Vacation Rentals By Owner In Chicago, IL

**Private Gated Parking for 3 Cars Included brbrYou'll love staying at our beautifully designed duplex up plus additionalbrbrgarden unit in Wicker Park. Ideally located on a quiet street near thebrbrexcitement of Milwaukee Ave and Division Street, you certainly won't run outbrbrof things to do! Just steps from the Blue line and only 15 minutes from thebrbrloop. Our home has 6 bedrooms and 4 bathrooms in total between both units (4brbrbedrooms in the main, 2 in the garden), plus a large outdoor patio. Bookbrbrtoday! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund. brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: R24000116181brbrbrbr

Private Vacation Home

Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover

Chicago, Illinois, United States

6

Bed

Bath

12

Sleeps

$5105.86

Welcome to the Ruby Room, where staying is more than just lodging – it's an experience unlike any other. brbrWhether you're celebrating a wedding, birthday bash, corporate event, or a much-needed family getaway, we've got you covered. With our stunning second-floor common area and versatile first-floor event space at your disposal, you'll have everything you need to create magical moments. Our rental package includes up to 50 chairs, 5 10-person rounds, 5 high-boy cocktail tables, and elegant white linens, ensuring your event is as stylish as it is seamless. Plus, take the stress out of planning with our optional catering services, tailored to your tastes and preferences. At Ruby Room, we're not just a venue – we're the canvas for your next unforgettable occasion.brbrThe quoted price is for lodging for up to 16 people, for events and attendance by more than 16 people onsite there will be additional fees.brbrTucked away in the heart of Wicker Park, our guest rooms offer a haven of tranquility amidst the hustle and bustle of the city. What sets us apart Imagine having your very own private hotel, complete with a stunning common area where you can unwind and connect. With eight luxurious king rooms, each thoughtfully designed for comfort and style, you'll feel right at home from the moment you arrive. But that's not all – step outside and discover your own private oasis in our lush garden, where you can escape the city's chaos and immerse yourself in serenity. At the Ruby Room, we're not just a place to stay – we're a destination, where every moment is infused with warmth, charm, and the promise of unforgettable memories.brbrBest in the City - Chicago Magazine. Ruby Room Inn is one of Chicago's most unique overnight destinations. Just 8 minutes from downtown, in the heart of historic Wicker Park's restaurant, shopping and nightlife scene. Modeled in the European tradition, Ruby Room is neither a hotel nor a traditional B&B. Our concept is an urban inn. By design, we do not offer telephones or televisions. We do not offer 24 hour reception or bellman services. Ruby Room is a historic property and does not offer an elevator. Please keep this in mind, if you or any of your guests have a challenge with mobility. brbrWhat we do offer are outrageously comfortable pillow top mattresses with hi thread count linens, large marble & glass showers, crown molding and fine woodworking throughout. Modern furniture peppered with antiques, community kitchen, gorgeous garden with waterfall and all a part of a day spa, retail boutique, and a serene healing sanctuary. If you're looking for something clean and relaxing, we offer a restful room attached to a unique spa in a super cool neighborhood. Your peace is our passionbrbrQuaint & cozy rooms. Our Brand new king bed studios with marble bathrooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable and clean, additional features include: Private glass showers, comfy chairs, custom woodworking and molding abound. Hardwood floors, oriental rugs, natural light, modern décor/furnishings, high speed internet access, down comforters and thirsty towels.

Bed & Breakfast

Your Own 8 Bedroom Private Inn and Event Space, Urban Garden Included

Chicago, Illinois, United States

Bed

Bath

16

Sleeps

$1044.52

Welcome to your spacious 6-bedroom duplex in Chicago, designed for families, friends and group travelers who want comfort, space, and fun under one roof. This two-level home features six king bedrooms, two living rooms, and entertainment amenities like a pool table and popcorn machine—perfect for relaxing after exploring the city. With room for up to 16 guests, the layout allows everyone to gather together while still enjoying privacy, making it ideal for group trips and memorable Chicago stays.brbrWhy Guests Love Staying Herebrbr- 6 Bedrooms with King Beds — rare comfort for large groupsbr- Two Living Rooms — space for everyone to relaxbr- Pool Table Game Area — fun for group hangoutsbr- Popcorn Machine for Movie Nightsbr- TV in Every Bedroombr- Sleeps Up to 16 Guests Comfortablybr- Washer & Dryer Availablebr- Fully Equipped Kitchen for Group MealsbrbrThis spacious two-level duplex offers a comfortable layout ideal for large groups traveling together.brbrThe main level and basement are connected by interior stairs, creating separate lounge spaces where guests can spread out and relax.brbrThe home features two large living rooms, both equipped with TVs and seating areas, perfect for movie nights or gathering after a day exploring Chicago.brbrDownstairs, you'll find the entertainment area with a pool table and popcorn machine, making it a fun place for group bonding.brbrThe open kitchen and dining area make it easy to prepare meals together and enjoy time as a group.brbrSleeping Arrangementsbr- Bedroom 1 — King Bed + TVbr- Bedroom 2 — King Bed + TVbr- Bedroom 3 — King Bed + TVbr- Bedroom 4 — King Bed + TVbr- Bedroom 5 — King Bed + TVbr- Bedroom 6 — King Bed + TVbrbrLiving Room Areasbr• Sofa Bed #1br• Sofa Bed #2brbrTotal Sleeping Capacity: 16 GuestsbrbrKitchen & DiningbrbrThe kitchen is equipped with everything needed for group cooking and dining:br• Refrigeratorbr• Oven & Stovebr• Microwavebr• Dishwasherbr• Kitchen Sinkbr• Island Counter Seatingbr• Coffee Makerbr• Electric KettlebrbrPerfect for preparing breakfast before heading out or enjoying meals together after a day in the city.brbrEntertainment & AmenitiesbrbrGuests can enjoy several entertainment features during their stay:br- Pool Table Game Areabr- Popcorn Machinebr- TVs in Every Bedroombr- High-Speed Wi-Fibr- Washer & DryerbrbrbrPrime Chicago LocationbrbrLocated on North Kedzie Avenue, the home offers convenient access to some of Chicago’s top attractions, restaurants, and neighborhoods.brbrNearby destinations include:brbr- Wicker Park — 10 minbr- Logan Square Restaurants & Cafes — 7 minbr- United Center — 12 minbr- Downtown Chicago / Magnificent Mile — 15 minbr- Millennium Park & The Bean — 15 minbr- Lincoln Park Zoo — 16 minbr- Chicago O'Hare Airport — 20 minbrbrThe location provides a great balance of local neighborhood charm and quick access to downtown attractions.brbrPerfect Forbr✔ Family bondingbr✔ Large group vacationsbr✔ Friends traveling togetherbr✔ Wedding groupsbr✔ Event or conference travelersbr✔ Long weekend Chicago tripsbr✔ Multi-family staysbrbrWhat Guests SaybrbrGuests consistently love the space, comfort, and group-friendly layout of large homes like this.brbrMany mention how valuable it is to have:brbr• King beds in every bedroombr• Multiple living areas for relaxingbr• Entertainment features like game tablesbr• A kitchen large enough for group mealsbrbrThese features make the stay comfortable for both relaxing and socializing.brbrBook Your Chicago StaybrbrIf you're looking for a spacious Chicago home for your group, this duplex offers the perfect combination of comfort, entertainment, and convenience.brbrWith 6 king bedrooms, two living areas, and fun amenities, it’s designed to make your Chicago trip memorable.brbrBook now to secure your dates and enjoy a comfortable group stay in Chicago.brbrGUEST ACCESSbrbrGuests will have full private access to the entire property, which includes both the first floor and basement level connected by interior stairs. The place features 6 bedrooms, 2 living areas, 3 bathrooms, kitchen, and entertainment space with a pool table and popcorn machine.brbrYou will also have access to the shared laundry room located in the building's common area, accessible through the back door.brbrEntry is convenient with self check-in using smart locks, allowing you to arrive anytime after check-in time.brbrINTERACTION WITH OUR GUESTSbrWe respect our guests’ privacy but are always available if needed. Our team can be reached through the VRBO messaging platform and we respond quickly to assist with any questions, recommendations, or concerns during your stay.brbrWhether you need local tips, help with the home, or anything else, we are happy to help make your stay smooth and enjoyable.brbrIMPORTANT THINGS TO NOTEbrbr• This is a two-level accommodation connected by interior stairs (first floor + basement).br• Self check-in is available using smart locks.brbrHouse Guidelinesbrbr• No parties or events allowed.br• No smoking inside the property.br• Please respect neighbors and keep noise to a minimum, especially during late hours.brbrThis home is designed to provide a comfortable and enjoyable stay for groups visiting Chicago.brbrParking Informationbr- Free street parking is available nearby.br- Parking is first-come, first-served.brbrPlease make sure to:br• Park only in legal parking spacesbr• Follow all posted street signsbr• Do not block driveways or alleysbrbrThank you for helping keep the neighborhood safe and accessible.

Hotel

6 King Bed Duplex with Pool Table - Sleeps 16

Chicago, Illinois, United States

Bed

Bath

Sleeps

$552.79

Home away from home in this vintage, modern Greystone. Very comfortable living space with all the amenities you need to enjoy your stay. Close proximity to the lakefront, Museum of Science and industry, the beach, Jackson Park and South Shore Country Club golf courses, and walking distance to the Obama Library Campus!!! Easy commute to Hyde Park, restaurants, and all the attractions downtown Chicago has to offer.

Private Vacation Home

Near Lakefront! Minutes from the beach, Obama museum campus and 2 golf courses!!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$780.31

Summary:brbrStunning 3 bedroom West Loop apartment with 1 Garage Parking Space, Private Balcony with 1 king bed, 2 full beds, 1 full bunk bed, perfect for groups & families up to 10.brbrbrbrYou are a 5 min walk to Fulton Market, and a 12 min drive away from restaurants in downtown, Millennium Park, and 15 mins drive away from Navy Pier!brbrbrbrThe Space:brbrStunning 1183 sqft apartment with 3 bedroomsbrbrbrbrThis is the perfect place for tourists to immerse themselves in the central vibe of Chicago, and enjoy all the activities that West Loop has to offer.brbrbrbrThis beautiful luxury home offers high-end amenities through and through!brbrbrbrHome Layout:brbr- Living room with sofa and 65 TV brbr- Kitchen with dining tablebrbr- Bedroom #1: One King bedbrbr- Master Bathroom: Full bathroom w/ shower.brbr- Bedroom #2: Two Full bedsbrbr- Bedroom #3 : 1 Full Bunk Bed, both bunk beds are Full sizedbrbr- Bathroom #2: Full bathroom with BathtubbrbrbrbrHome Highlights:brbr- Hotel-grade bedding for a comfortable sleepbrbr- Fully-stocked kitchen with Keurig coffee maker and coffee pods, pots, pans, bowls, plates, glasses and utensilsbrbr- 65 Smart TV with all streaming channels in living roombrbr- High-speed WIFI for all your work from home needs! brbr- In-unit Washer/Dryerbrbr- Smart home ready with electronic lock.brbrbrbrYou are only:brbr8 mins from Downtown Chicagobrbr25 mins from O'Hare International Airportbrbr14 mins to Navy Pierbrbr13 mins from Millennium Park brbr18 mins to the Field Museumbrbr14 mins to 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 unit in an apartment building with other long-term residents. 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 of $35. We suggest you buy the damage waiver as this protects you in case you cause accidental damage during a booking.

1 Free Parking, Gym, Balcony, Sleeps 10

Chicago, Illinois, United States

Bed

Bath

Sleeps

$251.61

Relax in our inviting 1BR apartment, featuring 1 queen bed for a restful night’s sleep. The cozy living area offers a large flat-screen TV and a comfy sofa (which converts to a sofa bed), providing the perfect spot to unwind after a day of exploring. Enjoy high-speed Wi-Fi to stay connected throughout your stay.brbrThe full bathroom includes a shower/tub combo, sink, and toilet. We’ve stocked the essentials—shampoo, conditioner, body wash, hand soap, and soft, fluffy towels—for your convenience. After wandering through the Windy City, indulge in a refreshing hot shower in our spotless bathroom.brbrThe fully equipped kitchen has everything you need for home-cooked meals, with a full-sized refrigerator, gas stove, oven, microwave, toaster, and coffee maker. Granite countertops add an elegant touch to your cooking experience, perfect for creating memorable meals.brbrParking:brPlease note that there is no designated parking spot. Street parking is available, but be sure to check signs for restrictions and tow-away zones.brbrAccessibility:brThe unit is located on the 2nd floor and accessible by stairs only.brbrEnjoy an exceptional Chicago stay with all the comforts of home!

1BR Gem in Prime, Vibrant Location Walk To Dining and Shops

Chicago, Illinois, United States

Bed

Bath

Sleeps

$451.83

Stay comfortably in this welcoming Chicago home in the heart of Humboldt Park. Perfectly positioned near local restaurants, cafés, and many of the city’s top sites.brbrThoughtfully designed for comfort and convenience, the space features a fully equipped kitchen, smart TVs, oversized windows, and an open area filled with natural light. brbrWhether you're visiting for a weekend getaway, a family vacation, work trip, or an extended stay, you'll have plenty of room to relax, gather, and feel at home.brbrTHE PROPERTYbrWelcome to your comfortable Chicago home base — a bright and stylish first-floor suite in Humboldt Park designed for families, groups, business travelers, and extended stays.brbrWith 3 private king bedrooms, 2 full bathrooms, and space for up to 8 guests, this layout is hard to find in the city and makes group travel feel easy and comfortable. brbrWhether you're exploring Chicago, attending an event, working remotely, or simply gathering with friends and family, this home gives you room to spread out and settle in.brbr⦿ Why Guests Love To Stay ⦿brbr☑ 3 private bedrooms with king beds br☑ Sleeps up to 8 guests with an additional sofa bed in the living roombr☑ 2 full bathrooms for smoother mornings and easier group travelbr☑ Bright first-floor suite with high ceilings and natural lightbr☑ Modern kitchen + dining area for meals, coffee, and gathering togetherbr☑ Smart TVs with streaming access for easy nights inbr☑ Walk Score: 78 | Transit Score: 61 for convenient city accessbrbrEnjoy modern interiors, large windows, high ceilings, thoughtful décor, and all the essentials for a relaxed city stay.brbr⦿ Sleeping Arrangements ⦿br• 3 king-bedrooms with pillows, plush linen, and smart TVsbr• 1 sofa bed for extra guestsbr- Can sleep up to 8 guestsbrbr⦿ Kitchen & Dining ⦿brWhether you're preparing breakfast before heading out or ordering local takeout, the kitchen and dining area is equipped for simple and comfortable meals.brbr⦿ Entertainment & Other Amenities ⦿brOur guests can enjoy a variety of entertainment and other comforts. brbr✓ Smart TVs with Netflixbr✓ Large sectional sofa for relaxing togetherbr✓ AC & heating year-roundbr✓ High-speed WiFibr✓ In-suite washer and dryer brbr⦿ Location Highlights ⦿brStay in one of Chicago’s most vibrant neighborhoods with convenient access to parks, restaurants, events, and downtown attractions.brbrApproximate drive times:br➡ Humboldt Park — 5 minbr➡ The 606 Trail — 8 minbr➡ Wicker Park — 10 minbr➡ United Center — 12 minbr➡ Downtown Chicago / Millennium Park — 15–20 minbrbrGUEST ACCESSbrGuests enjoy full private access to the entire first-floor suite, including all bedrooms, bathrooms, living spaces, dining area, and the fully equipped kitchen. brbrFor added convenience, check-in is completely self-service with a coded smart lock, making arrival easy and flexible no matter what time you get in.brbrGUEST INTERACTIONbrWe want guests to feel at home and enjoy the space with complete privacy, while knowing help is always available if needed.brbrOur team is easily reachable through VRBO messages and responds quickly to questions, recommendations, or anything that comes up during your stay. We’re happy to help make your visit to Chicago as smooth and enjoyable as possible.brbrIMPORTANT THINGS TO NOTE:br✔ This accommodation has 1st-floor access.brbr⦾ Parking ⦾brFree street parking is available nearby. First-come, first-served.br• Park only in legal parking spacesbr• Follow all posted street signsbr• Do not block driveways or alleysbrbr⦾ Self-Check-in ⦾brSelf-check-in is easy with a coded smartlock. You’ll receive the exact code before arrival for a smooth, contactless entry.brbr⦾ Early check-in/late check-out ⦾brThis is subject to availability. Please message us, and we’ll do our best to accommodate your request.brbr✔ GENTLE REMINDERS ✔br☞ No parties or large gatheringsbr☞ No smoking inside the homebr☞ Please respect quiet hours and building rulesbrbrThank you for helping us maintain a safe and comfortable environment for everyone.

Hotel

Spacious 3BR 10 Min to Wicker Park & Downtown Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$168.68

Stay comfortably in Chicago, near downtown, at this fabulous 2-bedroom apartment. The bedrooms feature 1 full bed and 1 queen bed, perfect for a good night's sleep. Enjoy the convenience of a fully equipped kitchen and a cozy living room with a futon for extra space. With amenities like AC, WiFi, HD TV and a washing machine, guests will feel right at home. Relax in the bathtub or explore the city knowing you have a hairdryer and iron available. Book now and enjoy everything this apartment has to offer.

Bohemian Garden Oasis! 2-BR unit with AC & WiFi in Prime Chicago.

Chicago, Illinois, United States

Bed

Bath

5

Sleeps

$184.0

Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped New Eastside home with stunning balcony views over the city. (ID #CHI1199)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 New Eastside apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Librarybr - Playroombr - SaunabrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This is a guarded building equipped with a doorman/concierge at all times

Blueground | Lakeshore East, pool & w/d, nr park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$100.61

Cute 2 bedroom apartment in North Avondale that is pup friendly! Nice back yard to lounge in and a fun, tropical setting to relax in at the end of day after exploring Chicago. Close to Addison bus line and 20 min walk to the Addison blue line. Close to the highway with a beautiful park a block away. Walking distance to really great eateries including Cuban, Thai and American/Bars!brbr*please note - this is MY HOME, not an extra unit I’m renting. I do actually live here when there are no guests!*brbrDog friendly - bowls and crates available for use if needed! There is an installed pet gate for pets comfort and safety and can be moved to block certain areas if needed. Beds and blankets available as well upon request. Big back yard and plenty of balls to throw around!brbrThere is only one TV in one of the bedrooms as I do not watch TV and believe that life is made up of experiences, not sitting behind a screen. Feel free to move it to fit your needs but I do hope people whobrare coming to visit Chicago enjoy the city and all it has to offer! ❤️brbrAll rooms are pictured - please take note of that! There is also a back porch that has seating for 3-4 people. Feel free to bring inside metal chairs outside to use at mosaic red table. My neighbors broke my outdoor chairs so therefore keep my chairs inside now and bring them out when ready to use!brbrWasher and dryer is one floor below in basement and belongs to just me (M-F and shared with upstairs tenant on weekend). Big back yard!brbrI'll be in and out of town with my own dog so you might see us or some of friends to help you check in! I'm accessible pretty much 24/7 via text/email as I work in the ER. I travel a lot for volunteer projects and therefore I rent out my apartment to help supplement that. This is my HOME, an actual living residence for my dogs and I. Please understand that this is not an extra property I own to make money but that I do in fact actually live here. I recently had a guest who thought they were renting a boutique hotel type home and that is not the case - just an FYI :)brbrI have lots of great info on things to do for free or cheap in Chicago because my motto is - if it's free, it's for me!brbrVery close to an AMAZING Cuban cafe. I’m Cuban and it’s legit. Only 1 block and easy to walk to. I usually walk down, grab a coffee and take a stroll around our really nice park! One of the best Thai restaurants in the city is also a block away and definitely worth checking out. A great coffee (with amazing donuts!!) is a very enjoyable 20 min walk. The path leads through one of the nicest and most beautiful neighborhoods in Chicago!brbrBus stop is one block away, L is an approximate 15 min walk (or 5 min bus ride) and Grayland Metra is a 5 min walk. I am also just a few minutes off the highway! I would estimate I’m a $20-25 Lyft/Uber ride from Ohare!brbrbr

Pup Friendly Apartment with Fenced Backyard

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1164.8

Bienvenue à Maison Blanc Noir where old-world charm meets modern luxury. A lovely “Beverly Hills” estate within walking distance of Starbucks, Whole Foods, Chili’s, Walmart and a host of other local dining & retail options. Only 15-min away from McCormick Place, Sox stadium, the lakefront, and more Windy City attractions. brbrThis home was expertly designed, including high-end gourmet kitchen featuring European style soft-close cabinetry, LG INSTAVIEW stainless steel appliances, marble countertop and backsplash with antique gold finishes throughout. Character rich accent walls — IG ready.brbrSleep like royalty with a choice of 2 King beds! The Maison boasts 4 levels of living & entertainment space and can comfortably sleep 14. Whether in Chicago for work or pleasure, you’ll all you need for a most enjoyable stay at Maison Blanc Noir!

Country House

Maison Blanc Noir - Victorian Estate with Two King Beds

Chicago, Illinois, United States

5

Bed

Bath

14

Sleeps

$166.24

32+ NIGHTS MIN, *1 GARAGE PARKING SPACE INCL* brbrExperience our stunning 14th floor River North condo! With 2 bedrooms andbrbrbreathtaking views, this home offers the perfect blend of style and comfort.brbrWhether you're here for business or fun, this will be the perfect home basebrbrfor your stay. With its prime location, you’re steps away from world-classbrbrdining, shopping and entertainment. Explore vibrant neighborhoods, savorbrbrgourmet dining or relax and admire the city lights from your haven in the sky. brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbrTAX ID: Nonebrbrbrbr

Condo

NEW! 2bd River North Million Dollar Views! Parking Incl by AllSet Turnover

Chicago, Illinois, United States

Bed

Bath

Sleeps

$270.74

Your home away from home in Chicago with 4 bedrooms, including 2 full bed, 1 queen bed, and 1 twin bed. This wonderful apartment boasts 3 bathrooms, each equipped with supplies. Guests can enjoy amenities like heating, iron, and AC during their stay. Experience what Chicago has to offer with a stay at our apartment.

Enchanting 4-bedroom apartment with AC in vibrant Chicago Hyde Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$967.12

Summary:brbrStay in the heart of Chicago’s South Loop at this spacious 3-bedroom, 2-bath condo on Michigan Avenue. Enjoy easy access to Grant Park, Museum Campus, Soldier Field, McCormick Place, and the Lakefront Trail, with CTA trains and buses just steps away. This modern, walkable home features updated bathrooms and kitchen with new fixtures, hardwood floors throughout, a nice front deck, and an in-unit full-sized washer and dryer—perfect for families, groups, or business travelers.brbrbrbrThe Space:brbrWelcome to your South Loop retreat on iconic Michigan Avenue. This spacious three-bedroom apartment offers a comfortable and stylish stay in one of Chicago’s most convenient and well-connected neighborhoods. Located on the second floor of a walk-up building (no elevator), the home features hardwood floors throughout, a bright living area, and modern finishes that make it easy to settle in whether you’re visiting for a weekend or an extended stay.brbrbrbrComfortable Accommodation:brbr- Three beautifully furnished bedrooms sleeping 6 people brbr- Fresh towels and complimentary toiletries providedbrbr- Living room with Roku TV for al streaming needsbrbr- Balcony to enjoy your morning cup of coffeebrbrbrbrDelightful Dining:brbr- Fully equipped kitchen with modern appliancesbrbr- Sleek countertops for a contemporary feelbrbr- Dining area with seating for sixbrbrbrbrProfessional Cleaning:brbr- Clean and well-maintained space for a comfortable staybrbrbrbrBook 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!brbrbrbrOne parking space included, but absolutely NO OVERSIZED VEHICLES.brbrbrbrGuest Access:brbrGuests will have access to the entire unit.brbrbrbrThe Neighborhood:brbrThe South Loop is a vibrant, centrally located Chicago neighborhood that blends city energy with lakefront living. Guests love its walkability and easy access to downtown, with top attractions like Grant Park, Museum Campus, Soldier Field, and the Lakefront Trail just minutes away. The area offers a great mix of restaurants, coffee shops, and everyday conveniences, along with modern high-rise living and historic architecture. With multiple CTA train and bus lines nearby, getting around the city is effortless—whether you’re heading to the Loop, West Loop dining scene, or exploring neighborhoods across Chicago.brbrbrbrGetting Around:brbrThere is excellent public transportation and a central South Loop location. The CTA Red Line at Roosevelt is just a short walk away, providing quick access to downtown, River North, and the North Side, while multiple CTA bus routes run directly along Michigan Avenue for convenient north–south travel. Guests arriving from the suburbs can use Metra service to Millennium Station or LaSalle Street Station, followed by a short bus, train ride, or walk. Both O’Hare and Midway Airports are accessible via CTA train connections or rideshare, and the neighborhood’s flat streets and sidewalks make walking and biking simple for exploring nearby attractions.brbrbrbrOther Things to Note:brbrParking: There is 1 parking space included for a mid-size car or smaller. Maximum length of car must not exceed 202”. Most SUVs fit fine.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 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.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.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.brbrbrbrRegistration number: 2813503brbrShared 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.

South Loop 3BD 2BA Condo with Balcony and Parking

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$326.0

Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped West Loop home. (ID #CHI1367)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your cozy living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with fully stocked linens, you’ll fall in love with everything this West Loop apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - 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 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.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.

Blueground | West Loop, pool, nr Grant Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$300.0

Discover the best of Chicago, with this two bedroom apartment in West Loop. 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 #CHI1366)brbrDesigned with you in mindbrbrGorgeous furniture, fully equipped kitchen, smart TV, and a premium wireless speaker are just a few of the amenities you’ll find inside this two bedroom apartment. Ideally located in Chicago, you’ll find a lot to love outside as well. When you’re ready to relax, you’ll be happy to discover every Blueground bedroom comes with superior quality mattresses, fully stocked linens, and cozy towels. We handle everything so you can simply show up and start living. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - 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 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.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.

Blueground | West Loop, pool, nr Chicago River

Chicago, Illinois, United States

Bed

Bath

Sleeps

$172.0

Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped The Loop home. (ID #CHI1343)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your cozy living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with fully stocked linens, you’ll fall in love with everything this The Loop apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Loungebr - Media roombrbrArrival 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.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 apartment is located on a busy street

Blueground | Chicago Loop, rooftop, nr Millennium Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$184.0

Feel at home wherever you choose to live with Blueground. You’ll love this charming Central Station furnished one bedroom apartment with its modern decor, fully equipped kitchen, and spacious living room. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI1318)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 - Basketball Courtbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbr - Playroombr - Saunabr - Squash courtbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - Building requires 48h to confirm the booking and validate the required documents

Blueground | Central Station, pool, nr Grant Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$740.36

Summary:brThis newly remodeled, Penthouse unit is the perfect place to enjoy the city and come back to a space that is relaxing and contains a fully stocked kitchen! Your large group will have plenty of beds/space. The unit is approx. 1,800 sq/ft. There is a total of 7 queen beds, and 2 full bathrooms.brbrA+ location, located @ North and LaSalle.brbrParking: There is a parking garage 1 block away that you can walk to in about 45 seconds. Spots are rented for around $15 a night! Park many cars!brbrThe Space:brBedroom 1 - 3 queensbrBedroom 2 - 3 queensbrBedroom 3 - 1 queenbrbrGuest Access:brYou will be provided check in instructions with 1 hour prior to arrivalbrbrThe Neighborhood:brOld TownbrbrGetting Around:brThis newly remodeled, Penthouse unit is the perfect place to enjoy the city and come back to a space that is relaxing and contains a fully stocked kitchen! Your large group will have plenty of beds/space. The unit is approx. 1,800 sq/ft. There is a total of 7 queen beds, and 2 full bathrooms.brbrA+ location, located @ North and LaSalle.brbrOther Things to Note:brWE ARE NOT RESPONSIBLE FOR ITEMS LEFT IN THE PROPERTY AFTER YOU CHECK OUT. MAKE SURE YOU DOUBLE CHECK ALL AREAS PRIOR TO LEAVING THE PROPERTY TO CONFIRM YOU HAVE ALL OF YOUR BELONGINGS.

Hotel

Beautiful, Remodeled Penthouse Unit in Old Town!

Chicago, Illinois, United States

Bed