Home Vacation Home Rentals By Owner In Chicago, IL

Showing 120 Of 354 Vacation Rentals
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Exceptional(5)

$753.05

/ Nightly
Private Vacation Home

Heart of Chicago 5 Bedroom Modern 12 guest Home

Chicago, Illinois, United States

Modern, single-family home in the heart of Bucktown. Our custom 5 bedroom home is at the intersection of luxury and comfort! You`ll find plenty of living space for your group to spread out in, and amenities like sleeps 12, new appliances, and high-end finishes throughout.brbrI want to ensure everyone who stays at my place feels like they are at home and can settle right in, so I provide the following amenities to all my guests!brbr- My cleaners are professionally trained and follow a tightly regimented cleaning and sanitizing checklist. They are equipped with a full complement of professional cleaning tools and chemicals including a hospital-grade disinfectant.br- Fresh towels and linens br- Wireless internet is always availablebr- TV with streaming optionsbr- Kitchen appliances including a microwave, coffee pot with a reusable filter, tea kettle, and toasterbr- I provide a coffee maker and keurigbr- My place is FULLY STOCKED with all the amenities of home like shampoo, conditioner, and body wash, paper towels, toilet paper, tissue, sponges & Method brand hand soap and dish soap. You name it, we provide it to make you feel at home!br-The full sized kitchen is stocked with cookware, utensils, glasses, cutlery, sharp knives, cutting boards, baking sheets and all the basic tools like wine openers, cheese graters, vegetable peelers, pizza cutters, etc.br- Hair dryerbr- Ironing board and Ironbr- Luggage racks and hangersbrbrGuests are given keypad codes for the main entrance and garage door. Feel free to check in whenever convenient for you and your group.brbrI`m free to chat via text or call if anything pops up. Otherwise enjoy your stay and I`ll check in periodically via the platform.brbrThis property is close to shops & restaurants on Damen Avenue as well as the 606 trail and Wicker Park. Perfect for business travelers, families, and small retreats. Bucktown specializes in the gourmet and offers cuisines from around the world. Popular Korean, Japanese, Italian, French, and Cuban spots dot the neighborhood, especially down Damen Avenue. A Friday night in Bucktown can start dozens of different ways. You might kick off the evening at a summer street festival, by sampling the menu from a food truck, by bar hopping between places along Damen and North Avenue, by visiting an art gallery for wine and viewing a new exhibit, or by walking over to a nearby venue to catch a show, seeing nationally touring acts from just blocks away from home. I am a foodie myself and love the offerings in this neighborhoods. Check out of a few of the best rated restaurants!brbrBàrbaro Taqueriabr2525 W North Ave, Chicago, ILbrbrbr1492 Cuban Fusion Cafébr2615 W North Ave, Chicago, IL brbrbrKFIRE Korean BBQbr2528 N Milwaukee Ave, Chicago, IL brbrbrPaulie Gee`s Wicker Parkbr1566 N. Damen Ave., Chicago, ILbrbrYou are a 12 minute walk to the blue line train stop or a 2 minute walk to the CTA bus stop which will take you to the blue line. Millennium Park/downtown Chicago is about 30 minutes away via public transportation.brbrWe would love our home to be the perfect getaway for families looking for a true Chicago experience! We are surrounded by so many activities, restaurants, bars, public transportation, and energy, however our home is perfectly situated on a quiet block, away from all of the hustle and bustle!brPlease observe quiet hours - 10pm - 8ambrNo smoking of any kind inside the homebrEvents are allowed, but no parties. The outside of the home is under surveillance.
Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps

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Exceptional(1)

$345.81

/ Nightly
Private Vacation Home

2 Mi to Calumet Park & Beach: Windy City Escape!

Chicago, Illinois, United States

Near Shopping & Dining | Netflix Connection | In-Unit Laundry | 15 Mi to DowntownbrbrLocated on Chicago’s Southeast Side, this 3-bedroom, 3-bath vacation rental offers easy access to restaurants, shops, parks, and public transportation! Start your morning with a cup of coffee, then stroll through Jackson Park, tour the Museum of Science & Industry, or visit Lake Michigan’s beaches. After a day of adventure, gather back at the townhome for a meal and a movie marathon!brbr-- THE PROPERTY --brbrR25000125399brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 full bedbr- Basement Living Room: 1 sleeper sofabrbrMAIN FEATURESbr- 3 Smart TVs, Netflixbr- Entertainment center w/ fireplacebr- 6-person dining tablebr- Ceiling fansbr- Large backyardbrbrKITCHENbr- Refrigerator, dishwasher, stove/oven, microwavebr- Drip coffee makerbr- Cooking basicsbrbrGENERAL br- Free WiFibr- Central A/C & heatingbr- Washer & dryerbr- Linens/towels, complimentary toiletriesbrbrFAQbr- Quiet hours (8:30 PM-8:00 AM)br- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- Multi-level townhome, 4 steps for entrybr- 1 bedroom & bathroom on 1st floorbrbrPARKINGbr- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Close to eats, conveniences & Lake Calumetbr- 4 miles to Horseshoe Hammond Casinobr- 5 miles to Jackson Park + Museum of Science & Industrybr- 13 miles to Shedd Aquarium & Soldier Fieldbr- 15 miles to Navy Pier & Millennium Parkbr- 19 miles to Chicago Midway 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- No guns or weapons allowed on the propertybr- Commercial or business activities are not allowed on the propertybr- Please observe quiet hours from 8:30 PM to 8:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This multi-level townhome requires 4 steps to enter. There is a bedroom and bathroom on the 1st floorbr- Your safety matters. This property features 1 exterior security camera in front of the house facing the entrance. It does not look into any interior spaces. The camera records video and sound when activated by motion
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(2)

$238.04

/ Nightly
Private Vacation Home

Modern 2B Irving Park Gem / Sleeps 5

Chicago, Illinois, United States

Spacious, newly renovated 2BR in Irving Park—perfect for families and groups up to 5. Enjoy a bright living area, full kitchen, and comfortable bedrooms designed for relaxing after a day in Chicago. Located on a quiet street with easy access to transit, dining, and local parks. A clean, modern home base for your stay.brbrTransit: Bus stop outside with access to the CTA Blue Line, Brown Line, and Red Line. ~20 min drive to Willis Tower and 13 min to Wrigley Field.brbrThe Space:brbr-Private 2-bedroom, 1-bath apartment located on the first floor of a traditional Chicago two-flatbrbr-Guests must climb a few steps on the porch to enter the unitbrbr- Entire apartment is private and exclusively available for your staybrbr-Smart TV with streaming apps available (guests use their own logins)brbr-Fully equipped kitchen with cookware, dishes, Keurig coffee machine, toaster, microwave, stove/oven, and refrigeratorbrbr-Clean linens, towels, shampoo, conditioner, body wash, and starter supplies provided prior to arrivalbrbr-Free street parking available on a first-come, first-served basisbrbr-Washer and dryer are located in the unit brbr-Please note this is a multi-unit residential building, so occasional neighbor noise may be heardbrbr-Chicago quiet hours must be observed between 10pm–8am dailybrbrGuest Accessbrbr-Guests will enter through the front entrance and access their own private apartmentbrbr-Check-in instructions and access codes will be provided prior to arrivalbrbr-Early Check In is available for an additional charge of $50, but is subject to availability. Please message the host to confirm.brbr-Late Check Out is available for an additional charge of $50, but is subject to availability. Please message the host to confirm.brbrOther Things To Notebrbr- Absolutely no parties, gatherings, unauthorized guests, or smoking of any kind are permitted on the propertybrbr- Violation of house rules may result in additional cleaning or damage fees of up to $400 and immediate cancellation of the reservation without refundbrbr-Outside decorations including confetti, glitter, balloons, candles, streamers, banners, or wall adhesives are not permittedbrbr-Starter supplies are provided but guests may need to replenish additional items during longer staysbrbr-Please report any issues during your stay as soon as possible so we can address them promptly. However please keep in mind that our availability is limited during after hours between 10pm-9ambrbr-Please remember this is a home and not a hotel. We strive to provide a clean, comfortable, and enjoyable stay for every guest
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

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Exceptional(9)

$1096.03

/ Nightly
Private Vacation Home

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

Chicago, Illinois, United States

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

Bed

Bath 4

Bath

Sleep 12

Sleeps

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Exceptional(10)

$457.76

/ Nightly
Private Vacation Home

Inviting Stylish Home with Covered Patio

Chicago, Illinois, United States

There are about 5 steps that you have to go down to get to the apartment. Older building with radiant heat managed by the building.brbrThe residence features a subtle boho-chic inspired aesthetic, rustic wood furnishings, a breakfast bar, an open-plan main living space, soothing grays throughout, and an outdoor lounge space.brbrThe spacebrOur beautiful and newly renovated apartment features one bedroom with two queen sized beds and brand new comfortable mattresses that you'll love sinking into after a long adventurous day in the city. In our kitchen you’ll find sleek cabinetry along with a full-sized stainless steel fridge, microwave, dishwasher, oven and stove. In our apartment you'll also find one full bathroom equipped with shampoo, conditioner, hand soap, and fresh towels. The entire space is flooded with natural light that flows in from large windows in the living room and bedroom. In our living space you'll be able to kick back and relax on our comfy couch while taking in the urban and modern decor. If you need to get some work done while vacationing, you’ll have access to WiFi and a desktop with a comfortable chair for your convenience.brbrGuest accessbrDuring your stay at our apartment you will have full and private access to the entire garden unit including the patio. Check-in any time after 3 pm and as late as 11 pm, check-out at or before 11 am.brbr-PARKING-brThere is free parking for one COMPACT sized vehicle in the rear of the building as well as free street parking on Winnemac Ave in the front of the building. The parking spot in the rear of the building thats designated for our guests is the first spot closest to the alley. Since the spot is closest to the alley, any car larger than a compact vehicle will impede others from exiting their parking space and will leave your car vulnerable to getting damaged by cars passing through the alley.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(7)

$383.24

/ Nightly
Private Vacation Home

Beautiful and Comfy 1BR in Lincoln Square

Chicago, Illinois, United States

1st-floor and there is one flight of stairs. Older building with radiant heat managed by building.brbrLocated in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/bars, the Davis Theater and unique shopping boutiques. Start your mornings off right by taking a walk to Cafe Selmarie for a delicious breakfast, one of our favorites! Getting to Wrigleyville or downtown will be a breeze with easy access to the Brown line. Professionally designed with stylish decor, comfortable bedding, and smart TV with Netflix will make you feel right at home.brbrWe do not have a designated parking space. There is free street parking on Eastwood Ave on a first come first serve basis. That said, please take care to read any signs indicating no parking or tow zones to avoid any issues. Parking availability can fluctuate depending on the time of day, and if you arrive later in the evening, there’s a chance that spots might be harder to find.brbrIn case you run into this situation, we suggest using the SpotHero app or ParkWhiz to easily locate an affordable and convenience parking spot nearby.brbrDuring your stay at our apartment you will have full and private access to the entire apartment located on the 1st floor (Apt 1 East). You will have access to the laundry room located in the basement. You will not have access to other common areas of the apartment building. Due to previous guests not following instructions we have restricted access to the back patio. You can only use the back door as an exit or entrance. You may not loiter on the back patio. None of the chairs or other items on the patio are ours so you would be disrupting our neighbors and using their property without permission. No smoking in the unit also applies to the back patio as well. Check-in any time after 3 pm and as late as 11 pm, check-out at or before 11 am.brbrGuest Access:brYou’ll have access the the entire unit during your stay.brbr**HOUSE RULES**brbrWe want you to have a comfortable and enjoyable stay! To help keep the space safe, clean, and pleasant for everyone, please review and follow the house rules below. Failure to comply may result in cancellation or additional charges.brbrShoes off, please. Kindly remove shoes upon entering the unit.brbrNo smoking anywhere inside the unit or on the property. Smoking will result in immediate cancellation and a $200 damage fee.brbrNo drugs, including marijuana.brbrNo illegal activities anywhere on the property.brbrNo parties or events.brbrNo outside visitors.brbrNo overnight guests without prior approval from the host.brbrFood storage: Please store all food in designated areas and do not leave food out to help prevent pests.brbrKitchen use: Feel free to use the kitchen, but please clean up after yourself. Wash dishes, wipe counters, stove, and microwave. No dirty dishes left in the sink overnight.brbrDamages: If anything is broken or damaged, please let us know right away so we can arrange repair or replacement.brbrCheckout cleaning:brPlease wash dishes, return moved furniture to its original place, and take out the trash before checkout.brThe standard cleaning fee covers normal turnover cleaning. If the unit is left excessively dirty (dirty dishes, trash left throughout the unit, etc.), an additional cleaning fee of up to $100 may apply.brbrTowels & linens: Provided for your entire stay. If you need extras, please let us know in advance. A $50 fee applies to cover the cleaner’s trip. Paid laundry facilities are available in the building.brbrLost keys: A $300 fee applies for lock and key replacement. Please note that lost keys cannot be replaced immediately, and you may temporarily lose access to the unit and building amenities.brbrQuiet hours: Please observe quiet hours from 10:00 PM – 8:00 AM.brbrLate checkout: Checkout time is 11:00 AM. Late checkout without prior approval will incur a $50 fee, which covers the cleaner’s waiting time.brbrThank you for your understanding and cooperation -we truly appreciate it and look forward to hosting you!
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

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Exceptional(12)

$440.71

/ Nightly
Private Vacation Home

Stylish and Comfy Retreat 10 Minutes from Wrigley

Chicago, Illinois, United States

3rd-floor unit with three flights of stairs. Older building with radiant heat managed by building.brbrLocated in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/bars, the Davis Theater and unique shopping boutiques. Professionally designed with stylish decor, comfortable bedding, and smart TV with Netflix will make you feel right at home.brbrbrThere is free street parking on Eastwood Ave on a first come first serve basis. Please be sure to read all the street signs, tow zones, before parking to avoid tickets and tows.brbrbrGuest Access:brYou’ll have access the the entire unit during your stay.brbr**HOUSE RULES**brbrWe want you to have a comfortable and enjoyable stay! To help keep the space safe, clean, and pleasant for everyone, please review and follow the house rules below. Failure to comply may result in cancellation or additional charges.brbrShoes off, please. Kindly remove shoes upon entering the unit.brbrNo smoking anywhere inside the unit or on the property. Smoking will result in immediate cancellation and a $200 damage fee.brbrNo drugs, including marijuana.brbrNo illegal activities anywhere on the property.brbrNo parties or events.brbrNo outside visitors.brbrNo overnight guests without prior approval from the host.brbrFood storage: Please store all food in designated areas and do not leave food out to help prevent pests.brbrKitchen use: Feel free to use the kitchen, but please clean up after yourself. Wash dishes, wipe counters, stove, and microwave. No dirty dishes left in the sink overnight.brbrDamages: If anything is broken or damaged, please let us know right away so we can arrange repair or replacement.brbrCheckout cleaning:brPlease wash dishes, return moved furniture to its original place, and take out the trash before checkout.brThe standard cleaning fee covers normal turnover cleaning. If the unit is left excessively dirty (dirty dishes, trash left throughout the unit, etc.), an additional cleaning fee of up to $100 may apply.brbrTowels & linens: Provided for your entire stay. If you need extras, please let us know in advance. A $50 fee applies to cover the cleaner’s trip. Paid laundry facilities are available in the building.brbrLost keys: A $300 fee applies for lock and key replacement. Please note that lost keys cannot be replaced immediately, and you may temporarily lose access to the unit and building amenities.brbrQuiet hours: Please observe quiet hours from 10:00 PM – 8:00 AM.brbrLate checkout: Checkout time is 11:00 AM. Late checkout without prior approval will incur a $50 fee, which covers the cleaner’s waiting time.brbrThank you for your understanding and cooperation -we truly appreciate it and look forward to hosting you!brbrLicense numberbrR21000069659
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(12)

$473.37

/ Nightly
Private Vacation Home

Spacious and Inviting 2BR in Lovely Lincoln Square

Chicago, Illinois, United States

2nd-floor unit with two flights of stairs. Older building with radiant heat managed by building.brbrLocated in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/bars, the Davis Theater and unique shopping boutiques. Start your mornings off right by taking a walk to Cafe Selmarie for a delicious breakfast, one of our favorites! Getting to Wrigleyville or downtown will be a breeze with easy access to the Brown line. Professionally designed with stylish decor, comfortable bedding, and smart TV with Netflix will make you feel right at home.brbrWe do not have a designated parking space. There is free street parking on Eastwood Ave on a first come first serve basis. That said, please take care to read any signs indicating no parking or tow zones to avoid any issues. Parking availability can fluctuate depending on the time of day, and if you arrive later in the evening, there’s a chance that spots might be harder to find.brbrIn case you run into this situation, we suggest using the SpotHero app or ParkWhiz to easily locate an affordable and convenience parking spot nearby.brbrDuring your stay at our apartment you will have full and private access to the entire apartment on the 2nd floor. You will not have access to other common areas of the apartment building. Due to previous guests not following instructions we have restricted access to the back patio. You can only use the back door as an exit or entrance. You may not loiter on the back patio. None of the chairs or other items on the patio are ours so you would be disrupting our neighbors and using their property without permission. No smoking in the unit also applies to the back patio as well. Check-in any time after 3 pm and as late as 11 pm, check-out at or before 11 am.brbrGuest Access:brYou’ll have access the the entire unit during your stay.brbr**HOUSE RULES**brbrWe want you to have a comfortable and enjoyable stay! To help keep the space safe, clean, and pleasant for everyone, please review and follow the house rules below. Failure to comply may result in cancellation or additional charges.brbrShoes off, please. Kindly remove shoes upon entering the unit.brbrNo smoking anywhere inside the unit or on the property. Smoking will result in immediate cancellation and a $200 damage fee.brbrNo drugs, including marijuana.brbrNo illegal activities anywhere on the property.brbrNo parties or events.brbrNo outside visitors.brbrNo overnight guests without prior approval from the host.brbrFood storage: Please store all food in designated areas and do not leave food out to help prevent pests.brbrKitchen use: Feel free to use the kitchen, but please clean up after yourself. Wash dishes, wipe counters, stove, and microwave. No dirty dishes left in the sink overnight.brbrDamages: If anything is broken or damaged, please let us know right away so we can arrange repair or replacement.brbrCheckout cleaning:brPlease wash dishes, return moved furniture to its original place, and take out the trash before checkout.brThe standard cleaning fee covers normal turnover cleaning. If the unit is left excessively dirty (dirty dishes, trash left throughout the unit, etc.), an additional cleaning fee of up to $100 may apply.brbrTowels & linens: Provided for your entire stay. If you need extras, please let us know in advance. A $50 fee applies to cover the cleaner’s trip. Paid laundry facilities are available in the building.brbrLost keys: A $300 fee applies for lock and key replacement. Please note that lost keys cannot be replaced immediately, and you may temporarily lose access to the unit and building amenities.brbrQuiet hours: Please observe quiet hours from 10:00 PM – 8:00 AM.brbrLate checkout: Checkout time is 11:00 AM. Late checkout without prior approval will incur a $50 fee, which covers the cleaner’s waiting time.brbrThank you for your understanding and cooperation -we truly appreciate it and look forward to hosting you!brbrLicense numberbrR21000069659
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(2)

$559.91

/ Nightly
Private Vacation Home

South Loop · 3 Kings · Steps from McCormick Place

Chicago, Illinois, United States

Summary:brbrWelcome to your bright and spacious 3-bedroom Chicago retreat. The perfect Chicago base for families, groups of friends, or corporate teams, with 2 spacious bathrooms, and room for up to 8 guests to spread out in comfort. Set in the heart of Bronzeville -Chicago's historic Black Metropolis, you're steps from acclaimed soul food at Peach's and Honey 1 BBQ, live jazz at Room 43, the Bronzeville Walk of Fame, and the Wabash Arts Corridor murals. Lake Michigan beaches are minutes away.brbrbrbrThe Space:brbr• Master Suite: King bed, en-suite bathroombrbr• Guest Suite: King bed, en-suite bathroombrbr• Second Guest Suite: King Bedbrbr• Queen floor mattress availablebrbr• Huge windows offering spectacular views of the citybrbr• Washer & dryerbrbr• Fully-equipped kitchen brbr• Flat Screen TV/Cablebrbr• High-speed Internetbrbr• Stainless steel appliancesbrbr• Spacious, walk-in closetsbrbr• Individually controlled heat and airbrbr• Shampoo, conditioner, & body wash in bathroomsbrbr• Hair dryerbrbr• Iron/ironing boardbrbr• State-of-the-art fitness centerbrbr• Access to a shared rooftop deckbrbrbrbrAs part of our commitment to providing a premium experience, we offer complimentary starter items to kickstart your stay like shampoo, body wash, conditioner, hand soap, toilet paper, laundry detergent and kitchen supplies like coffee, tea, cooking oil, paper towels and seasonings. These items are thoughtfully provided to ensure you have everything you need upon arrival. However, please note that they are starter supplies and not be replenished during your stay. If you require additional supplies beyond the initial offering, we recommend local stores or delivery services for your convenience.brbrbrbrGuest Access:brbrEasy and convenient Personal check-in is available at this property. You’ll have full access to the apartment and building amenities during your stay.brbrbrbrThe Neighborhood:brbr- 11-min walk to CTA Green Line (Cermak-McCormick Place) brbr- 10 mins to the Loop brbr- 5-min drive to McCormick Place brbr- 15 mins to Midway Airport.brbrbrbrYou’ll find yourself in one of Chicago’s most dynamic and connected neighborhoods, just steps away from excellent dining and local favorites. Head a block or two, and you’ll arrive at Moody Tongue, a two‑Michelin‑star restaurant and brewery that offers an exceptional dining experience right in the area. brbr For a more relaxed meal, there are numerous top‑rated cafés and comfort food spots just a short walk away along South Wabash, so whether you’re starting your day with a fresh coffee or winding down with a memorable dinner, it’s all right here. Parks and green spaces are also within easy reach - ideal for a morning run, a quiet afternoon stroll, or simply a moment of calm away from the city buzz. With your base here, you’ll be perfectly placed for business, leisure, or family travel: close enough to Chicago’s major attractions, yet grounded in an active, local neighborhood with personality.brbrbrbrGetting Around:brbrYou are minutes away from bus and train stops. brbrbrbrWe find some of our guests prefer to use Uber or Lyft, which is a very convenient and cheap way to get around the city.brbrbrbrOther Things to Note:brbrPlease note:brbr- Building maintenance staff may occasionally need access, but we’ll always provide advance notice whenever possible.brbr- Daily housekeeping isn’t included, though it can be arranged for an additional fee.brbr- Early check-in or late check-out may be available for $149 per service, depending on availability.brbr- Parking isn’t provided, but you can easily reserve a nearby spot through SpotHero before arrival.brbr- Package delivery availability may vary by building - message us for details.brbr- Date changes that shorten or move a reservation follow the standard cancellation policy.brbrbrbrFor your security and a smooth check-in process:brbr- A refundable $500 security deposit is required.brbr- A valid government-issued ID and matching credit card must be provided before check-in.brbr- A short rental agreement will be sent electronically after booking.brbr- Some buildings may require a brief background check as part of management policy.brbr- Local residents (within two hours of the property) cannot book for same-day arrival.brbrbrbrWhile we strive to offer a peaceful experience, please be aware that city or building maintenance, construction, or temporary water/elevator servicing may occasionally occur. These events are outside our control and do not qualify for compensation.brbrbrbrInteraction with Guests:brbrOur online team is available 24/7 to assist you every step of the way - from booking to checkout, ensuring a smooth and comfortable stay.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(3)

$548.72

/ Nightly
Private Vacation Home

Spacious 3BR · Bronzeville/South Loop · Sleeps 8

Chicago, Illinois, United States

Summary:brbrWelcome to your bright and spacious 3-bedroom Chicago retreat. Welcome to your bright and spacious 3-bedroom Chicago retreat. The perfect Chicago base for families, groups of friends, or corporate teams, with 2 spacious bathrooms, and room for up to 8 guests to spread out in comfort. Set in the heart of Bronzeville -Chicago's historic Black Metropolis, you're steps from acclaimed soul food at Peach's and Honey 1 BBQ, live jazz at Room 43, the Bronzeville Walk of Fame, and the Wabash Arts Corridor murals. Lake Michigan beaches are minutes away.brbrbrbrThe Space:brbr• Master Suite: King bed, en-suite bathroombrbr• Guest Suite: King bed, en-suite bathroombrbr• Second Guest Suite: Queen Bed brbr• Queen floor mattress availablebrbr• Huge windows offering spectacular views of the citybrbr• Washer & dryerbrbr• Fully-equipped kitchen brbr• Flat Screen TV/Cablebrbr• High-speed Internetbrbr• Stainless steel appliancesbrbr• Spacious, walk-in closetsbrbr• Individually controlled heat and airbrbr• Shampoo, conditioner, & body wash in bathroomsbrbr• Hair dryerbrbr• Iron/ironing boardbrbr• State-of-the-art fitness centerbrbr• Access to a shared rooftop deckbrbrbrbrAs part of our commitment to providing a premium experience, we offer complimentary starter items to kickstart your stay like shampoo, body wash, conditioner, hand soap, toilet paper, laundry detergent and kitchen supplies like coffee, tea, cooking oil, paper towels and seasonings. These items are thoughtfully provided to ensure you have everything you need upon arrival. However, please note that they are starter supplies and not be replenished during your stay. If you require additional supplies beyond the initial offering, we recommend local stores or delivery services for your convenience.brbrbrbrGuest Access:brbrEasy and convenient Personal check-in is available at this property. You’ll have full access to the apartment and building amenities during your stay.brbrbrbrThe Neighborhood:brbr- 11-min walk to CTA Green Line (Cermak-McCormick Place)brbr- 10 mins to the Loopbrbr- 5-min drive to McCormick Placebrbr- 15 mins to Midway Airport.brbrbrbrYou’ll find yourself in one of Chicago’s most dynamic and connected neighborhoods, just steps away from excellent dining and local favorites. Head a block or two and you’ll arrive at Moody Tongue, a two‑Michelin‑star restaurant and brewery that offers an exceptional dining experience right in the area. brbr For a more relaxed meal, there are numerous top‑rated cafés and comfort food spots just a short walk away along South Wabash, so whether you’re starting your day with a fresh coffee or winding down with a memorable dinner, it’s all right here. Parks and green spaces are also within easy reach - ideal for a morning run, a quiet afternoon stroll, or simply a moment of calm away from the city buzz. With your base here, you’ll be perfectly placed for business, leisure, or family travel: close enough to Chicago’s major attractions, yet grounded in an active, local neighborhood with personality.brbrbrbrGetting Around:brbrYou are minutes away from bus and train stops. brbrbrbrWe find some of our guests prefer to use Uber or Lyft, which is a very convenient and cheap way to get around the city.brbrbrbrOther Things to Note:brbrPlease note:brbr- Building maintenance staff may occasionally need access, but we’ll always provide advance notice whenever possible.brbr- Daily housekeeping isn’t included, though it can be arranged for an additional fee.brbr- Early check-in or late check-out may be available for $149 per service, depending on availability.brbr- Parking isn’t provided, but you can easily reserve a nearby spot through SpotHero before arrival.brbr- Package delivery availability may vary by building - message us for details.brbr- Date changes that shorten or move a reservation follow the standard cancellation policy.brbrbrbrFor your security and a smooth check-in process:brbr- A refundable $500 security deposit is required.brbr- A valid government-issued ID and matching credit card must be provided before check-in.brbr- A short rental agreement will be sent electronically after booking.brbr- Some buildings may require a brief background check as part of management policy.brbr- Local residents (within two hours of the property) cannot book for same-day arrival.brbrbrbrWhile we strive to offer a peaceful experience, please be aware that city or building maintenance, construction, or temporary water/elevator servicing may occasionally occur. These events are outside our control and do not qualify for compensation.brbrbrbrInteraction with Guests:brbrOur online team is available 24/7 to assist you every step of the way - from booking to checkout, ensuring a smooth and comfortable stay.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(3)

$520.38

/ Nightly
Private Vacation Home

3BR · Steps from McCormick · Balcony & Gym

Chicago, Illinois, United States

Summary:brbrWelcome to your bright and spacious 3-bedroom Chicago retreat. The perfect Chicago base for families, groups of friends, or corporate teams, with 2 spacious bathrooms, and room for up to 8 guests to spread out in comfort. Set in the heart of Bronzeville -Chicago's historic Black Metropolis, you're steps from acclaimed soul food at Peach's and Honey 1 BBQ, live jazz at Room 43, the Bronzeville Walk of Fame, and the Wabash Arts Corridor murals. Lake Michigan beaches are minutes away.brbrbrbrThe Space:brbr• Master Suite: King bed, en-suite bathroombrbr• Guest Suite: King bed, en-suite bathroombrbr• Second Guest Suite: Queen Bedbrbr• Queen floor mattress availablebrbr• Huge windows offering spectacular views of the citybrbr• Washer & dryerbrbr• Fully-equipped kitchen brbr• Flat Screen TV/Cablebrbr• High-speed Internetbrbr• Stainless steel appliancesbrbr• Spacious, walk-in closetsbrbr• Individually controlled heat and airbrbr• Shampoo, conditioner, & body wash in bathroomsbrbr• Hair dryerbrbr• Iron/ironing boardbrbr• State-of-the-art fitness centerbrbr• Access to a shared rooftop deckbrbrbrbrAs part of our commitment to providing a premium experience, we offer complimentary starter items to kickstart your stay like shampoo, body wash, conditioner, hand soap, toilet paper, laundry detergent and kitchen supplies like coffee, tea, cooking oil, paper towels and seasonings. These items are thoughtfully provided to ensure you have everything you need upon arrival. However, please note that they are starter supplies and not be replenished during your stay. If you require additional supplies beyond the initial offering, we recommend local stores or delivery services for your convenience.brbrbrbrGuest Access:brbrEasy and convenient Personal check-in is available at this property. You’ll have full access to the apartment and building amenities during your stay.brbrbrbrThe Neighborhood:brbr- 11-min walk to CTA Green Line (Cermak-McCormick Place)brbr- 10 mins to the Loopbrbr- 5-min drive to McCormick Placebrbr- 15 mins to Midway Airport.brbrbrbrYou’ll find yourself in one of Chicago’s most dynamic and connected neighborhoods, just steps away from excellent dining and local favorites. Head a block or two and you’ll arrive at Moody Tongue, a two‑Michelin‑star restaurant and brewery that offers an exceptional dining experience right in the area. brbr For a more relaxed meal, there are numerous top‑rated cafés and comfort food spots just a short walk away along South Wabash, so whether you’re starting your day with a fresh coffee or winding down with a memorable dinner, it’s all right here. Parks and green spaces are also within easy reach - ideal for a morning run, a quiet afternoon stroll, or simply a moment of calm away from the city buzz. With your base here, you’ll be perfectly placed for business, leisure, or family travel: close enough to Chicago’s major attractions, yet grounded in an active, local neighborhood with personality.brbrbrbrGetting Around:brbrYou are minutes away from bus and train stops. brbrbrbrWe find some of our guests prefer to use Uber or Lyft, which is a very convenient and cheap way to get around the city.brbrbrbrOther Things to Note:brbrPlease notebrbr- Building maintenance staff may occasionally need access, but we’ll always provide advance notice whenever possible.brbr- Daily housekeeping isn’t included, though it can be arranged for an additional fee.brbr- Early check-in or late check-out may be available for $149 per service, depending on availability.brbr- Parking isn’t provided, but you can easily reserve a nearby spot through SpotHero before arrival.brbr- Package delivery availability may vary by building - message us for details.brbr- Date changes that shorten or move a reservation follow the standard cancellation policy.brbrbrbrFor your security and a smooth check-in process:brbr- A refundable $500 security deposit is required.brbr- A valid government-issued ID and matching credit card must be provided before check-in.brbr- A short rental agreement will be sent electronically after booking.brbr- Some buildings may require a brief background check as part of management policy.brbr- Local residents (within two hours of the property) cannot book for same-day arrival.brbrbrbrWhile we strive to offer a peaceful experience, please be aware that city or building maintenance, construction, or temporary water/elevator servicing may occasionally occur. These events are outside our control and do not qualify for compensation.brbrbrbrInteraction with Guests:brbrOur online team is available 24/7 to assist you every step of the way - from booking to checkout, ensuring a smooth and comfortable stay.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$899.21

/ Nightly
Private Vacation Home

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Chicago, Illinois, United States

Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind!brWalk to almost everything Chicago has to offer- Downtown, Magnificent mile, restaurants, bars, boutiques; Lincoln Park and North ave beach from this three-level house.br5 bedrooms, 3.5 baths, 2 fully stocked kitchens, 2 car garage, back yard, laundry, pets welcome - what else can you possibly need brSpace is expandable from a smaller family to a group of 22.brMessage me if you have any questions!brbrOur ideal guests have been groups who want to splurge on premium location and lots of space. This is not a suburban family home nor a resort hotel. This is an original, vintage and quirky Old Town home. We are not offering high end modern amenities or spa level luxury. There are plenty hotels in Chicago that do. What we are offering is truly one of a kind on Airbnb- a spacious home in the heart of Chicago.brbrPlease turn to the photos to get enchanted by this unique space and to see the floor plan with layout and sleeping arrangements. brbr** SPECIAL FEATURES ** br• Large open-plan living/dining area with a fireplacebr• Covered porch br• Large enclosed backyardbrbr**OTHER AMENITIES**br✦ 2 washers and 2 dryersbr✦ air conditioning and central heat throughoutbr✦ detached 2 car garage br✦ free Wi-Fi throughout the property.br✦ free luggage storage in the garage, as well as extended free parking before check in time and after checkout may be availablebr✦ free EV chargerbrbr**BEDS**br- 1 king, 2 singles, 5 queensbr- 3 small double futons, 4 single floor mattresses, 2 couches and a crib brbr**EXTRAS**br• Late check out at 1 pm - $125br• Early check-in at 1 pm - $125br• Worry free cleaning package- $125. Please read the details at the bottom.brIMPORTANT: I am unable to charge your account for the additional services. Please contact me in advance to arrange payment through Airbnb. brbr**SMALL PRINT**br✦ The brown line train runs nearby and you can hear it in some parts of the house.br✦ There is no internal staircase between the lower level and the two upper floors. You will need to go outside up a few steps to move between those spaces. The main level and upper floor have an internal staircase.brbr**ACCESSIBILITY**br8 steps up to the front door, 15 steps from the main level to the second, 5 down to the lower level from the street.brbr**HOUSE RULES**brThe presence of more than 22 guests is unlawful. A guest is anyone at the property, staying the night, or just visiting. Minors need to have a responsible adult present. ID will need to be provided for primary booker prior to your arrival for advance reservations and for everyone spending any time at the property for reservations made less than 30 days in advance. There is a counter installed. I utilize a private security firm. If the counter shows more than the registered number of people or if I get a noise complaint from neighbors, security will be immediately dispatched. brbr**WORRY FREE CLEANING PACKAGE**brAt check out you will need to take care of trash overflow, dishes, exuberant messes, and any food you brought. The worry free package covers any and all cleaning. Just walk out in the morning (you do need to move furniture back if you make any changes to layout). Note that this fee is additional to my regular cleaning fee you pay when you book the place. This package is best for those who want to decorate, cook a lot, are traveling as a group, and would rather split the extra fee than worry about anything in the morning.brbr**DECORATING THE HOUSE**brYou are welcome to decorate the house. If you attach anything to the walls, please use paint-safe tape and remove it prior to your departure. There is a $200 glitter or confetti fee.brbrWILDLIFEbrYou will encounter wildlife while staying at the property. Here is what you can expect most commonly:brSpiders and ants are common in Chicago. They get as high as 95th floor of John Hancock building. While we do our best to combat them, it is nearly impossible during high season.brBees, wasps, yellow jackets are abundant throughout the city. While we take care of any nests on the property, I cannot control them in the air and beyond my boundaries.brbrBREAKDOWNSbrI will use my best efforts to ensure that all equipment within the house is in good working order, although I can not guarantee that any equipment will not break down during your stay, and therefore such a breakdown does not constitute a breach of this Agreement or give Guest any right to any refund or rental adjustments made for any such mechanical failure. In the event of a breakdown, I will use my best efforts to remedy the situation as soon as possible after notification of the breakdown. There will be no refunds or rebates given for inoperable appliances or faulty equipment, unfavorable weather, interruption of utilities, or minor maintenance problems. No rebates will be given for malfunctions of cable equipment or reception that affects the TV or Internet access. Please remember that I can not fix a problem if I do not know about it so please communicate any issues promptly.brbrLAYOUTbrThe house consists of 2 floors up and a fully finished basement level, 3 floors total. brbrMain floor: large living/dining room as one open floor plan, bathroom (toilet and sink), kitchen, and an amazing covered porch with access to the back yard. The kitchen has a stove, oven, dishwasher, microwave, and a bar-style seating area. It is fully stocked if you wish to cook, host, or just eat take out food with real silverware and dishware.brbrSecond floor: two large bedrooms with en-suite bathrooms and a third cozy bedroom. brbrLower level: two bedrooms, large living/dining room combo, another kitchen and a full bath. The kitchen has a stove, oven, microwave. Also fully stocked.brbrThe house is best for bachelor, bachelorette and friend groups as well as business travelers. It is not child proof.
Bed 5

Bed

Bath 3

Bath

Sleep 22

Sleeps

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Exceptional(16)

$1590.59

/ Nightly
Private Vacation Home

Huge Jungle Retreat w/Ping Pong + Huge Basement. Walk to Wrigley, Restaurants

Chicago, Illinois, United States

Welcome to our jungle-themed retreat in Wrigleyville!brbr*Sleeps 15 guests, has 6 bedrooms & 3 full bathrooms (can sleep up to 19ppl, reach out to host)brbr* Large basement game room w/ping-pong table, bar, & TVbrbr* Perfect for large groups, bachelor/bachelorette trips or familiesbrbr* 10-minute walk to Wrigley Field and surrounded by great restaurants, bars, coffee shopsbrbr* 2-car covered parking garagebrbr* Our exotic decor will transport you to the jungle without any real predators. So come swing by and let the fun begin!brbrbrThe space:br* 6 bedrooms - 2 king beds, 1 queen bed, 4 full sized bunk beds, 1 twin bed, 2 air mattresses can also be provided (sleeps 15 people in beds, up to 19 people with air mattresses)brbr* Large basement with a bar, ping pong table, Wrigley-inspired lounge area, and TVbrbr* 3 full bathrooms - towels, shampoo, conditioner, body soap, hair dryer, first aid kit providedbrbr* 2 kitchens - fully stocked w/ all cooking essentials including pans, utensils, wine glasses, dishes, oil, salt and pepper, coffee machine, toaster, baking trays etc.brbr* 2 living rooms with plenty of seating for everyone and 55 inch smart TVs throughout the housebrbr* 2 covered parking spaces in private garagebrbrGuest access:brYou will have access to the entire house including the main floor, second floor, basement game room, and the attic which has a laundry room. You will also have access to the 2-car parking garage.brbrOther things to note:brIf you have more than 15 guests there will be a $50 per night per person fee to accommodate the additional cleaning and wear & tear on the house. The house can sleep a MAX of 19 people.
Bed 6

Bed

Bath 3

Bath

Sleep 15

Sleeps

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