Vacation Rentals By Owner In Chicago, IL

Welcome to McCormick City Studio!brbrStep into a space where comfort meets city energy — where mornings begin with soft sunlight streaming through tall windows, and evenings end with the glitter of Chicago’s skyline just outside your window. Whether you’re attending a convention at McCormick Place, exploring the Museum Campus, or simply taking a well-deserved getaway, this stylish studio suite offers the perfect mix of modern design, cozy ambiance, and unbeatable location.brbrThe SpacebrDesigned with the traveler in mind, this space blends metropolitan sophistication with the warmth of a home away from home. Soaring 10–12 ft loft-style ceilings, sleek furnishings, and floor-to-ceiling windows create a light-filled sanctuary where you can unwind, work, or simply enjoy the rhythm of the city below.brbrImagine brewing a fresh cup of coffee in your fully equipped kitchen, then curling up on the sofa as you plan your Chicago adventures. After a day of sightseeing or meetings, sink into a plush queen bed with crisp linens and let the gentle city hum lull you to sleep. The 4K Smart TV with Netflix and Roku offers endless entertainment, while fast Wi-Fi keeps you connected for work or leisure.brbrWhether you’re traveling for business or pleasure, you’ll find every detail designed to enhance your stay — from central heating and cooling to EV charging access and secure parking options.brbrFeatures & Amenitiesbr• Queen Bed + Sofa Bed (Sleeps 4)br• Central Heating & Coolingbr• Professionally Cleaned & Sanitized Before Every Staybr• 4K Smart HDTV with Netflix, YouTube & Rokubr• Dedicated High-Speed Wi-Fi for Remote Workbr• Fully Equipped Kitchen with Coffee Maker, Tea Kettle, and Essentialsbr• Loft-Style Ceilings (10–12 ft) + Large Windows with City Viewsbr• Optional Parking for Only $30/Daybr• EV Charging Available Nearbybr• Access to the Fitness Center (Treadmills, Weights & Cross-Training)br• 2-Shift Security Officers in the BuildingbrbrEvery inch of this suite is crafted to make your stay seamless and stress-free. From the soft lighting and plush seating to the clean modern lines, it’s a space that feels both inviting and inspiring.brbrLocation & Nearby AttractionsbrStay in the heart of the South Loop, one of Chicago’s most vibrant and walkable neighborhoods. You’re surrounded by dining, entertainment, and cultural landmarks — all within minutes.brbr• McCormick Place Convention Center – 7–9 min walkbr• Soldier Field – 5 min drivebr• Museum Campus (Field Museum, Shedd Aquarium, Adler Planetarium) – 7 min drivebr• Grant Park & Lakefront Trail – 8 min drivebr• Downtown Chicago / The Loop – 8 min drivebr• Nearest Subway Station – 5–6 min walkbr• Local Restaurants, Cafes & Bars – All Within Walking DistancebrbrWhether you’re craving deep-dish pizza, rooftop cocktails, or a morning jog by Lake Michigan, you’ll find it all just steps away.brbrWhy Guests Love Staying Herebr✔ Prime Location Steps from McCormick Placebr✔ Modern, Smoke-Friendly Studio with City Viewsbr✔ Fast Wi-Fi, Streaming TVs & Premium Amenitiesbr✔ Safe, Secure Building with On-Site Officersbr✔ Optional Parking & EV Chargingbr✔ Incredible Value Compared to Downtown HotelsbrbrThings to KnowbrCheck-in: 4:00 PMbrCheck-out: 11:00 AMbr(Early check-in or late check-out available upon request with a small fee)brbrPlease note: The unit uses an 80-gallon hot water tank — we ask all guests to use water wisely to help conserve energy and ensure comfort for everyone.brbrFinal TouchbrYour perfect Chicago stay starts here — stylish, central, and stress-free. From the moment you arrive, you’ll feel at ease in this modern retreat that captures the spirit of the city: vibrant, sophisticated, and full of life.brbrSend us a message anytime — we’re here to help you plan your perfect Chicago experience.brbrOther Things to NotebrOptional Parking – $30/daybrParking in Chicago can be tough to find, so we're happy to offer our guests the convenience of optional parking for $30 per day.brbrIt works just like parking at a shopping mall — there are no reserved or dedicated spots, and parking is first come, first served. You’ll be able to park in any open space available when you arrive.brbrIf you're planning to bring a car, let us know in advance and we’ll guide you through the process to make things easy.

McCormick Place Cozy Studio Sleeps 4 with Gym & Opt Parking Near Soldier Field

Chicago, Illinois, United States

Bed

Bath

Sleeps

$426.1

✦ Where Downtown Energy Meets Modern Comfort ✦brbrImagine waking up to soft morning light filtering through tall windows — the skyline just beyond, coffee brewing in the kitchen, and the city quietly humming to life outside your window. This is your home in the South Loop — The Michigan Suite, a modern 2-bedroom retreat designed for travelers who crave comfort, style, and connection to everything Chicago has to offer. This suite combines elegant design, spacious living, and a touch of luxury.brbr✦ The Space ✦brbrStep inside a bright, thoughtfully designed suite where city sophistication meets home-like comfort.brbrSleeping Arrangementsbr• 2 Queen beds for the first 4 guestsbr• 1 Sofa bed + 1 Queen air mattress with fresh linens for up to 4 extra guestsbr• Sleeps 8 guests comfortablybrbrBathroomsbr• 2 modern bathrooms with fresh towels, hair dryer, and essentialsbr• Starter toiletries including toothbrushes, toothpaste, and tissuebrbrFully Equipped Kitchenbr• Stainless steel appliances, cookware, and utensilsbr• Complimentary coffee and tea barbr• Open layout for easy dining and gatheringbrbrEntertainment & Comfortbr• 4K Smart HDTVs (with Netflix and Roku) in every roombr• Super-fast dedicated Internetbr• Central heating and coolingbr• In-unit washer and dryerbrbrBuilding Amenitiesbr• Fitness room with treadmills, weights, and cross-training areabr• EV charging stationsbr• Two shifts of on-site security officersbr• Optional secured parking ($30/day)brbrDesign & Décorbr• Modern metropolitan style with 10–12 ft ceilingsbr• Large windows with city viewsbr• Luxury vinyl flooring and contemporary furniturebrbr✦ Location Highlights ✦brbrThe Michigan Suite places you right where Chicago shines brightest — near the lakefront, parks, museums, and downtown landmarks.brbrNearby Attractions:br• McCormick Place – 9 min walkbr• Soldier Field – 5 min Uberbr• Grant Park – 8 min Uberbr• Museum Campus – 7 min Uberbr• Art Institute of Chicago – 10 min drivebr• Downtown Chicago – 8 min Uberbr• Lakefront Trail – 5 min walkbrbrTransportation:br• Subway Station – 5–6 min walkbr• Easy access to major expressways and public transitbr• Walk Score: 92 (Walker’s Paradise!)brbrWhether you’re catching an event at McCormick, exploring the Museum Campus, or dining by the lake, you’re perfectly positioned to enjoy it all.brbr✦ Why Guests Love It ✦brbrGuests say staying here feels like a peaceful escape in the middle of the city — where every detail is designed for ease and comfort. You’ll love relaxing in the living room after a day downtown, cooking together in the fully stocked kitchen, or curling up with a movie night on the Smart TV.brbrWith space for up to 8 guests, this suite is perfect for families, groups, or business travelers looking for a stylish home base that’s close to it all.brbr★ Message us for special rates — we’d love to help make your Chicago trip unforgettable.brbr✦ Guest Access ✦brbrGuests will have access to:br• Entire 2 bedroom / 2 bathroom apartmentbr• Workout Room (Gym) located on the second floorbr• Washer & Dryer Room located on the same floorbrbr✦ FAQs ✦brbrQ: Is the neighborhood safe br✓ Yes, very safe — 24/7 security and two shifts of on-site officers.brbrQ: How far are you from major attractions br✓ McCormick Place – 9 min walkbr✓ Soldier Field – 5 min Uberbr✓ Museum Campus – 7 min Uberbr✓ Downtown – 8 min UberbrbrQ: Is parking available br✓ Yes! Optional secured parking for $30/day.brbrQ: What do you provide br✓ Towels, linens, hair dryer, and a starter pack of essentials (toothbrushes, toothpaste, toilet paper).brbrQ: Check-in & Check-out br✓ Check-in: 4 PM | Check-out: 11 AMbr✓ Early or late options available upon request (fees may apply).brbrQ: Can I come and go freely br✓ Absolutely! You’ll have full private access.brbrQ: Is the apartment cleaned professionally br✓ Yes. We take pride in providing a spotless, well-prepared home for every guest.brbrQ: Are the beds comfortable br✓ Very! Guests often say they’re the best they’ve ever slept on.brbr✦ Other Things to Note ✦brbr• The water heater has an 80-gallon capacity — please use water mindfully; once fully used, it takes 1–2 hours to replenish.br• Dedicated parking space for $30/day — a huge perk in downtown Chicago!br• For metric travelers: 2.4 km from Field Museum, 2.8 km from Grant Park, and 3.3 km from Adler Planetarium.br• Midway International Airport – 13 km away.brbr♡ Experience Chicago in Comfort ♡brbrFrom skyline views to the quiet warmth inside, The Michigan Suite gives you the perfect mix of modern luxury and homelike ease. Whether you’re here for work, play, or a bit of both — this is your space to breathe, connect, and experience Chicago like never before.brbr★ Send us a message so we can help you plan your trip.

Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field

Chicago, Illinois, United States

Bed

Bath

Sleeps

$404.6

• Please MESSAGE US for SPECIAL RATESbr• Steps away from McCormick Placebr• Michigan Avenue locationbr• 2 shifts Security officers in the buildingbr• 2 Queen size beds + Queen size air mattress + sofa bed for 4 extra guestsbr• Comfortable stay for up to 8 guests at a timebr• Access to the Gym in the buildingbr• Fast dedicated Internetbr• 4K smart HDTVs in ALL ROOMS(Netflix and Roku)br• Fully equipped & stocked kitchen with Coffee & Teabr• Minutes to all touristic destinationsbr• Optional Parking space for only $30/daybr• EV charging stations availablebrbrbrDesigned with the traveler in mind, this two bedroom Suite (Sleeps 8) caters all your needs in a modern, spacious layout with metropolitan decor that gives this suite a sophisticated edge. The Michigan Suites are thriving with downtown vibes. This suite offers guests a modern space with custom comforts that are a cut above the usual Vrbo experience. Each room is uniquely designed to its own stylish accents and convenient amenities to give you the perfect mixture of home and away. At the premium status level, our suite provides you with a premiere experience in a premiere city.brbrAt a Glance:br- Michigan avenue locationbr- 2 Queen size beds in the unit for the initial four guests + sofa bed and queen size air mattress with fresh beddings are provided for extra four guests in case if the reservation is for 8 peoplebr- Custom furnishingbr- Fast Internetbr- In walking distance to the best bars and restaurantsbrbrOur McCormick Lofts have high ceilings and stunning views of the South loop to make your stay the perfect combination of comfort and lifestyle.brbrOur guests enjoy apartment features including beautiful 10-12 ft ceilings, remodeled floors and kitchens. The fitness room comes in especially handy in the winter, complete with cross training, treadmills, and weight sets.brbrOur properties are the top-rated locations in Chicago! Guests are happier about it compared to other properties in the area. This can be easily checked in our over 1000 reviews.brbrThis property is also rated for the best value in Chicago! Guests are getting more for their money when compared to other properties in the city.brbrCentral Heating and CoolingbrContemporary KitchensbrLarge WindowsbrNew CountertopsbrLuxury Vinyl TilebrStainless Steel AppliancesbrBedroom ClosetsbrbrSteps away from McCormick Place and SquarebrAround 1 mile to South of Museum CampusbrEasy Access to Lakefront and Grant ParkbrEasy Access to Local ExpresswaysbrEasy Access to Public TransportationbrWalkscore: 92brbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: How far away are you from....brA: McCormick 9 min walkbrThe nearest Subway station 5-6 min walkbrSoldier Field 5 min uber brMuseum Campus 7min uberbrDowntown 8 min uberbrbrQ: PARKING brA: We have an optional parking spot for our renters for only $30/daybrbrQ: Do I need to bring towels, a hair dryer, or linens brA: Nope! We provide all these things. We also provide you with a starter pack of toilet papers, individually wrapped toothbrushes, individual toothpastes. brbrQ: When can I check in or check out brA: Check in is 4pm and check out is 11am. Early check-ins can be difficult if there are guests who checked out same day. We ask for an early check-in, or a late-check out fee, if you request either.brbrQ: Can I come and go as I please brA: Yes. And we wouldn't trust any listing with which this isn't the case.brbrQ: Is the place professionally cleaned between guests brA: Yes, and we take pride in providing a clean home for guests.brbrQ: What's my total booking price brA: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that pricing varies on a daily basis, and it actually uses an algorithm to adjust it automatically.brbrQ: Are the beds comfortable brA: Very. Some guests say they're the best they've ever slept on and asked us where we bought the mattresses from.brbrDear guests, please NOTE: The hot water is provided from a water heater tank that has a capacity of 80 gallons. If all of the water is used, it might take somewhere from 1 to 2 hours to the full capacity. Let's please use water wisely for our planet and for our future.

McCormick Place city view 2br/2ba with optional parking for up to 8 guests

Chicago, Illinois, United States

Bed

Bath

Sleeps

$387.4

• Please MESSAGE US for SPECIAL RATESbr• Steps away from McCormick Placebr• Michigan Avenue locationbr• 2 shifts Security officers in the buildingbr• 2 Queen size beds + Sofa bed + one air mattress for 4 extra guestsbr• Comfortable stay for up to 8 guests at a timebr• Access to the Gym in the building • Fast dedicated Internetbr• 4K smart HDTVs in ALL ROOMS(Netflix and Roku)br• Fully equipped & stocked kitchen with Coffee & Teabr• Minutes to all touristic destinationsbr• Optional Parking space for only $30/daybr• EV charging stations availablebrbrbrDesigned with the traveler in mind, this two bedroom Suite (Sleeps 8) caters all your needs in a modern, spacious layout with metropolitan decor that gives this suite a sophisticated edge. The Michigan Suites are thriving with downtown vibes. This suite offers guests a modern space with custom comforts that are a cut above the usual Vrbo experience. Each room is uniquely designed to its own stylish accents and convenient amenities to give you the perfect mixture of home and away. At the premium status level, our suite provides you with a premiere experience in a premiere city.brbrAt a Glance:br- Michigan avenue locationbr- 2 Queen size beds in the unit for the initial four guests + sofa bed and an air mattress with fresh beddings are provided for extra four guests in case if the reservation is for 8 peoplebr- Custom furnishingbr- Fast Internetbr- In walking distance to the best bars and restaurantsbrbrOur McCormick Lofts have high ceilings and stunning views of the South loop to make your stay the perfect combination of comfort and lifestyle.brbrOur guests enjoy apartment features including beautiful 10-12 ft ceilings, remodeled floors and kitchens. The fitness room comes in especially handy in the winter, complete with cross training, treadmills, and weight sets.brbrOur properties are the top-rated locations in Chicago! Guests are happier about it compared to other properties in the area. This can be easily checked in our over 1000 reviews.brbrThis property is also rated for the best value in Chicago! Guests are getting more for their money when compared to other properties in the city.brbrCentral Heating and CoolingbrContemporary KitchensbrLarge WindowsbrNew CountertopsbrLuxury Vinyl TilebrStainless Steel AppliancesbrBedroom ClosetsbrbrSteps away from McCormick Place and SquarebrAround 1 mile to South of Museum CampusbrEasy Access to Lakefront and Grant ParkbrEasy Access to Local ExpresswaysbrEasy Access to Public TransportationbrWalkscore: 92brbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: How far away are you from....brA: McCormick 9 min walkbrThe nearest Subway station 5-6 min walkbrSoldier Field 5 min uber brMuseum Campus 7min uberbrDowntown 8 min uberbrbrQ: PARKING brA: We have an optional parking spot for our renters for only $30/daybrbrQ: Do I need to bring towels, a hair dryer, or linens brA: Nope! We provide all these things. We also provide you with a starter pack of toilet papers, individually wrapped toothbrushes, individual toothpastes. brbrQ: When can I check in or check out brA: Check in is 4pm and check out is 11am. Early check-ins can be difficult if there are guests who checked out same day. We ask for an early check-in, or a late-check out fee, if you request either.brbrQ: Can I come and go as I please brA: Yes. And we wouldn't trust any listing with which this isn't the case.brbrQ: Is the place professionally cleaned between guests brA: Yes, and we take pride in providing a clean home for guests.brbrQ: What's my total booking price brA: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that pricing varies on a daily basis, and it actually uses an algorithm to adjust it automatically.brbrQ: Are the beds comfortable brA: Very. Some guests say they're the best they've ever slept on and asked us where we bought the mattresses from.brbrDear guests, please NOTE: The hot water is provided from a water heater tank that has a capacity of 80 gallons. If all of the water is used, it might take somewhere from 1 to 2 hours to the full capacity. Let's please use water wisely for our planet and for our future.

McCormick Place city view 2br/2ba with optional parking for up to 8 guests

Chicago, Illinois, United States

Bed

Bath

Sleeps

$841.52

Welcome to our Remodeled 3 Bedroom, 3-Bathroom Family Home in the Heart of East Rogers Park on the North side of Chicago (one mile from the walking paths and beaches of Lake Michigan).brbrStep into a bright and inviting open space on the first floor, flooded with natural light, perfect for gatherings and relaxation. Our recently renovated home boasts a modern aesthetic with a spacious layout, ideal for families or groups.brbr**Key Features:**br- Open floor plan br- The kitchen features quartz countertops, dishwasher, and a full fridge and freezer - plus everything you'd need to create your culinary masterpiece. Microwave, coffee maker, utensils, high end cutlery, spices, pots, pans, serving ware, blender, and more. br- 3 Bedrooms: Ample sleeping space for your entire party.br- 3 Full Bathrooms: No need to wait – everyone can get ready at their own pace. One bathroom features a vintage claw foot tub - perfect for the kids. br- Master Suite: Enjoy the luxury of an en-suite bathroom in the spacious master bedroom with a king size bed.br- Natural Light: Large windows illuminate the open first-floor area, creating a warm and welcoming atmosphere.br- Double Lot: Our home sits on a double Chicago lot, providing an expansive multi-purpose yard for your enjoyment.brbr**Location Highlights:**br- Proximity to Lake: Explore the nearby lakeside beauty with ease. Approximately 1 mile walk. br- Public Transit: Convenient access to public transportation for hassle-free travel around the city. Our home is conveniently located near downtown Chicago and very accessible by train. We are 0.1 miles from the Union Pacific North Metra line - 2 minute walk. The CTA Red Line (Morse) is 0.7 mile - 12 min walk. Access to multiple bus lines within a few minutes of walking (22, 151, 155, 96). brbr**Perfect for Groups and Families:**brWhether you're in town with family or friends, our home is designed to accommodate your needs. The large open spaces and multi-purpose yard make it an ideal choice for group activities and family bonding.brbrBook your stay today and experience the comfort and convenience of our Chicago home!

Spacious home w Chef’s Kitchen, Natural Light, Open Floor Plan, Ideal for Groups

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$125.47

Walk to Train, Bus & Grocery Store | On Main Road in Residential Area | 10 Mi to Illinois Medical DistrictbrbrHeading to Chicago for work This Ashburn vacation rental keeps things simple and convenient. The 2-bedroom, 1-bath apartment offers a full kitchen, lounge space, and easy access to public transportation, The Loop, and top attractions. In your downtime, head to the lakeshore for some fresh air and relaxation — less than 10 miles away — or visit top-tier restaurants in nearby Hyde Park.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbrbrCONDO LIVINGbr- Smart TVbr- Covered balconybrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig, blender, toaster, microwavebr- Cooking basics, dishware & flatwarebr- Bar seatingbrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Linens & towelsbrbrACCESSIBILITYbr- Stairs required for entrybr- Single-story apartment on 2nd floorbrbrPARKINGbr- Free street parking (first-come, first-served)brbrADDT’L ACCOMMODATIONSbr- An additional property is available on-site w/ a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- Located in Ashburn, neighboring Beverly, Mount Greenwood & Oak Lawnbr- 5 blocks to Pete's Fresh Marketbr- 2 miles to The Original Rainbow Conebr- 9 miles to Jackson Park on Lake Michiganbr- 14 miles to The Loop & 15 miles to The Magnificent Milebr- 5 miles to Chicago Midway Int'l Airport & 31 miles to O’Hare Int'l 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- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story apartment is on the building's 2nd floor and requires stairs for entrybr- There is another bookable vacation rental on-site; other travelers may be present during your staybr- Please reach out to the Guest Contact to inquire about availability and rental of the community event spacebr- Please reach out to the Guest Contact for information about using the community gym and available fitness classes

5 Mi to Midway: Walkable Chicago Apartment

Chicago, Illinois, United States

Bed

Bath

Sleeps

$294.85

Welcome to the Retro Roost! Sleeps 4 Guests/2 bedrooms, 1bath, separate entrance and exit and a full kitchen.brbrA sunny second story apartment filled with color and vintage pieces to bring a sense of fun and wonder to your Chicago visit. We hope for your stay to be comfortable, safe, and fun while in your separate top unit apartment we affectionately call the Retro Roost.brbrWe are located in the Avondale neighborhood in Chicago. brbrThe Avondale neighborhood has been ranked one of the coolest neighborhoods in the world!brbrTime Out Magazine gave Avondale the 16th coolest spot on a list of 51.brbrThe magazine asked city dwellers worldwide to pick their city's neighborhoods with great dining and drinking options, and energetic street life.brbrTime Out Chicago editor Emma Krupp wrote that Avondale, once and still a center of Chicago's Polish community, is now equally defined by some of the city's best Mexican food and a truly madcap array of small businesses.brbrSpecifically, Krupp mentioned The Brewed horror-themed coffee shop, at 2843 N. Milwaukee Ave., and The Insect Asylum entomological collection at 2870 N. Milwaukee Ave. – among an assortment of others she named as stops for a perfect day in Avondale. She also noted that Avondale features everything from trendy new bars and airy plant stores to decades-old sausage shops catering to the neighborhood's Polish-speaking population.brbrRegistration number R25000131450

Retro 2 bedroom bungalow in Chicago's Avondale neighborhood

Chicago, Illinois, United States

2

Bed

1

Bath

4

Sleeps

$519.59

Summary:brbrKick back and relax in this stylish space minutes from Chicago's best attractions. brbrbrbr- Renovated with high-end finishes brbr- Two comfortable bedrooms with en-suite bathrooms brbr- Fully equipped kitchen with modern appliances brbr- Clean and well-designed open floor plan brbr- Each guest has their own bathroom brbr- Super close to great food and walkable options brbr- Nearby attractions: Lincoln Park Zoo, Chicago Riverwalk, Millennium ParkbrbrbrbrBook your stay with TheDreamRentals today!brbrbrbrThe Space:brbrKick back and relax in this calm, stylish space minutes away from Chicago's best attractions. Step inside this newly renovated building with high-end finishes perfect for a family or group looking for comfort and design. brbrbrbrComfortable Accommodation: brbr- Two beautifully furnished bedrooms brbr- Master bedroom with a plush king-sized bed and en-suite bathroom brbr- Second bedroom with cozy beds for a peaceful night's sleep brbr- Living room with a pull-out sofa for additional guests brbrbrbrDelightful Dining: brbr- Fully equipped kitchen with modern appliances brbr- Sleek countertops for a contemporary feel brbr- Dining area with seating for four brbrbrbrProfessional Cleaning: brbr- Three pristine bathrooms with modern fixtures brbr- Fresh towels and complimentary toiletries provided brbr- Clean and well-maintained space for a comfortable stay brbrbrbrBook with us today and enjoy exclusive discounts with our trusted local vendors! Elevate your stay with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Let us help you create an unforgettable experience from start to finish!brbrbrbrGuest Access:brbrGuest's have access too the entire condo during their stay with their own entrance.brbrbrbrThe Neighborhood:brbrLocated in Pilsen, one of Chicago’s most vibrant and culturally rich neighborhoods. Known for its deep Mexican-American heritage, Pilsen is filled with colorful street murals, authentic taquerias, family-owned panaderías, and lively community spaces. The area blends historic architecture with a growing arts scene, anchored by places like the National Museum of Mexican Art and numerous local galleries. It’s walkable, community-oriented, and just minutes from downtown, making it a favorite for creatives, young professionals, and families alike. With easy access to public transit, cozy cafes, and year-round festivals, Pilsen offers a dynamic urban experience rooted in tradition and culture.brbrbrbrGetting Around:brbrFrom Midway Airport, you can drive in about 20–30 minutes via I-55 N. By public transit, take the Orange Line to Roosevelt, transfer to the Pink Line, exit at 18th Station, and walk about 6 minutes west. From O’Hare Airport, driving takes about 40–60 minutes via I-90 E to I-55 S. For public transit, take the Blue Line to Clark/Lake, transfer to the Pink Line, exit at 18th Station, and walk west to the address.brbrbrbrOther Things to Note:brbrWe're thrilled to welcome you to our amazing condo, where luxury and comfort intertwine to create an unforgettable experience. To ensure your stay is as seamless and enjoyable as possible, here are some additional details to keep in mind:brbrbrbrCheck-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request.brbrbrbrNo Smoking: For the comfort of all guests, smoking is strictly prohibited within the house. Please smoke outside.brbrbrbrPet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy.brbrbrbrQuiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment.brbrbrbrMaximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted.brbrbrbrMonitoring: We have camera's outside of the home for your safety. It will be recording during the reservations. Tampering with these will result in a fine.brbrbrbrSecurity: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in.brbrbrbrRegistration number: R24000119930brbrShared Housing Unit Operation License Number: 2823378brbrbrbrInteraction with Guests:brbrYour comfort and enjoyment are of the utmost importance to us. Here's what you can expect in terms of interaction:brbrbrbrSeamless Check-In: We'll provide you with a unique keyless entry code before your arrival, allowing you to check in at your convenience. No need to worry about coordinating key handoffs or arrival times.brbrbrbrPrivacy Respected: While we're available to assist you throughout your stay, we respect your privacy and understand that you're here to relax and unwind. Enjoy the penthouse as if it were your own private haven.brbrbrbrSupport at Your Fingertips: Should you have any questions, need recommendations, or encounter any issues during your stay, feel free to reach out to us. We're just a message or call away and are dedicated to ensuring your comfort.brbrbrbrEmergency Assistance: In case of any emergencies or urgent matters, you'll find contact information for our responsive team in the provided house manual.brbrbrbrFeedback Welcomed: We value your feedback and would love to hear about your experience. If there's anything we can do to enhance your stay or if you have suggestions for improvement, please don't hesitate to share.brbrbrbrOur goal is to strike the perfect balance between being available to meet your needs and respecting your desire for a tranquil and enjoyable stay.

Pilsen 2BA Condo Minutes from Chicago Attractions

Chicago, Illinois, United States

2

Bed

Bath

6

Sleeps

$729.03

Summary:brbrWelcome to our stunning 4-bedroom retreat in Chicago. brbrbrbr- Comfy living area with natural light brbr- Inviting atmosphere for socializing brbr- Fully equipped kitchen and dining area brbr- Cozy bedrooms with plush bedding brbr- Central location near cafes and boutiques brbrbrbrBook your stay with TheDreamRentals today!brbrbrbrThe Space:brbrAs you step inside, you'll be greeted by a stylishly decorated living area that exudes warmth and sophistication. The open-concept living area is ideal for socializing or unwinding after a day of exploring the vibrant neighborhood. brbrbrbrComfortable Accommodation:brbr- Four cozy bedrooms brbr- Three bedrooms with queen beds and one double bunk bedbrbr- Thoughtfully furnished with plush beddingbrbr- Storage space for your belongingsbrbrbrbrInterior Feeling:brbr- Stylishly decorated living areabrbr- Abundance of natural light from large windowsbrbr- Contemporary decor creating a bright and inviting atmospherebrbrbrbrDelightful Dining:brbr- Fully equipped kitchen for aspiring chefsbrbr- Stylish dining area for enjoying meals togetherbrbrbrbrProfessional Cleaning:brbr- Meticulously maintained for your comfortbrbr- Ensures a welcoming and hygienic environmentbrbrbrbrBook with us today and enjoy exclusive discounts with our trusted local vendors! Elevate your stay with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Let us help you create an unforgettable experience from start to finish!brbrbrbrGuest Access:brbrGuests will have exclusive access to the entire apartment during their stay, ensuring privacy and comfort.brbrbrbrEnjoy full access to all four bedrooms, the spacious living area, fully equipped kitchen, and dining space.brbrbrbrMake yourselves at home with amenities such as high-speed Wi-Fi, smart TV with streaming services, and a washer/dryer for added convenience.brbrbrbrThe Neighborhood:brbrRiverWest offers the best of both worlds: a welcoming residential feel with quick access to downtown’s restaurants, shopping, nightlife, and attractions. Public transportation and major highways are nearby, making it simple to get anywhere you want to go.brbrbrbrGetting Around:brbrFrom O’Hare International Airport (ORD):brbrBy car/taxi/ride-share: About 30–40 minutes depending on traffic. Take I-90 East toward downtown, exit at Ogden Ave, and head toward RiverWest.brbrBy CTA train: Take the Blue Line toward Forest Park. Exit at Chicago Avenue or Grand Avenue stations — both are about a 10–15 minute walk to most RiverWest addresses.brbrbrbrFrom Midway International Airport (MDW):brbrBy car/taxi/ride-share: About 25–35 minutes depending on traffic. Take I-55 North toward downtown, connect to I-90/94 West, and exit near Ogden Ave or Chicago Ave for RiverWest.brbrBy CTA train: Take the Orange Line to Clark/Lake, then transfer to the Blue Line toward O’Hare. Exit at Chicago Avenue or Grand Avenue stations.brbrbrbrOther Things to Note:brbrCheck-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request.brbrbrbrNo Smoking: For the comfort of all guests, smoking is strictly prohibited within the penthouse. Please smoke outside.brbrbrbrPet Policy: We adore pets, but unfortunately, the penthouse is not pet-friendly. We appreciate your understanding in adhering to this policy.brbrbrbrQuiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment.brbrbrbrMaximum Occupancy: The maximum number of guests allowed in the penthouse is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted.brbrSecurity: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in.brbrbrbrRegistration number: R24000116981brbrShared Housing Unit Operation License Number: 2823378brbrbrbrInteraction with Guests:brbrPrivacy Respected: While we're available to assist you throughout your stay, we respect your privacy and understand that you're here to relax and unwind. Enjoy the penthouse as if it were your own private haven.brbrbrbrSupport at Your Fingertips: Should you have any questions, need recommendations, or encounter any issues during your stay, feel free to reach out to us. We're just a message or call away and are dedicated to ensuring your comfort.brbrbrbrFeedback Welcomed: We value your feedback and would love to hear about your experience. If there's anything we can do to enhance your stay or if you have suggestions for improvement, please don't hesitate to share.brbrbrbrOur goal is to strike the perfect balance between being available to meet your needs and respecting your desire for a tranquil and enjoyable stay.

River West 4BD Home: Perfect for Families & Groups

Chicago, Illinois, United States

4

Bed

Bath

10

Sleeps

$933.49

Summary:brbrWelcome to your spacious urban getaway in Chicago’s Printer’s Row! brbrbrbr- Modern 3-bedroom, 3-bathroom unit brbr- Bright, open-concept living space with floor-to-ceiling windows brbr- Fully equipped kitchen with stainless steel appliances brbr- Rooftop pool and panoramic deck with skyline views brbr- Steps from cafes, restaurants, and iconic parks brbrbrbrBook your stay with TheDreamRentals today!brbrbrbrThe Space:brbrWelcome to your spacious urban getaway in the heart of Chicago’s iconic Printer’s Row neighborhood! This modern 3-bedroom, 3-bathroom unit is located in a stunning high-rise building, offering sweeping city views and access to premium amenities—perfect for families, business travelers, or groups looking to explore the best of downtown. Whether you're here for work or play, this retreat offers the perfect blend of style, comfort, and location. Book your stay today and experience Chicago like a local!brbrbrbrComfortable Accommodation:brbr- 3 spacious bedrooms with full-sized beds each with a bathroomsbrbr- Ample closet space for your belongingsbrbrbrbrInterior Feeling:brbr- Bright, open-concept living areabrbr- Floor-to-ceiling windows with sweeping city viewsbrbr- Smart TV for entertainmentbrbr- High-speed Wi-Fi includedbrbr- Fully equipped kitchen with stainless steel appliancesbrbr- Granite countertops for a stylish cooking experiencebrbr- Large dining area perfect for gatheringsbrbrbrbrOutdoor Bliss:brbr- Rooftop pool (seasonal) for relaxationbrbr- Panoramic rooftop deck with unbeatable skyline viewsbrbr- Ideal for sunset drinks or morning coffeebrbr- Lounge areas for unwinding after a busy daybrbrbrbrProfessional Cleaning:brbr- Regular cleaning to ensure a fresh and welcoming environmentbrbr- Secure entry and elevator access for your conveniencebrbrbrbrBook with us today and enjoy exclusive discounts with our trusted local vendors! Elevate your stay with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Let us help you create an unforgettable experience from start to finish!brbrbrbrGuest Access:brbrGuests will have full access to the entire apartment as well as all building amenities, including the gym and pool, which are open and available during the summer season.brbrbrbrThe Neighborhood:brbrPrinter’s Row is ideally located just a short walk from many of Chicago’s top attractions—only 5 to 10 minutes from Grant Park, Millennium Park, and the Art Institute of Chicago. It’s also close to the Museum Campus, including the Field Museum and Shedd Aquarium, which are about 20–25 minutes away on foot or a quick bus ride. The neighborhood is within walking distance of the Willis Tower and the Loop’s shopping, dining, and theatre district, making it a perfect home base for exploring the city while enjoying a quieter, more residential atmosphere.brbrbrbrGetting Around:brbrIt is exceptionally well-connected for getting around Chicago by public transportation. It’s just a short walk to several major CTA train stations, including Harold Washington Library (serving multiple lines), LaSalle (Blue Line), and Jackson (Red and Blue Lines), making travel across the city easy and fast. The LaSalle Street Metra station is right around the corner for suburban commuters, and Union Station is about 15–20 minutes away on foot. Several CTA bus routes run nearby on State, Clark, and Dearborn, and Divvy bike stations are close by for quick, flexible trips. Overall, it’s a prime spot for car-free living with easy access to everything downtown and beyond.brbrbrbrOther Things to Note:brbrCheck-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request. brbrbrbrNo Smoking: For the comfort of all guests, smoking is strictly prohibited within the penthouse. Please smoke outside. brbrbrbrPet Policy: We adore pets, but unfortunately, the house is not pet-friendly. We appreciate your understanding in adhering to this policy. brbrbrbrQuiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. brbrbrbrMaximum Occupancy: The maximum number of guests allowed in the home is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. brbrbrbrParking: 1 parking spot is available. Suitable for sedans and small SUVs only. Trucks or larger vehicles will not fit in the designated space.brbrbrbrMonitoring: We have camera's outside of the building. It will be recording during the reservations. Tampering with these will result in a fine.brbrbrbrSecurity: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $500 will be required before check in.brbrbrbrRegistration number: R25000128702brbrShared Housing Unit Operation License Number: 2823378.brbrbrbrInteraction with Guests:brbrSupport at Your Fingertips: Should you have any questions, need recommendations, or encounter any issues during your stay, feel free to reach out to us. We're just a message or call away and are dedicated to ensuring your comfort.brbrbrbrFeedback Welcomed: We value your feedback and would love to hear about your experience. If there's anything we can do to enhance your stay or if you have suggestions for improvement, please don't hesitate to share. Our goal is to strike the perfect balance between being available to meet your needs and respecting your desire for a tranquil and enjoyable stay.

Printer's Row 3BD Apt w/ Pool, Roof, Deck, Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$360.63

Your home away from home in Chicago with 3 adorable queen bedrooms. This charming house offers WiFi, a washing machine, iron, hair dryer, and AC for your convenience. Relax in the tranquil ambiance of this cozy retreat. Enjoy all that Chicago has to offer when you stay at our place. # Charming 3BR/2BA in Bronzeville - Close to Downtown!brExperience Chicago in our cozy 3-bedroom, 2-bathroom home in historic Bronzeville. br- 9 minutes from downtownbr- Near Green Line stationbr- Close to Lake Shore Drive and 31st Street Beachbr- 3 bedrooms, 2 bathroomsbr- Spacious living areasbr- Fully equipped kitchenbr- Free street parkingbr- Paid parking for small cars (extra fee)brEnjoy Bronzeville's culture with easy access to Chicago's attractions. Book for a memorable Windy City stay

Breeze of Bronzeville Chicago: 3 bedroom 2 bath 9 mins from downtown chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$208.52

Welcome to our cozy Vrbo in the vibrant city of Chicago. Situated conveniently between O’Hare airport and downtown. Our charming home offers 2 comfy bedrooms with queen beds, spacious living and dining rooms, and a newly renovated kitchen!brbrWell connected via Chicago transit; explore the amazing food scene and nearby parks and attractions.brbrTransit - bus stop outside takes you to the blue, brown, and red lines. Free street parking; drive 20 min to Willis Tower and 13 min to Wrigley Field.brbrThe Spacebrbr-Private 2-bedroom, 1-bath apartment located on the 2nd floor of a traditional Chicago two-flatbrbr-Guests must climb one flight of stairs to access the unitbrbr- Entire apartment is private and exclusively available for your staybrbr-Smart TV with streaming apps available (guests use their own logins)brbr-Fully equipped kitchen with cookware, dishes, Keurig coffee machine, toaster, microwave, stove/oven, and refrigeratorbrbr-Clean linens, towels, shampoo, conditioner, body wash, and starter supplies provided prior to arrivalbrbr-Free street parking available nearby on a first-come, first-served basisbrbr-Washer and dryer are located in the basement and are shared with the other units in the building. Access is through the back stairwaybrbr-Please note this is a multi-unit residential building, so occasional neighbor noise may be heardbrbr-Chicago quiet hours must be observed between 10pm–8am dailybrbrGuest Accessbrbr-Guests will enter through the front entrance and access their own private apartmentbrbr-Check-in instructions and access codes will be provided prior to arrivalbrbr-Early Check In is available for an additional charge of $50, but is subject to availability. Please message the host to confirm.brbr-Late Check Out is available for an additional charge of $50, but is subject to availability. Please message the host to confirm.brbrOther Things To Notebrbr- Absolutely no parties, gatherings, unauthorized guests, or smoking of any kind are permitted on the propertybrbr- Violation of house rules may result in additional cleaning or damage fees of up to $400 and immediate cancellation of the reservation without refundbrbr-Outside decorations including confetti, glitter, balloons, candles, streamers, banners, or wall adhesives are not permittedbrbr-Starter supplies are provided but guests may need to replenish additional items during longer staysbrbr-Please report any issues during your stay as soon as possible so we can address them promptly. However please keep in mind that our availability is limited during after hours between 10pm-9ambrbr-Please remember this is a home and not a hotel. We strive to provide a clean, comfortable, and enjoyable stay for every guest

Cozy 2 Bedroom Home Near Downtown & Wrigley Field

Chicago, Illinois, United States

Bed

Bath

Sleeps

$385.55

This cozy apartment features custom furniture in every room and a fireplace to warm up next to on a chilly night. Make use of the well-stocked kitchen to cook a hearty breakfast before setting out to explore the city! The primary bedroom has a King Bed, the second bedroom as queen bed and the pull out sofa in the living room has a queen bed. All of the mattresses are high quality memory foam.brbrParking: 1 gated parking spot included & plenty of free street parkingbrbrItems of Note:brbr1. The condo is located on a nice quiet block in the Little Italy/ UIC neighborhood. The center of the city, West Loop, River North and many other destinations are close by and can be easily reached by public transit, it is just a few minutes` walk from the Western Blue line stop, or Uber/ Lyft/ Cab.br2. The condo comes with access to a gated parking spot. There is also plenty of free street parking should you need a second spot.br3. Each room has a least 1 piece of custom made furniture.br4. If you are looking to cook, the kitchen is well equipped. I enjoy cooking and I made sure it had everything I would need.br5. There is an Amazon Echo, who you may call Alexa, to entertain you during your stay. Ask her the weather, to play music, set an alarm.....brbr***I am always striving to improve my place and my guests experience. Should you have any suggestions on how I can improve my Airbnb please let me know.***brbrGuests will have the 2 bed 2 bath condo and a gated parking spot all to themselves. There is a queen bed in each room and pull out sofa bed in the living room, which is quite comfortable. The bathroom comes equipped with shampoo and soap should you need them. Linens and towels are of course provided as well.brbrEvery guest is different and has different preferences and needs. As your host I always do my best to provide you with all of the information you need before your stay. I will also will answer any questions that might arise during your stay.brbr**Note**: There is a camera above the exterior thresholds of both doors. They simply monitor who is going in and out of the home. Neither camera can see inside the home and there are no other cameras anywhere on the property.brbrHouse Rules:brbr1. Please read over and agree to the rental agreement before booking. Any damages or house rule violations will be deducted from the damage deposit.br2. Please note we may require that you answer a few questions after booking. We look forward to hosting you!br3. If full payment is not received 28 days prior to your stay we reserve the right to cancel your stay and keep the amount already paid.brRental Agreement and House Rules: Once you book, you agree to these terms.brbrGeneral Principles:brbr• These House Rules are intended to ensure that our property and neighbors are respected. Rest assured, there should be no problems if that happens, but if you feel you cannot follow our Rules, we respectfully ask that you not book with us. br• Please respect our property and neighbors (there are families in the association) and keep noise to a minimum, especially after 10 p.m. Guests are not permitted past 10 p.m.brbrZero Tolerance Policy:brbr• If any party that may disturb our neighbors is thrown, large or small, or anyone engages in drug use, including marijuana use, we will require you to leave the property and impose the fines below. brbrDamage Deposit and Fines: brbr• We have overwhelmingly positive relationships with our guests and are rarely forced to fine anyone. Our intent is not to prevent you and your group from enjoying yourselves. We want all of our guests to have fun! Instead, our intent is to weed out bad actors and prevent situations that may disturb our neighbors and damage our property.br• We impose fines if any party is thrown, large or small ($1,000); anyone smokes in the property ($350); each key not returned ($75); the garage door opener is not returned ($100); or any theft occurs ($500 minimum depending on the item). We may also impose a $100 fine for excessive noise.br• If you timely let us know that an item is missing or damaged, we will simply charge a replacement cost. But if this is unreported, we will impose a fine of, or reduce your damage deposit by, three times the replacement cost for the missing or damaged item.br• Parking in the correct spot, described below, and properly centering your car between the lines is critical. Failure to center your vehicle in the spot will prevent neighbors from being able to park and will result in a $75 fine. br• If the number of guests exceeds the number specified in the reservation, we will impose a $25 charge per unspecified guest each night. If the number of guests exceeds the maximum allowed by our listing, we will impose $50 fine for each extra guest each night, and either keep your damage deposit or impose a $100 fine.br• On rare occasion, when our home is left unusually dirty, the cleaner charges extra. If this occurs, you will be charged $50 for each hour of cleaning beyond the allotted cleaning time.br• Checking out after 11 a.m. on the last day of your stay may result in a $50 fine if you are not out by 11:15 a.m. and an additional $50 fine for each subsequent hour.brbrPrior to Booking:bro We require that you have verified your email and phone number through the rental site. We also encourage you to provide additional identify verification such as your social media profile, a government-issued ID and a clear image of yourself.brbrAfter Booking:bro After booking with us and before your stay, we will require you to send us a picture of your government-issued ID. (We respect your privacy. This security process is no different from a hotel requiring you to present your ID upon arrival.) Upon receipt of your ID, we will send you the access instructions for the unit approximately one week before your stay or else immediately if your stay is less than one week away.br We may call you to conduct a final screening. If we reach out to you, access instructions will not be released until we speak. If we do not hear back from you in 24-48 hours after reaching out for the screening, we may ask you to cancel your reservation.brbrCheck-out:bro Check-out is at 11am on the last day of your stay. This check-out time applies to all stays unless: (1) an alternate plan has been agreed to and (2) payment for late check-out or extending your stay has been made. The alternate check-out plan and payment must be made at a reasonable time before the last day of your stay.bro Checking out on time is extremely important. We cannot offer last-minute exceptions. The cleaners will clean the condominium right after your stay, and new guests often check in shortly thereafter.

Condo

The Upscale Getaway Near Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1656.84

Welcome to the ultimate Disco Cowboy getaway! This huge house is perfect for bach parties and friends/family trips! Located in Wrigleyville, you can walk to Cubs games, bars/restaurants, & vibrant nightlife!brbr* Sleeps 16 comfortably - 8beds/3bathroomsbr* 2 free parking spots, plus plenty of free parking down Paulinabr* Air hockey, ping pong, basketball, bowlingbr* Tons of space for everyone to spread outbr* 18 min walk to Wrigley Field & Gallagher Waybr* 2 min walk to coffee shops, restaurants, & bars br* 23 min from O'hare Airportbr* 35 min from Midway Airport

Retro Disco Cowboy Fun, Walk to Wrigley, Restaurants/Bars! 15 mins to downtown!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1164.1

The Wrigleyville VIP is our 2nd Wrigleyville Vacation Rental location and #1 with our guests. The Wrigleyville VIP is located just one block away from Gallagher Way plaza and the 3rd base or Right field entrance to Wrigley Field. Live like a local in this beautifully remodeled graystone. All the best of Chicago right outside your front door. Chicago License # HM15504brbrEasy Transportation-the 'L' Red line 2 blocks, Brown line 3 Blocks. Cabs/Uber on street. Easy to take the train from O'Hare or Midway Airports.brbr*Need parking Neighborhood parking passes included. Street parking is easy at this location with the exception being 2 hours before and after games/events at Wrigley. If you will be visiting during a Cubs home stand or other Wrigley Field event and would like a reserved parking spot please let us know in advance. We do have access to a limited amount of discounted reserved parking spots for our guests.brbr**Larger groups please check availability of The Wrigleyville Deluxe- Sleeps 10; VRBO 2468294. Also check The Original Wrigleyville Coach House; vrbo.com listing 376945. (300+ 5 Star reviews) is perfect for groups of 6-10 as well.brbr*** Need Tickets Ask us about Cubs Tickets- 200 level; several prime sets of 3-8. We also have a trusted local relationship to help you find tickets in other sections along with Wrigley Concert tickets, Bears, Sox, Blackhawks, Bulls tickets.brbr**Looking for a longer/shorter stay, more or less guests, while in Wrigleyville Sometimes we are able to make exceptions to our minimum requirements, please ask!brbrLiving roombrbrModern Kitchen with Granite Counters and Custom Cherry Cabinetsbrbr1 King Bed in Master Suitebrbr2 Queen Beds in Bedroom 2brbr2 Full Bathroomsbrbr1 Sofa sleeperbrbrSatellite TV and WiFibrbr2 New Flat Panel HDTV’sbrbrGroceries- Jewel is a quick walk to Southport just 3 blocks away.brbrCoffee- Local coffee shops and bakeries nearby along with Starbucks and Dunkin Donuts a few blocks in any direction its easy to get your coffee fix.brbrBreakfast, Lunch-Tons of local establishments nearby on Clark and Addison or on Southport.brbrDinner- Tons to choose from in the neighborhood within walking distance. OR- take the train to State and Rush for Gibson's OR quick cab to Lincoln Park. There are so many choices In Wrigleyville. Please let us know if we can help you find the right dining spots for your occasion.brbrPizza- Several to choose from in the area. Our favorite is D'Agostino's located on Southport just down the street a few blocks away.brbrEntertainment-brExperience the Windy City the VIP way! All the city has to offer is just outside your door. Head to Clark Street and explore all that is Wrigleyville. Head West a couple blocks and explore the Southport Corridor for a more local feel. Walk to coffee, breakfast, lunch and dinner, bars, pubs, patio restaurants, parks, splash parks, ice skating in the winter, movies, theatre, bowling, groceries, local shopping, high end retail, and much, much more.brbr-Visit Lake Shore Drive and walk the Lincoln Park Zoo- greatest Free Zoo in the Country.brbr-Go to the Beach.brbr-Go to a local street festival.brbr-Take the kids to one of many neighborhood parksbrbr-Hit the splash park at Gallagher way.brbr-Go to a concert or movie in the parkbrbr-Go Ice Skating at Gallagher way in the winter.brbr-Bowling- The Lucky Strike bowl and arcade is a 5 min walk and awesome. brbr-Take the train to Millennium Park, Grant Park, Willis Tower or John Hancock.brbr-Quick cab to Second City or The Blue Man Group. Cab or Train to the Theatre district.brbr-Walk Southport Ave. Shop-Eat-Drink!brbr-Explore the neighborhood around Clark and Addison even if the CUBS are not in town.brbrGallagher Way, The Hotel Zachary, all of the new restaurants like Smoke Daddy’s, Big Star, Rizzo's along with favorites like Bernies, and the Cubby Bear are all minutes away.brbrKeywords: Ryder Cup, Golf, Last Minute, Location, This Weekend, Large Groups, Wrigley, Bears, Cubs, Northwestern Wildcats, Blackhawks, Games, Special Occasions, Concerts, Festivals, Lakeview, El,L,Brown Line, Redline, O'hare, Midway, Lakeshore, Lincoln Park, Wedding, Bachelor, Bachelorette, Bar, Restaurant, Public Transportation, Private, City,Train,Clean, Southport, Clark, Addison,Airport,House, Wrigleyville

The Wrigleyville VIP- Luxury unit, a block from Wrigley Field, Cubs Fan Favorite

Chicago, Illinois, United States

Bed

Bath

Sleeps

$531.86

Sporty Style Meets City Comfort – Steps from Loyola, the Lake & the L!brWelcome to your home base in Chicago’s vibrant Rogers Park neighborhood—perfect for Loyola University visits, sports getaways, or family trips. This newly renovated 3-bedroom, 2-bath apartment sits on the first floor of a classic Chicago two-flat and brings a fun, sporty vibe with themed décor—ideal for fans of the game and lovers of comfort.brbrThe Spacebr* Located on the first floor of a renovated two-flat (basement and second floor unit not included)br* 3 spacious bedrooms and 2 full bathroomsbr* Beds: 1 California king, 1 queen, 1 double, plus a sofa bed (queen size)br* One bathroom with a full tub; one with a walk-in shower featuring a rain head + hand-held combobr* Fully equipped kitchen – perfect for breakfast before a lakeside walk or dinner after exploring the citybr* Dining table seats 6 comfortablybr* Office space with plenty of natural lighting br* Shared backyard with privacy fence – great for morning coffee or winding down at nightbr* 1 free parking spot includedbr* Steps to the CTA Red Line – easy access north to Evanston or south to Downtown Chicagobr* Just blocks from Lake Michigan, local parks, and the beachbr* Walkable to grocery stores, restaurants, cafes, and with quick access to Lake Shore DrivebrbrAmenitiesbr* In-unit washer & dryerbr* Central A/C & heat (temperature settings are limited)br* High-speed Wi-Fibr* Smart TV in the living roombr* Electric fireplace that provides heatbr* Towels, linens, and kitchen essentials (plates, utensils, cookware)br* Complimentary coffee, salt, pepper, and cooking oilbr* Bath products included: shampoo, conditioner, body wash, hair dryer, and hand soapbr* Iron & ironing boardbr* Exterior security cameras only for added peace of mindbrbrGuest Accessbr* Contactless check-in/check-outbr* Keyless entry – access codes provided 2 days before arrivalbrbrWhether you're here to catch a Loyola game, relax by the lake, or just enjoy Chicago in sporty style—this apartment is ready to welcome you.

Ramblers' Station – Sporty 3BR Apt Steps from Loyola & Lake w/ Free Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1007.88

Luxury 2-Story Penthouse with Million $ ViewsbrbrFeel at home, unwind, and experience Chicago from our stunning 2-Story Penthouse with Million $ Views, located in the heart of the South Loop. Perched 28 floors above the city, this unique space offers breathtaking skyline views, upscale amenities, and one of the best locations in downtown Chicago.brbrWhy Guests Love Staying Herebr✅ 2-Story Penthouse with Million $ Viewsbr✅ Private rooftop deck with stunning skyline viewsbr✅ 2 KING bedroomsbr✅ 1 free parking pass includedbr✅ Fast WiFibr✅ In-unit washer & dryerbr✅ Full access to luxury amenities (pool, gym, lounge & dog park)br✅ Only 1 block from the Red Line subwaybr✅ Walking distance to Grant Park, Soldier Field, museums & the lakefrontbr✅ Lake Michigan and the park are just 2 blocks awaybrbrMany guests consider this one of the best Airbnb stays in Chicago.brbr• The SpacebrThis rare downtown penthouse spans two levels and is designed for comfort, relaxation, and unforgettable city views throughout the home.brbr• Entry Levelbr2 spacious bedrooms with KING bedsbr1 full bathroombrWalk-in closet in the primary bedroombrbr• Upper LevelbrOpen-concept living roombrFully equipped kitchenbrPrivate outdoor balconybrDaybed/lounge areabrExpansive skyline views throughout the spacebrbr• Building AmenitiesbrGuests have full access to the building’s luxury amenity floor, including:br- Indoor poolbr- Fitness center/gymbr- Resident loungebr- Doggy parkbr- Shared common spacesbrPlease be respectful of residents and other guests while using shared amenities.brbr• Location – South Loop / Downtown ChicagobrbrThe South Loop is one of Chicago’s most vibrant and centrally located neighborhoods, blending lakefront beauty, historic architecture, nightlife, museums, parks, and entertainment.brbr• Nearby attractions include:br- Grant Parkbr- Soldier Fieldbr- Museum Campusbr- Shedd Aquariumbr- Field Museumbr- Adler Planetariumbr- McCormick Placebr- Northerly Islandbr- Art Institute of ChicagobrbrYou’ll also be surrounded by excellent restaurants, coffee shops, music venues, and nightlife while still enjoying a quieter residential atmosphere compared to other downtown neighborhoods.brbr• Getting AroundbrWe are conveniently located near the Polk subway stop and public transportation.brbr• For most guests, we recommend:br- Walkingbr- Uber/Lyftbr- Public transitbrbrA car is usually unnecessary, though 1 free parking pass is included with your stay.brbr• Guest Access & CommunicationbrYou’ll have full private access to the penthouse and all available building amenities.brWe are available whenever needed, and our digital house manual provides detailed instructions and recommendations to help make your stay seamless.brbr• HVAC / Heating & Cooling InformationbrThe building uses a centralized single-duct HVAC system, meaning the building provides either heat or air conditioning depending on the season, as determined by city regulations.brbr• To maximize comfort:br- Each floor has its own thermostatbr- Fans and a portable HVAC unit are providedbr- Set thermostats to “Heat” during colder months and “Cool” during warmer monthsbrbr• Refundable Security Deposit: A $300 refundable security deposit is required and will be `held` or `authorized` (not `charged`) by Chicago Hospitality Club on your card. Any property damage or extra charges may be deducted from the deposit. VRBO collects platform payments/charges separately, while Chicago Hospitality Club handles the deposit, so seeing both on your statement is normal. The deposit is automatically released 3-7 days after checkout.brbr• Refund Processing PolicybrIn the event of a guest-initiated cancellation, any bank fees or payment processing charges incurred will be the responsibility of the guest and will be deducted from the refund amount.brHouse Rules & Important InformationbrTo ensure a smooth and enjoyable stay for everyone, please review the following before booking:brbrBooking Requirementsbr• Minimum age to book: 27 years old br• No local guests (city or suburbs) br• All guest names and ages must be registered before check-in br• Online check-in form and signed rental agreement are required before check-in instructions are released br• As part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes. brbr• Last-Minute BookingsbrAll same-day reservations require host approval. Please message us before booking so we can confirm availability and ensure the home is fully prepared for your arrival.brbrOccupancy & Extra GuestsbrThe base rate includes up to 4 guests.brAdditional guests:br• $25 per guest, per night, for the full stay, for stays exceeding 4 guests brExample:br1 additional guest staying 5 nights = $125 extra guest fee.brbrQuiet Hours & Noise Policybr• Quiet hours: 10:00 PM – 8:00 AM br• Parties and events are strictly prohibited br• A noise monitoring device is installed inside the home to monitor decibel levels only (it does not record conversations) brNoise violations may result in:br• Warning br• Eviction without refund br• Charges up to $1,000 brParty in Unit or Common Area - Up to $2,000.00 plus any damages to the unitbrbrSmoking PolicybrSmoking is strictly prohibited inside the unit and common areas.brViolation fee:br• Minimum $500 charge br• Possible eviction without refund brbrPet Policybr• Small pets (under 20 lbs, non-shedding): $250 pet fee br• Large pets (over 20 lbs): $300 pet fee plus $200 refundable security deposit and subject to host approval brIf the pet sheds, additional $150 refundable deposit is required brbrUnauthorized pets:br• $250 penalty plus any damages or additional cleaning costsbrbrCheck-In & Check-Outbr• Check-in: 4:00 PM br• Check-out: 10:00 AM brEarly check-ins and late check-outs may be available depending on cleaning schedules: $50 per hour fee brUnauthorized late check-out may result in charges up to the cost of impacted nights.brbrKeys, Parking & Accessbr• Your reservation includes 1 parking card for the attached parking garage br• Lost keys: minimum $50 fee br• Lost fob: minimum $150 fee br• Lockout/re-entry assistance: $50 fee if keys are left inside brFor loss prevention, some keys/fobs may contain an AirTag. These are only used to locate missing keys and are never used to track guests. Guests are not required to carry the key at all times, but we recommend keeping the AirTag attached to help avoid replacement charges if the key is misplaced.brbrCleaning, Damages & Missing Itemsbr• Excessive cleaning after checkout: up to $125 per additional cleaning hourbr• Stays of 14+ nights require a mandatory mid-stay cleaning, scheduled with the guest in advance. Additional cleaning fees apply. br• Damaged or missing items: charged based on replacement cost br• Forgotten belongings: $75 minimum handling/shipping fee brbrFamilies Traveling with Young ChildrenbrFor groups traveling with two or more children under 14 years old, a refundable security deposit may be required as a precaution against accidental damage. The deposit is fully refundable, provided there is no damage to the property after a standard post-checkout inspection.brbrUnresponsive GuestsbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation.brResponse time limits:br• Same-day bookings: within 2 hours br• Future bookings: within 8 hours br________________________________________brFrequently Asked QuestionsbrbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: Do I need to bring towels, a hair dryer, or linens brA: Nope! we provide all these things. We also provide you and your guests with a starter pack of toilet papersbrbrQ:Is the gym and amenity floor shared brA: Yes. Please be respectful of residents and other guests using shared spaces.brbrQ: Can I store luggage before check-in or after check-out brA: We recommend using nearby luggage storage services such as Radical Storage if your travel schedule does not align with check-in/check-out times.brbrQ:Can I come and go freely brA: Absolutely.brbrQ: Is the home professionally cleaned brA: Yes, and we take pride in providing a clean home for guests.brbrQ: Are the beds comfortable brA: Very — Some guests say they`re the best they`ve ever slept on!brbrQ: What is my total booking price brA: Airbnb calculates the final total, including taxes and platform fees, after you enter your dates. Pricing may vary daily based on demand.br________________________________________brRegistration DetailsbrRegistration #: R24000113941brbrLegal NoticebrNo Agency Relationship. Nothing herein contained shall be deemed to authorize or empower either party to act as agent for the other party to this Agreement, or to conduct business in the name, or for the account, of the other party to this Agreement.

Condo

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Chicago, Illinois, United States

Bed

Bath

Sleeps

$421.05

Comfortable, renovated, stylish and very clean house with 3 BR (total 5 beds) and 2.5 BTH in a quiet area of Chicago. Excellent location: 4 miles (8 min) from ORD and 17 miles from downtown Chicago (20min), Forest Preserve across the street. Only 2 miles from expressways. Close to public transit. NO PARTY AND SAME CITY BOOKING ALLOWED. No pets.

Family Home in Chicago-O'Hare

Chicago, Illinois, United States

Bed

Bath

Sleeps

$612.36