Home Vacation Condo Rentals By Owner In Chicago, IL

Showing 100 Of 224 Vacation Rentals
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$166.24

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

Chicago, Illinois, United States

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
Bed 2

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Bath 1

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Sleep 4

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Exceptional(1)

$501.79

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7 Mi to Downtown: Luxe Chicago Condo

Chicago, Illinois, United States

Make your next Windy City adventure a breeze when you stay at this chic 3-bedroom, 2-bathroom condo. This newly constructed Chicago vacation rental’s sleek interior features an open-concept living area with high ceilings and tall windows, beautiful hardwood floors, and a full kitchen with stainless steel appliances. This gem’s central location is less than a mile from both the Red Line and the Green Line, making it easy to hit the beach, explore museums, or soak up sights and sounds downtown.brbr-- THE PROPERTY --brbrR23000111703 | Walk to Green Line & Red Line | Newly Constructed | 1,200 Sq FtbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk Bed w/ Twin TrundlebrbrINDOOR LIVING: Smart TV w/ cable, WFH desk w/ monitor, dining table, breakfast bar, en-suite bathroombrOUTDOOR LIVING: Balcony, shared yardbrKITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwave, Keurig coffee maker, K-cups, toasterbrGENERAL: Free WiFi, keyless entry, central heating & A/C, complimentary toiletries, linens/towels, washer/dryer, iron/board, hangers, hair dryer, trash bags/paper towelsbrFAQ: Quiet hours (8:00 PM-8:00 AM), 2 exterior security cameras (facing entries), security systembrACCESSIBILITY: Stairs required to access, single-story condo, 3rd-floor unitbrPARKING: Street (first-come, first-served)brbr-- THE LOCATION --brbrDOWNTOWN CHICAGO (7-9 miles): The Art Institute of Chicago, Willis Tower, The Chicago Theatre, Jay Pritzker Pavilion, House of Blues Chicago, The Merchandise Mart, The Wrigley Building, Chicago RiverwalkbrAREA HIGHLIGHTS: Garfield Green Line Station (0.3 miles), Garfield Red Line Station (0.5 miles), DuSable Black History Museum and Education Center (1 mile), Museum of Science and Industry, Chicago (3 miles), Guaranteed Rate Field (3 miles), Soldier Field (6 miles), Field Museum (7 miles), Shedd Aquarium (7 miles), United Center (9 miles)brOUTDOOR FUN: Washington (George) Park (0.8 miles), Promontory Point (2 miles), Jackson (Andrew) Park (2 miles), 57th Street Beach (3 miles), Oakwood Beach (4 miles), Grant Park (7 miles), Millennium Park (8 miles)brAIRPORTS: Chicago Midway International Airport (7 miles), Chicago O'Hare International Airport (23 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story condo on the 3rd floor requires using interior staircases to enterbr- NOTE: Please observe quiet hours from 8:00 PM to 8:00 AMbr- NOTE: Your safety matters. This property features 2 exterior security cameras and a security system. Camera 1 is facing out from the front entry, and camera 2 is facing out from the back entry. They do not look into any interior spaces. The cameras record video and sound when activated by motion
Bed 3

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Bath 2

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Sleep 7

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Exceptional(53)

$820.39

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Condo

Brilliant Downtown Chicago 3-Bedroom Condominium

Chicago, Illinois, United States

Situated in downtown Chicago, right next to the Godfrey Hotel, this spacious and bright 3-bedroom, 2-bathroom condominium is perfectly suited to deliver the best adventures the Windy City has to offer.brbrOur vacation home includes four sleeping areas with 2 King & 2 Queen sized memory foam mattresses and features everything from a fully-stocked kitchen to smart gadgets like Alexa.brbrPARKING: We offer a $30 per day parking credit. This credit pays for most or all parking costs.brbrThis professionally-decorated 3 bedroom 2 bath has a total of 4 beds- 2 of the rooms have king sized beds, 1 room has queen-size bed and the other queen bed is located in the living room in the form of a pullout couch that has memory foam mattress. There are two full-size bathrooms; a smart TV; smart gadgets like Amazon`s Alexa and a Nest thermostat; an in-unit washer and dryer; high-speed Wi-Fi; security features; and a fully-stocked kitchen to help you feel at home. **Please note property is on the 3rd floor and you must climb 3 flights of stairs. **brbrParking in the area is easy. Guests typically use garages located at: Six-Eighty-One N LaSalle Dr, Chicago, IL (four hundred feet away) and seven-thirty-four North Clark Chicago , IL (.2 miles away). We recommend downloading the `Spot Hero` or `Parking Panda` app to reserve a parking space in these garages. These apps are easy to use and should save you money. Daily parking usually costs $20-$40.brbrAs scores of our guests have noted, your co-hosts will make every effort to respond to any of your inquiries immediately. We are absolutely committed to being responsible, excellent hosts for our guests and take great pride in our work.brbrYou will be staying in city center! This home is located in the very heart of Chicago`s downtown area and next to subway stations offering easy access to districts throughout the entire city. For a point of reference the Godfrey hotel is less than 400 feet away.brbr**Note**: There is a camera above the exterior thresholds of both doors. They simply monitor who is going in and out of the home. Neither camera can see inside the home and there are no other cameras anywhere on the property.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 paid.brRental 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.br• Please properly dispose of cooking oil and grease in the garbage; do not pour them in the sink because that can clog the pipes.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: br br• 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 that may disturb our neighbors, large or small ($1,000); for noise or quiet hour violations, especially when reported by a neighbor ($250); for use of our neighbor`s outdoor property ($250, note that we have no outdoor furniture); for smoking anywhere in our unit or association ($500, which association rules apply even to outside patio smoking); for our keys not being returned ($35); for any theft ($500 minimum depending on the item); flushing wipes down the toilet ($250 plus cost of repairs) and for fireplace use ($600 + any damage).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.brbrCheck-out:brbr• Check-out is at 11 a.m. on the last day of your stay. This applies 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.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(17)

$378.45

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Condo

Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover

Chicago, Illinois, United States

Discover Chicago's charm in this newly designed 2-bedroom condo! Located a fewbrbrblocks away from the heart of Lincoln Square, our stylish home offers abrbrperfect blend of modern comfort and urban convenience. Explore the vibrantbrbrneighborhood with its trendy shops, eateries and entertainment. Easy access tobrbrpublic transit ensures you can explore the rest of the city's iconicbrbrlandmarks. Parking, in-unit laundry and a fully equipped kitchen will completebrbryour unforgettable stay in the Windy City! brbr brbr1 ASSIGNED PARKING SPACE IS INCLUDED WITH YOUR STAY 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: R24000120765brbrbrbr
Bed 2

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Bath 1

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Sleep 6

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Exceptional(3)

$1940.92

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Condo

Luxury 4BD Gold Coast Penthouse with Deck & Views

Chicago, Illinois, United States

Summary:brbrExperience luxury in our Gold Coast penthouse! brbrbrbr- 4 spacious bedrooms with plush bedding brbr- Gourmet kitchen with top-of-the-line appliances brbr- Open-concept living and dining area with smart TV brbr- Private rooftop with stunning city views brbr- Secure building with 24/7 concierge brbrbrbrBook your stay with TheDreamRentals today!brbrbrbrThe Space:brbrIndulge in the ultimate Chicago experience at our Gold Coast penthouse. This luxurious 4-bedroom, 3-bathroom apartment boasts a chef's kitchen, elegant furnishings, and a private rooftop with stunning city views. Ideal for families and groups, it offers easy access to Chicago's best attractions, shopping, and dining. Please feel free to inquire about our concierge service to make your stay unforgettable. Perched high above the city, this expansive penthouse features:brbrbrbrComfortable Accommodation:brbr- Four Spacious Bedrooms – Each beautifully designed with plush bedding, high-end furnishings, and breathtaking city views. brbr- The primary suite boasts a spa-like en-suite bathroom for ultimate relaxation.brbrbrbrInterior Feeling:brbr- Gourmet Kitchen – Fully equipped with top-of-the-line appliances, sleek countertops, and all the essentials to prepare a five-star meal. brbr- Open-Concept Living & Dining – A spacious and stylish area perfect for entertaining, featuring floor-to-ceiling windows, a contemporary dining table, and a comfortable lounge space with a fireplace and smart TV.brbrbrbrOutdoor Bliss:brbr- Private Rooftop with City Views – Enjoy your morning coffee or evening cocktails while taking in the stunning Chicago skyline.brbrbrbrDelightful Dining:brbr- Situated in the heart of the iconic Gold Coast neighborhood, this penthouse is just steps away from world-class shopping on the Magnificent Mile, Michelin-starred restaurants, and vibrant nightlife.brbrbrbrProfessional Cleaning:brbr- High-Speed WiFibrbr- In-Unit Washer & DryerbrbrbrbrBook with us today and enjoy exclusive discounts with our trusted local vendors! Elevate your stay with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Let us help you create an unforgettable experience from start to finish!brbrbrbrGuest Access:brbrPlease use the entire penthouse and what is in it as your own.brbrbrbrThe Neighborhood:brbrThe Gold Coast is one of Chicago’s most upscale and historic neighborhoods, known for its tree-lined streets, grand mansions, and elegant high-rise buildings near the lakefront. Centered around Oak Street, Rush Street, and the beautiful stretch of Lake Shore Drive, it offers a mix of luxury shopping, acclaimed restaurants, and charming residential pockets. The area feels refined yet lively—steps from Oak Street Beach, close to world-class museums and parks, and easily walkable to both downtown and the Magnificent Mile. It’s a neighborhood that combines classic Chicago architecture with a sophisticated, vibrant city atmosphere.brbrbrbrGetting Around:brbrBy Public Transit:brbrMultiple CTA bus routes run along Lake Shore Drive, Clark, Dearborn, and Division, offering quick access from downtown, River North, Lincoln Park, and the Loop. The Red Line (Clark/Division or Chicago station) is the closest L stop, just a short walk from most Gold Coast locations.brbrbrbrBy Car:brbrThe neighborhood sits just west of Lake Shore Drive, making it simple to reach from the north or south. From downtown, it’s only a few minutes’ drive up Michigan Avenue or State Street.brbrbrbrFrom the Airports:brbrBoth O’Hare and Midway are accessible via the CTA trains (Blue Line from O’Hare, Orange Line from Midway) with easy transfers to buses or a short rideshare to the neighborhood.brbrbrbrOther Things to Note:brbrWe're thrilled to welcome you to our amazing condo, where luxury and comfort intertwine to create an unforgettable experience. To ensure your stay is as seamless and enjoyable as possible, here are some additional details to keep in mind:brbrbrbrCheck-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request.brbrbrbrNo Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit. 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.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.brbrbrbrGeneral Housekeeping: Take off shoes indoors, leave furniture as it is found, and treat the home as if it was yoursbrbrbrbrSecurity: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $500 will be required before check in.brbrbrbrRegistration number: R25000124932brbrbrbrInteraction 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.
Bed 4

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Bath 3

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Sleep 10

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Exceptional(9)

$239.17

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Long-Term Stays | 1 Garage Parking | Private Balcony

Chicago, Illinois, United States

Summary:brbrWelcome to our vacation home! Nestled in the heart of the city, it offers the perfect blend of sophistication and comfort. We've styled our condo specifically for long-term stays. brbrbrbrInside, you'll love the open floor plan, sleek design, and cozy living room with plush couches, a fireplace, and a flat-screen TV. The gourmet kitchen is fully stocked with top-of-the-line appliances and plenty of counter space for your culinary creations.brbrbrbrThe Space:brbr→ 1 FREE car garage parking brbr→ 1 KING Bedbrbr→ 2 QUEEN Bedsbrbr→ 75” Living Room TVbrbr→ 2 Bedrooms with 65 TVsbrbr→ Pac-man Arcade Machinebrbr→ Fully Loaded Entertainment with Roku Streaming Devices (HBO Max, Netflix, Disney Plus, Hulu, and More)brbr→ Fully Stocked Kitchen with cooking utensils, pots and pans, etc.brbr→ Coffeebrbr→ Teabrbr→ In-Unit Washer & DryerbrbrbrbrBook your stay at our cozy and welcoming space today! Our home is conveniently located for families, with all the amenities you need for a comfortable and relaxing stay. Plus, with our competitive pricing and excellent reviews, you can't go wrong. Don't miss out on this opportunity to experience the best of Chicago - click the 'Reserve' button and secure your reservation today!brbrbrbrWe take the sanitation and cleaning procedures of our home very seriously. All linens are laundered with every new stay, and all commonly touched surfaces and objects are sanitized with every clean.brbrbrbrWhen it's time to retire for the night, you'll love sinking into the soft sheets of the king-size bed in the master suite. The en-suite bathroom features a tub for ultimate relaxation. Additional guests will love the comfort of the guest rooms, with their queen-size beds.brbrbrbrStay with us and experience luxury and fun like never before!brbrbrbrYou are only:brbr7 mins from Downtown Chicagobrbr20 mins from O'Hare International Airportbrbr12 mins to Navy Pierbrbr11 mins from Millennium Parkbrbr13 mins to the Field Museumbrbr9 mins to The Art Institute of ChicagobrbrbrbrOn-site street parking is also FREE. BUT please be aware of street signs as there are restrictions. Available in front of the building and open most of the time!brbrbrbrGuest Access:brbrGuests will be allowed access to the apartment via keys and keypad code. No interaction with hosts is necessary. Guests have private access to the entire Luxe apartment unit as well as free lightning-fast Wi-Fi, parking, and use of a washing machine and dryer.brbrbrbrOther Things to Note:brbrNo Parties. No Smoking. $500 Smoking Fee.brbrbrbrImportant: We are committed to protecting our properties and keeping up-to-date with short-term rental regulations, which is why you will be asked to complete our independent verification.brbrbrbrPlease note: Before your booking begins, you will need to verify your details with us to complete your booking. You will be contacted via email and/or text to complete the verification. You will also be given the choice between paying a refundable deposit or buying a non-refundable damage waiver. We suggest you buy the damage waiver as this protects you in case you cause accidental damage during a booking.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(39)

$259.23

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Charming Retreat with Modern Comforts / Spa Bath

Chicago, Illinois, United States

Welcome to our cozy retreat nestled in the vibrant Avondale neighborhood of Chicago! Located in this bustling area, our recently remodeled Condo offers a delightful and comfortable stay. Enjoy free parking, an indoor fireplace, spa-like shower, outside patio and more. Indulge in relaxation and convenience while immersing yourself in the diverse attractions of the city. Explore the trendy boutiques, visit renowned museums, savor local cuisine, and experience the vibrant energy of Chicago.brbrYour top-floor retreat is where modern comfort meets smart design. The living room and kitchenette seamlessly blend together, flooded with natural light. On the right, a dining area is ready for meals, while further back, a private workspace awaits.brbrBeyond the workspace, you'll find the cozy bedroom featuring a queen-sized bed with soft linens. The unique open connection between the bedroom and living room adds a spacious touch to the layout.brbrThe living room is set for relaxation and entertainment, equipped with a flat-screen TV and fireplace. The kitchenette is stocked with coffee, teas, and essentials.brbrThe bathroom offers a spa-like experience with a generous walk-in shower, while a shared laundry room is conveniently accessible through the common staircase, complete with washer, dryer, and detergent.brbrYour dedicated, gated parking spot at the rear adds a practical touch. Enjoy the shared terrace with its inviting fire pit, a peaceful outdoor space shared with two other units.brbrThis carefully designed space creates a blend of relaxation, productivity, and modern living.
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Bath 1

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Sleep 2

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$374.41

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Sleek Avondale Condo Spa Bath King Bed +Queen bed +Garage

Chicago, Illinois, United States

Modern meets mmm-hmm in this 2BR Avondale gem. King & queen beds Check. Spa bath with rain shower & jets Oh yes. Stream your shows on big smart TVs (BYO logins), whip up magic in the stocked kitchen, then sip coffee on the patio. Garage parking, washer/dryer, and a killer location near eats & the Blue Line. Sorry, pets—they’re not on the guest list, but kids are welcome!brThe spacebrWelcome to your stylish slice of Avondale—Chicago’s best-kept secret with a whole lot of flavor. This newly remodeled 2-bedroom, 1-bath apartment sits on the second floor of a charming three-flat and delivers the kind of sleek modern vibe that’ll have you wondering if you’ve accidentally booked a design magazine spread.brbrSleep like royalty on a king-sized bed in the main bedroom or spread out on the queen in the second—either way, you're covered. For entertainment, stream your heart out on two massive smart TVs (one in the bedroom, one in the living room). Just remember: it's BYO passwords.brbrThe kitchen is fully stocked for culinary adventures—gas stove, fresh-grind coffee maker, tea options, and a breakfast bar for your morning rituals or late-night ramen. The spa-like bathroom is your personal wellness retreat, complete with a walk-in shower with a rain head and body jets, plus a deep tub for soaking your sightseeing feet.brbrNeed to do laundry In-unit washer and dryer. Have a car One garage parking spot, included. Craving tacos or craft beer You’re a short walk from some of Avondale’s best local eats. Heading downtown or to the airport The Blue Line’s just a 15-minute walk away.brbrKid-friendly Yes. Pet-friendly Not this time, sorry Fido.brbrThis isn’t just a place to crash—it’s your own slice of Chicago cool.brGuest accessbrGuests have sole access to the entire apartment. The garden area and stairwells are common space shared with the other units. The garage has two spots, one belongs to the unit above and one is included with this stay.
Bed 2

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Bath 1

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Sleep 4

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$354.76

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Chic Luxe Spa Retreat - Light Filled+King Bed+Garage

Chicago, Illinois, United States

Experience top-floor luxury in this fully remodeled Avondale condo. Soak in the spa-style bath, bask in natural light from skylights, and relax with cozy furnishings, a king-size bed, and oversized smart TVs. Cook with ease in the sleek, fully stocked kitchen, or explore nearby Logan Square gems and Milwaukee Ave’s dining scene. Garage parking is included, and the Blue Line offers a direct ride to downtown or O’Hare—city access, minus the hassle.brThe spacebrWelcome to your elevated escape in Chicago’s vibrant Avondale neighborhood—literally and figuratively. Nestled on the top floor of a boutique 3-unit building, this fully remodeled condo blends upscale comfort with modern flair, perfect for travelers who appreciate the finer things (and maybe a little spa time).brbrStart your mornings in the spa-style bathroom, where a freestanding soaking tub invites long, leisurely soaks and an open shower with massage jets offers the perfect start—or end—to your day. The rest of the space is just as pampering: gleaming hardwood floors run throughout, and sunlight pours in from skylights and oversized windows, creating a warm, airy glow.brbrLounge in the cozy living room with a 65 smart TV, or retreat to the bedroom for a movie night in bed with a 55 screen and a plush king-size bed that practically guarantees restful sleep. The fully stocked kitchen features sleek finishes, a spacious island with breakfast bar seating, and everything you need to cook—or just reheat your deep-dish pizza like a pro.brbrThe location adds even more charm. Just outside your door, you’ll find a quiet residential street that’s a short stroll from the energy of Logan Square—home to lively bars, weekend farmers markets, and a stretch of Milwaukee Avenue lined with some of the city’s most beloved restaurants and cafes. You’re also just steps from the historic Holy Hyacinth Basilica, a bit of local architecture that adds a bit of old-world grandeur to the neighborhood.brbrNeed to get around The Logan Square Blue Line station is about a 15-minute walk or 8-minute bus ride away, offering a direct line to both O’Hare Airport and downtown Chicago—super convenient whether you're arriving, departing, or heading out to explore.brbrWhether you’re planning a romantic weekend, a city adventure, or just a little luxury downtime, this third-floor hideaway has everything you need: style, comfort, and that extra bit of magic only natural light and good design can provide. Oh—and did we mention the garage parking brGuest accessbrGuests will have the entire condo for themselves. The garage is shared with one other spot and the garden is shared with two other apartments.brOther things to notebrIt's about 35 steps to reach the top floor.
Bed 2

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Bath 1

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Sleep 2

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$367.7

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Best Lincoln Square Location - Spacious 2 bedroom

Chicago, Illinois, United States

Charming apartment in an updated 1800s beautiful brick building. Located in the heart of Chicago's Lincoln Square neighborhood. 2 blocks from the El train. Walk to movies, restaurants, bars, and parks. Lovely quiet, and upscale family neighborhood with beautiful homes all around. Bike to the beach and downtown. Conveniently located within a 20-minute train ride or drive to most local universities. 2 blocks from the Old Town School of Folk Music. brbrInquire about our Cubs Season Tickets! Are we booked during part or all of your desired dates Send us an inquiry about availability for the additional 2 bedroom 1 bath apartment in our building. brbrThe Wilson Manor apartment is approximately 1400 square feet, flooded with natural light, high ceilings, and hardwood floors. The lovely front porch is perfect for people-watching. The interior is spacious and comfortable for lounging and relaxation. We have done our best to make this property a show up and enjoy space with all the comforts of home.brbrPlease note this is smoke-free property. Guests are asked to refrain from smoking or any type, vaping, etc inside or on the grounds of the property as buildings are in close proximity and this impacts our neighbors and tenants.brbrWe have tenants who live below this apartment. While the building is quite soundproof, we find our space is ideal for adults and families with children over 10 years old. brbrThe space offers a separate living room and formal dining room. The dining room includes a baby grand piano, which guests who play are welcome to use. The eat-in kitchen has a table for four, plenty of counter space for cooking and meal prep, and stainless appliances. The kitchen is fully stocked for meal preparation, including cooking basics and a full assortment of gourmet spices. brbrAdjacent to the kitchen and separated by sliding doors is the second bedroom which includes a queen-sized bed and a set of bunk beds. brbrPlease note that we decorate for seasonal holidays. If holiday decorations present any allergy issues, please let us know in advance. brbrWe hope you'll visit our Pizza Restaurant for the best thin-crust pizza around (Borelli's Pizza) up the street at 2124 W Lawrence. Inquire with us about special events and live music that might be happening during your visit.brbrGuests should be aware that we live on-site. We strictly enforce guest counts and no parties for the health and safety of all.
Bed 2

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Bath 1

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Sleep 4

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$310.57

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Condo

Extended Stay: Walk to UIC Campus & Train!

Chicago, Illinois, United States

Pets Welcome w/ Fee | Private 44’ Patio | 3 Blocks to Train Station | 3 Mi to Dtwn ChicagobrWhether you’re a traveling professional or looking to tour the best of Chicago, you’ll experience the ideal blend of tranquility and convenience at this vacation rental. Boasting an open floor plan, floor-to-ceiling windows, an in-unit laundry area, and access to a community fitness center, this 2-bed, 2-bath condo has everything you need. Going out Catch an exciting game at the nearby United Center!br-- THE PROPERTY --brSLEEPING ARRANGEMENTS- Bedroom 1: 1 full bed - Bedroom 2 (Open-Concept Nook): 1 king bedbrCOMMUNITY AMENITIES- Outdoor pool- Fitness center- Wraparound deck w/ dining areas & city viewsbrMAIN FEATURES- 3 Smart TVs- Gas fireplace- Open floor plan, high ceilings- Dining table, wine cooler- Private patio w/ gas grill, 2 dining areas & lounge seatingbrKITCHEN - Stove/oven, refrigerator, dishwasher- Microwave, toaster oven- Drip coffee maker (coffee provided)- Cooking basics, dishware/flatware- Trash bags/paper towelsbrGENERAL - Free WiFi - Central air conditioning/heating- Linens/towels- Washer/dryer, iron/boardbrFAQ- Quiet hours (8:00 PM-8:00 AM)- Pet fee (paid pre-trip)brACCESSIBILITY- Single-story unit, on 1st floor - Exterior steps to enterbrPARKING- Designated garage space (1 vehicle)br-- THE LOCATION --br- Walk to Taylor Street - Less than 1 mile to Little Italy- 2 miles to United Center & Willis Tower- 3 miles to Millennium Park, Shedd Aquarium, The Chicago Theatre & The Art Institute of Chicago- 5 miles to Navy Pier- 9 miles to Chicago Midway International Airport & 18 miles to Chicago O'Hare International Airportbr-- REST EASY WITH US --brEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.br-- POLICIES --br- No smoking- Pet friendly w/ $200 fee (+ fees & taxes, 2 max, dogs under 35 lbs) - No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in- Please observe quiet hours from 8:00 PM to 8:00 AMbrADDITIONAL INFORMATION- This single-story unit is located on the 1st floor and requires exterior steps to enter
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Sleep 4

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$997.97

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Condo

Modern Condo 6 Min to UChicago & Hospitals with Free Parking

Chicago, Illinois, United States

brWelcome to La Château Lumière, a beautifully curated three-bedroom, two-bath apartment located in Chicago’s historic Woodlawn/Hyde Park area, just minutes from the University of Chicago campus and hospitals. Ideal for families, visiting professionals, faculty, medical stays, or extended visits, this thoughtfully designed home offers comfort, space, and convenience in one of Chicago’s most culturally rich neighborhoods.brbrThe SpacebrbrThis first-floor residence is designed for both relaxation and functionality. The spacious living room features a large sectional sofa, curated artwork, elegant décor, and a 65-inch Smart TV—perfect for family time or unwinding after a day in the city. Fast, reliable Wi-Fi throughout the home supports remote work, streaming, and longer stays.brThe fully equipped chef’s kitchen makes dining in easy and enjoyable. Guests will find a refrigerator, dishwasher, microwave, blender, toaster, electric kettle, and an espresso machine with frother (both decaf and caffeinated options provided). A cozy dining area is ideal for meals, coffee, or conversation.brbrBedrooms & Sleeping ArrangementsbrbrEach bedroom is designed as a private retreat, offering comfort, storage, and entertainment:brbr• Primary Bedroom – Warm, calming tones, plush bedding, ample closet space, and a 65-inch Smart TVbr• Second Bedroom – Soft, elegant décor with a 55-inch Smart TV and comfortable beddingbr• Third Bedroom – Stylish and cozy with a 50-inch Smart TV, perfect for guests or childrenbrbrAll bedrooms include quality linens, dressers, and spacious closets to accommodate longer stays.brbrBathrooms & Laundrybrbr• Two full bathrooms stocked for conveniencebr• In-unit washer and dryer with laundry soap providedbr• Iron and hair dryer providedbrbrLocation HighlightsbrbrGuests love this location for its proximity to Chicago’s top attractions while maintaining a residential, neighborhood feel. brbrEstimated travel times:brbr• University of Chicago campus & hospitals – 5–7 min drivebr• Museum of Science and Industry – 5–8 min drivebr• Jackson Park & Japanese Garden – 6–8 min drivebr• Midway Plaisance – 5 min drivebr• Robie House (Frank Lloyd Wright) – 6 min drivebr• Hyde Park dining & shopping (53rd St) – 4–5 min drivebr• Lake Michigan shoreline & bike trails – 7–10 min drivebrbrParking & Accessbrbr• Free street parking available on a first-come, first-served basisbr• Easy first-floor accessbr• Secure entry with clear check-in instructions provided before arrivalbrbrIdeal Forbrbr• Families and group travelbr• Visiting faculty or studentsbr• Medical professionals and hospital guestsbr• Business travelers and remote workersbr• Extended or mid-term staysbrbrImportant Notesbrbr• Quiet, residential buildingbr• No smoking or partiesbr• Professionally cleaned and maintained between staysbrbrWhether you’re visiting for work, family, or exploration, La Château Lumière offers a comfortable, well-appointed home base close to everything that matters in Hyde Park and the University of Chicago area.
Bed 3

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Bath 2

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Sleep 6

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