Vacation Rentals By Owner In Chicago, IL

Relax in this cozy apartment on quiet Palmer street in Chicago, IL, a newly renovated retreat with comfortable vintage and retro decor, a private backyard, and plenty of sleeping space--all steps away from the Logan Square neighborhood's best coffee, restaurants, and nightlife.

Spacious Retro Apartment in Logan Square

Chicago, Illinois, United States

Bed

Bath

9

Sleeps

$262.99

Stay comfortably in Chicago at this 2-bedroom apartment. This charming property features 1 king bed and 1 queen bed, perfect for a fabulous stay. With amenities like AC, WiFi, and a hair dryer, guests will feel right at home. The 2 bathrooms offer a bathtub, shower, and more. We're happy to assist with any questions while you stay at our apartment.

Chic 2-bedroom apartment with WiFi, AC in lovely Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$526.76

With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods. Spend a day exploring the famous Old Town Art Fair, catch a show at The Second City, or toast with friends in our sprawling entertainment spaces after a long day of meetings. Level Old Town is nestled in the heart of it all, with a vibrant neighborhood at your doorstep, incredible lifestyle amenities steps from your suite and spacious accommodations designed for real life.brbrAvailable for nightly and extended stays, Level Old Town offers spacious studio, one, two and three-bedroom accommodations and furnished apartments for rent boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Experience the suite life at Level Old Town.brbrWith 560 - 630 sq ft of modern, functional accommodations, our Level Suites feature a spacious studio layout with fully-equipped kitchen, open-concept living room and sleeping space, plus spa-inspired bathroom. Designed for comfort and convenience, all suites boast in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Space to live and play That’s pretty suite. Hotel license number 2689935.

Hotel

Experience the Suite Life in Chicago’s Iconic Old Town – Spacious Stays Await

Chicago, Illinois, United States

Bed

Bath

Sleeps

$804.89

With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods. Spend a day exploring the famous Old Town Art Fair, catch a show at The Second City, or toast with friends in our sprawling entertainment spaces after a long day of meetings. Level Old Town is nestled in the heart of it all, with a vibrant neighborhood at your doorstep, incredible lifestyle amenities steps from your suite and spacious accommodations designed for real life.brbrAvailable for nightly and extended stays, Level Old Town offers spacious studio, one, two and three-bedroom accommodations and furnished apartments for rent boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Experience the suite life at Level Old Town.brbrSpace to live, space to play, space to call home. Our Junior Two Bedroom Suites range from 830 - 855 sq ft of modern living space and feature a fully-equipped kitchen, open concept living and dining area, one spa-inspired bathroom, and an open-air balcony perfect for taking in the city views. All suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Hotel license number 2689935.

Hotel

Experience Chic Chicago Living in Old Town – Spacious Suites & Luxe Amenities

Chicago, Illinois, United States

Bed

Bath

Sleeps

$395

Welcome to Uptown Chicago, proudly hosted by TIBO Ventures.brbrStandout Features:br• with modern appliancesbr• — perfect for professionals or remote workersbr• In-unit washer/dryer and dishwasher for conveniencebr• Rooftop area with breathtaking city viewsbr• Fitness center access to stay active during your staybr• Steps from Montrose Beach, Aragon Ballroom, and Riviera Theatrebr• Parking availablebrbrAfter booking, you’ll receive a secure third party link to complete your reservation details and pay the non-refundable $125 damage waiver.brbr : Within 24 hours of booking, all guests must use our partner Authenticate to provide: a government ID, matching credit card, contact info, pass a criminal background check, and pay a $125 Damage Waiver. (Note: Data is collected for security only and is not stored).brbrOther things to note brbr This information is fully disclosed prior to booking. After booking, you’ll receive a secure link to complete your reservation details and select your preferred security deposit option through a third-party platform. You have to pay a $125 non-refundable damage waiver. Check-in instructions and access details will be shared once the form has been completed.brbr Additional Note for Airbnb & Other Platforms brbrFlexible check-in is available for travel delays, with 24/7 self check-in so you can arrive anytime with ease.brUnapproved late checkout or unapproved early check in will result in a charge of $100 per hour after or before the scheduled checkout or check in time, respectively.brbrPlease note: If you`re bringing a pet, there is a $100 pet fee.brbrSmoking - Smoking inside or outside on the patio/balcony, parking lot or within 50ft of the property is STRICTLY prohibited, as this is a smoke-free community. Any smell noticed by cleaners in the house, and/or any physical evidence of smoking any substance in the home will result in a fine of $500.brbrUnauthorized Pet - Any pet brought to the property without being declared during the reservation process will be considered unauthorized. A fee of $200 will be charged for any evidence found of an unauthorized pet. Please note that pets are welcome, but must be declared on the reservation.brbrParties and Events - Parties and events are STRICTLY prohibited. Any evidence of a party or event, including camera footage, excessive garbage, or other evidence will result in a fine of $500.00, legal action, and possible eviction without reimbursement, plus the cost of any extra cleaning or damages that result from the event. Noise detection monitors present. brbrMISSING PROPERTY ITEMS: brAny items that are lost or inadvertently removed from the unit after your check-out time will be deemed lost, and a reimbursement request will be made for any missing items. There are no exceptions to this rule; you are responsible for any lost or damaged property during your reservation. brbrbr Disturbance Fine:brTo respect the privacy of other residents, please make sure to follow the provided directions carefully and go directly to your assigned unit. Guests who knock on the wrong door or enter the wrong building and disturb other tenants will be subject to a $200 fine.brBuilding Security & Access PolicybrbrTo ensure a secure environment for all guests, please do not allow anyone into the building who does not have their own means of entry. Every guest or visitor must buzz themselves in using their personal access method—whether through the buzzer system, QR code, or the app provided.brbrImportant:br**Guests MUST let us know at the time of booking if additional visitors will arrive during the stay or reservation will be cancelled. No exceptions, no refunds** brbrPer the listing and ownership rules, quiet hours are between 10pm and 6am. Repeated violations will result in cancellation of your reservation with no refund.brbrMoving of furniture isn`t allowed -especially on the balcony. Violation of this will result in a $100 fine.brbrFor certain guests, we may require an ID to be uploaded or presented during check in, at our sole discretion. brbrExterior CamerasbrbrRule: Guests are prohibited from obstructing or tampering with exterior cameras.brEnforcement:brFirst offense: A warning will be issued.brSecond offense: Reservation will be canceled without a refund.brPurpose:brTo protect the safety and security of the property.brTo ensure guests are informed of the rule before booking, helping avoid negative reviews.brWindow SafetybrbrRule: Windows in the property only open a few inches for safety purposes.brEnforcement: Please ensure windows are not forced open beyond the designated limit.brPurpose:brTo maintain safety standards for all guests, especially in multi-story buildings.brTo prevent accidents and ensure the property remains compliant with safety regulations.

Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Chicago, Illinois, United States

Bed

Bath

Sleeps

$997.97

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.

Condo

Modern Condo 6 Min to UChicago & Hospitals with Free Parking

Chicago, Illinois, United States

3

Bed

Bath

6

Sleeps

$172.0

Discover the best of Chicago, with this two bedroom apartment in Lake View East. 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 #CHI984)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 Queen Bed, 63in/160cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - Dryerbr - Elevatorbr - Washing machinebr - Loungebr - Pets allowedbr - Rooftop BBQbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment has high ceilings

Modern Lakeview 2BR w/ Roftop & Gym, nr Trail & Park, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$81.28

Bright and spacious open-concept garden apartment featuring great natural light. The oversized kitchen offers generous counter space, with quartz countertops, and opens seamlessly to the living and dining areas, complete with a full-size coat closet.brbrThe kitchen is fully equipped with a gas stove, dishwasher, microwave, full-size refrigerator with ice and water dispenser, and a toaster oven perfect for cooking and entertaining. The bathroom includes marble flooring, programmable heated floors, and a soaking tub with shower for added comfort.brbrThe bedroom features a cozy queen bed and a walk-in closet for ample storage. Enjoy access to a large shared backyard ideal for relaxing or dining outdoors during warmer months. In-unit washer dryer for convenience.brbrOwners live in the building with their baby. Long-term tenants also live in the building. Located on a quiet, tree-lined street.brbrLocated just two blocks from a beautiful park, and from the Logan Square Farmers Market (May-October). Steps away from local shops, restaurants, and bars, offering the best of neighborhood living with easy access to city life.

Open Concept Garden Unit in Logan Square

Chicago, Illinois, United States

Bed

Bath

Sleeps

$263.23

This 3-bedroom apartment is perfect for your escape to Chicago. Inside, guests find a wonderful mix of comfort with a queen bed, full bed, and twin bed spread across the bedrooms. The bathroom features a refreshing shower and a handy hair dryer. Climate control keeps the space cozy with heating and AC, making it easy to relax no matter the season. Whether you’re unwinding after a day of exploring or enjoying a quiet morning, this enchanting apartment offers a brilliant home base. We’ll be available to answer any questions while you stay at our place.

Peaceful 3-bedroom apartment in charming Chicago Chinatown

Chicago, Illinois, United States

3

Bed

Bath

7

Sleeps

$1041.02

Welcome to this four bedroom, two bathroom apartment located in the neighborhood of Lakeview. The location is fantastic. The shops, restaurants, and bars located on Ashland, Lincoln, and Belmont Aves. are a short walk from the apartment. There is a train stop for the Brown Line train four blocks from the apartment. The apartment is an ideal option for families and groups of friends looking to stay in the popular Lakeview neighborhood.brThe spacebrThis four bedroom, two bathroom apartment is located on the first floor and basement level and has a fantastic layout for families and groups of friends. The main level of the apartment has three bedrooms and one bathroom. One of the bedrooms has a queen bed and the other two bedrooms have full beds. The bathroom on the main level has a shower/tub. The fourth bedroom and second bathroom are located in the basement. The bedroom has a queen size bed and the bathroom has a large walk-in shower. In addition to the bedrooms, the apartment has a queen size air mattress for additional sleeping arrangements for larger groups (10 MAX).brbrThe kitchen and living room share an open concept that is ideal for groups. The kitchen is stocked for guests looking to cook in unit. The kitchen has nice finishes, stainless steel appliances, and a breakfast bar with seating for two. The living room has comfortable furniture and a large, brand new 55 inch flat screen TV that is mounted. There is an additional living room in the basement. Lastly, there is a laundry room in the basement with a washer and dryer that guests are able to use during their staybrGuest accessbrGuests will have access to the entire apartment. Please note, this house is a duplex and there are full-time residents in the upper level apartment. Guests will only have access to the main level/basement apartment. You will receive a message with check-in information the day before arrival with all of your information for the stay.brOther things to notebrBefore we can confirm any booking, we do need to know:br1. What brings you into town br2. How many people will be staying at the home br3. Do you expect any visitors, if so how many brbrFree parking on street and neighboring streets. If you would like to reserve a spot please use the site SpotHero.brbrIf you arrive into town before check in or do not have a flight until later past your check out, please use the site `Luggagehero` for luggage drop off or pickup, if you do not want to haul your luggage around town.brbrWe do have Ring Cameras outside the property. Any blocking of the cameras will lead to an automatic eviction, forfeiture of security deposit, no refund and a fine. Please do not block these cameras.brbrImportant: Before you arrive you will be asked to complete guest verification through third-party provider Truvi. This is done to ensure we are keeping up-to-date with short-term rental regulations as well as providing both our guests and our properties with extra protection. Truvi will contact you via email and/or text to complete the verification. Please do so prior to arriving at the property to enable a quick and easy check-in process.brbrYou will also be given the choice between a security deposit or a non-refundable damage waiver.brYou`ll be staying in someone`s home, so please treat it with care and respect.brChecking in and outbrCheck-in after 3:00 PMbrCheckout before 10:00 AMbrSelf check-in with smart lockbrDuring your staybr10 guests maximumbrNo petsbrNo parties or eventsbrNo smokingbrbrHOUSE RULESbrbr11pm Quiet HourbrbrMust be 25+ to bookbrbr$500 fine for parties or smoking in the unit ($100 per extra person over what the reservation was booked for).brbrBy booking with us, if there is any violation of our house rules, you agree to forfeit your right to leave any review.brbrNO OUTSIDE GUESTS (all guests must be included in reservation total) unless approved by host, $100 per unauthorized guest each night.brbrIf Ring camera is covered or blocked, guest may be evicted without a refund and $1000 finebrbr$500 fine per night for any unauthorized pets. This listing is not pet friendly!brbrIf a security team is called due to an infraction of the house rules, the guest agrees to pay for the security team ($500 minimum) and the duration of the reservation, even if removed by the security team due to the infraction.brbrPlease DO NOT flush feminine products/paper towels/any foreign substance down the toilet (ONLY toilet paper). It is not good for the pipes and if there is an issue we may pass the charge onto the guest.brbrWe do have a Ring Camera outside the property. Any blocking of the cameras will lead to an automatic eviction, forfeiture of security deposit, no refund and a fine. Please do not block these cameras.brbrPlease no burning of candles, incense, or anything else in the home. If done, this will be treated as “smoking” in our house rules. Thank you.

Welcome to this four bedroom, two bathroom apartment located in the neighborhood of Lakeview.

Chicago, Illinois, United States

Bed

Bath

8

Sleeps

$532.56

Welcome to our Lakeview hideaway—where gothic mood meets mid-century modern comfort.This updated 2-bedroom apartment is designed for guests who want something more memorable than a standard rental: curated black-and-white artwork, warm lighting, rich woods, and a show stopping emerald kitchen with bold checkered floors.brbrStart your day with coffee at the dining table, cook at home in a fully equipped kitchen, and then wind down in the cozy living room after experiencing Chicago. You’re on a quiet, tree-lined street in the heart of Lakeview—walking distance to neighborhood favorites, close to Wrigley Field and Southport Corridor, and an easy “L” ride to downtown. brbrThe unit is in the coach house located in the back of the property. Please walk around the right side of the building along pathway and through the gate, you`ll see the blue sided coach house. Take the stairwell on the left side that goes to the main floorr door, the key code provided is for this door.brbrThe neighborhood is great for shopping, dining out, entertainment and night life. There is a Whole Foods around the corner for essentials and plenty of places for takeout.brbrThe apartment is conveniently located a short walk to Chicago Public transit including the brown line train to downtown that is only 0.5 miles away. Wrigley is a 7-minute drive/Uber and takes 20 minutes via transit. It takes approximately 35 minutes to commute downtown via transit and only 20 minutes driving.brbrImportant: Before you arrive, you will be asked to complete guest verification through third-party provider Truvi. This is done to ensure we are keeping up to date with short-term rental regulations as well as providing both our guests and our properties with extra protection. Truvi will contact you via email and/or text to complete the verification. Please do so prior to arriving at the property to enable a quick and easy check-in process.brbrYou will also be given the choice between a security deposit or a non-refundable damage waiver.brTo ensure that all our guests have a pleasant and enjoyable stay, we kindly ask that you observe the following rules:brbr1. NO SMOKING: Smoking is strictly prohibited inside the apartment and within the building`s premises. If you need to smoke, please do so outside the building, and dispose of your cigarette butts properly.br2. NO PARTIES OR EVENTS: Our Airbnb is located in a residential building, and we ask that you respect our neighbors` privacy and keep noise levels to a minimum. Please refrain from hosting parties or events that could disturb other guests or neighbors.br3. NO PETS: Unfortunately, we cannot allow pets in our Airbnb due to potential allergy concerns and damage to the property.br4. LATE CHECK-OUT ($50 Fee): Our check-out time is 10:00 AM. We kindly ask that you adhere to this time to ensure that our cleaning staff has sufficient time to prepare the apartment for the next guest. Late checkout past 10:00 AM will result in a $50 fee.br5. NO EXCESSIVE GUESTS ($50 Per Guest): The maximum number of guests allowed in the apartment is eight, including children. Excessive guests will result in a $50 fee per guest.br6. RESPECT THE PROPERTY: We kindly ask that you respect our apartment and its contents. Please refrain from moving or rearranging furniture and report any damage or issues to us immediately.br7. NO GLITTER: Please don’t use glitter for decorations or for any other reason. brbrThank you for taking the time to review our Airbnb rules. We look forward to hosting you!

Gothic-meets-mid-century 2BR in Lakeview | Statment Kitchen + Dining for 4

Chicago, Illinois, United States

Bed

Bath

Sleeps

$313.41

Welcome to your home away from home! This charming first-floor one-bedroom apartment offers comfort, convenience, and great location. Enjoy beautiful all-wood floors, a comfortable queen-size bed, and central heating and air conditioning for year-round comfort.brbrStay connected with free WiFi and take advantage of free street parking right outside.brbrYou’ll be just blocks from Chinatown and the White Sox Stadium, with downtown Chicago only a 15-minute drive away — perfect for exploring the city’s restaurants, shops, and attractions.brbrIdeal for couples, solo travelers, or business guests looking for a cozy and convenient Chicago stay!

1-bedroom apartment in charming Chicago with AC and free street parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1549.13

Sleep 14 | Downtown, Vintage 5bd/2ba (gym+patio)

Chicago, Illinois, United States

Bed

Bath

Sleeps

$629.29

Welcome to this beautifully renovated single-family home, offering luxury, comfort, and modern elegance in the heart of Chicago’s north side. With 3 bedrooms, 3 bathrooms, and thoughtful design details throughout, this home is ideal for corporate travelers seeking a premium stay.brbrKey Features:br • Bright and Spacious Layout: This home features two fully built-out floors with Jacobean-stained hardwood floors, elegant molding, and transitional design elements throughout.br • Gourmet Kitchen: The expansive kitchen is a chef’s dream, boasting a large white granite island, custom white cabinetry, top-of-the-line LG appliances, and a new convection oven. Recent 2023 upgrades include a striking gold faucet, new backsplash, and stylish gold hardware for a fresh, modern touch.br • Open-Concept Living & Entertaining: The spacious living and dining areas are perfect for relaxation or hosting, flowing seamlessly into the adjacent great room. Enjoy the cozy gas ventless fireplace and step out to a large back deck, ideal for outdoor dining and relaxation, overlooking a charming backyard.br • Luxury Master Suite: The upper level houses three generous bedrooms, including the primary suite with a granite-accented master bath. Unwind in the spa-like stand-up shower, complete with body sprays and a bench for ultimate relaxation.br • Private Outdoor Spaces: A second large deck off the third bedroom and a freshly refinished front porch and back deck provide additional outdoor space to enjoy. Perfect for unwinding after a day in the city.br • Secure & Private: The property is enclosed by a locked gate, ensuring privacy and peace of mind in this quiet neighborhood. There is an apartment with its own entrance below. They do not have access to the main home and you will not have access to their apartment. With this said, it is very important to abide by the quiet hours of 10pm-6am to ensure all guests have a peaceful and enjoyable experience.brPlease note, we have a strict ban on parties, events, and disruptive behaviors. The person who makes the reservation must be present at the property. brbrPrime Location:brThis home is perfectly situated to experience the best of Chicago. Enjoy quick access to the city’s most popular neighborhoods, downtown attractions, Wrigley Field (home of the Chicago Cubs), and a short drive to Chicago’s business hubs. Convenient highway access ensures most areas of the city are reachable within 30 minutes.brbrAdditional Amenities:br • Outdoor Living: The main patio features a sectional seating area and two grills (gas and charcoal) for outdoor dining and entertainment.br • Parking: Two private garage spaces, plus ample street parking.brbr$50 pickup from O’Harebr$50 drop-off to O’HarebrbrWhether you’re staying for business or pleasure, this home provides everything you need for a comfortable, luxurious, and memorable stay in Chicago. We look forward to hosting you!br ****No photoshoots of any kind. It will result in a non-refundable cancellation. Also, the basement area is not included in the rental.**** #TasteofChicago #ThrowbackMusicFest #LakeviewTacoFest #Oktoberfest #JazzFest #LincolnParkZoo #DowntownChicago #ChicagoCubs #WrigleyField #ChicagoMarathon #NavyPier #ChicagoRiverwalk #Christkindlmarket #MagnificentMile #MillenniumPark #MaggieDaleyPark #ChicagoBoatShow #ChicagoAutoShow #ChicagoRestaurantWeek #StPatricksDay #C2EC #ChicagoJazzFestival #ChicagoBluesFestival #NASCARChicago #Lollapalooza #ChicagoAirandWaterShow #RiotFest #ChicagoThanksgivingParade #NewYearsEveChicago #ChicagoBulls #ChicagoBlackhawks

Private Vacation Home

Elegant 3-Bed, 3-Bath Home in Chicago <25-minutes to O’Hare & Downtown + Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$410.83

Welcome to this cozy, well-appointed 3-bedroom condo, offering everything you need for a comfortable stay in Chicago. Enjoy the convenience of free on-site parking and an unbeatable location just three blocks from beautiful Lake Michigan.brbrYou’ll have easy access to public transportation, including the express bus to downtown, Navy Pier, and Grant Park (9 miles away). The CTA Jarvis station is also only three blocks from your door.brbrWhether you’re visiting Loyola University (1.5 miles) or Northwestern University (2.5 miles), this condo is ideally situated for both leisure and business travelers.brbrPerfect for couples, families, or business trips, this home combines comfort, convenience, and a fantastic location.

Condo

Chicago's North Side Nest

Chicago, Illinois, United States

Bed

Bath

Sleeps

$485.69

Welcome to your cozy Chicago home away from home — a spacious 4-bedroom, 3-bath retreat perfect for families, business travelers, travel nurses, contractors, and extended stays during every season.brbrLocated near the new Obama Presidential Center, downtown Chicago, and the lakefront, this comfortable home gives guests the perfect mix of convenience, space, and relaxation.brbrWhether you're visiting for work, relocation, family time, or a winter getaway, you'll enjoy:brbr✔ Spacious 4 bedrooms with comfortable bedsbr✔ 2.5 bathrooms for larger groupsbr✔ Fast WiFi + workspace for remote workbr✔ Smart TVs for streaming and entertainmentbr✔ Fully equipped kitchenbr✔ Free parkingbr✔ Quiet neighborhood atmospherebr✔ Washer & dryer for long staysbr✔ Easy access to downtown Chicago, restaurants, shopping, and major highwaysbrbrDuring the winter months, guests love the warm, peaceful feel of the home after a long day in the city. Perfect for extended stays and professionals needing reliable, comfortable housing.brbrNearby attractions include:br• Obama Presidential Centerbr• Lakefront and beachesbr• Downtown Chicagobr• Museums and restaurantsbr• Hospitals and medical centersbr• University areas and event venuesbrbrIdeal for:br• Travel nursesbr• Corporate travelersbr• Insurance housing staysbr• Families visiting Chicagobr• Long-term winter guestsbr• Weekend getawaysbrbrWe proudly offer discounts for weekly and monthly stays.brbrBook your stay and experience comfort, convenience, and space in one of Chicago’s most accessible locations.brRegistration numberbrR23000111704

Private Vacation Home

Warm & Spacious 4BR Home Long Stays Welcome

Chicago, Illinois, United States

Bed

Bath

Sleeps

$443.04

100+ five-star reviews on .AirBnB and only listed since June of 2022! New to VRBO, enjoy a spacious and fully renovated 3 bedroom suite in one of the hottest neighborhoods in Chicago, Logan Square. This family friendly neighborhood is just a walk away to restaurants, bars, coffee shops, public transit, parks, and much more!brbrOne of Chicago's most desirable neighborhoods, even a former Mayor of the city lives just a few blocks away! Take a look at Logan Square's rich architectural history, michelin star rated restaurants, fun bars and recreation, all within walking distance to our home!brbrOther things to notebr- There is a free parking space accessible via the alleyway behind the home in the garage. It is better suited for smaller vehicles (compact SUV's and Sedans)brbr- Early Check-Ins and Late Check-Outs are difficult to accommodate. If you need additional time, please consider booking an extra day.brbr- Hosts live on site in Unit 1 and give guests 100% autonomy and privacy. Please reach out with any questions during your stay!brbr- Local guests are permitted to book on an exception basis only. Local groups looking to use the property for a party, gathering or other group event are expressly prohibited and your reservation will be canceled.brbr- Guests needing to cancel their stay that instead request an alteration are subject to denied alteration requests.brbr- Cancellations and trip alterations can be made with full refunds 5 or more days before your check-in date.brbr- If there is any evidence of smoking inside the space, there will be an automatic $500 cleaning and deodorizing fee added to your invoice.

Modern 3-Bed Stay w/ Patio, Firepit, & Garage Parking Spot

Chicago, Illinois, United States

3

Bed

Bath

6

Sleeps

$1146.35

Welcome to your perfect Chicago home base w/Free Parking!brbrStay in a newer construction 4 Bedroom / 4 Full Bathroom Penthouse in the heart of Ukrainian Village, offering 2,000 square feet of bright, stylish space to spread out and relax. With four bedrooms and four full bathrooms, it’s ideal for families, friend groups, or business travelers who want comfort and convenience in one of the city’s best neighborhoods.brbrInside, you’ll find stunning contemporary finishes, beautiful hardwood floors, and a true primary suite complete with its own private balcony — the perfect spot for morning coffee or an evening wind-down. There’s also an in-unit washer and dryer to make longer stays easy and stress-free.brbrHead upstairs to the rooftop deck and take in panoramic skyline views — it’s a great place to unwind after a day exploring the city.brbrYou’ll be right in the middle of it all, with some of Chicago’s best restaurants, bars, cafes, and shops just steps away. Whether you’re here for food, nightlife, sightseeing, or work, this location makes getting around simple.brbrThe SpacebrComfortable and spacious layout designed for groups and families:br- 4 bedrooms plus sofa bed (sleeps 10)br- 4 full bathroomsbr- Primary suite with king bed, private balcony, walk-in closet, and double vanitybr- Three additional bedrooms with queen & full-size bedsbr- Open and airy living space with modern finishesbr- Hardwood flooring throughoutbrbrInterior Featuresbr- Contemporary design with updated finishesbr- In-unit washer and dryer for conveniencebr- Large living and dining areas for gatheringbr- Plenty of natural light throughout the unitbrbrOutdoor Featuresbr- Two private balconiesbr- Front balcony with grill and outdoor seatingbr- Shared rooftop deck with panoramic Chicago skyline views (event space upon request)brbrQuick Highlights:br- 2,000 sq ft spacious apartmentbr- Prime location in Ukrainian Village, Chicago br- Across from Mariano's Grocery Storebr- Rooftop deck with skyline viewsbr- Grill and outdoor dining setupbr- In-unit washer and dryerbr- Hardwood floors throughoutbr- One outdoor parking space availablebr- 3 flights of stairs required (no elevator)brbrGuest AccessbrGuests will have full access to the entire apartment, including both private balconies and the shared rooftop deck—perfect for enjoying city views day or night.brbrOther Things to Notebr- Check-in: 4:00 PM | Check-out: 11:00 AMbr- Early check-in or late check-out may be available upon requestbr- No smoking inside the propertybr- Not pet-friendlybr- Please respect quiet hours and neighborsbr- Maximum occupancy must be followed as per booking (additional guests must be registered)brbrFor your safety and security:br- Exterior cameras are installed and recording during your staybr- Guests are required to complete a verification process prior to check-inbr- A valid government-issued ID and matching credit card are requiredbrbrMake yourself at home and enjoy everything Chicago has to offer—from top-rated restaurants and cafes to nightlife, shopping, and cultural attractions—all just minutes away.brbrHouse rules:br- No parties or events ($1,000 fine)br- No smoking inside ($500 fine)br- No tampering with noise monitors or cameras ($500 fine)br- Please respect neighbors and observe quiet hoursbr- No unregistered guestsbr- Guests are responsible for any damages (please report anything upon arrival)brbrRegistration #R25000-131752

Huge 4BR+4BTH Penthouse in West Town Hotspot!

Chicago, Illinois, United States

Bed

Bath

10

Sleeps

$105.64

Vibrant Neighborhood Near Public Transit | In-Unit Laundry | 10 Mi to Downtown ChicagobrbrLocated in Chicago's Northwest Side, with easy access to restaurants, bars, boutiques, and grocery stores, this 2-bedroom, 1-bath vacation rental offers the perfect base for a comfortable extended stay! Take a stroll through Portage Park, cheer on the Cubs at Wrigley Field, or visit Navy Pier for waterfront fun. As evening falls, gather back at the apartment for a home-cooked meal and a movie marathon!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 full bed, 1 twin bedbrbrMAIN FEATURESbr- Modern interiorbr- Floor-to-ceiling windows (living room)br- Smart TV br- 6-person dining tablebrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Cooking basicsbr- Espresso machinebrbrGENERAL br- Free WiFibr- Central A/C & heatbr- Washer & dryerbr- Linens/towelsbrbrFAQbr- Quiet hours (8:00 PM-8:00 AM)br- 2 exterior security cameras (facing out)brbrACCESSIBILITYbr- Single-story unit, 2nd-floor apartmentbr- Stairs required to enterbrbrPARKINGbr- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Walk to dining, shopping & Portage Parkbr- 6 miles to Wrigley Fieldbr- 7 miles to Garfield Park Conservatorybr- 8 miles to Lincoln Park Zoobr- 10 miles to Navy Pier & Millennium Parkbr- 7 miles to Chicago O'Hare Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 8:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story apartment on the 2nd floor requires stairs to enterbr- Your safety matters. This property features 2 exterior security cameras: 1 camera is in front of the building facing the walkway and front entrance, and 1 camera is in the back of the building facing the driveway and back entrance. The cameras do not look into interior spaces. The cameras record video and sound when activated by motion

Steps to Shops & Eats: Apt in Portage Park!

Chicago, Illinois, United States

Bed