Vacation Rentals By Owner In Chicago, IL

$1232.77

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

CHICAGO, Illinois, United States

Welcome to the Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up and featured on the travel channel, you will love our beautifully appointed four-bedroom apartment just steps from wrigley field. Situated as close to the entrance to the park as you can get within one of the iconic wrigley rooftops, you will be able to immerse yourself in the surrounding wrigleyville festivities while relaxing comfortably in your fully furnished, private apartment. br Our four-bedroom Grand Slam Suite will accommodate 9 guests comfortably with king size beds in three of the bedrooms and a queen and twin size bed in in the fourth bedroom. All beds come with luxurious down bedding and high thread-count bed linens as well as top-rated memory foam mattresses. br The Grand Slam Suite also boasts a fully equipped gourmet kitchen, gas fireplace, dining area, and washer and dryer in-unit. With the combination of the beautiful amenities in our brand new l suite and the exciting surroundings of Wrigleyville, you will be sure to enjoy yourself in this unique location. Don't forget to bring your baseball glove for those fly balls!

4

Bed

2

Bath

9

Sleeps

$269.01

/ Nightly

Apartment

Cozy Cityside Apartment with Office

Chicago, Illinois, United States

A forest in the city away from home. Cozy beds and an easy to use kitchen are available for your needs. Delicious eats are a cellphone request away. You can try famous Italian restaurants or order from the best mom and pop sub shop on earth. Amazon delivers groceries in the area as well for specific dietary needs. We will be in town so if anything arises we can address it fairly quickly. Be our guest!

2

Bed

1

Bath

4

Sleeps

$203.35

/ Nightly

Condo

Spacious APT near downtown | Free Assigned Parking

Chicago, Illinois, United States

Welcome to your perfect urban retreat, where convenience meets comfort in the heart of Chicago!brbrA short stroll away from the CTA Orange line, minutes from downtown, and with swift connections to both Midway and O'Hare airports, you're perfectly positioned to explore all that Chicago has to offer or jet off on your next adventure with ease.brbrDon't miss out on the opportunity to make this apartment your home base for city exploration and comfortable living. Welcome home to Chicago!brThe spacebrFeaturing three generously sized bedrooms, this residence ensures a restful night's sleep for up to eight people, with a king-size bed, a queen-size bed, a full-size bed, and an additional full-size sofa bed. Whether you're traveling with family, friends, or colleagues, everyone will find their own space to unwind.brbrThe apartment's single bathroom is designed with efficiency in mind, ensuring that your morning routine is as seamless as your commute. A full-size kitchen, equipped with a dishwasher, allows you to enjoy home-cooked meals or entertain guests with ease. For added convenience, in-unit laundry facilities mean you can pack light and always look your best.brbrClimate control is a breeze with central air conditioning and heating, ensuring your comfort no matter the season. And for those who come by car, the inclusion of a parking space removes the hassle of city parking.brbrGuest accessbrYou have full access to all part of the property except a storage locker where we keep our cleaning suppliesbrbrOther things to notebrNo partiesbrNo smoking

Bed

Bath

Sleeps

$349.69

/ Nightly

Private Vacation Home

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

Chicago, Illinois, United States

1700 sqft penthouse in the historic west end of the West Loop. Nestled on a quiet street, minutes away from incredible restaurants, coffee shops, yoga studios, and nightlife. A floor to ceiling gut-rehab was completed in 2019—the space was engineered with hospitality in mind. Featuring large bedrooms, loads of natural sunlight, an outdoor balcony, charging and hydration stations, a pellet grill, and smart home technology. We've done our part to ensure that you will enjoy your trip to Chicago.brbrWant advice Looking for that local knowledge We've got a digital guidebook telling you all the secrets! We're from Chicago. We live here. We want to make sure you have an amazing time in our beloved city!brbrMASTER BEDROOMbr- One queen bedbr- Dresser and mirrorbr(En suite bath)brbrSECOND BEDROOMbr- One queen bedbr- Walk-in closetbrbrTHIRD BEDROOMbr-Two Twin Size Bedsbr-Walk-in closetbrbrLIVING ROOMbr- One Sofabr-One Walter E. Smithe sleeper reclinerbr- 82in TV w/ Apple TV (HBOMax, Watch ESPN, Starz, and Showtime)br- Air Mattressbr-Hydration StationbrbrKITCHENbr- New stainless steel appliancesbr- Quartz counter tops and full tile back splashesbr- Island counterbr-Keurig (stocked with coffee and tea)br- Bar stool seatingbr- Pots and pans, tableware, glassware and silverware provided.brbrEN-SUITE MASTER BATHROOM (FULL)br- Oversized corner glass showerbr- Private in-bedroom entrancebr- Double sink quartz vanitybr- Jacuzzi tubbrbrDETACHED FULL GUEST BATHROOMbr- Recently Renovatedbr-Subway tilebr- Waterfall showerbr- Quartz vanitybr- Towels, body wash, shampoo, hair dryer, hand soap, and toilet paper provided in both bathrooms!brPRIVATE BALCONY, with seating and Camp Chef pellet grill. Pellet Grill is easy to use, pellets are stored on-site, giving you the opportunity to grill out during your entire stay.brbrFINISHESbr- Oak plank floorsbr- High-end lighting fixturesbr- Nest Thermostatbr- USB charging stationbr- In-unit washer dryerbr- Wi-Fi throughoutbr- Linens provided! Large closets with hangers, plus iron and board!brbr----------brPARKINGbrThere’s free street parking passes that will be on-site for guests throughout the duration of your stay. We will need to know the number of vehicles to ensure that we have enough parking passes available. One private parking space is available in the back of the building upon request and approval.brbr----------brCHECK-IN TIMEbrTypically, guests may receive the keys and drop their bags in the condo as early as 1pm. The cleaners do need until 3PM to do their work.brIf you'd like to drop your bags early, we can usually accommodate you.brbrIf you'd like to take a nap or shower right away, and the night before your stay isn't booked yet, let's discuss early check-in options.brbr----------brCHECK-OUT TIMEbr11AM is check-out. If you'll need to check-out after 11:00AM, and the night after your stay isn't booked yet, let's chat about late check-out options.brbrUnfortunately we do not have anywhere to hold bags after your stay.br---------brbrAIR MATTRESSESbrThere are two air mattresses in the property, both sleep incredibly well, and are kept in the closet of the 2nd bedroom, and hallway coat closet closest to the kitchen. Extra Linens can be found in the coat closet as well.brbr----------brPET OCCUPANCYbrTraveling with a pet This property is dog friendly! Once you book, please ask us for the digital pet request form.brbr-----------brGuest accessbrbrThe entire condo is yours during your stay! You will not share this condo with anyone outside of your own group!brbrGuests may request an early bag drop off as early as 1:00PM, we cannot guarantee that we will be able to accommodate, but we will try our best. In the cases that we can accommodate, bags can be dropped off after which time we ask that you leave the condo until 3:00PM to let the cleaners finish cleaning.brbrOther things to notebrPrivate parking is subject to availability – Please request parking accommodation prior to stay.brLicense numberbrR19000050240

Bed

Bath

Sleeps

$951.41

/ Nightly

Condo

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Chicago, Illinois, United States

3 Bedroom, 2 Full Bathrooms Sleeps 7 people. Located in Garden Unit in a Wrigley Rooftop Building. Located directly across the street from Wrigley Field, you will be surrounded by the action of Wrigleyville which offers more than just a baseball game. Just steps from our front door, you will find various restaurants, pubs, comedy clubs, and shopping. Just a few steps further, and you will find a Zoo, the beaches of Lake Michigan and downtown Chicago. brbr Our three-bedroom All-Star Suite will accommodate 7 guests comfortably with king size beds in two of the bedrooms and 3 twin beds in the third bedroom. All beds are equipped with luxurious down bedding and high thread-count bed linens as well as top-rated memory foam mattresses. brbr The All-Star Suite also boasts a fully equipped gourmet kitchen, fireplace, dining area, and washer and dryer in-unit. With the combination of the beautiful amenities in the brand new All-Star Suite and the exciting surroundings of Wrigleyville, you will be sure to enjoy yourself in our unique location. Don't forget to bring your baseball glove to catch those fly balls!brbrCity of Chicago License # 2446868

Bed

Bath

Sleeps

$2181.5

/ Nightly

Private Vacation Home

Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!

Chicago, Illinois, United States

Loft606 Chicago is the perfect spot for private gatherings, weddings, corporate meetings, art exhibitions, reunions, dinner parties, birthday parties, classes, photo shoots, holidays, Bar Mitzvahs, and so much more. Loft606 Chicago offers events but are under a different pricing structure. Loft606 Chicago is between 3 of Chicago's hottest neighborhoods and walking distance from award winning restaurants, bars, and endless shopping. Our area has recently been named Chicago's New Restaurant RowbrbrIf that is not enough to keep you busy the ‘Western’ EL train stop is a short 2.5 blocks away. You will be a short trip by train or car to Downtown Chicago, Wrigleyville, Michigan Ave., Navy Pier, Lincoln Park Zoo, Millennium Park, the Museum campus, United Center, and the Lakefront.brbrLoft606 Chicago, this gorgeous 5,307 sq. ft. vintage industrial style loft is as unique as they come. Equipped with a 26' vaulted ceiling, and large skylights allowing ample natural light to fill the main room and massive gourmet kitchen.brbrbrExcessive noise, belligerence, smoking and/or vaping (inside and within 15 feet of an entrance), the removal or alteration of any item(s) on or belonging to the property (Humbled Hospitality) is banned at all Humbled Hospitality Properties. Please be respectful of the neighbors while at the venues by entering and exiting the properties quietly at night and not loitering outside.brbrAMENITIES:br• 2000sq.ft. living room w/ 26' timber beamed, vaulted ceiling and skylights running throughout.br• Newly stained concrete floors, exposed brick, vaulted ceilingbr• Sleeps 16 adults, in 6 rooms including a Master Bridal Suitebr• 2.5 bathrooms w/ a Jacuzzi and Rain-Shower in Master Suitebr• Massive, Gourmet kitchen with state-of-the-art appliancesbr• Beautiful Industrial Style Bar with full rear displaybr• Living Room/Lounge with Fireplace and Entertainment Centerbr• Our ‘Chapel Corner’ perfect spot to say ‘I Do’ under our crystal chandelier. br• Large Open Main Space, perfect for a dance floor between the kitchen, bar, and living room areas.br• Sonos Sound system & TV/cablebr• Large Disco Ballbr• Eclectic Décor br• Garden patio and Rooftop Deck with a Grillbr• Tables and Seating for 100 peoplebr• Three off-street parking spots (tight turn-compact cars only)/on-street parkingbr• Garage door access (for loading and unloading)br• Handicap accessiblebr• Pet friendly (fee)brbrAdditional Services (separate fee):br- Spa services provided by The Ruby Roombr- Bartenderbr- Additional Air Mattressesbr-Décor Removal/AdditionsbrbrbrTo provide you with the most accurate quote for Loft606 Chicago, please provide the following information in your inquiry. This will greatly facilitate us in booking our amazing space for you!brbr• What is the purpose of your stay (Wedding, Vacation, Reunion, etc.)br• Is the Stay for personal use or are you arranging this on someone’s behalf br• Who will be the on-site host during your stay What ages will your guests be br• What is your total guest count Are you expecting them all in the space at once or will they be in and out in groups br• How many people will be sleeping on the property br• Will any outside equipment, of any kind, be brought in br• Will you need or want any furniture moved/removed br• Will the kitchen be used br• Will you require any additional tables or seating br• Will there be a cover charge or fee of any kind for your guests br• If inquiring about an party: what are the hours, expected noise level, and budget for the function – Humbled Hospitality properties have alternate pricing structure for events.brbrThe more details, the faster we can welcome your group! We look forward to hearing from you here at Loft606 Chicago !

Bed

Bath

Sleeps

$569.81

/ Nightly

Apartment

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.

Chicago, Illinois, United States

Welcome to my home! Forget your worries in this spacious and serene space. My thoughtfully decorated 2 bedroom 2nd floor home in a 3-flat located in a quiet residential neighborhood is just a few block from the lake and beaches. Enjoy the TV room, 6 person dining room table, chefs kitchen, and plenty of space for conversations and entertaining. Please note this is unit #2 so there is one flight of stairs to access the unit. Walking distance to the lake and all that Rogers Park has to offerbrbrFeel free to call or text me with any questions or if you need help, Texting is best.brbrRoger ParkbrbrPlease enter through the front vestibule (1503 W. Estes #1 & #2) and go to door #2 (for this second floor unit, not the first floor unit). Enter your lock code and then hit the silver Yale button to lock and unlock the door. head up one flight of stairs and you are home!brbrThere are newly refinished hardwood floors throughout (except in the primary bedroom that is carpeted). My whole home has been freshly repainted and decorated with a lot of personality! Enjoy some of the treasures I have collected during my travels all over. I especially love collecting unique art. Relax in the oversized primary bedroom flooded with natural light and amply closet space. Both bedrooms have hypoallergenic hotel quality pillows. In addition I also have left a set of wonderful natural down filled pillows for those with no worries about allergies (in the woven baskets in the bedrooms). The primary bathroom has a separate shower and jetted tub. The kitchen is fully stocked with almost any appliance you may need (even a KitchenAid stand mixer). Enjoy central AC and radiant heat as needed throughout the year. The newly remodeled 2nd bathroom even features a fully automated bidet. brbrI encourage you to spend time gazing into my aquarium. The longer you look the more you discover! I have sent years building my little ecosystem and you are guaranteed to see something new every time you look at it. From crabs, corals, fish, & shrimp the tank is teeming with life. Sit and stare and enjoy but please please DO NOT TOUCH. They are sensitive to the oils and chemicals we cary on our hands so please enjoy but be respectful. brbrFor little ones we have provided a highchair, crib, and baby gates. brbrThere is laundry available in the basement with complimentary detergent. Please note the laundry is in an unfinished basement and shared by all units. brbrThe check-in and check-out processes are easy thanks to our keyless code access. Also, the check-in and check-out times can be flexible depending on availability.brbrWhile you are in my home I usually stay nearby and am available to help with any special requests or help.brbrWe have a strict NO SMOKING, NO PARTYING, and NO EVENTS in the building policy (you are of course welcome to host small dinner parties or get-togethers of 8 people or less) as we have tenants below on the 1st floor. We ask guests to be respectful by keeping noisy levels reasonable during their stay. The units are completely separated from each other, and each one has its own entrance.brbrPlease note you will hear the occasional squeaks or creeks typical of a building of this age. brbrCTA Red Line stop is just a couple of clocks away. As are several bus lines.brbrParking is available upon request, please notify me before check-in. if parking is needed. I can provide EV charging for your vehicle if requested in advance. It is a level 2 charger with an SAE J1772 jack. I so not have an NACS adapter so you will have to provide your own. Please note we only have parking for compact to midsized cars and SUV's. We do not have parking for large trucks or oversized SUV's (no king cab trucks or for Expedition size vehicles). Please use street parking if your vehicle is oversized. brbrIf you have more than one vehicle street parking is available and is free and not zoned. brbrPlease note this is a second floor unit in a 1908 Chicago 3-flat. Please be respectful of our neighbors on the 1st & 3rd floors. brbrHousekeeping is available for an additional $150 per visit. They will turn over all linens, wash dishes, and clean for you. brbrYou will always have plenty of notice, but if you are staying longer than a week there will be a service that comes for approximately one hour to service the aquarium and ensure it is in good health. You are free to request I cancel or delay this until after your stay is over if you do not wish to be disturbed.

Bed

Bath

Sleeps

$734.54

/ Nightly

Apartment

Luxury Downtown Penthouse with Private Rooftop!

Chicago, Illinois, United States

Summary:brBRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB!!brbrDesigned by a famous Chicago Designer using strictly West Elm brand furniture. You do not want to miss this opportunity. brbrComes with FREE GARAGE PARKING AT THE PROPERTY and access to A BRAND NEW PRIVATE ROOFTOP DECK with absolutely stunning views of the city skyline!brbrThe Space:brThis entire building consisting of 4 separate apartments which just underwent a remodel of every square inch. Each apartment can be rented individually or combined to fit your needs. brbrThe remodel consists of all NEW KITCHENS, NEW BATHROOMS, NEW FLOORS, and ALL BRAND NEW FURNITURE / BEDS / BEDDING / COOKWARE. brbrYou name it, it's brand new.brbrGuest Access:brGuests will have full, unrestricted access of their apartment(s) depending on how many are rented. You do not want to miss out on this beautiful property!brbrThe Neighborhood:brThis is in the BOOMING River North district. Just a short walk to Michigan Ave, Magnificent Mile, Navy Pier, the bean and endless amazing bars and restaurants!brbrGetting Around:brChicago Brown Line is 1 block away.brbrOther Things to Note:brWE ARE NOT RESPONSIBLE FOR ITEMS LEFT IN THE PROPERTY AFTER YOU CHECK OUT. MAKE SURE YOU DOUBLE CHECK ALL AREAS PRIOR TO LEAVING THE PROPERTY TO CONFIRM YOU HAVE ALL OF YOUR BELONGINGS.

2

Bed

2

Bath

10

Sleeps

$176.0

/ Nightly

Apartment

Blueground | Streeterville, pool & gym, nr pier

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in Streeterville 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 #CHI1123)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. brbrSleeping arrangementsbrbr Single Bed, 35.4in/90cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryer in buildingbr - Elevatorbr - Swimming poolbr - Washing machine in buildingbr - 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 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 - This is a guarded building equipped with a doorman/concierge at all timesbr - This apartment is located in an older building, there may be a few quirks

1

Bed

1

Bath

1

Sleeps

$1689.98

/ Nightly

Apartment

55th Floor Penthouse with Award-Winning Views

Chicago, Illinois, United States

Summary:brbrExperience Chicago from a 55th-floor duplex penthouse in River North. This 3-bed, 2-bath residence sleeps 8 and features panoramic skyline and Lake Michigan views through dramatic two-story windows. Enjoy a gas fireplace, full kitchen, and a dedicated workspace with high-speed Wi-Fi, ideal for remote work with an unmatched backdrop.brbrbrbrPerfect for families, groups, or business travelers seeking luxury and convenience, just steps from Michigan Ave, the Riverwalk, and Millennium Park.brbrbrbrThe Space:brbrPerched 55 stories above the city, this stunning 3-bedroom, 2-bathroom duplex penthouse offers an unforgettable Chicago experience. The dramatic two-story living room, features floor-to-ceiling windows that flood the space with natural light and provide breathtaking panoramic views of the skyline and Lake Michigan.brbrbrbrIn the evenings, relax by the cozy gas fireplace and watch the city lights sparkle. With space to comfortably sleep 8 guests, this is the pinnacle of city living.brbrbrbrSleeping Arrangements:brbr Primary Bedroom: King bed with a full en-suite bathroom.brbr Second Bedroom: Queen bed.brbr Third Bedroom: Queen bed.brbr Living Room: Queen sleeper sofa for additional guests.brbrbrbrIn-Unit Amenities:brbr Fully equipped kitchen with stainless steel appliancesbrbr High-speed Wi-Fibrbr Smart TVbrbr In-unit washer and dryerbrbr Gas fireplacebrbrbrbrGuest Access:brbrGuests will have private access to the entire 3-bedroom duplex penthouse.brbrbrbrAdditionally, you'll have full access to Grand Plaza's resort-style shared amenities, including:brbr Outdoor swimming pool and sundeckbrbr State-of-the-art fitness centerbrbr Indoor basketball courtbrbr Outdoor running trackbrbr Business center with dedicated workstationsbrbr Direct in-building access to a Jewel/Osco grocery storebrbr 24-hour door staff for security and assistancebrbrbrbrThe Neighborhood:brbrThe Magnificent Mile is Chicago’s premier commercial district. The vibrant, bustling area is home to upscale shops, luxe fashion outlets, cool restaurants and posh hotels. Landmarks include the historic Chicago Water Tower, the neo-Gothic Tribune Tower, the terracotta Wrigley Building skyscraper and the 100-story John Hancock Center, which has a rooftop observation deck with fine dining and panoramic city viewsbrbrbrbrGetting Around:brbr-Walk Score: 100 – steps from dining, shopping, and nightlifebrbr-50 feet to the Red Linebrbr-Near Magnificent Mile, Millennium Park, Riverwalkbrbr-Surrounded by top restaurants, coffee shops, and boutiquesbrbr-CTA Bus Stops Nearby – Multiple lines within 1 block for access to neighborhoods like West Loop, Lincoln Park, and Hyde Parkbrbr-Uber, Lyft & Taxis – Abundant and easily accessible at all hoursbrbr-Divvy Bike Station – 1 block eastbrbrbrbrOther Things to Note:brbrPre-arrival Requirements: For the security of our guests and the property, we require a government-issued photo ID and a complete guest list before check-in.brbr Children: Children are welcome. A pack-n-play is available upon request to make your travel easier.brbr Maintenance: On-call maintenance is available should you need any assistance during your stay.brbr Registration: City of Chicago Registration Number: 2210737brbrbrbrInteraction with Guests:brbrWe respect our guests' privacy and offer a self-check-in process. While we won't be present during your stay, our team is available and on-call for any maintenance needs or questions to ensure you have a comfortable and seamless experience.

3

Bed

2

Bath

8

Sleeps

$78.0

/ Nightly

Apartment

Trendy Lincoln Park Studio w/ W/D, Patio, walk to L, by Blueground

Chicago, Illinois, United States

Feel at home wherever you choose to live with Blueground. You’ll love this pretty Goose Island furnished studio apartment with its modern decor, fully equipped kitchen, and cheery living room with great views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI326)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 sophisticated 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 Goose Island 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 - Dryerbr - Elevatorbr - Washing machinebr - LoungebrbrArrival 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.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 faces the streetbr - This apartment's central location means it can be noisy at times

1

Bed

1

Bath

2

Sleeps

$234.0

/ Nightly

Apartment

Gorgeous Loop 1BR w/ Pool, Gym, nr. Financial District, by Blueground

Chicago, Illinois, United States

Feel at home wherever you choose to live with Blueground. You’ll love this spacious The Loop furnished one bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room with great high floor views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI282)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 Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - 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 - This apartment's central location means it can be noisy at timesbr - This apartment is located near a railway, so expect to hear moderate noise when trains passbr - This is a guarded building equipped with a doorman/concierge at all times

Bed

Bath

Sleeps

$188.17

/ Nightly

Private Vacation Home

Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

Chicago, Illinois, United States

Experience the charm and convenience of our unique tiny apartment in La Vecindad, perfect for your stay in Pilsen, Chicago! This cozy 1BR, 1 Bath apartment accommodates up to 2 guests and features a cozy patio, providing a perfect retreat. Located just minutes from the train, you can reach Downtown Chicago in only 15 minutes.brbrEnjoy nearby attractions like the United Center, Harrison Park, Addams Medill Park, Soldier Field, Chinatown, and a variety of delightful Mexican culinary spots. La Vecindad offers a vibrant and inviting atmosphere you'll fall in love with.brbrNamed La Vecindad, the Spanish word for the neighborhood, our property captures the essence of community living. With a beautiful covered patio adorned with bricks and a comfortable lounge area, you'll feel right at home in this friendly and welcoming environment.brbrTraveling with a larger group Be sure to explore our additional properties available at La Vecindad. Book your stay now and make unforgettable memories!

Bed

Bath

Sleeps

$842.51

/ Nightly

Apartment

Newly Renovated& Spacious 2BR, Walkable, near CTA, Steps to DePaul Univ

Chicago, Illinois, United States

Make yourself at home in this 2-bedroom Chicago apartment retreat. The space features two queen beds and a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. Guests will appreciate the welcoming atmosphere and thoughtful touches throughout. Whether you’re unwinding in the living room or getting ready in the bathroom, this quaint spot offers comfort and convenience. Enjoy all that Chicago has to offer when you stay at our place.

Bed

Bath

Sleeps

$717.2

/ Nightly

Hotel

The Neighborhood Hotel - Lincoln Park 501 - Three Bedroom Penthouse

Chicago, Illinois, United States

5th Floor Modern + Vintage Walkup with North, West, and South Views. A refreshing, sophisticated oasis with added flare like vibrant, oversized works of Chicago memorabilia. Ideal for a family or group of friends, this suite sleeps 6 between 1 King Bedroom + 1 Queen Bedroom, 1 Full Bedroom, & 2 full bathrooms. A stocked kitchen is on hand to cook a meal (or simply request a chef, you’re on vacay after all) and serene bathrooms complete with luxury bath products feels like home. Yoga mats aid a good sweat while your own washer + dryer keep things fresh. Sleep6 brand mattresses and supple linens allow for an optimal night’s rest. A washer + dryer, Sonos, YouTubeTV, and fast Wi-Fi add to the ease and comfort.brAccess codes will be sent via text or email on the day of check-in. After booking, a registration form will also be sent and must be completed prior to arrival.brbrCheck-in time is 3:00 PM, and check-out time is 11:00 AM.brbrNo smoking inside the property.brNo parties allowed.brNo cats allowed.brQuiet hours start at 10:00 PM.brbrAccess codes will be sent via text or email on the day of check-in. After booking, a registration form will also be sent and must be completed prior to arrival.brbrCheck-in time is 3:00 PM, and check-out time is 11:00 AM.

4

Bed

2

Bath

8

Sleeps

$132.0

/ Nightly

Apartment

Blueground | Goose Island, view, nr Lincoln Park

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped Goose Island home with stunning views over the city. (ID #CHI1282)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 studio 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 Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this studio apartment include an on-site:brbr - Dryerbr - Elevatorbr - Washing machinebr - LoungebrbrArrival 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.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.

Bed

Bath

Sleeps

$715.93

/ Nightly

Private Vacation Home

Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1079.61

/ Nightly

Hotel

Group Vacation! 4 Comfortable Units, Indoor Pool, Rooftop Deck

Chicago, Illinois, United States

Explore iconic Windy City hot spots just minutes from this downtown propertybrbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 355 sq. ft, equipped with complimentary toiletries, standard quality 50-inch TV, available with Standard cable, and Premium cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm.brbr✦ Fitness center is available.brbr✦ Indoor shared pool available all year, opened from 6:30AM to 10:00PM.brbr✦ Paid parking lot – 1 space(s), available for $52 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 $400 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card. Amount varies between weekdays and weekends.

Bed

Bath

Sleeps

$643.98

/ Nightly

Hotel

Bright 4BR Apartment Near Lincoln Park Zoo

Chicago, Illinois, United States

Summary:brbrWelcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed for comfort and style. Enjoy fully equipped kitchens, tranquil bedrooms with plush bedding, and state-of-the-art amenities. Steps from top dining, shopping, and attractions with easy public transport access. Discover your perfect Chicago getaway!brbrbrbrThe Space:brbr• Master Suite: King bed, en-suite bathroombrbr• Guest Suite: King bed, en-suite bathroombrbr• Second Guest Suite: King bedbrbr• Third Guest Suite: King bedbrbr• Queen floor mattress availablebrbr• Huge windows offering spectacular views of the citybrbr• Washer & dryerbrbr• Fully-equipped kitchen brbr• Flat Screen TV/Cablebrbr• High-speed Internetbrbr• Stainless steel appliancesbrbr• Spacious, walk-in closetsbrbr• Individually controlled heat and airbrbr• Shampoo, conditioner, & body wash in bathroomsbrbr• Hair dryerbrbr• Iron/ironing boardbrbrbrbrAs part of our commitment to providing a premium experience, we offer complimentary starter items to kickstart your stay like shampoo, body wash, conditioner, hand soap, toilet paper, laundry detergent and kitchen supplies like coffee, tea, cooking oil, paper towels and seasonings. These items are thoughtfully provided to ensure you have everything you need upon arrival. However, please note that they are starter supplies and not be replenished during your stay. If you require additional supplies beyond the initial offering, we recommend local stores or delivery services for your convenience.brbrbrbrGuest Access:brbrEasy and convenient self check-in is available at this property. You’ll have full access to the apartment and building amenities during your stay.brbrbrbrThe Neighborhood:brbrPerfectly positioned at the crossroads of Old Town, Lincoln Park, and the Clybourn Corridor, this location lets you experience Chicago’s best mix of shopping, dining, and culture. Step outside to explore the New City shopping plaza, enjoy a show at the Second City Theater, or stroll along the North Branch Trail toward the lakefront. Within minutes, you’ll find stylish boutiques, gyms, Whole Foods Market, Trader Joe’s, and some of the city’s most beloved restaurants and coffee houses.brbrbrbrTransit: Multiple bus lines and the Red Line train nearby for direct access downtown and to the Loop.brbrCoffee: Sweetwaters Coffee & Tea (3 min), Printer’s Row Coffee (5 min).brbrDining: Boka, Ada Street, and Armitage Alehouse all within a short walk.brbrParks: Oz Park and the Lincoln Park Boardwalk are nearby for morning runs or weekend strolls.brbrbrbrWhether you’re here for work, leisure, or family time, you’ll love how easily connected this area is to River North nightlife, the Magnificent Mile, and Lake Michigan’s scenic paths.brbrbrbrGetting Around:brbrYou are minutes away from bus and train stops. brbrbrbrWe find some of our guests prefer to use Uber or Lyft, which is a very convenient and cheap way to get around the city.brbrbrbrOther Things to Note:brbrPlease note:brbr- The building features a central HVAC system that provides year-round comfort. Heating and cooling operate seasonally to keep the temperature pleasant. Guests can adjust the in-unit temperature within the range set by the building.brbr- Building maintenance staff may occasionally need access, but we’ll always provide advance notice whenever possible.brbr- Daily housekeeping isn’t included, though it can be arranged for an additional fee.brbr- Early check-in or late check-out may be available for $149 per service, depending on availability.brbr- On-site parking is available for $69 per night, per spot. Multiple spots can be reserved based on availability. Spots are limited and fill up fast - we recommend securing yours as early as possible. Please message us with your dates to reserve.brbr- Package delivery availability may vary by building - message us for details.brbr- Date changes that shorten or move a reservation follow the standard cancellation policy.brbrbrbrFor your security and a smooth check-in process:brbr- A refundable $500 security deposit is required.brbr- A valid government-issued ID and matching credit card must be provided before check-in.brbr- A short rental agreement will be sent electronically after booking.brbr- Some buildings may require a brief background check as part of management policy.brbr- Local residents (within two hours of the property) cannot book for same-day arrival.brbrbrbrWhile we strive to offer a peaceful experience, please be aware that city or building maintenance, construction, or temporary water/elevator servicing may occasionally occur. These events are outside our control and do not qualify for compensation.brbrbrbrInteraction with Guests:brbrOur online team is available 24/7 to assist you every step of the way - from booking to checkout, ensuring a smooth and comfortable stay.

Bed

Bath

Sleeps

$610.46

/ Nightly

Hotel

Premium 4 King Apartment w/ City Views

Chicago, Illinois, United States

Summary:brbrWelcome to our bright and modern 4-bedroom corporate suite in the heart of Chicago. Designed for both comfort and productivity, the apartment features a spacious living area with large windows, a fully equipped kitchen, and a dining space perfect for group meals or business discussions. Each bedroom offers premium bedding, ample storage, and a clean, comfortable setup for restful nights.brbrbrbrThe Space:brbr• Master Suite: King bed, en-suite bathroombrbr• Guest Suite: King bed, en-suite bathroombrbr• Second Guest Suite: King bedbrbr• Third Guest Suite: King bedbrbr• Queen floor mattress availablebrbr• Huge windows offering spectacular views of the citybrbr•Washer & dryerbrbr• Fully-equipped kitchen brbr• Flat Screen TV/Cablebrbr• High-speed Internetbrbr• Stainless steel appliancesbrbr• Spacious, walk-in closetsbrbr• Individually controlled heat and airbrbr• Shampoo, conditioner, & body wash in bathroomsbrbr• Hair dryerbrbr• Iron/ironing boardbrbrbrbrAs part of our commitment to providing a premium experience, we offer complimentary starter items to kickstart your stay like shampoo, body wash, conditioner, hand soap, toilet paper, laundry detergent and kitchen supplies like coffee, tea, cooking oil, paper towels and seasonings. These items are thoughtfully provided to ensure you have everything you need upon arrival. However, please note that they are starter supplies and not be replenished during your stay. If you require additional supplies beyond the initial offering, we recommend local stores or delivery services for your convenience.brbrbrbrGuest Access:brbrEasy and convenient self check-in is available at this property. You’ll have full access to the apartment and building amenities during your stay.brbrbrbrThe Neighborhood:brbrPerfectly positioned at the crossroads of Old Town, Lincoln Park, and the Clybourn Corridor, this location lets you experience Chicago’s best mix of shopping, dining, and culture. Step outside to explore the New City shopping plaza, enjoy a show at the Second City Theater, or stroll along the North Branch Trail toward the lakefront. Within minutes, you’ll find stylish boutiques, gyms, Whole Foods Market, Trader Joe’s, and some of the city’s most beloved restaurants and coffee houses.brbrbrbrTransit: Multiple bus lines and the Red Line train nearby for direct access downtown and to the Loop.brbrCoffee: Sweetwaters Coffee & Tea (3 min), Printer’s Row Coffee (5 min).brbrDining: Boka, Ada Street, and Armitage Alehouse all within a short walk.brbrParks: Oz Park and the Lincoln Park Boardwalk are nearby for morning runs or weekend strolls.brbrbrbrWhether you’re here for work, leisure, or family time, you’ll love how easily connected this area is to River North nightlife, the Magnificent Mile, and Lake Michigan’s scenic paths.brbrbrbrGetting Around:brbrYou are minutes away from bus and train stops. brbrbrbrWe find some of our guests prefer to use Uber or Lyft, which is a very convenient and cheap way to get around the city.brbrbrbrOther Things to Note:brbrPlease note:brbr- The building features a central HVAC system that provides year-round comfort. Heating and cooling operate seasonally to keep the temperature pleasant. Guests can adjust the in-unit temperature within the range set by the building.brbr- Building maintenance staff may occasionally need access, but we’ll always provide advance notice whenever possible.brbr- Daily housekeeping isn’t included, though it can be arranged for an additional fee.brbr- Early check-in or late check-out may be available for $149 per service, depending on availability.brbr- On-site parking is available for $69 per night, per spot. Multiple spots can be reserved based on availability. Spots are limited and fill up fast - we recommend securing yours as early as possible. Please message us with your dates to reserve.brbr- Package delivery availability may vary by building - message us for details.brbr- Date changes that shorten or move a reservation follow the standard cancellation policy.brbrbrbrFor your security and a smooth check-in process:brbr- A refundable $500 security deposit is required.brbr- A valid government-issued ID and matching credit card must be provided before check-in.brbr- A short rental agreement will be sent electronically after booking.brbr- Some buildings may require a brief background check as part of management policy.brbr- Local residents (within two hours of the property) cannot book for same-day arrival.brbrbrbrWhile we strive to offer a peaceful experience, please be aware that city or building maintenance, construction, or temporary water/elevator servicing may occasionally occur. These events are outside our control and do not qualify for compensation.brbrbrbrInteraction with Guests:brbrOur online team is available 24/7 to assist you every step of the way - from booking to checkout, ensuring a smooth and comfortable stay.

4

Bed

3

Bath

10

Sleeps

Vacation Rentals By Owner In Chicago, IL

$1232.77

$269.01

$203.35

$349.69

$951.41

$2181.5

$569.81

$734.54

$176.0

$1689.98

$78.0

$234.0

$188.17

$842.51

$717.2

$132.0

$715.93

$1079.61

$643.98

$610.46

Rent a place that suits your needs

Most popular vacation rentals in Chicago

$2319.21

$2427.16

$2731.80

$2999.50

$3259.71

$3780.16

$320.07

$317.86

$318.18

$318.68

Most Popular Cities in Illinois