Vacation Rentals By Owner In Chicago, IL

$1164.44

Bohome Chicago | 4BR + Sauna + Chefs Kitchen

Chicago, Illinois, United States

Designer, plant-infused 4BR/3.5BA home in Wicker Park—crafted for retreat, work, and play. Unwind in the private sauna, gather on the deck with a fire pit, and cook in the chef-ready kitchen. Enjoy a Sonos sound system, smart mood lighting, fast Wi-Fi, a dedicated workspace, and multiple projectors for movie nights. Sleeps eight comfortably across three king bedrooms + 1 queen Murphy; two king suites feature ensuite baths—minutes to Division St. dining, boutiques, and the 606 trail. Events and productions are available upon request and require prior approval, a signed agreement, separate rates/fees, and proof of insurance (COI).brbrChicago — The Home + HighlightsbrWelcome to Bohome Chicago — calm, curated, and plant-forward with room to breathe. Wellness is a cornerstone here and across our sister locations. Think morning espresso, afternoon sauna, dinner on the deck, a movie on the projector, then exhale with a warm bath. Thoughtfully designed for families, small groups, retreats, or creative getaways, the home blends warm textures with modern minimalism across a multi-level layout that keeps each bedroom wing feeling private. Wellness touches—a massage table, foot-soak tub, and a fitness/meditation room with yoga mats—make restoration effortless between city adventures.brbrHighlightsbrWellness: private sauna; jetted tubs; massage table; foot-soak; fitness/meditation room with yoga matsbrSleep: 4BR / 3.5BA — 3 king beds + 1 queen Murphy; hotel-quality linens and tranquil designbrSuites: two king bedrooms with ensuite baths (tub + shower)brLiving & A/V: Sonos sound system throughout; multiple projectors for cinema nightsbrChef setup: espresso station, juicer, Vitamix, high-quality cookwarebrWork-ready: fast Wi-Fi + dedicated deskbrIndoor fireplaces: for added cozy effectsbrSmart comforts: voice-controlled lighting (Alexa) and smart home touchesbrInstruments: grand piano, guitars, hand drums, plug-and-playbrbrCDJs (by request)brAdded comfort: throw blankets, plush robes, bedside phone chargersbrbrOutdoors: deck with pergola, seating, and fire pitbrParking: street parking typically available out front; nearby garages within walking distancebrbrLayout & SectionsbrRooms & Bathsbr4 bedrooms / 3.5 bathsbrKing Suite 1 — ensuite (jetted tub + shower)brKing Suite 2 — ensuite (jetted tub + shower)brKing Bedroom 3 — shares hallway bath (with sauna access)brBedroom 4 — Queen Murphy; shares hallway bath (with sauna access)brbrPlus a main-level powder roombrTwo bedrooms are on the 3rd (top) level; two are on the lower (garden) level. The lower level also includes a wellness lounge with sauna access, a family room, and plug-and-play CDJs for guests who want to DJ.brbrCulinary & GatherbrThe main level offers open living/dining anchored by a chef-ready kitchen—espresso/tea station, juicer, Vitamix, and quality cookware—set up for real cooking and effortless hosting. Open living/dining flows to the deck and Spanish-inspired backyard for alfresco dinners, brunch, or sunbathing.brbrLivingbrComfortable, calm seating areas with room to gather or decompress. Multiple projector setups for movie nights.brbrWork & Wind-DownbrFast Wi-Fi and a focused workspace support remote days. After hours, step into the sauna or cue up a movie with the projector + Sonos. Smart-home features include Alexa to control lighting (dimness and colors) and music throughout the house to set the perfect ambiance.brbrWellness & WorkoutbrPrivate gym/meditation room (punching bag + light equipment), massage table, and foot-soak tub. Ideal for restorative stays.brbrTechbrSonos sound system; Alexa voice controls for lighting and music; multiple projectors (100 in the living room and in three bedrooms) for streaming.brbrGroundsbrIn the heart of Wicker Park, you’re a block from Division St. restaurants, cafés, vintage/boutique shopping, the 606 trail, and easy transit via the Blue Line and CTA buses. Evenings on the deck pair perfectly with tacos at Big Star or cocktails on Division or Milwaukee. (Walk/Bike-score fans, you’ll be happy here.) Nature time is close by at Wicker Park and the beautiful, vast Humboldt Park.brbrGuest accessbrYou’ll have access to the entire home and outdoor areas, except for any clearly locked owner storage. Garage access only if discussed in advance. Smart keypad for easy self-check-in.brbrThings to Know + Extras + EventsbrWe welcome gatherings, celebrations, private dinners, pop-ups, productions, and meetings; all require prior host approval, a signed agreement, separate rates/fees, and proof of insurance (COI). Handled case by case—please inquire in the Vrbo message thread.brbrCameras: No indoor cameras. Outdoor devices (e.g., doorbell and entrance cameras) may be present and are disclosed.brQuiet hours: Please be mindful and kind to neighbors.brPets: Require approval and a pet fee.brParking: Please let us know if you have specific parking needs. Typically, there’s plenty of free street parking in front; nearby garages are within walking distance.brCleaning fee: An additional $350 cleaning fee applies and will be requested after booking via Airbnb’s Resolution Center.brBonus: High-rating/repeat guests may qualify for select perks or discounts—mention prior stays or your rating in your inquiry.brbrElevated extras (by request)brPrivate chef dinnersbrCurated floral welcomes or celebration setupsbrWelcome, chef-made charcuterie, grazing table, banana pudding, or ice creambrGuided wellness sessionsbrProfessional photo shootsbrSound baths + healingsbrMassage coordinationbrRetreat or small-event packages (weddings considered)brbrWe’re happy to help customize your stay—send a message in the Vrbo thread and we’ll co-create the ideal experience.brbrEvents, productions & policies (Vrbo-compliant)brPre-approval via the Vrbo message threadbrSigned location/use agreementbrSeparate rates/fees and proof of insurance (COI) requiredbrbr(Unapproved events/parties are not allowed.)brbrChicago — House RulesbrNo outside shoes indoors (slippers available upon request).brNo glitter or confetti.brKeep the front gate closed.brNo smoking indoors.brQuiet, respectful use of outdoor areas.brOnly registered guests on the property unless pre-approved.brbrEvents/productions require prior approval, a signed agreement, separate rates/fees, and proof of insurance (COI).brFollow the check-in/out checklist: start the dishwasher, remove trash, return furniture to its original positions, and report issues promptly so we can help.brbrBonus: High-rating/repeat guests may qualify for select perks or discounts—mention prior stays or your rating in your inquiry.

4

Bed

4

Bath

8

Sleeps

$167.0

/ Nightly

Apartment

Mod Medical District 1BR w/ W/D, Roof & Gym, nr Hospitals, by Blueground

Chicago, Illinois, United States

Feel at home wherever you choose to live with Blueground. You’ll love this lovely Little Italy furnished one bedroom apartment with its modern decor, fully equipped kitchen, and cheery living room with great balcony views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI720)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 King Bed, 70.8in/180cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Doormanbr - Dryer in buildingbr - Elevatorbr - Swimming poolbr - Washing machine in buildingbr - Parkingbr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brParking is offered based on availability and is subject to a fee.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.

1

Bed

1

Bath

2

Sleeps

$381.28

/ Nightly

Private Vacation Home

Wonderful 4-bedroom house with AC in charming Chicago

Chicago, Illinois, United States

This comfortable and spacious 4-bed, 2-bath house is the perfect spot for families, groups, or anyone who just wants a relaxed place to unwind while staying close to everything.brbrAs soon as you walk in, you’ll feel the easy, home-like vibe. There’s plenty of room for everyone to spread out, a cozy living area for movie nights, and a full kitchen if you’d rather cook than eat out. Whether you’re here for a weekend or a longer stay, the layout makes it super easy to settle in.brbrWhat guests love about this place:brbrLots of space – Four bedrooms and two full bathrooms mean no squeezing in and no waiting in line in the mornings.brbrComfortable living areas – Warm, inviting, and perfect for hanging out after a day of exploring.brbrGreat for families & groups – Easy, functional, and designed to fit everyone comfortably.brbrConvenient location – Close to restaurants, shops, and local attractions, but still in a quiet area where you can relax.brbrEasy parking & stress-free stay – Parking on site, simple check-in, and a host who’s quick to help with anything you need.brbrThis home is set up to make your stay smooth from start to finish. Whether you’re here to explore the city, visit family, or just enjoy a change of scenery, we’d love to host you and make your trip as comfortable as possible.

Bed

Bath

Sleeps

$303.61

/ Nightly

Apartment

Spacious King 1BD • Top Floor Walkable Edgewater

Chicago, Illinois, United States

Revive your soul in this Edgewater OasisbrbrDiscover this sun-drenched 1-bedroom retreat on a quiet, tree-lined street in Chicago's historic Edgewater Glen. With 1,250+ sq ft of spacious living, soaring ceilings, easy street parking, and rare outdoor space, this top-floor apartment is your perfect home base for exploring Chicago—or simply unwinding in style. Also available in a 3-bedroom configuration as well.brYour stay includes the spacious king bedroom, plus full access to the living room, kitchen, bathroom, enclosed porch, and shared backyard. Relax in the cozy living room featuring an electric‑fireplace console, oversized chair, comfortable sofa, and Smart TV for streaming. The kitchen is fully stocked for cooking or takeout nights, and in‑unit laundry makes longer stays easy.brbrTo ensure a quiet, dedicated experience, the other two bedrooms and the private deck are locked during your stay. All essential areas remain open and exclusively yours.brbrEnjoy fast WiFi, personalized climate control with mini‑splits, complimentary coffee and tea, and the convenience of garage parking or EV charging upon request. Whether you’re here for work or rest, this home is designed to help you recharge in comfort.brbrGuests have full access to the king bedroom, living room, kitchen, bathroom, enclosed porch, laundry, and the shared backyard. These spaces are open exclusively for your stay and offer everything you need to relax, cook, work, or unwind.brbrThe other two bedrooms and the private deck remain locked during this reservation to ensure a quiet, private experience. Garage parking and EV charging are available upon request.brbrI’m nearby and always happy to help, but I follow your lead. If you enjoy conversation, I’m glad to share local tips, restaurant recommendations, and neighborhood insights. If you prefer privacy, I give you space to relax and recharge.brbrYou’ll have a private, self‑guided check‑in, and I’m available by text or phone throughout your stay for anything you need — from troubleshooting to planning your time in Chicago.

Bed

Bath

Sleeps

$1216.05

/ Nightly

Private Vacation Home

Pet-Friendly w/Pool Table: Walk to Wrigley Field

Chicago, Illinois, United States

Pedestrian-Friendly Location | Walk to the Red Line | Off-Street ParkingbrbrStep into this North Side vacation rental, where Cubs spirit runs deep and game-day energy fills the air! Just 3 blocks from Wrigley Field, this 4-bed, 2-bath townhouse is set in the heart of Chicago’s most vibrant neighborhood. Ready to explore more of the city Step outside and you’re practically at Sheridan Station — putting the university, museums, and Millennium Park within easy reach. Book today!brbr-- THE PROPERTY --brbrR25000134678brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bed, 1 full sleeper sofabr- Bedroom 3: 1 queen bedbr- Bedroom 4: 1 queen bedbrbrMAIN FEATURESbr- TVsbr- Pool tablebr- Wood-burning fireplacebr- Dining tablebr- Keurig coffee bar (starter coffee provided)br- DeckbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Microwavebr- Dishware/flatware, trash bags/paper towelsbrbrGENERALbr- Free WiFibr- Central A/C & heat, ceiling fanbr- Linens/towels, shampoo & conditioner, body washbrbrFAQbr- Pet fee (paid pre-trip)br- Quiet hours (8:00 PM-8:00 AM)br- 1 exterior security camera (facing front entry)brbrACCESSIBILITYbr- 2-story townhouse, exterior steps to enterbr- 2 bedrooms & 1 bathroom on main floorbrbrPARKINGbr- Carport (1 vehicle)br- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Walkable to essential shopping, restaurants & nightlifebr- 0.1 miles to Sheridan Stationbr- 2 miles to Lincoln Park, Montrose Beach: Lake Michigan accessbr- 7 miles to Millennium Parkbr- 14 miles to The University of Chicagobr- 14 miles to Chicago O'Hare International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Please observe quiet hours from 8:00 PM to 8:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story townhouse requires exterior steps to enter; it has 2 bedrooms and 1 bathroom on the main floorbr- Your safety matters. This property features 1 exterior security camera on the front door facing the front outdoor entry. The camera does not look into any interior spaces. It records video and sound when activated by motion

Bed

Bath

Sleeps

$595.24

/ Nightly

Apartment

Bright & Spacious Lincoln Park Gem – Sleeps 9!

Chicago, Illinois, United States

Bright & Spacious Lincoln Park Gem – Sleeps 9!brbrWelcome to your perfect home away from home in the heart of Lincoln Park! This stylish 3-bedroom townhouse features 2 luxurious king beds, 1 cozy queen, and a bonus open room with 3 twin beds—plenty of space for families or groups! With 2 full bathrooms, no one’s waiting in line to get ready.brbrStep outside to your private patio oasis—complete with comfy outdoor furniture and a BBQ grill, ideal for sunny afternoons and summer dinners under the stars. brbrYou’ll be staying in one of Chicago’s most walkable and exciting neighborhoods—just steps from top attractions, trendy restaurants, and not one, but two supermarkets right around the corner. Whether you’re here for sightseeing, shopping, or just relaxing, you’ll love calling this bright and inviting townhouse your temporary home.

Bed

Bath

Sleeps

$223.72

/ Nightly

Apartment

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Chicago, Illinois, United States

Luxurious 550 sqft 1BR 1BA located 10 min from Downtown! Stand up shower, games for adults & kids 2 Smart TVs, free wifi (600 mpbs speed) Sleeps 4 comfortably, 1 queen bed, 1 sleeper sofa, 1 air mattress Street parking can be very difficult!! - permits provided Walking distance from famous 26th street, plenty of restaurants 3 miles from Little Italy and Chinatown 15 min drive from Millenium Park and Soldier Field Great for professionals and travelersbrNO MAILING PACKAGES (RECEIVING OR SENDING)brbrNO EXCESSIVE GUESTSbrbrNO PARTYING OF ANY KIND (INSIDE OR OUTSIDE OF PROPERTY - $750 delivery fine). This is a residential working neighborhood that is quiet in the evenings. Must respect other neighbors. Noise level must be minimal after 9pm. There is a noise level city ordinance, we do not want any complaints. Violation of this will results in a termination of your reservation and the security deposit will be retained. We must respect the peace of the community. Thank you for your understanding.brbrLost keys: $50brLate checkout past 11am: $75/hourbrExcessive guests than on the reservation: $50 per guest/nightbrSmoking Fee: $1000

Bed

Bath

Sleeps

$424.33

/ Nightly

Condo

Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront

Chicago, Illinois, United States

brbExperience Chicago/bbrExperience Chicago in this fabulous, all modern 3-bedroom 3-bath condo near Hyde Park, The Obama Center, an 18 hole golf course and the lakefront bike path. This newly rehabbed condo is just the place to enjoy the city.ul class=places-to-go style=margin:0px;liGet to the downtown in just 10min via Lake Shore Drive./liliBike the 26 miles of the lakefront (just 1 block north)./liliRelax at a local beach within walking distance./liliVisit the new Obama Center (coming soon)/liliTake in a round of golf at an 18 hole Golf Course./libr/ulbA great stay for the entire family/bbrThe kitchen is bright, modern and the perfect place to entertain. The unit has 2 large and 1 medium bedroom. The en-suite bath includes a beautiful walk-in shower and additional sunroom. This is the place for a great stay in the Windy City. (No parties or events allowed.)

3

Bed

2

Bath

5

Sleeps

$81.0

/ Nightly

Apartment

Crisp Gold Coast 1BR nr. Mariano Park & Oak St. Beach, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in Gold Coast with 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 #CHI286)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 one 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. brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Dryer in buildingbr - Elevatorbr - Washing machine in buildingbr - ParkingbrbrArrival 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 in the historic Gold Coast district. The area is located just north of downtown Chicago, nestled against the Lake Michigan shoreline. Considered one of the most affluent neighborhoods in the country, the Gold Coast is every upscale shopper’s dream. The retail revelry on Oak and Rush Streets includes swanky boutiques and rare, designer fashions. There are many celebrated restaurants to try, including Michelin-starred winners and classic Chicago steakhouses. Amongst the prestigious hotels and celebrated eateries, there is a trove of booming nightlife hot spots and high-energy events.brbrOther things to notebrbrThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brParking is offered based on availability and is subject to a fee.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is located in a quiet and peaceful areabr - This apartment is located in an older building, there may be a few quirksbr - A permit is required for street parking near the building

1

Bed

1

Bath

2

Sleeps

$205.0

/ Nightly

Apartment

Sunny Evanston 2BR, 1 mile from Northwestern campus, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Evanston with this sophisticated two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped Evanston home. (ID #CHI600)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 stylish 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 Evanston apartment has to offer. brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr King Bed, 70.8in/180cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - Dryer in buildingbr - Washing machine in buildingbr - Parkingbr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished apartment is located in Evanston, a diverse suburb in Cook County that's just 12 miles north of downtown Chicago. Home to Northwestern University, this thriving community has a vibrant culture all its own. Evanston has great dining and shopping, as well as plenty of bars and restaurants catering to its large student population. Although many Evanston residents rely on cars to get around, there are six CTA bus routes to help residents navigate the city. There's also a direct connection to Chicago via the Metro's Purple Line.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brParking is offered based on availability and is subject to a fee.brPlease keep in mind that this is a walk up building.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is not located near public transportationbr - This apartment is in close proximity to a school, so you can expect noise from time to timebr - This apartment is located in a quiet and peaceful area

2

Bed

1

Bath

4

Sleeps

$172.0

/ Nightly

Apartment

Stunning South Loop 2BR w/ Doorman, near Aquarium & Train, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped South Loop home. (ID #CHI1081)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. brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - BBQ Areabr - Dryer in buildingbr - Elevatorbr - Washing machine in buildingbr - Loungebr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished apartment is located in South Loop. A dynamic neighborhood with a unique mix of attractions, shopping and history. Take a stroll along South Michigan Avenue and the nearby Prairie Avenue district to see Millionaire's Row, an area lined with mansions belonging to Chicago's wealthiest elite. For shopping, visit the Roosevelt Collection, an open-air plaza, home to a cinema as well as premium local and national retailers. Along the southern edge, you will find Soldier Field, the Chicago Bears football stadium. Don’t miss the Shedd Aquarium, Field Museum and Grant Park, all adjacent to one another and huge attractions in South Loop.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment's central location means it can be noisy at timesbr - This apartment is near a stadium and can be noisy on game nightsbr - The apartment is in a busy location, so it will be noisy when your windows are open

2

Bed

2

Bath

4

Sleeps

$380.45

/ Nightly

Apartment

1F Chicago's Little italy Graystone nearDowntown

Chicago, Illinois, United States

Welcome to Chicago’s Little Italy brGreat food and drink on Taylor Street brJust one street south. brbrCozy Historic apartment on charming tree lined Street in Chicago's Little Italy.brThree bedrooms 2 baths on the first floor ten steps up from the sidewalk. .brFully equipped kitchen. professionally renovated apartment.

3

Bed

2

Bath

6

Sleeps

$202.0

/ Nightly

Apartment

Crisp Loop 1BR w/ Pool, Gym, near Theatre District, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in The Loop 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 #CHI277)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

1

Bed

1

Bath

2

Sleeps

$549.42

/ Nightly

Apartment

Billiards, Patio, Parking

Chicago, Illinois, United States

Summary:brbrBright and modern 3 bedroom apartment with a pool table, cozy patio, and 1 gated parking spot, ideal for families or groups up to 10. Enjoy a pool table that doubles as a dining table, a fully stocked kitchen, and stylish living spaces for relaxing or entertaining.brbrbrbrLocated just minutes from downtown Chicago, you’ll have easy access to restaurants, Millennium Park, Navy Pier, and other top attractions. Perfect for a mix of sightseeing, dining, and unwinding in comfort!brbrbrbrThe Space:brbrThis beautiful 1,250 sq. ft apartment offers a stylish and comfortable layout, perfect for tourists and visitors looking to enjoy everything Chicago has to offer.brbrbrbrHome Layout:brbr- Living Room: Sofa and Smart TVbrbr- Kitchen: Fully stocked with dining table and pool tablebrbr- Bedroom #1: King bed, attached bathroom, private patio access, Smart TVbrbr- Bedroom #2: Two full beds, access to Bathroom #2brbr- Bedroom #3: Two full beds, access to Bathroom #2brbr- Bathroom #1: Full bathroom with shower and bathtubbrbr- Bathroom #2: Full bathroom with shower and bathtubbrbrbrbrOther Amenities:brbr- 1 gated parking spacebrbr- Stylish interior and luxury finishesbrbr- Hotel-grade bedding for a comfortable sleepbrbr- Fully-stocked kitchen with Keurig coffee maker and all essentialsbrbr- High speed WiFibrbr- In unit washer and dryerbrbr- Smart home ready with electronic lockbrbrbrbrYou are only:brbr12 mins from Downtown Chicagobrbr22 mins from O’Hare International Airportbrbr15 mins to Navy Pierbrbr15 mins from Millennium Parkbrbr16 mins from the Field Museumbrbr14 mins from The Art Institute of ChicagobrbrbrbrOther Things to Note:brbrPlease review the information below before you book! We want our guests to have the right expectations and upfront information when they book so you can have a smooth and happy experience every time. brbrbrbr- This is a large garden unit in an apartment building with other long-term residents. brbrbrbr- There are 8 steps down leading into the apartment.brbrbrbr- The 1 parking space is gated and you will have to enter a code to enter the apartment building's parking lot.brbrbrbr- Please ensure quiet hours after 10 PM so other unit residents can sleep.brbrbrbrImportant: We are committed to protecting our properties and keeping up-to-date with short-term rental regulations, which is why you will be asked to complete our independent verification.brbrbrbrPlease note: Before your booking begins, you will need to verify your details with us to complete your booking. You will be contacted via email and/or text to complete the verification. You will also be given the choice between paying a refundable deposit or buying a non-refundable damage waiver. We suggest you buy the damage waiver as this protects you in case you cause accidental damage during a booking.

Bed

Bath

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$593.02

/ Nightly

Private Vacation Home

Cozy Home in the heart of Chicago W/Private Backyard & Games Room-Free parking.

Chicago, Illinois, United States

*** Welcome to Whipple Haven, your home away from home ! ***brbrOur home comfortably sleeps 10 guests and is located in the heart of historic Logan Square, Chicago. We hope you enjoy your time here and make the most of everything the neighborhood has to offer.brbr* Perfect for EventsbrWe’re just a short walk from Stan Mansion, a popular wedding venue. If you’re attending a celebration there, our home is the ideal place to stay.brbr* Traveling with a Larger Group brOur next-door neighbour’s home is also available to rent on Airbnb! Together, the two homes offer space for up to 8 bedrooms total. Reach out if you’d like help arranging a larger group booking.brbr* Foodie ParadisebrLogan Square is home to award-winning dining, all within walking distance:brbrLula Café – James Beard Award–winning and a true neighborhood gem.brbrGiant – Michelin-starred modern American dining.brbrGretel – Known for craft cocktails and elevated pub fare.brbrParson’s Chicken & Fish – Famous for fried chicken and frozen cocktails.brbrBixi Beer – Asian-inspired brews and bites.brbrDaisies – Celebrated pasta-focused, vegetable-driven cuisine.brbrWhether you’re here for a wedding, a foodie adventure, or a family gathering, Whipple Haven is the perfect home base for your Chicago stay. brbr* About our home:brbrOur spacious, sun-drenched family-friendly retreat has everything you need for a relaxing stay—whether you’re traveling with kids, friends, or extended family. Spread across three levels, the home is designed for comfort, fun, and unforgettable gatherings.brbr* Upper LevelbrbrMaster Suite: Unwind in the king-sized bed with an en-suite bathroom featuring a full tub, drawers, and a clothing rail. Fresh sheets, fluffy towels, shampoo, conditioner, and body wash are all provided.brbrGuest Bedroom: A queen bed, blackout blinds, and a small walk-in closet make this room cozy and restful. Bathroom access included with toiletries and linens.brbrKid-Friendly Bedroom: A dream space for little ones—twin-over-double bunk bed plus an additional twin, a walk-in closet, blackout blinds, and a library stocked with children’s books.brbr* Lower LevelbrbrGames Room: Challenge your friends and family to a round of pool, table football, axe throwing (plastic) or a game of darts! Fully stocked with kids games/puzzles, books and even a barbie dream house. brbrGuest Suite: Queen bed with private bathroom, plus a travel crib for infants or toddlers. All linens and bath essentials provided.brbrOffice Space: Need to work while away A desk, chair, and printer (with ink and paper) are ready for you. High-speed WiFi covers the entire house.brbr* Main LevelbrbrChef’s Kitchen: Cook with ease using Viking appliances, a Smeg coffee maker, Nespresso machine, toaster, kettle, and fully stocked cookware. Spices and condiments are also on hand.brbrDining Room: Gather around the full-length dining table that seats 6–8 comfortably.brbrCozy Living Room: Curl up by the electric fireplace with a book or enjoy the curated art collection from Vietnam, China, and Ireland.brbrTV Lounge: A 60-inch TV by the breakfast nook makes it easy to stream your favorite shows and movies together.brbr* Outdoor HavenbrOur favorite spot! Dine under the shaded pergola, fire up the grill, and host your very own family feast. The perfect place for long evenings, laughter, and making memories.brbrThis home blends comfort, style, and practicality—whether you’re here to relax, explore, or celebrate together.brbrOur home is also pet friendly with enclosed back yard. brbr* Local nature: Enjoy walking or biking on 'The 606'/ Bloomingdale Trail. Walk half a block to Palmer Square Park, great to play with dogs and kids or swing on a hammock and read a book. We provide hammock in front cloak room at entrance. brbr* Fun breweries walking distance:brRevolution, Maplewood, Hopewell, Solemn Oath and Middle Brow Bungalow. brbrYou will not run out of things to do in Logan Square. brbr* Public Transport brbrThe bus to Lincoln park which connects to downtown (73) is on our doorstep (2 min walk on Armitage St) and we are a ten minute walk from the California stop on the Blue line (The 'L) if you have plans to sightsee downtown! It is easy and safe to travel this way. brbrIf you're driving by car here, there is free parking out front on Whipple Street.brbrSome info about the neighborhood:brbrWelcome to Logan Square, one of Chicago’s most vibrant and historic neighborhoods. Known for its tree-lined boulevards, classic greystone architecture, and lively arts scene, Logan Square beautifully blends history with modern culture.brbr*A Bit of HistorybrbrNamed after General John A. Logan, a Civil War hero, the neighborhood is part of Chicago’s historic Boulevard System, which is listed on the National Register of Historic Places.brbrThe iconic Illinois Centennial Monument, designed by renowned architect Henry Bacon (who also designed the Lincoln Memorial), stands proudly at the heart of Logan Square.brbrWhat to See & Do:brbrStroll the Logan Boulevard Historic District with its stately homes and green medians.brbrBrowse local shops, vintage stores, and art galleries sprinkled throughout the neighborhood.brbrCatch live music at The Logan Theatre, a beautifully restored 100-year-old movie house that now features indie films, craft beer, and events. Another amazing spot walking distance for live music is Rosa's Lounge on Armitage St with live jazz and blues music! Perfect spot for a date night!brbrSpend a Sunday morning at the Logan Square Farmers Market, one of the city’s best, packed with local produce, baked goods, and artisanal finds.brbrA favourite date-night venue of my husband and I is to grab a glass of wine and charcuterie at Lardon and head to the speakeasy next door called Blue Bird. This is about a 8-10 minute walk from our home. brbrA bit of Trivia for you!brbr**Just steps from Logan Square, Chicago has deep ties to two icons of imagination. Walt Disney was born in 1901 at a modest home on Tripp Avenue in nearby Hermosa—only a couple miles from here. And in 1899, L. Frank Baum penned The Wonderful Wizard of Oz while living on Humboldt Boulevard, right next door to Logan Square. Together, these neighborhood connections remind us that Chicago is not just a city of architecture and food—it’s also a birthplace of timeless stories that shaped childhoods around the world. brbrHappy exploring Logan Square, Chicago and its surrounding neighborhoods! brbrIf you have any questions please don't hesitate to reach out!

4

Bed

3

Bath

10

Sleeps

$192.13

/ Nightly

Apartment

Luxury High Rise Retreat in the Sky!

Chicago, Illinois, United States

Welcome to your luxury oasis in the sky! This upscale high-rise apartment in the heart of downtown Chicago offers breathtaking skyline views, top-tier amenities, and an unbeatable location just steps from the city's best dining, shopping, and attractions.

1

Bed

1

Bath

4

Sleeps

$574.96

/ Nightly

Condo

Fabulous 3 Bedroom in the Heart of North Center

Chicago, Illinois, United States

Modern 3BR/1BA apartment in a prime Chicago neighborhood! Spacious apartment with large living room. Updated kitchen and bathroom with hardwood flooring throughout. 3 bedrooms with 1 king, and 2 queen sized beds. Free parking provided. The location is phenomenal! Close to Wrigley Field, Lincoln Square, and public transit for easy city access. Perfect for families or groups—comfort and convenience in one stylish space! Everything you need at your fingertips!

3

Bed

1

Bath

6

Sleeps

$168.03

/ Nightly

Apartment

Light filled, Historic, Remodeled, Parking

Chicago, Illinois, United States

Stylish place to stay, perfect for family trips. Charming historical details include beautiful woodwork, small stained-glass windows and original oak floors, plus modern musts like updated kitchen & bath and garage parking. brLovingly restored to provide modern necessities without losing the charming details.brQuiet neighborhood. Very convenient location - 18 minutes to downtown via Metra.brFully stocked kitchen, wi-fi and local tv.brTop US Brewery-Revolution Brewing &fantastic restaurants nearby.

2

Bed

1

Bath

5

Sleeps

$252.0

/ Nightly

Apartment

Urban West Loop 1BR w/ Gym, Pool, nr. Fulton Market, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped West Loop home with stunning views over the city. (ID #CHI285)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 pretty 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 West Loop 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 - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Parkingbr - 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.brbrIdeally LocatedbrbrLocated in West Loop, this furnished rental invites you to explore the edges of downtown Chicago. From endless dining and bar options to art galleries and stylish shops, West Loop has emerged with so much to offer daily. During weekends, residents savor trips to the Chicago French Market and the vibrant strip of Randolph Street. The latter is known as “Restaurant Row” and is lined with some of the city’s best eateries. Fulton Market, one of the hippest and fastest-growing neighborhoods, is ideal for dinner and drinks. Union Station is only a 5 to 10 minute walk away.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brParking is offered based on availability and is subject to a fee.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is located in an industrial zone, so it can be noisy inside from time to timebr - This apartment's central location means it can be noisy at timesbr - This is a guarded building equipped with a doorman/concierge at all times

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Bath

Sleeps

$201.83

/ Nightly

Apartment

Spacious space 5 min from airport, outlet mall & restaurants .

Chicago, Illinois, United States

Come relax in a quiet neighborhood just minutes away from Ohare airport and Rosemont outlet mall / Convention Center, amazing restaurants, bowling, theatre & near highway, 20 minutes from Downtown Chicago.brbrWhether you're coming to the area for business or fun, this location makes traveling around Chicago area simple and easy.

3

Bed

1

Bath

6

Sleeps

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