranteed. We are not responsible for errors or omissions. All information provided on the VRBO / Homeaway listing was posted to the U.S. English version of the website and owner is NOT responsible for any translation errors or omissions caused by VRBO / Homeaway incorrectly translating from this original version. Guest agrees this policy supersedes VRBO / Homeaway policy.

Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.

Chicago, Illinois, United States

Bed

Bath

Sleeps

$726.13

You won't want to leave this stunning Wrigleyville duplex, located just stepsbrbrfrom Chicago's legendary Wrigley Field! This home is perfect for your nextbrbrlong term stay. It has a split floor plan with the main living space on thebrbrupper level and bedrooms on the lower level. Featuring 3 bedrooms, 2.5brbrbathrooms, a spacious living room and a chef's kitchen, you can bring yourbrbrculinary creativity to life for your friends and family before heading to abrbrgame at Wrigley Field. brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund. brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: R25000133818brbrbrbr

Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover

Chicago, Illinois, United States

3

Bed