Cook Area Rentals
From $337 per night (USD)VRBO
One Bedroom Hotel Suite – Sports Illustrated Resorts Chicago, Downtown Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the heart of downtown Chicago at the Sports Illustrated Resorts Chicago – One Bedroom in the Loop. This bouti ...
From $337 per night (USD)VRBO
From $170 per night (USD)VRBO
Prime 3BR/2BA in the Heart of Chicago. 10 mins to Dine & Downtown.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a peaceful stay at this 3-bedroom apartment in Chicago. The space features two queen beds and one full bed, provid ...
From $170 per night (USD)VRBO
From $720 per night (USD)VRBO
Beautiful Home - Great for Groups, Parking & Food
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 18
This is a large historic Chicago home home that sleeps 18 and is perfect for large family or group stays. 6 bedrooms and ...
From $720 per night (USD)VRBO
From $346 per night (USD)Expedia
Paradise Lounge 3bd apartment in Central Chicago with AC & Balcony
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this enchanting apartment in picturesque Chicago. With three queen beds, The whole group will enjoy easy acces ...
From $346 per night (USD)Expedia
From $105 per night (USD)VRBO
Blueground | South Loop, city view, nr Grant Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in South Loop with views over the city. It’ll be easy to s ...
From $105 per night (USD)VRBO
From $155 per night (USD)Expedia
The King's Corner / Ground Level / Train Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay includes: *Ground level apartment (1 step to climb) *King Bd *47' smart TV *Fast Wifi *Fully Stocked Kitchen / ...
From $155 per night (USD)Expedia
From $155 per night (USD)VRBO
Cozy Extended Stay: King Bed/Fully Equipped/Train
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally-located place. Stay includes: *1st floor apartment (only 3 stairs to cl ...
From $155 per night (USD)VRBO
From $137 per night (USD)Expedia
Charming Loft: King Bd/Elevator/Train/Bus/Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally-located place. Stay includes: *King Bd *50' smart TV *Fast Wifi *Ful ...
From $137 per night (USD)Expedia
From $197 per night (USD)VRBO
1 Block to Red Line Station: Walkable Chicago Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Off-Street Parking | Work From Home Friendly | Easy Hwy Access Immerse yourself in the charm and excitement of the Wind ...
From $197 per night (USD)VRBO
From $333 per night (USD)VRBO
All Season Chicago Haven Near United Center Rush Hospital and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this charming apartment in Chicago. With two comfortable bedrooms featuring a king and a queen bed, guests ca ...
From $333 per night (USD)VRBO
From $176 per night (USD)VRBO
Explore Chicago! / King Bd near Train / Near Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally-located place. Stay includes: *1st floor apartment (only 3 stairs to cl ...
From $176 per night (USD)VRBO
From $310 per night (USD)Expedia
Comfy Premier Luxe Retreat with Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Comfortable & Fully Equipped Second-Floor Apartment Near Chicago Perfect for vacations, business trips, and extended st ...
From $310 per night (USD)Expedia
From $198 per night (USD)VRBO
Modern 2BR Avondale with Free Parking Near CTA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stylish and spacious 2-bedroom Avondale apartment with hardwood floors, a modern kitchen, bright living area, spa-style ...
From $198 per night (USD)VRBO
From $217 per night (USD)VRBO
Pet-Friendly Uptown Chicago Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 11
Summary: 2 bedroom Unit in Uptown Chicago The Space: 2 bedroom home with 2 bathrooms that sleeps 11. Bed sizes a ...
From $217 per night (USD)VRBO
From $1037 per night (USD)VRBO
ENVITAE Hotel, 4BR Luxury Modern Apartments
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed fo ...
From $1037 per night (USD)VRBO
From $247 per night (USD)VRBO
Spacious 4-bedroom apartment in gorgeous Chicago with AC and gym
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Discover the beauty of Chicago from this 4-bedroom apartment. The space features a queen bed, a twin bed, and two bunk b ...
From $247 per night (USD)VRBO
From $257 per night (USD)VRBO
THE YALE/ 4Bd/Modern/Professionally Designed/Premium location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
You will be more than amazed! Consider this house your home away from home while you visit Arlington Heights. This pleas ...
From $257 per night (USD)VRBO
From $262 per night (USD)Expedia
Luxury 3BR Suite with Patio & Skyline Views, Near McCormick
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3-Bedroom Suite with Private Patio & Skyline Views Your elevated Chicago experience starts here. Wake up to ...
From $262 per night (USD)Expedia
From $696 per night (USD)VRBO
4 Bedroom Penthouse Loft in Heart of Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Neighborhood highlights The loft is located in Wicker Park, a highly desirable commercial area in Chicago. The neighborh ...
From $696 per night (USD)VRBO
From $274 per night (USD)Expedia
McCormick Place Modern Suite for 4, with Optional Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake Up to City Views in the Heart of Chicago Designed for your comfort and connection, this modern South Loop 1BR Suit ...
From $274 per night (USD)Expedia
From $175 per night (USD)VRBO
Blueground | The Loop, pool, nr Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish The Loop furnished two bedroom apartm ...
From $175 per night (USD)VRBO
From $359 per night (USD)Expedia
Bright & Modern 2-Story Near Northwestern
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to this charming apartment in Evanston conveniently located just steps away from Northwester , beaches and resta ...
From $359 per night (USD)Expedia
From $330 per night (USD)VRBO
“Stylish 3BR, 2 Bath Home for Longer Stays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy a stylish experience at this centrally-located place. Your Ideal Home in Arlington Heights, IL! Welcome to this ...
From $330 per night (USD)VRBO
From $384 per night (USD)Expedia
Spacious 4BR West Loop Retreat w/Optional Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Experience comfortable city living in this home near Downtown Chicago. Featuring hardwood floors, stainless steel applia ...
From $384 per night (USD)Expedia
From $234 per night (USD)VRBO
Stylish brand new 3BR Near West Loop/Fulton Market
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your stylish Chicago retreat — a bright, modern 3-bedroom home designed for comfort, convenience, and memorab ...
From $234 per night (USD)VRBO
From $129 per night (USD)Expedia
3BR Vintage Apt • Patio • Walk to McKinley Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in a spacious 3-bedroom apartment on the 1st floor of a charming vintage home in McKinley Park. Perfect for familie ...
From $129 per night (USD)Expedia
From $135 per night (USD)VRBO
Serene 2-bedroom apartment with AC in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Chicago from this 2-bedroom apartment. The adorable space features two queen beds, perfect for a ...
From $135 per night (USD)VRBO
From $307 per night (USD)VRBO
Chic River North Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to your stylish home base in the heart of River North, one of Chicago’s most vibrant and walkable neig ...
From $307 per night (USD)VRBO
From $247 per night (USD)VRBO
Cozy 1BR in Bridgeport w/free street parking/ McCormick/Chinatown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Consider this cozy apartment your home away from home while you visit Chicago! Located on the second floor of a charming ...
From $247 per night (USD)VRBO
From $355 per night (USD)Expedia
Luxury Penthouse Loft w/Terrace 507 | River North
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: BRAND NEW PENTHOUSE DUPLEX LOFT IN THE HEART OF RIVER NORTH WITH PRIVATE TERRACE! Enjoy your luxury two-sto ...
From $355 per night (USD)Expedia
From $307 per night (USD)VRBO
Luxury Penthouse Loft w/Terrace 504 | River North
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: BRAND NEWPENTHOUSE DUPLEX LOFT IN THE HEART OF RIVER NORTH WITH PRIVATE TERRACE! Enjoy your luxury two-sto ...
From $307 per night (USD)VRBO
From $366 per night (USD)Expedia
Luxury Designer Loft 202 | River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: BRAND NEW LOFT IN THE HEART OF RIVER NORTH! Enjoy your luxury designer styled loft located in Chicago's cen ...
From $366 per night (USD)Expedia
From $355 per night (USD)VRBO
Luxury Designer Loft 302 | River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: BRAND NEW LOFT IN THE HEART OF RIVER NORTH! Enjoy your luxury designer styled loft located in Chicago's cen ...
From $355 per night (USD)VRBO
From $355 per night (USD)Expedia
Luxury Designer Loft 402 | River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: BRAND NEW LOFT IN THE HEART OF RIVER NORTH! Enjoy your luxury designer styled loft located in Chicago's cen ...
From $355 per night (USD)Expedia
From $355 per night (USD)VRBO
Luxury Designer Penthouse Loft 502 | River North
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: BRAND NEW PENTHOUSE LOFT IN THE HEART OF RIVER NORTH! Enjoy your luxury designer styled loft located in Chi ...
From $355 per night (USD)VRBO
From $275 per night (USD)VRBO
Edgewater Glen 3BD Cozy Retreat Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Experience a delightful stay in this 3BR, 1.5BA home in Edgewater. Start your morning with coffee in the shar ...
From $275 per night (USD)VRBO
From $311 per night (USD)VRBO
3-bedroom apartment in lovely Chicago with AC and comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Nestled in Chicago, this wonderful ground unit apartment offers a comfortable stay for guests seeking a home away from h ...
From $311 per night (USD)VRBO
From $126 per night (USD)Expedia
Peaceful 1-bedroom apartment with AC in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the beauty of Chicago from this 1-bedroom apartment. Guests enjoy a peaceful living room with a queen bed, perf ...
From $126 per night (USD)Expedia
From $403 per night (USD)VRBO
Andi's Treehouse
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
We open our home to guests during the summer. You will have the whole top floor of this historic 1889 4 story greystone ...
From $403 per night (USD)VRBO
From $80 per night (USD)VRBO
Value-Friendly Room w/ Free Parking Perfect for Road Trips | Close to O’Hare
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located minutes from O'Hare Airport, our inviting rooms blend comfort and convenience. Enjoy a king-sized bed, free Wi-F ...
From $80 per night (USD)VRBO
From $80 per night (USD)VRBO
Affordable Room Perfect for Short Layovers w/ Free Parking & Easy Highway Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located minutes from O'Hare Airport, our inviting rooms blend comfort and convenience. Enjoy a king-sized bed, free Wi-F ...
From $80 per night (USD)VRBO
From $343 per night (USD)Expedia
Family-Friendly 4BR Skokie Home - Garage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this fully furnished 4-bedroom, 2-bath home in Skokie, ideal for families, groups, and extended stays. The ma ...
From $343 per night (USD)Expedia
From $207 per night (USD)VRBO
Edgewater Apt with Free Parking, Gym, City Living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the charm of Chicago's Edgewater neighborhood, where lakefront mornings and local cafés are just mo ...
From $207 per night (USD)VRBO
From $221 per night (USD)VRBO
Chic 2BR Apartment in Edgewater: Gym & Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the best of Chicago's lakefront from this Edgewater retreat, just minutes from the Granville Red Li ...
From $221 per night (USD)VRBO
From $211 per night (USD)VRBO
Spacious & Clean 1.5 Story Apartment with Parking - Easy Access to City+ Airport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in this spacious 2-bedroom Forest Park apartment near Downtown Chicago and Midway Airport, ideal for families, frie ...
From $211 per night (USD)VRBO
From $184 per night (USD)Expedia
Spacious Apartment w/Game Table for 7 near City + Airport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Stay in a spacious first-floor Berwyn apartment near Downtown Chicago and Midway Airport, ideal for families, groups, ev ...
From $184 per night (USD)Expedia
From $174 per night (USD)VRBO
Elegant and Family Friendly Apt w/Parking and Easy Access to City and Airports
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Stay in an elegant 2-bedroom Forest Park apartment near Downtown Chicago and Midway Airport, ideal for families, friends ...
From $174 per night (USD)VRBO
From $167 per night (USD)Expedia
Galactic Getaway - 15 Min to Midway - Easy Access to Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Stay in this modern 2-bedroom Berwyn apartment near Downtown Chicago and Midway Airport, ideal for families, friends, sm ...
From $167 per night (USD)Expedia
From $143 per night (USD)VRBO
Serene Oak Park Apartment with Crib - Easy Access to Downtown and Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in this serene 1-bedroom Oak Park apartment near Downtown Chicago and Midway Airport, ideal for couples, small fami ...
From $143 per night (USD)VRBO
From $147 per night (USD)Expedia
Stylish Berwyn Retreat - 15 Min to Midway - Easy Access to Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in this modern 2-bedroom Berwyn apartment near Downtown Chicago and Midway Airport, ideal for couples, families, sm ...
From $147 per night (USD)Expedia
From $161 per night (USD)VRBO
Modern and Lux 2BD for 4 Near City and Airport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in this modern 2-bedroom Berwyn apartment near Downtown Chicago and Midway Airport, ideal for families, couples, sm ...
From $161 per night (USD)VRBO
From $149 per night (USD)Expedia
Cozy and Stylish Oak Park Apartment - Easy Access to Chicago and Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in a stylish 1-bedroom apartment in Oak Park. Perfect for couples, small families, small groups, business travelers ...
From $149 per night (USD)Expedia
From $104 per night (USD)VRBO
Private Room Healthcare Pros Welcome 15 Min to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 6
- Sleeps:
- 2
Clean, comfortable private room in Chicago's Bridgeport neighborhood — just 15 minutes from the Medical District and Do ...
From $104 per night (USD)VRBO
From $234 per night (USD)Expedia
Bright 2BR Retreat near McCormick & Museum Campus
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Wake up to Chicago’s glittering skyline from your private 2BR, 2BA suite right on iconic Michigan Avenue. Sip your morni ...
From $234 per night (USD)Expedia
From $235 per night (USD)VRBO
Hyde Park University of Chicago Penthouse 3 bedroom/2 bathroom + gym & office
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Chicago is waiting for you at this 3-bedroom apartment. Each bedroom features a king bed, offering guests a tremendous a ...
From $235 per night (USD)VRBO
From $87 per night (USD)Expedia
The Jewels, 2 bed/2 bath, UChicago 2mi, Parking, DTWN 15mi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its resi ...
From $87 per night (USD)Expedia
From $974 per night (USD)VRBO
Near Zoo and Beach • Reading Nook + Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the best of Chicago from this newly renovated 3-bedroom apartment in the heart of Lincoln Park. Just minutes ...
From $974 per night (USD)VRBO
From $220 per night (USD)VRBO
Cozy 2-bedroom 15 min to downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly fully remodeled and professionally cleaned 2-bedroom garden-level (lower-level) (basement )apartment Designed for ...
From $220 per night (USD)VRBO
From $83 per night (USD)VRBO
King Bed Non-Smoking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfortable Accommodations: Des Plaines Motel By OYO O'Hare Airport Chicago in Des Plaines offers air-conditioned rooms ...
From $83 per night (USD)VRBO
From $213 per night (USD)VRBO
Spacious Modern Pilsen Retreat | Sleeps 8 | Near Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your home away from home in the heart of Chicago's vibrant Pilsen neighborhood! Entire apartment id ...
From $213 per night (USD)VRBO
From $594 per night (USD)VRBO
Discover the Heart of Chicago from Our Modern 3 Bed/ 2.5 Bath Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a stylish stay in this modern, charming, family-friendly home just minutes from picturesque downtown Chicago. ...
From $594 per night (USD)VRBO
From $137 per night (USD)Expedia
King bedroom apartment with workspace, AC, Parking, Laundry/by Arlington Heights
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This fully furnished King bedroom apartment has a fully stocked kitchen for way prep and a workspace for remote workers ...
From $137 per night (USD)Expedia
From $258 per night (USD)VRBO
Spacious 3BR Suite with Skyline Views Near McCormick
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome and Experience the best of Chicago in this modern, high-rise 3-bedroom, 2-bathroom suite — located in the vibran ...
From $258 per night (USD)VRBO
From $338 per night (USD)VRBO
2-bedroom, 2 Baths house Close to Schaumburg Area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this spacious, private, and very clean 2-bedroom, 2-bathroom ground-floor home in the Elgin/Streamwood area, ...
From $338 per night (USD)VRBO
From $474 per night (USD)VRBO
West Loop Condo w/Parking + Gym - Walk to Fulton Market
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Chicago home base in one of the city’s most sought-after neighborhoods. This stylish condo blends comfor ...
From $474 per night (USD)VRBO
From $453 per night (USD)Expedia
Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our new townhome offering in Chinatown. This 3-story home has 4 queen beds to accommodate 8+ guests. An outdo ...
From $453 per night (USD)Expedia
From $828 per night (USD)VRBO
Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your home away from home in peaceful Westchester, IL! This professionally managed 5-bedroom, 2-bath ...
From $828 per night (USD)VRBO
From $299 per night (USD)VRBO
Modern Furnished 2BR in Pilsen Near Medical District & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a relaxed, stylish stay in this fully furnished 2-bedroom, 1-bath apartment located in Chicago’s vibrant Pilsen ne ...
From $299 per night (USD)VRBO
From $860 per night (USD)VRBO
Luxury Gold Coast Duplex -8 Bedrooms 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 15
Summary: Whether you're planning a family reunion, group getaway, corporate retreat, or celebrating a special occasion, ...
From $860 per night (USD)VRBO
From $199 per night (USD)Expedia
Modern 2BR/2BA Corner Suite Near McCormick Place
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your modern 2-bedroom, 2-bathroom corner suite offers unbeatable convenience and comfort, located just steps ...
From $199 per night (USD)Expedia
From $276 per night (USD)VRBO
Nice 4-bedroom apartment near everything
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Discover this 4-bedroom apartment in Chicago. The space features a king bed, two queen beds, and a full bed, comfortably ...
From $276 per night (USD)VRBO
From $482 per night (USD)Expedia
23PL - 4 Bedroom/2 Bath - Chinatown, McCormick Place
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our humble home. A beautiful two levels that combined to offer 4+ bedrooms, 2 baths, 2 living rooms, 2 dining ...
From $482 per night (USD)Expedia
From $617 per night (USD)VRBO
New! 10-min to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Stay in style at this newly remodeled 4 Bedrooms (2 per floor) and 2 Full Bathrooms (1 per floor) retreat in O ...
From $617 per night (USD)VRBO
From $741 per night (USD)VRBO
Elevated Gem - Sleeps 12 - 20 mins to Downtown Chicago
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to a beautifully designed 5-bedroom, 3-bath home nestled in the heart of Oak Park, IL — where charm, c ...
From $741 per night (USD)VRBO
From $465 per night (USD)VRBO
Boho City Escape | Parking + Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a Boho City Escape designed for comfort, style, and easy Chicago living. This bright 2-bed, 2-bath stay features c ...
From $465 per night (USD)VRBO
From $409 per night (USD)Expedia
Modern Zen Retreat mins from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this modern boho retreat in the heart of Ukrainian Village. Thoughtfully designed with botanical accents, natu ...
From $409 per night (USD)Expedia
From $262 per night (USD)VRBO
2-bedroom apartment in pleasant Oak Lawn with AC comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in Chicago Ridge at this delightful apartment. With two comfortable bedrooms and two bathrooms, guests find plent ...
From $262 per night (USD)VRBO
From $276 per night (USD)Expedia
2 bedroom 1.5 in Boystown a short walk to Wrigley Field, close to everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience Chicago like a local in this 2-bedroom apartment. One room has a queen bed with a small offshoot room with a ...
From $276 per night (USD)Expedia
From $331 per night (USD)VRBO
Private Hot Tub & Patio! Chicagoland Extended Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wood-Burning Fireplace (Wood Provided) | Washer & Dryer | Easy I-80 Access Make the Chicago suburbs your home away from ...
From $331 per night (USD)VRBO
From $340 per night (USD)Expedia
Ranch Cozy Home close to O'Hare
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this enchanting house in River Grove. With four cozy bedrooms featuring full beds, guests can enjoy plenty of ...
From $340 per night (USD)Expedia
From $346 per night (USD)VRBO
Spacious & Renovated 3BR/2BA Full Kitchen. Steps from McCormick Place & the Loop
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your spacious, sun-drenched, freshly renovated retreat in a quiet, family-friendly Chicago neighborhood. Bri ...
From $346 per night (USD)VRBO
From $118 per night (USD)VRBO
Blueground | Fulton River District, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Fulton River District furnished one ...
From $118 per night (USD)VRBO
From $110 per night (USD)VRBO
Blueground | Fulton River District, rooftop, nr Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Fulton River District furnished one be ...
From $110 per night (USD)VRBO
From $191 per night (USD)Expedia
Modern 2BR Suite w/ Skyline View Near McCormick Place & Grant Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your elevated stay in the heart of Chicago’s vibrant South Loop! This bright and modern 2-BR, 2-BA suite is l ...
From $191 per night (USD)Expedia
From $1528 per night (USD)VRBO
Chicago-area retreat: Private home cinema, massive yard & easy city access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Please take a look at this house, your home away from home, while you visit Richton Park. This fantastic property featur ...
From $1528 per night (USD)VRBO
From $260 per night (USD)VRBO
Comfy Condo - Gym, Free Parking & Modern Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the best of Chicago's lakefront from this Edgewater retreat, just minutes from the Granville Red Li ...
From $260 per night (USD)VRBO
From $131 per night (USD)VRBO
Spacious 4BR Arlington Heights Retreat - Modern & Comfortable
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this fully furnished 4-bedroom, 2-bath home in Arlington Heights, offering comfort, space, and flexibility fo ...
From $131 per night (USD)VRBO
From $475 per night (USD)Expedia
Charming 3-bedroom bungalow 15 min south of Chicago ,15 min from Obama Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Chicago, enjoy what this 3-bedroom bungalow has to offer. This amazing space features two bathrooms and keeps ...
From $475 per night (USD)Expedia
From $1019 per night (USD)VRBO
Premier 5BR Art Deco duplex with garage.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Wrigleyville Art Deco Executive Duplex, a spacious 5-bedroom, two-story retreat designed for memorable gr ...
From $1019 per night (USD)VRBO
From $2001 per night (USD)Expedia
Premier 9BR Art Deco manor with garage.
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 22
Welcome to The Addison Art Deco Manor Estate, a 4,200 sq ft private 9-bedroom residence just steps from Wrigley Field. D ...
From $2001 per night (USD)Expedia
From $196 per night (USD)VRBO
Charming Cozy Compact Studio- free street Parking- McCormick-Chinatown-RateField
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Compact Studio Near McCormick, Chinatown & Sox Stadium This 1st-floor compact studio (approx. 200–250 sq. ft.) offers a ...
From $196 per night (USD)VRBO
From $381 per night (USD)VRBO
Welcoming 3-bedroom house with central air located in charming Westchester
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home features a spacious living area, fully equipped kitchen, three bedrooms with comfortable beds & comfortable so ...
From $381 per night (USD)VRBO
From $233 per night (USD)VRBO
4-bedroom apartment in fabulous Chicago with AC for your stay
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
This memorable apartment is the perfect home base for your trip to Chicago. With four comfortable bedrooms featuring two ...
From $233 per night (USD)VRBO
From $301 per night (USD)Expedia
Spacious Des Plaines Home - Near Airport, Casino & Arena
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your family or group will be close to everything when you stay at this ideally located and fully furnished home in Des P ...
From $301 per night (USD)Expedia
From $205 per night (USD)VRBO
2BR/1BA Apt w/ Modern Amenities Rogers Park + Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Rogers Park is Chicago’s northernmost lakefront neighborhood, known for its beaches, parks, and tree-lined streets lined ...
From $205 per night (USD)VRBO
From $622 per night (USD)Expedia
4 BR • Theater Room • Gym • Walk to Lincoln Park!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Saint Paul Chicago 293 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ ...
From $622 per night (USD)Expedia
From $401 per night (USD)VRBO
Private Gym and Workspace • 3BR in Quiet Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Osage Chicago 461 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note ...
From $401 per night (USD)VRBO
From $511 per night (USD)Expedia
Stylish 3BR Apt | Gym and Workspace | Near O’Hare
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Osage Chicago 805 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note ...
From $511 per night (USD)Expedia
From $197 per night (USD)VRBO
Cozy 1BR Near Loyola University • Fast WiFi • Walk to Dining & Transit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Settle into this cozy and inviting apartment—perfect for travelers in town for school, work, or a relaxing escape. Ideal ...
From $197 per night (USD)VRBO
From $233 per night (USD)VRBO
Charming Family Friendly Home in Palos Park, Illinois
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to our cozy Palos Park home, where vintage character meets modern comfort. Our spacious 3 bedroom, 2 bath home ...
From $233 per night (USD)VRBO