Vacation Rentals By Owner In Chicago, IL

$357.0

Open Loop 2BR w/ Lounge & Gym, nr Chicago Riverwalk, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped The Loop home with stunning balcony views over the city. (ID #CHI959)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your beautiful living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with fully stocked linens, you’ll fall in love with everything this The Loop apartment has to offer. 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 - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Game roombr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbrbrArrival 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 situated in the most dynamic and convenient place to live in Chicago, The Loop. With its endless shopping, fine dining, stunning park, river and lake views, and entertainment opportunities, everything is possible at a moment’s notice. The area is a cultural getaway for professionals and students, who can combine work with pleasure. Discover landmark buildings like the Willis Tower and The Art Institute of Chicago. Millenium Park, near Lake Michigan, is always worth a visit. The Loop is within reach of accessible transportation, offering non-stop public transit, buses, and taxis. Union Station is approximately a 10 minute train ride.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.

2

Bed

2

Bath

4

Sleeps

$337.0

/ Nightly

Apartment

Amazing Streeterville 2BR w/ Gym & Pool, Ohio St beach, by Blueground

Chicago, Illinois, United States

Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Streeterville furnished two bedroom apartment with its modern decor, fully equipped kitchen, and bright living room with great views. Ideally located, you’re close to all the best that Chicago has to offer! (ID #CHI909)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your bright living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with fully stocked linens, you’ll fall in love with everything this Streeterville apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Parkingbr - Pets allowedbrbrArrival 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.brParking is offered based on availability and is subject to a fee.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 - The heating system operating schedule is controlled by the building managementbr - The cooling system operating schedule is controlled by the building management

2

Bed

2

Bath

4

Sleeps

$147.0

/ Nightly

Apartment

Luxe River West 3BR w/ Pool, Gym, Pet Area, A/C & Rooftop, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this three bedroom apartment in River West with views over the city. It’ll be easy to simply show up and start living in this contemporary furnished apartment with its fully equipped kitchen, beautiful living room, and our dedicated, on-the-ground support. (ID #CHI1086)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 three 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 King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this three bedroom apartment include an on-site:brbr - BBQ Areabr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Parkingbr - Pets allowedbrbrArrival 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 River West. The neighborhood surrounds the Union Pacific railroad tracks and has been recently redeveloped now includes some of the most popular restaurants and residences in Chicago. The area is only a 5 to 10 minute walk from River North and the Loop and has become a hotspot for business travelers and young professionals. Being a flat area, River West is the ideal place for a bike ride or running around on foot.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.brParking is offered based on availability and is subject to a fee.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 apartment is located on a busy streetbr - Blueground cannot provide cots or additional beds for this apartment

Bed

Bath

Sleeps

$280.1

/ Nightly

Apartment

3BR Retreat Perfect for Professionals and Families in South Shore/ Chicago

Chicago, Illinois, United States

Welcome to your home away from home! This fully renovated 3-bedroom, 2-bathroom apartment offers modern comfort in the heart of South Shore, Chicago. Whether you're a traveling nurse, corporate professional, or family looking for a cozy retreat, this stylish and spacious unit has everything you need for a comfortable stay. Chicago is waiting for you at this 3-bedroom apartment. Enjoy a welcoming space where comfort meets style, making it easy to relax after a day of exploring. Whether you’re here for work or leisure, this beautiful apartment offers a cozy retreat. Experience what Chicago has to offer with a stay at our relaxing apartment.

3

Bed

2

Bath

7

Sleeps

$424.98

/ Nightly

Apartment

Welcome to our Charming 2BD 2BA Pilsen Apartment

Chicago, Illinois, United States

Summary:brbrWelcome to your stylish home away from home in Chicago’s vibrant Pilsen neighborhood! brbrbrbr- Spacious two-bedroom, two-bathroom apartment brbr- Bright, open-concept living area with modern décor brbr- Fully equipped kitchen with stainless steel appliances brbr- Plush beds and ample closet space in both bedrooms brbr- In-unit laundry for convenience brbr- High-speed Wi-Fi and central heating/air brbrbrbrBook your stay with TheDreamRentals today!brbrbrbrThe Space:brbrStep into a bright, open-concept living area where modern décor meets cozy touches. The fully equipped kitchen has everything you need to whip up a quick meal or a home-cooked dinner, complete with stainless steel appliances, plenty of counter space, and all essential cookware. The adjacent dining space is perfect for enjoying meals together, while the inviting living room offers a comfortable sofa and TV for relaxing evenings in.brbrbrbrComfortable Accommodation: brbr- Accommodates up to four guests brbr- Two bedrooms: one with a king bed, the other with a queen bed brbr- Plush beds and crisp linens brbr- Ample closet space brbrbrbrInterior Feeling: brbr- Bright, open-concept living area brbr- Modern décor with cozy touches brbr- Fully equipped kitchen with stainless steel appliances brbr- Comfortable sofa and TV in the living room brbrbrbrDelightful Dining: brbr- Adjacent dining space for shared meals brbr- Plenty of counter space for meal preparation brbrbrbrProfessional Cleaning: brbr- Two full bathrooms with contemporary finishes brbr- Stocked essentials for convenience brbr- In-unit laundry for fresh wardrobe brbrbrbrAdditional Features: brbr- High-speed Wi-Fi for connectivity brbr- Central heating and air for year-round comfort brbrbrbrBook with us today and enjoy exclusive discounts with our trusted local vendors! Elevate your stay with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Let us help you create an unforgettable experience from start to finish!brbrbrbrGuest Access:brbrGuests will have access to the entire unit.brbrbrbrThe Neighborhood:brbrLocated in Pilsen, one of Chicago’s most vibrant and culturally rich neighborhoods. Known for its deep Mexican-American heritage, Pilsen is filled with colorful street murals, authentic taquerias, family-owned panaderías, and lively community spaces. The area blends historic architecture with a growing arts scene, anchored by places like the National Museum of Mexican Art and numerous local galleries. It’s walkable, community-oriented, and just minutes from downtown, making it a favorite for creatives, young professionals, and families alike. With easy access to public transit, cozy cafes, and year-round festivals, Pilsen offers a dynamic urban experience rooted in tradition and culture.brbrbrbrGetting Around:brbrFrom Midway Airport, you can drive in about 20–30 minutes via I-55 N. By public transit, take the Orange Line to Roosevelt, transfer to the Pink Line, exit at 18th Station, and walk about 6 minutes west. From O’Hare Airport, driving takes about 40–60 minutes via I-90 E to I-55 S. For public transit, take the Blue Line to Clark/Lake, transfer to the Pink Line, exit at 18th Station, and walk west to the address.brbrbrbrOther Things to Note:brbrWe're thrilled to welcome you to our amazing condo, where luxury and comfort intertwine to create an unforgettable experience. To ensure your stay is as seamless and enjoyable as possible, here are some additional details to keep in mind:brbrbrbrCheck-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request.brbrbrbrNo Smoking: For the comfort of all guests, smoking is strictly prohibited within the apt. Please smoke outside.brbrbrbrPet Policy: We adore pets, but unfortunately, the penthouse is not pet-friendly. We appreciate your understanding in adhering to this policy.brbrbrbrQuiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment.brbrbrbrMaximum Occupancy: The maximum number of guests allowed in the penthouse is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted.brbrbrbrSecurity: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in.brbrbrbrMonitoring: We have camera's outside of the home for your safety. It will be recording during the reservations. Tampering with these will result in a fine.brbrbrbrRegistration number: R25000130801brbrShared Housing Unit Operation License Number: 2823378brbrbrbrInteraction with Guests:brbrPrivacy Respected: While we're available to assist you throughout your stay, we respect your privacy and understand that you're here to relax and unwind. Enjoy the penthouse as if it were your own private haven.brbrbrbrSupport at Your Fingertips: Should you have any questions, need recommendations, or encounter any issues during your stay, feel free to reach out to us. We're just a message or call away and are dedicated to ensuring your comfort.brbrbrbrFeedback Welcomed: We value your feedback and would love to hear about your experience. If there's anything we can do to enhance your stay or if you have suggestions for improvement, please don't hesitate to share.brbrbrbrOur goal is to strike the perfect balance between being available to meet your needs and respecting your desire for a tranquil and enjoyable stay.

2

Bed

2

Bath

4

Sleeps

$346.47

/ Nightly

Private Vacation Home

Quiet Chicago Townhome: Walk to Subway Stations

Chicago, Illinois, United States

Get the most out of your stay in Chicago with this conveniently located South Austin-area vacation rental. Just a short walk from nearby subway stations, this 2-bedroom, 1-bath townhome serves as an excellent home base for exploring the city during your trip. Take the train into the heart of downtown and visit popular sites like The Art Institute of Chicago, Navy Pier, or Skydeck Chicago! Or check out some other nearby attractions like the Garfield Park Observatory or Hemingway Museum!brbr-- THE PROPERTY --brbrWalkable Location | Free WiFi | ~7 Mi to DowntownbrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Queen Sleeper SofabrbrINDOOR LIVING: Flat-screen TV, sunroom, dining table, shower/tub combobrKITCHEN: Refrigerator, stove/oven, cooking basicsbrGENERAL: Window A/C unit, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryerbrFAQ: Stairs required for accessbrPARKING: Free street parkingbrbr-- THE LOCATION --brbrDOWNTOWN CHICAGO (~7 miles): Willis Tower, Little Italy, The Art Institute of Chicago, Greektown, River West, Fulton River District, River North, Magnificent Mile, Streeterville, Chicago Riverwalk, New Eastside, Navy Pier, Millenium Park, Skydeck ChicagobrLOCAL ATTRACTIONS: Garfield Park Observatory (2 miles), Oak Park Observatory (3 miles), Ernest Hemingway Birthplace Museum (3 miles), Frank Lloyd Wright Museum & Studio (3 miles), WonderWorks Children’s Museum (4 miles), Brookfield Zoo (8 miles)brPARKS: Moore Park (0.8 miles), Columbus Park (2 miles), Longfellow Park (2 miles), Barrie Park (3 miles), Scoville Park (3 miles), Euclid Square Park (4 miles), Lincoln Park (8 miles)brPUBLIC TRANSIT: Cicero Green Line Station (0.8 miles), Cicero Blue Line Station (1 mile)brAIRPORTS: Chicago Midway International Airport (7 miles), O’Hare International Airport (13 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires steps to access

2

Bed

1

Bath

6

Sleeps

$431.51

/ Nightly

Hotel

A Place You'll Surely Enjoy! Close to Chicago Vietnam Veterans Memorial

Chicago, Illinois, United States

This listing is for a room within a hotel.brbr✦ Your room is 450 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $78 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $32.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $100 fee per stay. Up to two pets per suite.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Self-parking is available at 60 E Lake or 111 E Wacker with unlimited in/out. Receive a QR code at check-in for discounted garage rates.brbr✦ The required refundable security deposit is charged per night on a valid credit card.

1

Bed

1

Bath

4

Sleeps

$603.95

/ Nightly

Hotel

The Ultimate Chicago Experience! Close to Chicago Riverwalk and Picasso Statue

Chicago, Illinois, United States

This listing is for a room within a hotel.brbr✦ Your room is 780 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $78 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $32.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $100 fee per stay. Up to two pets per suite.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Self-parking is available at 60 E Lake or 111 E Wacker with unlimited in/out. Receive a QR code at check-in for discounted garage rates.brbr✦ The required refundable security deposit is charged per night on a valid credit card.

1

Bed

1

Bath

3

Sleeps

$213.0

/ Nightly

Apartment

Cozy Loop 1BR w/ Pool, Gym, nr. Merchandise Mart & L, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in The Loop 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 #CHI268)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 Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbrbrArrival 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 situated in the most dynamic and convenient place to live in Chicago, The Loop. With its endless shopping, fine dining, stunning park, river and lake views, and entertainment opportunities, everything is possible at a moment’s notice. The area is a cultural getaway for professionals and students, who can combine work with pleasure. Discover landmark buildings like the Willis Tower and The Art Institute of Chicago. Millenium Park, near Lake Michigan, is always worth a visit. The Loop is within reach of accessible transportation, offering non-stop public transit, buses, and taxis. Union Station is approximately a 10 minute train ride.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 apartment is located near a railway, so expect to hear moderate noise when trains passbr - This is a guarded building equipped with a doorman/concierge at all times

Bed

Bath

Sleeps

$279.27

/ Nightly

Apartment

Walk to Blue Line: Sleek Apartment in Bucktown!

Chicago, Illinois, United States

Ample Natural Lighting | Central A/C | 5 Mi to DowntownbrbrMake the most of your Windy City getaway with this 2-bedroom, 1-bath Chicago vacation rental as your home base! Perfect for couples or small groups of friends, the updated apartment features an open-concept living area, a well-stocked kitchen, and a walkable location with easy access to public transit. Stay local and catch a show at Concord Music Hall, or head downtown and tour the Shedd Aquarium or shop along Michigan Avenue!brbr-- THE PROPERTY --brbrR25000126532brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 full bedbr- Living Room: 1 queen sleeper sofabrbrINDOOR LIVINGbr- Flat-screen TV, dining tablebr- Updated interior, ample natural lightingbrbrKITCHENbr- Refrigerator, stove/ovenbr- Dishware/flatware, cooking basicsbr- Single-serve coffee maker (pods provided)br- Microwave, toasterbrbrGENERALbr- Free WiFibr- Keyless entrybr- Central A/C & heatingbr- Linens/towels, shared coin laundrybr- Trash bags, paper towelsbr- Complimentary toiletriesbrbrFAQbr- Quiet hours (8:00 PM-8:00 AM)brbrACCESSIBILITYbr- Single-story apartment, 1 step to enterbrbrPARKINGbr- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Walkable location in Bucktown: Concord Music Hall, Greetings From Chicago Mural, shops, restaurants, barsbr- 4 blocks to Blue Linebr- 0.8 miles to Wicker Park: antique & thrift shops, record stores, dive bars, coffee shopsbr- 5 miles to downtown Chicago: Grant Park, Soldier Field, Shedd Aquarium, Michigan Avenuebr- 11 miles to Chicago Midway International Airport & 13 miles to Chicago O'Hare International 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 requires 1 step to enterbr- The coin laundry is shared with the neighboring long-term units; tenants may be present during your stay

Bed

Bath

Sleeps

$259.23

/ Nightly

Condo

Charming Retreat with Modern Comforts / Spa Bath

Chicago, Illinois, United States

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

1

Bed

1

Bath

2

Sleeps

$204.08

/ Nightly

Apartment

Nice 2 bedroom 15 minutes to downtown chicago

Chicago, Illinois, United States

Hey this is a 2 bedroom just 15-20 min out from downtown Chicago near bronzeville Chicago this is a 2 bedroom spacious new appliances and a nice quiet location to commute back and forth from any area.

2

Bed

1

Bath

3

Sleeps

$557.99

/ Nightly

Villa

▌360° City Skyline Chicago ▌

Chicago, Illinois, United States

About this spacebrIt's rare to find a place that's both historic and one-of-a-kind. This 3 bedroom + 2.5 bath vacation rental boasts three levels of charming living space and a stunning 360° city of Chicago skyline view.brThe spacebrAmazing charm & character in this historic property. The building used to be an old bar and ballroom- this penthouse unit was part of the top floor ballroom before it was abandoned then restored into a stunning residential abode. Original masonry and exposed rafters with open 2nd floor give this location a loft-like feel. While still carefully maintaining historic beauty and character, this 3rd floor penthouse property has all the modern conveniences. Hardwood throughout (marble in bath), granite counters, stainless appliances, well equipped kitchen, central ac/heat, mesh wifi is blazing fast fiber optic, two master bedrooms, and a private rooftop with 360 degrees of Chicago city skylineview (trust us that the photos cannot do this one any justice!)br.brThis One-of-a-kind West Town Penthouse is stunning and spans 3 levels!brbrAt 2800ft² it boasts amazing unobstructed Chicago city skyline views and has it's own private rooftop deck with stunning panoramic city skyline views.brbrFeatures include breathtaking 25' tall ceilings, mahogany hardwood floors, huge tub, deluxe walk-in showers, and marble bathrooms.brbrClose to blue line, 10 blocks to downtown, blocks away from the Kennedy (I90/94 expressway) walk to nearby restaurants and shopping.br.brStunning historic Chicago brick building. Blazing FAST Fiber optic internet w/mesh router! Original Chicago masonry, exposed beams, and charming features. Updated with all the modern essentials- granite and stainless appliances, giant bathtub, marble and Brazilian teak hardwood floors, live plants, artwork, thoughtful details and extra amenities/comforts by hospitality focused hosts.brbrThis Chicago Penthouse is on the top level of this three story building, and there are three levels inside the penthouse with 25' ceilings, classic but elegantly appointed there is a subtle rustic loft like feel with exposed rafters and exposed Chicago brick throughout. (No elevator in building.) Enjoy the nearly floor to ceiling windows on the main level and third floor with breathtaking views of the city of Chicago skyline. Perfect place to enjoy a cup of coffee or an adult beverage and watch the sunset (or rise) over the one-of-a-kind city of Chicago silhouette of skyscrapers. There is also a private rooftop deck with nearly a 360° unobstructed view of the Chicago skyline.brbrConveniently located in central proximity to nearly everything wonderful that Chicago has to offer. Quite a spectacular place.brGuest accessbrSpace is not shared by anyone else.brOther things to notebrExceptionally convenient location and close proximity to most major venues and event sites.br.brThe building is occupied by long term tenants and so we do not allow events or entertaining of any kind to ensure a peaceful environment for everyone. No guests in excess of reservation unless prior written approval. However, the Pub across the street has ample room for parties and even has two different private party areas that you can usually use free of charge (just let us know and we can help you make arrangements.)brbrThe Irish Pub across the street, Irish Nobleman Pub, is a highly rated neighborhood bar & grill with great food and specials every day of the week.br*Carry out beverages also available.*br.brMany people stay here who are in town for: Lollapalooza, The Chicago Marathon, Blues Fest, to see the museums, Art museum, Field Museum, Science & Industry Museum, Nature Museum, Shedd Aquarium, Planetarium, Solider Field, Wrigleyville, Wrigley Filed, to see the Cubs, to watch the White Sox, Comisky Park, US Cellular Field, Sears Tower (now called Willis Tower)... well but we still call it the Sears Tower ;-) , Belmont & Sheffield Music Festival, The Bean - Cloudgate, Shopping on the Magnificent Mile (Michigan Avenue Shopping), Trump Tower, United Center, Hancock Building, music venues, festival locations, Riot Fest, Lollapalooza, Chicago Theater, Lyric Opera House, Merchandise Mart, and so much more.

3

Bed

2

Bath

9

Sleeps

$555.85

/ Nightly

Private Vacation Home

◆◆◆ Work, Play, Eat , 5B/3BA Near Everything ◆◆◆

Chicago, Illinois, United States

Work or play this is where you want to stay! Enjoy Chicago in our comfortable 2 story brick single family home. This amazing location is quiet & just a few blocks to downtown, a short walk to the blueline (subway or L train), shopping, dining, busses, & right across the street- a top rated Irish Pub! Hardwood floors, stainless steel appliances, dishwasher, 1st floor master bedroom, central a/c and heat! Big screen tv, keyless entry with keypad, and blazing fast fiber optic cable internet!brThe spacebr5 bedroom+ 3 bathrooms with 1st floor master suite +1 pull-out sofa couch + air mattresses + back deck (seasonal), Big Screen TV, Record Player with records and bluetooth, and the best location (not more than 10-15min to every bit of the best the city has to offer!)br.brHardwood floors throughout, big screen tv, keyless entry with keypad, and blazing fast fiber optic cable gig speed internet (same upload/download speeds!) Whether what brings you to Chicago is work or play- this is where you will want to stay! Hardwood floors on main & top floor levels, stainless steel updated appliances, record player, dishwasher, microwave, large modern farmhouse dining table, first floor master with attached bath (separate shower and tub, double vanity). During the summer stay cool with ice cold central a/c and stay toasty in the winter with forced air heat! Big screen tvs, keyless entry with keypad, building security, and blazing fast fiber optic cable internet! With vintage charm of an old 1800's historic Chicago home and updated modern conveniences, charming décor (such as a gorgeous wrought-iron-base wooden farmhouse table with bench and stools), and comfortable accommodations like the extra fast fiber optic internet (same upload & download speeds!) make this a fantastic choice if you're in town for work or pleasure. Perfectbr.brIt boasts quick & easy access to the highways, close proximity to (and to transportation to) festivals & events such as Lollapalooza, Riot Fest, McCormick place, United Center, Wrigley Field, Lake Michigan, and more- pretty much no more than 10-15min from EVERYTHING.br.br1st Floor King Suite has King bed, leather chair w/ottoman, tv w/dvd player, attached bathroom with separate shower & tub.br.br2nd Floor has 4 Queen/Full bedrooms (two have walk-in closets), and a full bath is also located on 2nd floor along with a futon on the landing.br.brMain Level has 1/2 bath, and queen pull-out couch.br.brFinished Basement has queen pull-out couch, L-Shaped couch, work-space area, fuzball table, full bathroom, and full sized washer/dryer.br.brbrMany people stay here who are in town for the amazing museums, musical festivals, concerts, art, and sightseeing: Lollapalooza, The Chicago Marathon, Festivals, the many wonderful Chicago museums, Blues Fest, to see the museums tourist sites, Art museum, Field Museum, Sceience & Industry Museum, Nature Museum, Shedd Aquarium, Planetarium, Solider Field, Wrigleyville, Wrigley Filed, to see the Cubs, to watch the White Sox, Comisky Park, US Cellular Field, Sears Tower (now called Willis Tower)... well but we still call it the Sears Tower ;-) , Belmont & Sheffield Music Festival, The Bean - Cloudgate, Shopping on the Magnificent Mile (Michigan Avenue Shopping), Trump Tower, United Center, Hancock Building, music venues, festival locations, Riot Fest, Lollapalooza, Chicago Theater, Lyric Opera House, Merchandise Mart, and so much more. Perfect place for larger groups as there are so many bedrooms, 3 fully finished levels of living space, extra pullout/sleeper couches and air mattresses.

5

Bed

2

Bath

9

Sleeps

$439.8

/ Nightly

Hotel

Level - Fulton market Modern two bedroom two bath with full kitchen and balcony

Chicago, Illinois, United States

Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern studio, one, two, and three-bedroom luxury furnished apartments available for monthly stays. When you stay Level you can expect the comforts of home plus the convenience of onsite guest services, bi-weekly housekeeping and access to resort-inspired lifestyle amenities. And, with the best of Fulton Market just steps away, you’re close to great restaurants, shopping, and attractions like the Chicago River Walk, Willis Tower, Soho House Chicago and Fulton River Park.brbrLevel Fulton Market features spacious studios, one, two and three-bedroom accommodations in Chicago ranging from 500 to 1,200 sq ft of exceptional living. Enjoy the suite way to stay with all the comforts of home; fully-equipped kitchens, functional living areas, personal outdoor balconies and convenient in-suite laundry.brbrFrom a state-of-the-art fitness center and infrared saunas, to modern co-work space and a glamorous 31st floor “Cloud Lounge”, enjoy resort-inspired amenities designed with your lifestyle in mind. brbrWhether you are on an extended vacation, a business trip or in the process of moving, live like a local while you stay at Level Fulton Market. We’ve curated a list of our favorite spots in the neighborhood to help you get started.brbrThe Space:brThese executive suites offered by Level are sophisticated in every which way. Embrace your inner epicurean in our fully-equipped gourmet kitchen. The floor to ceiling windows boast remarkable city views whether you enjoy outside from the private balcony or inside while you’re lounging on our modern designed furniture. It doesn’t stop there, make a splash in the outdoor heated pool and soak up some rays or hit up the state-of-the-art fitness center before calling it a night. You can rest easy knowing that your Hypnos® mattress was carefully selected and strategically paired with high thread-count linens, hypoallergenic duvet and pillows. All with your comfort in mind. What are you waiting for Stay Level, your personal sanctuary in Chicago. In addition to the features mentioned above, Level suites offer: Fully-equipped gourmet kitchen Private balcony In-suite laundry High-speed WiFi Flat-screen smart TV with cable Air conditioning In-suite workspace Deep soaking tub or walk-in shower.brbrAll suites have:br*Fully Equipped Kitchens*brEnjoy the convenience of our fully outfitted kitchens, featuring top-of-the- line appliances. Whether you’re looking to unleash your inner chef, or just want the peace of mind that comes with preparing your favorite meal the way you do at home, our kitchens have you covered.brbr*Lounge-worthy living space*brUnlike traditional hotels, Level suites are thoughtfully designed with layouts that give you space for the things you love – enjoy a home-cooked meal in your dining area, relax with a family movie or games night in the living area, or kick back with your colleagues on your private balcony. Explore the city and return to your home-away-from-home.brbr*In-suite laundry*brA full-sized washer and dryer in each suite make your life that much easier. Whether you’re away from home on business or getting a fresh start in a new city, Level suites have everything you need to feel right at home.brbr*Private outdoor spaces*brAt Level Fulton Market, Chicago has never felt more like home. Most suites feature open-air balconies – great for enjoying your morning coffee, soaking up some afternoon sun, or reading that book you’ve been putting off.brbr*Housekeeping services*brEnjoy bi-weekly housekeeping services throughout your stay. At Level, we are proud to have achieved a GBAC-STAR™ facility accreditation from the Global Biorisk Advisory Council, a Division of ISSA - The Worldwide Cleaning Industry Association. We take cleanliness seriously, and we’re committed to ensuring our suites balance service with safety.

Bed

Bath

Sleeps

$765.19

/ Nightly

Apartment

Wrigleyville 3BR: Game Day Haven with Free Parking

Chicago, Illinois, United States

Great location in the heart of Wrigleyville! Less than a 5 minute walk from Wrigley Field and a block away from The Metro, the intimate concert venue! Down the street from iconic & premiere restaurants, cafes, the square, and many entertainment venues. The home is just minutes from the interstate highway and train station, allowing easy travel to many iconic Chicago neighborhoods and downtown and a direct route to O’ Hare International Airport.

3

Bed

2

Bath

7

Sleeps

$231.0

/ Nightly

Apartment

Upscale West Loop 1BR w/ W/D, Gym & Lounge, nr L, by Blueground

Chicago, Illinois, United States

Discover the best of Chicago, with this one bedroom apartment in West Loop 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 #CHI780)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 Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - Loungebr - Pets allowedbrbrArrival 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 LocatedbrbrLocated in West Loop, this furnished rental invites you to explore the edges of downtown Chicago. From endless dining and bar options to art galleries and stylish shops, West Loop has emerged with so much to offer daily. During weekends, residents savor trips to the Chicago French Market and the vibrant strip of Randolph Street. The latter is known as “Restaurant Row” and is lined with some of the city’s best eateries. Fulton Market, one of the hippest and fastest-growing neighborhoods, is ideal for dinner and drinks. Union Station is only a 5 to 10 minute walk away.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 is located near a railway, so expect to hear moderate noise when trains passbr - Noise from the nearby nightlife can sometimes be heard late at nightbr - The building's sundeck is closed during winter months

Bed

Bath

Sleeps

$454.76

/ Nightly

Apartment

Heart of Lincoln park

Chicago, Illinois, United States

Charming 2BR in the Heart of Lincoln Park!brbrStay in the perfect Chicago location! This cozy 2-bedroom, 1-bathroom apartment is steps from Lincoln Park, North Ave Beach, the Zoo, Old Town, and Gold Coast. Walk to top dining spots like Lou Malnati’s, Small Cheval, and local bars. Enjoy fast WiFi, an in-unit washer/dryer, and easy access to shopping, AMC, Sky Zone, and Utopian Tailgate. Whether you're here for work or leisure, this stylish space offers the perfect blend of comfort and convenience!

2

Bed

1

Bath

5

Sleeps

$181.72

/ Nightly

Apartment

Fully restored 1911's 2-Flat on Chicago’s family friendly quiet North Side.

Chicago, Illinois, United States

When I renovated this building my dream was to maintain the look and feel of a 1911 city farmhouse building's charm but with modern amenities including HE Furnace, AC, Dishwasher, new Electrical and Plumbing. This home sports a full front and rear porch, gorgeous tree shaded backyard and an extremely social and friendly neighborhood. 9' ceilings and original woodwork and floors throughout. Restored vintage furniture, farmhouse kitchen and an extremely high quality bed with blackout curtains in the bedroom. Located in North Center easily walk to shops, restaurants and attractions in Roscoe Village, Lakeview, Lincoln Square. 1 mile from Lake Michigan beaches. 4 blocks to Brown Line. Easy access to downtown, lakefront, bicycles, restaurants. Extremely quiet in the evening.

Bed

Bath

Sleeps

$438.86

/ Nightly

Private Vacation Home

Spacious 3 Bedroom 1 Bathroom Rogers Park Town House Budget-Friendly

Chicago, Illinois, United States

3BR Townhouse in Rogers Park, Chicago – Cozy, Affordable & Perfect for GroupsbrbrMake your stay in Chicago extra special in this warm and inviting 3-bedroom, 1-bath recently renovated townhouse in Rogers Park, perfect for families and groups up to 6. Enjoy a budget-friendly Chicago vacation rental located close to shopping, local restaurants, and favorites like Loyola University, Northwestern University, Saint Francis Hospital, Endeavor Health Swedish Hospital, and festive Devon Ave.brbrRelax in a cozy living room ideal for movie nights, cook holiday meals in the fully equipped kitchen, and settle into three comfortable bedrooms after a day exploring Chicago’s winter charm. With reliable Wi-Fi, smart TV, and easy access to public transit and Lake Michigan, this home is an excellent choice for your Chicago getaway. brbrCelebrate the season in a cheerful, convenient, and comfortable Rogers Park holiday rental—perfect for creating lasting memories with loved ones.

3

Bed

1

Bath

6

Sleeps

Vacation Rentals By Owner In Chicago, IL

$357.0

$337.0

$147.0

$280.1

$424.98

$346.47

$431.51

$603.95

$213.0

$279.27

$259.23

$204.08

$557.99

$555.85

$439.8

$765.19

$231.0

$454.76

$181.72

$438.86

Rent a place that suits your needs

Most popular vacation rentals in Chicago

$2319.21

$2427.16

$2731.80

$2999.50

$3259.71

$3780.16

$320.07

$317.86

$318.18

$318.68

Most Popular Cities in Illinois