Vacation Condo Rentals By Owner In Chicago, IL

$368.98

Vintage charm with open concept floor plan, great for entertaining and families.

Chicago, Illinois, United States

Our Tree Top Condo is perfect for gatherings with it's open floor plan. The kitchen is the heart of the home and this one overlooks the breakfast bar, fireplace and spacious living room/dining room. Even if you are the cook, you are still a part of it all!br A Spacious 1700 sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined avenue. We are a fully licensed vacation rental #2087704 and 1 of only 73 licensed vacation condos in Chicago! We are celebrating our 21st year of hosting and our 15th year hosting our Chicago condos. Master suite with whirlpool tub and separate shower. A very quiet and secure 4 unit building with front lobby entrance.brThe entrance boxwood garden which is enclosed by beautiful wrought iron fencing is a hint of what awaits you inside the exquisite vintage building. There is also a fenced rear garden which can be enjoyed from your back porch. We also have a 2/bed 2/bath listed on VRBO Free inter net & long distance phone.br br The interior of the unit is grand & open. The living room, dining area & kitchen over look the tree tops through the seven large windows. The finishing touch in the entertainment area is the Italian marble fireplace.brbrOn the Evanston Border, only 1 mile from the quaint downtown home to shops, restaurants and of course Northwestern University. Loyola University and Park on Lake Michigan are only 1 mile away, a mere 5 minute drive or 20 minute walk.brJust 6 blocks to the Union Pacific train that takes you to the heart of the city in 15 minutes. Ravinia Park which is an amazing out door concert venue is reachable by the same train in 20 minutes.brbrWalking distance to the Red Line as well as bus service so you can reach the city center with in 20 minute. This is truly a great place to call home while exploring all the wonderful things that Chicago and the wonderful North Shore communities of Evanston, Wilmette and Kennelworth have to offer. Wrigley Field home to the World Series Championship Cubs is just 15 minutes from our location! brbrbrKeywords: Chicago hotels, Chicago vacation rentals, Evanston hotels, North Shore hotels, Wilmette hotels, short term rental, holiday rental, self catered accommodations, corporate housing, Evanston events, Evanston, Wilmette, Northwestern, conventions, Lake Michigan, Magnificient mile, Rogers Park, Lincoln Park, Wrigley field, Northwestern students, Northwestern alumni, Loyola, Evanston Hospital,vacation rental, gay friendly, boys town, pet friendly, Human rights, Chicago vacations, St. Francis Hospital Evanston, Ridge historic district, Art deco, licensed vacation rental

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Trendy Lakefront Opulence - Lakefront Loft - Minimum 6 month lease required

Chicago, Illinois, United States

Indulge yourself in luxury with an exceptionally designed and professionally appointed unique split level loft situated on Chicago's picturesque lakefront! Top of the line or best in breed does not say it all. This unit is truly mesmerizing in its comfort and style. brbrWith 1052 square feet of bright and creative space, this ample two-bedroom nicely accommodates with an oversized bathroom that showcases a walk-in shower and washer and dryer. The loft boasts stunning 14-foot timber ceilings and six large bay windows that fill the space with natural light, creating a warm and inviting atmosphere. brbrPrivately taking in breathtaking views overlooking Lake Michigan, Ohio Street Beach, Olive Park, the famous boaters 'Play Pen', and Chicago Air and Water Show are as easy as looking out your nearly floor to ceiling, wall to wall windows. For a more social view, join your neighbors on the seasonal rooftop deck, equipped with grills and furniture for a relaxing outdoor day or evening experience.brbrEnjoy the convenience of being near iconic landmarks and institutions. Michigan Ave Restaurants and Shopping, Ohio Street Beach, Navy Pier, Whole Foods, Target, and Northwestern Hospital are all just minutes away. brbrFor students, academics, and healthcare providers, prestigious institutions such as Northwestern Law School, Loyola University, and DePaul University are within walking distance. brbrLove to run, bike, or simply talk a walk The 18 mile lake front trail is as easy to access as walking out the front door. As you exit the building, the Ohio Street tunnel will have you on the trail or beach within a couple minutes for a world away feel.brbrRest assured with a 24-hour doorman 7 days a week ensuring your safety and security. brbrStay fit with access to the 24-hour fitness center within the building. brbrNeed parking It is on site and available through a seamless separate agreement with building management. brbrStay connected and entertained with free high speed internet (300 to 400 Mbps) and basic cable.brbrDon't miss out on this unparalleled living experience. Contact us today to schedule a viewing and secure your spot in this unique 7-story loft building.

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$235.72

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Chicago-Themed Apartment in West Town, Close to transportation and shops.

Chicago, Illinois, United States

Located in Chicago, enjoy what this 2-bedroom condo has to offer. With 1 queen bed and 1 full bed, this marvelous property provides all the essentials for a comfortable stay. Complete with WiFi, a hair dryer, iron, heating, and AC, guests will have everything they need. The bathroom comes equipped with a hair dryer as well. A great place to call homebase while you're away, we hope you enjoy your stay.

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$264.1

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Spacious 3-bedroom Duplex condo

Chicago, Illinois, United States

Bring the whole family to this great place with lots of room for fun. Spacious and cozy with lots of light in this corner duplex. Within walking distance from a variety of eateries and public transportation. Eateries include Mexican, Middle Eastern, Vegan, or American. One block away from the Brown train line. This unit has two full levels of space and comfort to ensure you will feel like at home. First level is hard wood flooring with a completely stocked kitchen, 2 bedrooms (1-Full and 2nd- 2 twin beds); walk-in closets, full bathroom and living room; Second level is carpeted 1-bedroom (Queen); full bathroom, Family room with television, and washer/dryer. You will have access to an outside courtyard located in the rear of the property, enclosed and complete outdoor furniture for your morning coffee. We strive to make your experience a home-away- from-home one.

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$220.93

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2bd River North Condo with Million Dollar Views! by AllSet Turnover

Chicago, Illinois, United States

32+ NIGHTS MIN, *1 GARAGE PARKING SPACE INCL* brbrExperience our stunning 49th floor River North condo! With 2 bedrooms &brbrbreathtaking views, this home offers the perfect blend of sophistication &brbrcomfort. Whether you're here for business or fun, this will be the perfectbrbrhome base for your stay. With its prime location, you’re steps away frombrbrworld-class dining, shopping & entertainment. Explore vibrant neighborhoods,brbrsavor gourmet dining or relax & admire the city lights from your haven in thebrbrsky. 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. brbrbrbrbrbrbrbr 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.brbrbrbr

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$505.9

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ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

Chicago, Illinois, United States

Your cozy getaway awaits in Chicago at this condo. With 3 bedrooms featuring a king, queen, and full bed, this tranquil retreat is perfect for families or friends looking to relax. Enjoy the convenience of 2 bathrooms with a shower and hair dryer. Plus, amenities like WiFi, AC, and a washing machine make your stay a breeze. It's easy to see why you'll be able to unwind at our place.

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$510.24

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Fremont St. Guesthouse - Unit 1

Chicago, Illinois, United States

Classic Chicago Brownstone, updated 3 bedroom and 2 bathroom high end, 1st floor condo. Located on beautiful Fremont Street, quiet yet in the middle of it all! We are within Wrigleyville, Boystown and East Lakeview neighborhoods. Only a 5 minute walk will get you to Wrigley Field. And only a 2 minute walk to Halsted Street. 6 minut walk and you are at Addison Red Line Station. New back patio gazebo for your enjoyment. Free parking is included.

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6

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$248.0

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Luxury condo close to Magnificent Mile

Chicago, Illinois, United States

Elegance awaits! Rare 2 bed / 2 completely renovated and professionally redesigned as luxury in town residence. Lightly lived in. Brand new custom kitchen, top of line finishes, bamboo floors and kohler baths. Master bed with bath, In unit laundry . Memory foam mattress with top of line bedding . Minimum stay --- one month. Parking spot is available!

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2

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4

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$187.29

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Cozy 2-bedroom condo near O'Hare/Train/Pet OK/Balcony

Chicago, Illinois, United States

Enjoy this home away from home! * Convenient location – Close to the airport with easy access to downtown, just a short walk to the Blue line train station. * Minutes to groceries, shopping mall, conference center, forest park preserve and more. * Comfortable home setup – Fully equipped kitchen, 65 smart tv, washer/dryer, BBQ grill, and a relaxing balcony. * Great for families or groups – Spacious and comfortable for a quiet, relaxing stay. Safe and friendly neighbors. * Pet-friendly – Bring your furry companion along. * Easy street parking – Free street parking available anytime.brProperty details: 2-bedroom, 1-bathroom condo with an open kitchen and dining area featuring a large island. The kitchen includes coffee maker, hot-water kettle, rice cooker, cooking essentials such as salt, pepper, and oil for your convenience. brThe unit has a balcony with a grill for outdoor cooking. Curling iron and hair straightener are available in the bathroom as well as hair dryer. An in-unit washer and dryer. Stretching mat and roller, and small weights are available.brbrPlease note: The dishwasher is currently leaking and should not be used. All other appliances are available.

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$389.91

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Penthouse Condo in Chicago featuring Zero Gravity Massage Chair

Chicago, Illinois, United States

Welcome to the Penthouse Loft in Chicago.brAs avid travelers and frequent VRBO users, we've infused our home with inspirations from hosts around the world. Our condo is designed with the latest trends in interior style, design, and comfort, ensuring a luxurious and inviting atmosphere.brWith a cozy living area, fully equipped kitchen, serene bedrooms, modern amenities, and a prime location, our condo is perfect for both short-term stays and longer-term living. This stylish abode promises a memorable and comfortable stay, including in-unit laundry, wireless internet, and smart TVs for your convenience and entertainment. Unwind and recharge in our peaceful havens, complete with ample closet space and soft lighting for a restful night’s sleep. brbrConveniently located near brWalking distance to Lake Michigan/Beachbr1 mile from Lake Shore Drive US41br1.5 miles from Interstate 90/94br2 miles from Hyde Park/University of Chicago/Museum of Science and Industrybr2 miles from Chicago White Sox Stadiumbr3 miles from McCormick Place Convention Center/Wintrust Arena, IITbr4 miles from Chicago Bears Soldier Field/ Shedd Aquarium/ Planetarium br5 miles from Navy Pierbr6 miles from Magnificent Mile

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$354.58

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The Bright Retreat in Andersonville

Chicago, Illinois, United States

Stay in the heart of Andersonville when you book this bright, newly renovated condo. The home is one block from Clark Street near some of Chicago`s best restaurants. It is 3 blocks from the Argyle Red Line stop, which will get you to Wrigley in 15 minutes and downtown in 30 minutes. brbrThe home includes a fully stocked kitchen, free parking spot (small and medium size cars and SUVs only, not large vehicles), in unit washer & dryer, queen-size bed, and couch with queen-size memory foam mattress.brbrGuests will have access to the entire place!brbrWe will respond immediately to any questions or concerns.brbrGreat places to eat! Including Hop Leaf and Sun Wah BBQ. Don`t forget about TURTLE RACING at Joe`s on Friday nights. Yes, believe it or not turtle racing is a thing.brbr*** 3D Virtual Tour Available! To take the tour and virtually walk the property go to photos find the photo that is a QR code and scan it with your phone or a friends.***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 paidbrRental Agreement and House Rulesbr(Once you book, you agree to all terms.)brbrGeneral Principles:brbr• These House Rules are intended to ensure that our property and neighbors are respected. Rest assured, there should be no problems if that happens, but if you feel you cannot follow our Rules, we respectfully ask that you not book with us. br• Please respect our property and neighbors (there are families in the association) and keep noise to a minimum, especially after 10 p.m. Guests are not permitted past 10 p.m.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); the keys are not returned ($35); 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• 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.brbrAfter Booking:brbr• After booking with us and before your stay, we will require you to send us a picture of your government-issued ID. (We will respect your privacy. This process is no different from a hotel requiring to see your ID upon arrival.) After receiving your ID, we will send you access instructions for the unit approximately one week before your stay or immediately if your stay is less than one week away.br• Individuals who reside locally in Chicago or in nearby surrounding areas may be asked to cancel. br• We may call you to conduct a final screening. If we reach out, access instructions will not be released until we speak. If we do not hear from you within 48 hours after reaching out for the screening, we may ask you to cancel your reservation.brbrCheck-out:brbr• Check-out is at 11 a.m. on the last day of your stay. This applies to all stays unless at least one day before check-out: (1) an alternate plan has been agreed to, and (2) payment for late check-out or extending your stay has been made. br• Checking out on time is extremely important. The cleaners will clean right after your stay, and new guests often check in shortly thereafter.

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$418.33

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1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown

Chicago, Illinois, United States

Beautiful and newly furnished condo in the heart of Chicago Chinatown area with 4 bedrooms, 2 baths, a spacious living room and an upscale kitchen. This premium property has proximity and amenities that caters to business travelers and tourists alike. The property has 11 beds that can accommodate 16+ guests. Minutes to Downtown, McCormick Place, and popular attractions. Walking distance to public transit, stores, Walgreens, Starbucks, and many great restaurants.brbr• In-Unit Washer and Dryerbr• Central air & heat, smart thermostatbr• 4 bedrooms / 2 Full bathroomsbr• Sleeps 16+ guestsbr• Total # of Beds: 3 Bunk (3 Double + 3 Single), 2 Double, 1 Single and 2 Sofa bedsbr• Super comfortable, premium memory foam mattresses and beddingbr• Additional portable memory foam mattresses available for extra chargebr• Fully equipped and stocked kitchen br• Keurig coffee maker with pods, hot water kettle, microwave and morebr• Linen, premium shampoo, body wash, and towels providedbr• Iron, ironing board, & hairdryer providedbr• Business and laptop friendly workspaces in every bedroombr• High speed internet / wifibr• 55-inch flat-screen Roku TV with Chromecast & Airplay

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$369.68

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Modern Apt Near U of Chicago!

Chicago, Illinois, United States

Stay here in our warm apartment, a stone's throw away from the University of Chicago school and hospital! Ideal for families, scholars, students, vacationers or business travelers. Sleeps 6 (2 twin memory foam floor mattresses available). Free street parking! Close to Museum of Science and Industry, Robie House, golf courses, lake, grocery and charming streets of Hyde Park. Great shops and restaurants! Public transportation close by to travel into the city and explore Downtown Chicago as well.brbr*STAIRS: This unit has 3 flights of stairs. Exterior steps around 8, and from main entrance around 16 steps that leads to second floor unit. brbr*Please note, this Property does not allow smoking, prolonged drinking and partying. If you’re a disrespectful, loud or rowdy group, THIS SPACE IS NOT FOR YOU. The property has outdoor cameras and noise decibel detection devices that are monitored at all times.*brbr*Please note, this apartment is in a residential building. This listing is for one unit! There may be interaction with other guests. We ask everyone to be kind and courteous while staying at our property. Please respect the quiet hours starting at 10pm*

2

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2

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6

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$455.18

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Mich Ave Downtown Penthouse - Rooftop+Gym

Chicago, Illinois, United States

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago!brbrGuests love staying with us because:br-Central Location on Grant Park (no car needed!)br-FAST WIFIbr-En-suite Laundrybr-Did we mention the Lake & Park are outside our front door br-Comfy Queen bedbr-Shared Rooftop Deck stunning viewsbr-Gymbr-3 blocks from Red `L` subwaybr-Close to Grant Park, The Bean, Soldier Field, MuseumsbrbrIf you are looking for a special place, you`ve found it!brbrThe space is a cozy, warm studio with all of the simple amenities you need for a short-term or longer term stay.brbrYou have full access to the unit, gym, and rooftop.brbrWe`re here to help as needed!brbrThe South Loop is such a dynamic mix of attractions and histories that the neighborhood tends to be seen as many different things to many different people. Consider the assorted areas that comprise the South Loop:brbrMuch of its eastern edge is encompassed by the Museum Campus, an impressive collection of cultural treasures that includes the Field Museum, Adler Planetarium and Shedd Aquarium. This campus sits on scenic lakefront parklands that are an extension of Grant Park. With 319 acres of green space and recreational fields, Grant Park is known as `Chicago`s front yard` to locals and also plays host to major city events such as Taste of Chicago, Chicago Blues Festival and Lollapalooza.brbrJutting out further into Lake Michigan is Northerly Island, a peninsula sought out by nature lovers, while along the southern edge the sports fans know Soldier Field as the stadium for the beloved Chicago Bears football team. Meeting attendees are most familiar with McCormick Place, the largest convention center in the country, which is also in the immediate area.brbrAnd yet there are even more facets to the South Loop. History buffs point out the Motor Row District along South Michigan Avenue and nearby Prairie Avenue District, the `Millionaire`s Row` that was lined with mansions belonging to Chicago`s most wealthy elite during the end of the 19th century.brbrIn the adjacent Printer`s Row neighborhood, urban loft condos now fill the commercial spaces in what was formerly the center of the Midwest`s publishing industry. Connections to this past are still seen within the venerable, independent book store and annual summer lit fest here. But business professionals and students have brought new life and redevelopment (though the vibe remains mellow), filling the restaurants, music clubs, smaller theaters and museums that have all established themselves in the community.brbrWe are very central and in close walking distance to the subway stops at Roosevelt and Harrison. We recommend NOT renting a car, and walking, ubering, and using public transit for your stay.brbr❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 24 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrPet: Subject to host approval. brSmall Pet Fee (Under 20lbs, No shedding) - $150brLarge Pet Fee (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval. brIf the pet sheds, we will require an additional $150 refundable Security deposit.brUnauthorized Pets - $250 plus any damages or additional cleaning costs incurredbrbrUnauthorized Late Check Out -Up to the cost of any impacted nights subsequent to originally scheduled check-out brSmoking in Room/Common Area - $500.00 minimum charge and eviction from Rental Unit brExcessive Cleaning - Up to $125.00 per hour of additional cleaning needed brDamaged or Missing Items - Varies depending on cost of itembrMissing Keys - $50.00 minimum chargebrMissing Fob - $150.00 minimum chargebrbrNoise Complaints: potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00 brParty in Unit or Common Area - Up to $2,000.00 plus any damages to the unit brForgotten Personal Belongings - $75.00 minimum chargebrIf items are left behind and guest wants it mailed back, guest will be charged a $50 trip fee along with the shipping costbr brNo Unauthorized Late Check Out without notice from Host.brIf our cleaners agree to early check-in / check out they charge us: br-Early check-Ins at 2pm $100 br-Late Check-Outs at noon $100 br brAll guest names and ages must be registered before you are allowed to check in. br brThere is a NOISE MONITORING system within the home to track decibel noise level. Please respect our neighbors and do not get too loud outside quiet hours :)brbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: What about PARKING brA: We don’t recommend driving because we are so centrally located. You may find a lot or garage nearby for $18-30 / night. There are multiple garages or valet services within 2 blocks. 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: When can I check in or check out brA: Check in is 4pm and check out is 10am. Early check ins can be difficult if there are guests who checked out same day. We ask for an early check-in, or a late-check out fee, if you request either.brbrQ: Is the Gym and Rooftop shared brA: Yes, it is shared so please be respectful of other tenants and guests using the space.brbrQ: Luggage Drop-Off / Storage brA: If you do not have flights that coincide with our check-in and checkout times, you may store your bags with Radical Storage near our property. It allows you to store your bags for your optimal time :)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 some crazy algorithm to adjust it automatically, so I don`t actually control this.brbrQ: Are the beds comfortable brA: Very. Some guests say they`re the best they`ve ever slept on!brbrNo Agency Relationship. Nothing herein contained shall be deemed to authorize or empower either party to act as agent for the other party to this Agreement, or to conduct business in the name, or for the account, of the other party to this Agreement.brbrGuest VerificationbrAs part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes. This helps us ensure that all stays are safe, transparent, and in line with our house policies.brbrUnresponsive GuestbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation. brFor same-day bookings, this timeframe is up to 2 hours or less. For all other bookings, this timeframe is up to 8 hours. This ensures that we can provide the best experience and availability for all our guests.brbrOnline Check-In & Rental Agreement RequiredbrBefore receiving check-in instructions, all primary guests must complete our online check-in form and review/sign our rental agreement. This helps verify guest details and ensures a smooth, secure arrival.brbrEXTRA GUEST CHARGEbrThe base price covers 2 guests. For more than 2 guests, there is an extra guest fee of $10 per guest for the full number of nights.brExample: 1 extra guest for a 5-night stay = $10 × 5 nights = $50.brbrRefundable Security Deposit: A $300 refundable security deposit is required and will be `held` or `authorized` (not `charged`) by Chicago Hospitality Club on your card. Any property damage or extra charges may be deducted from the deposit. VRBO collects platform payments/charges separately, while Chicago Hospitality Club handles the deposit, so seeing both on your statement is normal. The deposit is automatically released 3-7 days after checkout.brbrKeys & AirTags:brFor transparency, some building keys or fobs may have an AirTag attached for loss prevention. The AirTag is only used to locate the key if it is lost and is never used to track guests or their movements. 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.br❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 25 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrThe base price for this home is for 4 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 4 people.brbr (Under 20lbs, no shedding) - $150.br - (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval.brIf the pet sheds, we will require an additional $150 refundable Security deposit.br - $250.00 plus any damages or additional cleaning costs incurredbrbr -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr / - $500.00 minimum charge and eviction from Rental Unitbr - Up to $125.00 per hour of additional cleaning neededbr - Varies depending on cost of item

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1

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2

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$309.4

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Stay in the heart of East Lakeview on Halsted!

Chicago, Illinois, United States

This 3-bedroom condo is in an incredibly convenient Lakeview location for all the life and culture found in Lakeview, whether on Broadway, Halsted, Clark, or a Cubs game. This is a luxury condo taking up the entire second floor. Like to cook You get a chef's kitchen with a Viking stove and refrigerator, an exterior exhaust hood, and counter space. The main bathroom has a large steam shower for relaxing after work or workouts. brbrThis is within walking distance of dozens of great restaurants, theaters, and nightlife, and Lake Michigan and beaches are just a half-mile away. There are good schools nearby. The Red Line (Addison) and Wrigley Field are three blocks away (not too close, not too far!).brbrNOTE: There is a minimum required stay over 31 days, per Chicago city ordinance, until I can get my short-term shared housing license (in progress). Sorry, no weekend rentals!

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$235.39

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Spacious two bedroom condo with a cozy feel!

Chicago, Illinois, United States

Select this spacious unit as your home away from home. It offers everything you will need as you sit back, breathe, relax and even work. It is ideal for staycations, traveling professionals or those who are in-between real-estate transactions. Each space offers something different and unique. It is centrally located and close to all major travel routes.brbr..!!

2

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2

Bath

4

Sleeps

$220.22

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Heart of Wrigleyville 4bd 2ba Long Stay Modern Apt by AllSet Turnover

Chicago, Illinois, United States

**Hosting Long-Term Stays of 32+ Nights** brbrImmerse yourself in the heartbeat of Wrigleyville for your next Chicagobrbrextended stay! My spacious 4 bed condo is nestled right in the center of itbrbrall. With its bright interior and modern finishes, this will be your perfectbrbrhome base. It has all of your expected amenities, a fully equipped kitchen andbrbra cozy space to lounge. Just steps from Wrigley Field, iconic bars,brbrrestaurants and public transit, experience the vibrant spirit of Chicago'sbrbrNorth Side. 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.brbr * If you are bringing a pet, only 1 dog is permitted. Pets are limited to 1 unless it's a service pet and cats are not allowed. Please send an inquiry if you have further questions.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: long-term onlybrbrbrbr

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$884.38

/ Nightly

Condo

Wicker Park Home: Movie Room, Piano

Chicago, Illinois, United States

Summary:brbrExperience Chicago from this stunning 4-bed, 3.5-bath Wicker Park home for up to 10 guests. Perfect for families & groups, it features a movie room with an 85 TV, a dedicated office, and a private deck. Enjoy a stylish, open-concept design in one of Chicago's most vibrant neighborhoods, just steps from top restaurants and shops. A sophisticated and comfortable city retreat awaits.brbrbrbrThe Space:brbrDiscover your perfect Chicago retreat in this stunning 4-bedroom, 3.5-bathroom home, ideally located in the heart of vibrant Wicker Park. This stylish residence is perfect for families, groups of friends, or colleagues looking for a comfortable and sophisticated base to experience the city.brbrbrbrStep into a warm, inviting atmosphere where an open-concept design seamlessly connects the living, dining, and a modern, fully-equipped kitchen. The home is thoughtfully designed with private and communal spaces spread across two levels.brbrbrbrLayout & Bedroomsbrbr Main Level: Features two spacious bedrooms, each with its own private en-suite bathroom. An additional half bathroom is also located on this floor for convenience.brbr Lower Level: Here you will find two additional bedrooms, a full bathroom, a laundry room, and a dedicated office space perfect for remote work.brbrbrbrFlexible Sleeping ArrangementsbrbrEvery bedroom is a private retreat equipped with its own TV. We offer flexible setups to accommodate up to 7 guests.brbr Standard Setup (5 Beds): Two King beds, one Queen bed, and two Twin XL beds.brbr Expanded Setup (7 Beds): For larger groups, the two King bedrooms can be reconfigured into rooms with two Twin XL beds each.brbrbrbrEntertainment & Outdoor Livingbrbr Movie Room: Host an unforgettable movie night in the cozy movie room, featuring an 85-inch smart TV. For the musically inclined, the room also includes an elegant electric baby grand piano.brbr Private Deck: Step outside onto your private, furnished back deck to unwind with your morning coffee or an evening drink.brbrbrbrGuest Access:brbrGuests will have exclusive and private access to the entire 4-bedroom home. This includes all interior spaces, the dedicated office, the movie room, and the private furnished back deck. Main access is through the front gate.brbrbrbrThe Neighborhood:brbrSprawling West Town contains a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes. The Wicker Park area is known for cool global dining, live music bars, and boutiques, while in the Ukrainian Village, the Ukrainian Institute of Modern Art hosts varied cultural events. Featuring a lagoon with a beach, Humboldt Park is also home to the National Museum of Puerto Rican Arts and Culture.brbrbrbrGetting Around:brbrCTA “L” trains & buses: The CTA is the fastest way to get downtown and to O’Hare (Blue Line). Buy a single-ride or 1-/3-day Ventra pass in the Ventra app or tap contactless on trains/buses. - 10 min walk to and from the house, via the Blue LinebrbrBlue Line: Direct to downtown and O’Hare — convenient for airport trips (about 15–25 minutes to downtown by train depending on line and 10 min walk to and from the house)brbrMetra: Good for suburban destinations and some downtown commutes — check schedules for route specifics.brbrRideshares & taxis: Uber/Lyft and local taxis are widely available for short trips or nights out.brbrBike & scooter: Divvy/Citi Bike and dockless e-scooters operate in Chicago — great for short trips and around the neighborhood.brbrDriving & parking: Street parking and paid lots vary by block; always check local signage. Consider rideshare if you don’t want to hunt for parking. Our house has free street parking out front if staying less than 30 daysbrbrWalking: (My Favorite!) The best part of being in Chicago, our house and neighborhood is walkable with shops, coffee, parks, music, bars, etc and restaurants nearby.brbrApps to recommend: Ventra (CTA), Google Maps (Use the public transportation option) or Citymapper for transit planning, Uber/Lyft, Divvy/Citi Bike, and ParkChicago or SpotHero for parking.brbrbrbrOther Things to Note:brbrProfessional Cleaning: We are committed to providing a pristine environment. The home undergoes a thorough professional cleaning and sanitization process between each guest's stay.brbr Family-Ready: To make your family's stay more comfortable, the home is equipped with a high chair, a Pack 'n Play, and children's toys.brbrRegistration Number: R25000131406brbrbrbrInteraction with Guests:brbrWe respect our guests' privacy and offer a seamless self-check-in process. While we will not be present on the property during your stay, we are always available and happy to assist with any questions or recommendations via the messaging app or by phone to ensure you have a wonderful time in Chicago.

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Bath

Sleeps

$540.02

/ Nightly

Condo

Classic Lincoln Park 2 bedroom condo- parking included

Chicago, Illinois, United States

Stay in the heart of Lincoln Park, just steps from top attractions like Pequod's Pizza. Enjoy nearby Mariano's grocery, restaurants, shops, a movie theater, and easy public transit access. Inside the condo, a clean and cozy space featuring comfortable queen beds, a desk for remote work, and a fully equipped kitchen for meals in. Plus one car gated parking for your car. Perfect for both business and leisure to enjoy Chicago!brbrI will be responding to your questions by email/ text.brbrLincoln Park is the best place to kick off your exploration of Chicago. Enjoy!brbrThe condo is yours to enjoy. I will be available by phone or text if you need anything.brbrThis vintage unit has been decorated with a mid century modern flair. I am an Airbnb superhost. Book with confidence. You will love the comfortable and stylish space.brbrwalk, bike, car, bus, ELbrbrOne car outdoor secure parking is included with self check in and free Wi-fi. brWell behaved pets are invited and pet fee of $250 will be paid direct post booking. brCity of Chicago registration # R22000089549

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Bath

Sleeps

$489.54

/ Nightly

Condo

Chic Chinatown Apt w parking!

Chicago, Illinois, United States

Charming 1,000 square foot condo located in Chinatown, part of the South Loop/McCormick neighborhood. This 3 bedroom / 1.5 bath home is perfect for families and groups looking for a comfortable escape amid vibrant surroundings. Being in the central area of the city we have easy access to every major highway: 90/94, 290, 55, & Lake Shore Drivebrbr1 mile from McCormick and Wintrustbrbr3.5 miles to Rush / Stroger ~10minbr4.1 miles to Northwestern ~16minbr6.1 miles to U of C Hospital Hyde Park ~17minsbrbr*STAIRS: This unit has 3 flights of stairs from main entrance (around 30 steps). brbr*Please note, this Property does not allow smoking, prolonged drinking and partying. If you’re a disrespectful, loud or rowdy group, THIS SPACE IS NOT FOR YOU. The property has outdoor cameras and noise decibel detection devices that are monitored at all times.*brbr*Please note, this apartment is in a residential building. This listing is for one unit! There may be interaction with other guests outside with shared driveway and parking areas. We ask everyone to be kind and courteous while staying at our property. Please respect the quiet hours starting at 10pm*brbr▶We follow Airbnb's COVID-19 Cleaning Protocolsbrbr▶Comcast Business WiFibrbr▶Our home is uniquely situated in a cozy part of a booming and animated town. The interior is very simple, clean, and cozy. brbr▶Fully equipped kitchen is stocked with all the tools you need to stay in and cook a great meal. Comfortable furniture to lounge and relax and a smart TV setup. brbr▶Sleeping arrangements:brbrBedroom 1: Queen bedbrBedroom 2: Queen bedbrBedroom 3: Queen bedbrbr▶Our beds have crisp linens and the bathrooms are stocked with fresh towels and bath products. We also provide essentials like a hair dryer, clothes iron, etc. and you have full access to the in-unit washer and dryer.brbr▶1 designated outdoor parking space with free street parking for extra vehicles. NOTE: the space is small and can fit a medium size SUV or smaller. If you have a 4x4 truck or larger please park on the street.brbrPets allowed. $200 feebrbrWe love our space and we hope you do too!

3

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1

Bath

6

Sleeps

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