Home Vacation Home Rentals By Owner In Chicago, IL

Showing 280 Of 2640 Vacation Rentals
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Exceptional(30)

$199.86

/ Nightly
Apartment

Cozy Vintage Chicago Apartment near Downtown

Chicago, Illinois, United States

This is your launching pad to see the city! It is a vintage apartment with your own private entrance and space. It is within walking distance of a large selection of restaurants, bars and cafes. With a bicycle, cab, Uber/Lyft, bus or EL train you can be downtown in minutes. In close proximity to many of Chicago's great locations such as Wrigley Field, The United Center, White Sox Park, etc... Located in the Ukrainian Village it is a safe, welcoming neighborhood with plenty of history.brbrLike many places in Chicago it has some 100year old unique characters. This is a garden unit as we call it in Chicago which means its a couple steps down below outside grade. There are also plenty of modern details though like fast and reliable wi-fi connection and charging ports for phones/electronics. There is a office with a office desk/chair to work on. The bedroom has a queen sized bed with a dresser and closet. I provide two suit case stands. It has a large TV with Amazon Prime, Netflix and locals stations to watch. I provide some guide book information about the city. We put together a guide book of walk-able neighborhood suggestions. If you are long term traveling you have access to free washer and dryer. Please be aware that you may need to duck slightly in some isolated spots especially if you are above my height of 5'-10. I have no issues at my height but I do have to duck a little to get in the main door.
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Sleep 4

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Exceptional(3)

$1989.67

/ Nightly
Private Vacation Home

The Grand Kimball Lodge, Logan Square, Sleeps 20

Chicago, Illinois, United States

The Grand Kimball Lodge—featured in Architectural Digest's 21 Best Chicago AirBNB's—is a premier Logan Square loft and a trusted production site for brands like Adidas, Ford, Jack Daniels, Chipotle, FanDuel and more.brbrThis space spans the top two floors of a century-old building with exposed brick, timber beams, and hardwood floors. The unit includes 6 bedrooms, 4 full bathrooms, a chef's kitchen and a 12-person dining table.brbrThe Space:brThe Grand Kimball Lodge features a wood burning sauna inside of a shipping container. This building used to be a wood working company in its past life.brbr* Prime Logan Square Location: Set on the top two floors of a 100 year old loft building.br* Spacious Layout: Sleeps up to 21 guests with 6 bedrooms and 4 full bathrooms. br* Entertaining Spaces: Enjoy two large couches, one being a sectional, dining table for 12+, foosball table, ping pong table, Bluetooth speaker, plenty of board games as well as two 80’ smart TVs.br* Chef’s Kitchen: Fully equipped with a gas range, oven, refrigerator, freezer, large island, and all the essentials for preparing meals.brbrbrSleeping Arrangements:brbr* Bedroom 1 (Primary Room): King bed + bed nook with twin bed, full bathroom with a tub/shower.br* Bedroom 2: King bed.br* Bedroom 3: King bed, two twin beds + bed nook with twin bed. Full bathroom with a tub/shower.br* Bedroom 4: Two queen beds + twin bed. br* Bedroom 5: King bed.br* Bedroom 6: Queen bed.brFor families traveling with little ones, a pack-and-play and a high chair are also available in the unit.brbrPerfect for Any OccasionbrbrWhether you’re planning a weekend getaway or an extended stay, The Grand Kimball Lodge is ideal for:br* Bachelor/bachelorette gatheringsbr* Family vacationsbrbrGuest Access:brGuests will have full access to The Grand Kimball Lodge, including all bedrooms, bathrooms, living spaces, and kitchens. The outdoor sauna and seating area are shared common spaces, perfect for unwinding after a day of exploring.brbrThe Neighborhood:brCheap eats and bike-friendly streets. gourmet coffee, scruffy dive bars and artisanal cocktail lounges. Some may say it's a recipe for a hipster haven but there's a proud, working-class sensibility that keeps this Northwest Side neighborhood grounded. In Logan Square, the strong neighborly connection is evident all around, from active preservation groups to community gardens and a locally-run farmers market. Local being the key word when describing many aspects of the scene: ingredients are sourced locally at their buzz-worthy restaurants, corner taps tout local, craft brews, galleries showcase local artists, and concerts and street fests promote local, upstart bands.brbrOther Things to Note:br* There are stairs to access the unit and within the space itself.br* Early check-ins and late check-outs are limited and may not be available.br* Free street parking is available, but please check street signs for time restrictions.brbrBook your stay at The Grand Kimball Lodge and experience the charm, comfort, and character of Chicago’s Logan Square like never before!brbrInteraction with Guests:brPlease reach out to hosts Bob & AJ via the app for questions, issues, comments. Thank you
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Bath 4

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Sleep 20

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Exceptional(9)

$374.4

/ Nightly
Apartment

Comfortable and Trendy Design 1BR in Lincoln Square

Chicago, Illinois, United States

Requires walking up 2 flights of stairs. Old building that has radiant heat controlled by building management.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.brbrThe spacebrDuring your stay at our apartment you will have full and private access to the entire apartment located on the 2nd floor (Apt 2). You will not have access to other common areas of the apartment building.brbrGuest accessbrYou’ll have access the the entire unit during your stay as well as the laundry room (paid laundry) conveniently located in the building.brbrOther things to notebrImportant Note:brbrThe apartment is located next to the train tracks, so you may hear some train noise during your stay. If you’re a light sleeper, please keep this in mind. We can provide earplugs upon request to make your stay more comfortable.brbrWe do not have a designated parking but there is free residential parking on Eastwood Ave you just have to be mindful of any street signs indicating no parking zones.brbrWe also recommend using apps like SpotHero or ParkWhiz which can help you find convenient and affordable parking spots in the area.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!
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$389.0

/ Nightly
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Airy Streeterville 1BR w/ Indoor Pool, close to Navy Pier, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in Streeterville with views over the city. 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 #CHI996)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 one bedroom apartment. Ideally located in Chicago, you’ll find a lot to love outside as well. When you’re ready to relax, you’ll be happy to discover every Blueground bedroom comes with superior quality mattresses, fully stocked linens, and cozy towels. We handle everything so you can simply show up and start living. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbr - SaunabrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished rental is located in Streeterville, only a 5 minute walk from The Loop. One of the fastest-developing neighborhoods in Chicago, Streeterville extends out into Lake Michigan and attracts a blend of young professionals, students, and tourists. A plethora of amenities and activities exist for every lifestyle. From Navy Pier activities to luxury shopping on Michigan Avenue, it is a walkable community with easy access to entertainment.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's central location means it can be noisy at timesbr - This is a guarded building equipped with a doorman/concierge at all times
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Sleep 2

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$401.32

/ Nightly
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Charming Cozy 2BR Haven w/Crib Near Hip WickerPark

Chicago, Illinois, United States

2B1B unit for 6 people plus a crib.brGreat West Wicker Park location (in coveted 60622 area code) just 0.9 miles from Damen L stop, 1 block from North Ave and Western Ave bus lines. Close to Wicker Park/Bucktown shopping, delicious food, entertainment and night life.brbrThe 606 (Bloomingdale Trail)brRevolution BrewingbrHumboldt ParkbrLogan SquarebrUnited Center 2.7 milesbrbrApprox 5-6 miles:brMillennium ParkbrArt Institute of ChicagobrNavy PierbrThe Magnificent MilebrWillis Tower SkydeckbrbrBook with us!brThe spacebrWe take absolute pleasure in welcoming you to the inviting 2B1B. This modern luxury gem offers all you need for a perfect, care-free stay. The combined living and dining area are furnished with modern furniture that will exceed your expectations.brbr★ LIVING ROOM ★brStylish interior design with carefully picked amenities and decorations make up for this lovely 2B1B. You will be able to quickly change your setting by moving a few steps around this well-furnished space.brbr✔ 4K 58” HDR Smart TV with Netflixbr✔ Sofa Bedbr✔ Work Desk & Chairbrbr★ BEDROOM 1★br✔ 4K 40” HDR Smart TV with Netflixbr✔ Queen-Size Bed with Luxury Foam Mattress, Pillows, Linens, and Sheetsbr✔ Cribbr✔ Extra Blankets and Pillowsbrbr★ BEDROOM 2★br✔ Queen-Size Bed with Luxury Foam Mattress, Pillows, Linens, and Sheetsbr✔ Iron/Ironing Boardbr✔ Extra Blankets and Pillowsbrbr★ KITCHEN & DINING ★brThe 2B1B features a fully equipped kitchen in which you can easily prepare your favorite, delicious meals. Its space and modern amenities are much more than you would expect from a 2B1B apartment.brbr✔ Ovenbr✔ Stovebr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Keurig Coffee Maker + Coffee Essentialsbr✔ Sink - Hot & Cold Waterbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr✔ Wine Glassesbr✔ Blenderbr✔ Toasterbr✔ Children's dinnerwarebrbr★ BATHROOM ★brThe inviting full bathroom is completely private and separated from the main room. It is stocked with all essential toiletries, so you don’t have to worry about packing anything extra.brbr✔ Bath with a Showerbr✔ Wash Basinbr✔ Hair Dryerbr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Essential Toiletriesbr✔ Drying Rack for clothesbrbrWasher and Dryer is available in the basement. Its a coin laundry and shared with the buildingbrbrHealth, the safety and well-being of our guests are of utmost importance to us. For this reason, we use a thorough and extensive process of cleaning after each check-out.brbrIn case your preferred dates are already taken, please check our profile as we offer more listings in the city.brbrExperience this charming 2B1B apartment. We are looking forward to your arrival.brGuest accessbr• Both Bedroom have a door.br• Self-check-in and check-out via smart lock.br• Free street parking (No designated spot).br• Instant communication and friendly support from our team.br• Convenient access to major roads and highways.br• Centralized AC and Heatingbr• Kitchenware and silverware you can use to cook your favorite meals during your stay are readily available.br• Memory foam pillows that will help you achieve more comfortable sleep.brOther things to notebrPets ARE allowed depending on size, please let us know beforehand and be upfront about bringing a pet to avoid cancellation.brbr*NO SMOKING*br$750 FinebrbrEarly Check-ins are available upon request. $30 charge for the first hour, after that $20 per hourbrbrLate Check-outs $50 hourly.brbrNote:brSurveillance cameras at the entrance door for security. Minut device in the unit for noise level.brbr• The company is not responsible for any building maintenance or repairs.
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Sleep 6

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$276.71

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Bright + Cozy 3-bedroom apartment, Sleeps 8 plus Crib, Prime HP/Wicker Park

Chicago, Illinois, United States

3B1B unit for 8 people plus a crib.brGreat West Wicker Park, Humboldt Park location (in coveted 60622 area code) just 0.9 miles from Damen L stop, 1 block from North Ave and Western Ave bus lines. Close to Wicker Park/Bucktown shopping, delicious food, entertainment and night life.brbrThe 606 (Bloomingdale Trail)brRevolution BrewingbrHumboldt ParkbrLogan SquarebrUnited Center 2.7 milesbrbrApprox 5-6 miles:brMillennium ParkbrArt Institute of ChicagobrNavy PierbrThe Magnificent MilebrWillis Tower SkydeckbrThe spacebrWe take absolute pleasure in welcoming you to the bright & inviting 3B1B. This modern luxury gem offers all you need for a perfect, care-free stay. Living room and dining area are furnished with modern furniture that will exceed your expectations.brbr★ LIVING ROOM ★brStylish interior design with carefully picked amenities and decorations make up for this lovely 3B1B. You will be able to quickly change your setting by moving a few steps around this well-furnished space.brbr✔ 4K 58” HDR Smart TVbr✔ Sofa Bedbr✔ Side Chairsbr✔ Wall mirrorbrbrbr★ BEDROOM 1★br✔ 4K 40” HDR Smart TVbr✔ Queen-Size Bed with Luxury Foam Mattress, Pillows, Linens, and Sheetsbr✔ Cribbr✔ Extra Blankets and Pillowsbr✔ Closetbr✔ Work Tablebrbr★ BEDROOM 2★br✔ 4K 40” HDR Smart TVbr✔ Queen-Size Bed with Luxury Foam Mattress, Pillows, Linens, and Sheetsbr✔ Iron/Ironing Boardbr✔ Extra Blankets and Pillowsbr✔ Closetbr✔ Large Windowsbrbr★ BEDROOM 3★br✔ Queen-Size Bed with Luxury Foam Mattress, Pillows, Linens, and Sheetsbr✔ Iron/Ironing Boardbr✔ Extra Blankets and Pillowsbr✔ Closetbrbr★ KITCHEN & DINING ★brThe 3B1B features a fully equipped kitchen in which you can easily prepare your favorite, delicious meals. Its space and modern amenities are much more than you would expect with a big dining table.brbr✔ Ovenbr✔ Stovebr✔ Refrigeratorbr✔ Coffee Maker + Coffee Essentialsbr✔ Sink - Hot & Cold Waterbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr✔ Wine Glassesbr✔ Blenderbr✔ Toasterbr✔ Children's dinnerwarebr✔ Dining tablebrbr★ BATHROOM ★brThe inviting full bathroom is completely private and separated from the main room. It is stocked with all essential toiletries, so you don’t have to worry about packing anything extra.brbr✔ Bathtub with a Showerbr✔ Wash Basinbr✔ Hair Dryerbr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Essential Toiletriesbr✔ Drying Rack for clothesbrbrWasher and Dryer is available in the basement. Its a coin laundry and shared with the buildingbrbrHealth, the safety and well-being of our guests are of utmost importance to us. For this reason, we use a thorough and extensive process of cleaning after each check-out.brbrIn case your preferred dates are already taken, please check our profile as we offer more listings in the city.brbrExperience this bright 3B1B apartment. We are looking forward to your arrival.brGuest accessbrAll Bedrooms have a door.br• Self-check-in and check-out via smart lock.br• Free street parking (No designated spot).br• Instant communication and friendly support from our team.br• Convenient access to major roads and highways.br• Centralized heatbr• Kitchenware and silverware you can use to cook your favorite meals during your stay are readily available.br• Memory foam pillows that will help you achieve more comfortable sleep.brOther things to notebr*NO SMOKING*br$750 FinebrbrEarly Check-ins are available upon request. $30 charge for the first hour, after that $20 per hourbrbrLate Check-outs $50 hourly.brbrNote:brSurveillance cameras at the entrance door for security. Minut device in the unit for noise level.brbr• The company is not responsible for any building maintenance or repairs.
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Sleep 9

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$104.0

/ Nightly
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Lovely South Loop 1BR w/ Pool, Gym & Spa, nr Grant Park, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in Central Station with high floor views over the city. 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 #CHI741)brbrDesigned with you in mindbrbrAs with any Blueground apartment, you’ll find a thoughtfully designed space complete with beautiful furniture and a fully equipped kitchen in this one bedroom property. And, thanks to our superior quality mattresses, fully stocked linens, and towels, you can relax knowing you’ll always feel comfortably at home. When you’re ready for some fun, you can take in the Chicago vibes or bring the entertainment to you with the premium wireless speaker or smart TV. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - Basketball Courtbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbr - Playroombr - Saunabr - Squash courtbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - Building requires 48h to confirm the booking and validate the required documents
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