Cook Area Rentals
From $228 per night (USD)VRBO
Garden Getaway ADU in Historic Blue Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Classic Blue Island Stay Near the Metra If you're planning to explore the Chicago area but want to stay somewhere with ...
From $228 per night (USD)VRBO
From $556 per night (USD)Expedia
4BR Downtown Retreat | Free Street Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Charming Chicago retreat in quiet Bridgeport. This modern 4-bedroom apartment, featuring queen beds, 2 full baths, and a ...
From $556 per night (USD)Expedia
From $336 per night (USD)VRBO
Ravenswood Loft - Peaceful 2-bedroom apartment in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming 2BR in Ravenswood Manor! This cozy, sunlit apartment sleeps 6 and features 2 bedrooms, 1 bath, a full kitchen, ...
From $336 per night (USD)VRBO
From $416 per night (USD)Expedia
Large and conveniently located
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Chicago, enjoy what this 3-bedroom apartment has to offer. The space features one king bed and two queen beds ...
From $416 per night (USD)Expedia
From $265 per night (USD)VRBO
Spacious 3-bedroom Comfort Urban Chicago loft house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Chicago at this marvelous apartment. With three bedrooms featuring a queen, full, and twin b ...
From $265 per night (USD)VRBO
From $548 per night (USD)Expedia
Wonderful townhome East Lakeview near cubs 5 min walk to lake in vibrant Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This memorable townhome is the perfect home base for your trip to Chicago. Guests will find three comfortable bedrooms, ...
From $548 per night (USD)Expedia
From $661 per night (USD)VRBO
Stay at The Velvet Manor, a beautifully designed 3BR home just steps from Andersonville's vibrant Clark Street. Enjoy spacious living, a chef's kitchen, dedicated office, Jacuzzi tub, outdoor area, and garage parking.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Velvet Manor, a moody, designer-curated 3-bedroom retreat in the heart of Andersonville. Unwind in richly ...
From $661 per night (USD)VRBO
From $696 per night (USD)Expedia
Arcade • Theater • Gym • Office • Sleeps 15
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 15
Welcome to Giddings Chicago 985 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ N ...
From $696 per night (USD)Expedia
From $458 per night (USD)VRBO
Charming Historic Row Home in Lincoln Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience historic charm and modern luxury in the heart of Lincoln Park. This updated 1870s row home features a privat ...
From $458 per night (USD)VRBO
From $550 per night (USD)Expedia
Newly Renovated 3BR/3BA Single Family Home Steps to Pool, Parks and River Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*3 month minimum stays only* Welcome to your Chicago home away from home! This beautifully reimagined 3-bedroom, 3-bath ...
From $550 per night (USD)Expedia
From $192 per night (USD)VRBO
A charming 1-bedroom, 1-bath home offers the perfect mix of comfort, and space.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your home away from home in Forest Park! This charming 1-bedroom, 1-bath home offers the perfect combination ...
From $192 per night (USD)VRBO
From $325 per night (USD)Expedia
2BR Avondale Apt: Free Parking + Steps to Blueline
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in a modern 2 Bedroom Apartment that sleeps 6 in a peaceful setting, just minutes from downtown and Logan Square—st ...
From $325 per night (USD)Expedia
From $158 per night (USD)VRBO
Fully Furnished 2BR. 5-min walk to train. In-unit laundry. Parking Available
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Rental Month-to-month rental with option for longer lease. Discover your perfect urban retreat in the heart of Chicag ...
From $158 per night (USD)VRBO
From $296 per night (USD)Expedia
2 bedroom apartment near University of Chicago and Obama Center for your stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in a stylish, private-entry 2-bedroom garden apartment in Chicago’s historic Woodlawn neighborhood, while you visit ...
From $296 per night (USD)Expedia
From $298 per night (USD)VRBO
Hyde Park/ Bronzeville Apartment 3E
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3-bed apartment in the Bronzeville area is the center of everything that you'll need while staying here. J ...
From $298 per night (USD)VRBO
From $331 per night (USD)Expedia
Spacious & Peaceful Suburban Home in Lansing!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Family Friendly | Traveling Professionals Welcome | Easy Interstate Access Whether you’re in town for work or a family ...
From $331 per night (USD)Expedia
From $254 per night (USD)VRBO
Luxury Modern 2-bedroom apartment in superb Franklin Park + Office
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
# Modern Luxury 2-Bedroom Apartment with Office Space in Franklin Park Welcome to a beautifully completely remodeled 2 ...
From $254 per night (USD)VRBO
From $671 per night (USD)Expedia
2-bedroom apartment in perfect Chicago with cool AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your Chicago adventure begins at this 2-bedroom apartment. Step into a serene space where cool air flows through the roo ...
From $671 per night (USD)Expedia
From $153 per night (USD)VRBO
Charming One Bed with Office near Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience a relaxing stay in this inviting apartment located in the heart of Forest Park. Perfectly positione ...
From $153 per night (USD)VRBO
From $220 per night (USD)Expedia
Luxury 1BR Chicago Retreat downtown Free Parking, Gym, Theater & Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Your Chicago Getaway Welcome to your stylish and comfortable 1-bedroom, 1.5-bathroom Chicago retreat, desig ...
From $220 per night (USD)Expedia
From $409 per night (USD)VRBO
Sweet Home Chicago- 3 BR, 2.5 BA + Game Room, Hot Tub, near O'Hare, Rosemont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Chicago from this unique Chicago inspired 3-bedroom house. Inside, guests find a queen bed, two t ...
From $409 per night (USD)VRBO
From $302 per night (USD)Expedia
The Brookfield Affair
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a peaceful stay at this 2-bedroom house in Brookfield. The perfect retreat features two king beds, offering guests ...
From $302 per night (USD)Expedia
From $254 per night (USD)VRBO
Quiet Stay - Perfect for Family
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in the charm of urban living at our inviting short-term rental property, where comfort and convenience blend sea ...
From $254 per night (USD)VRBO
From $247 per night (USD)Expedia
Quiet Area - Revamped Basement
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your cozy retreat! Our 2-bedroom short-term rental is designed to offer you a comfortable and convenient stay ...
From $247 per night (USD)Expedia
From $574 per night (USD)VRBO
Lovely three bedroom Loft, University Of Chicago, Obama Library
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The property boasts an open and inviting floor plan, flooded with natural light, and luxurious finishes throughout, such ...
From $574 per night (USD)VRBO
From $290 per night (USD)Expedia
Stylish friendly 3BR Suite near McCormick
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌆 Experience Downtown Comfort at The State Suite — Your Premier Chicago Stay! Wake up in the heart of Chicago at The S ...
From $290 per night (USD)Expedia
From $307 per night (USD)VRBO
McCormick 4BR Huge Unit w/ Pool Table | Sleeps 11
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with the whole family or your group at this spacious and comfortable retreat in the heart of Chicago! 📣 MESSAGE ...
From $307 per night (USD)VRBO
From $246 per night (USD)Expedia
Spacious 3BR Smoke Ok | McCormick & UIC Campus
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌆 Welcome and Step into the perfect blend of style, comfort, and city energy at the State Suite, your urban retreat in ...
From $246 per night (USD)Expedia
From $241 per night (USD)VRBO
South Loop 3BR Smoke Ok Suite Near McCormick
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
🌆 Welcome and Step into The State Suite, where city sophistication meets home-like comfort in the heart of downtown Chi ...
From $241 per night (USD)VRBO
From $357 per night (USD)Expedia
Spacious 4BR Near Downtown Chicago
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 10
The whole group will enjoy easy access to everything from this centrally located place. Spacious 4BR Home Near Chicago ...
From $357 per night (USD)Expedia
From $208 per night (USD)VRBO
Cozy Garden apart. 1-bedroom in Franklin Park, near O'Hare and ,,METRO\"station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Get ready to relax and enjoy a completely renovated 1-bedroom apartment located in the heart of Franklin Park. The apa ...
From $208 per night (USD)VRBO
From $152 per night (USD)Expedia
Charming 2-bedroom apartment in Alsip, full amenities workspace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2BR Alsip Apt | 2 min I-294 | 8 mi Midway Welcome to our spacious 2-bedroom, 1-bath apartment in Alsip, IL! This comfor ...
From $152 per night (USD)Expedia
From $169 per night (USD)VRBO
Beautiful Condo in the Middle of Andersonville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Walking Distance to Public Transit | Private Back Porch | In-Unit Laundry Experience Chicago like a local in the heart ...
From $169 per night (USD)VRBO
From $1764 per night (USD)Expedia
Perfect 5-bedroom estate in vibrant Chicago.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
Stay comfortably in Chicago at this amazing 5-bedroom estate. With a king bed, four queen beds, a twin bed, and a sofa b ...
From $1764 per night (USD)Expedia
From $324 per night (USD)VRBO
Cozy Chic 4BD 2BA Oak Park Penthouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: You will enjoy easy access to everything from this centrally located place near downtown Oak Park, right on Di ...
From $324 per night (USD)VRBO
From $408 per night (USD)Expedia
4BR family retreat -sleeps 8, minutes to Woodfield mall & O'Hare airport
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience a spacious retreat in a quite subdivision located right in the heart of famous suburbs Schaumburg . This spa ...
From $408 per night (USD)Expedia
From $362 per night (USD)VRBO
NEW! Fully Updated Jr. 1 Bed, Steps from Lincoln Park by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
My bright and stylish Jr. 1-bed, 1-bath condo is located in a prime Lincoln Park location. Thoughtful touches can be fe ...
From $362 per night (USD)VRBO
From $488 per night (USD)Expedia
The Velvet Manor | 2BR Boutique Stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Velvet Manor, a moody, designer-curated 2-bedroom retreat in the heart of Andersonville. Unwind in richly ...
From $488 per night (USD)Expedia
From $411 per night (USD)VRBO
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Reserve Chicago 358 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ No ...
From $411 per night (USD)VRBO
From $419 per night (USD)Expedia
Zen City Escape | Patio + Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your Zen City Escape. This bright top-floor retreat offers free onsite parking, a private patio, and thoughtf ...
From $419 per night (USD)Expedia
From $116 per night (USD)VRBO
Private Basement Suite-Completely separate from the rest of the house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious & Comfortable Chicago Stay Near 95th Red Line | Fast Wi-Fi | Free Parking | Monthly Discounts Welcome to your ...
From $116 per night (USD)VRBO
From $219 per night (USD)Expedia
Elegant Retreat in Historic Oak Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your stylish Oak Park retreat! This newly remodeled 2 bed-2 bath apartment combines modern comfort with histo ...
From $219 per night (USD)Expedia
From $140 per night (USD)VRBO
3bd/2ba, King bd, Pets OK, Laundry, Fenced Yard, Near Downtwn, Hospitals, & Unis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Rental Terms: Minimum stay: 30 nights If this home doesn't suit your needs, message me. We have other homes available i ...
From $140 per night (USD)VRBO
From $219 per night (USD)Expedia
Urban Oasis in the Heart of Oak Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your beautifully renovated 2 bed-2bath apartment in the heart of vibrant Oak Park. This stylish space feature ...
From $219 per night (USD)Expedia
From $276 per night (USD)VRBO
LIVN West Loop Chicago Classic Queen Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience modern city living at LIVN West Loop Chicago, a stylish studio at 555 W Jackson Blvd in one of Chic ...
From $276 per night (USD)VRBO
From $246 per night (USD)Expedia
LIVN Millennium Park Downtown Chicago Superior 1BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience the best of Chicago from this stylish, newly renovated 1 bedroom at 19 S Wabash Ave. Perfectly loca ...
From $246 per night (USD)Expedia
From $246 per night (USD)VRBO
LIVN Millennium Park Downtown Chicago Prem Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience the best of Chicago from this stylish, newly renovated premium studio at 19 S Wabash Ave. Perfectly ...
From $246 per night (USD)VRBO
From $246 per night (USD)Expedia
LIVN West Loop Chicago Queen Superior Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience modern city living at LIVN West Loop Chicago, a stylish studio at 555 W Jackson Blvd in one of Chic ...
From $246 per night (USD)Expedia
From $223 per night (USD)VRBO
LIVN Millennium Park Downtown Chicago Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience the best of Chicago from this stylish, newly renovated studio at 19 S Wabash Ave. Perfectly located ...
From $223 per night (USD)VRBO
From $273 per night (USD)Expedia
LIVN Millennium Park Downtown Chicago Superior 2 BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the best of Chicago from this stylish, newly renovated 2-bedroom at 19 S Wabash Ave. Perfectly loca ...
From $273 per night (USD)Expedia
From $223 per night (USD)VRBO
LIVN Millennium Park Downtown Chicago 1 BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience the best of Chicago from this stylish, newly renovated 1-bedroom at 19 S Wabash Ave. Perfectly loca ...
From $223 per night (USD)VRBO
From $255 per night (USD)Expedia
Beautifully Remodeled 2B/2BA Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Requires walking up 2 flights of stairs. Enjoy your stay in this charming 2 bed, 1 bath apartment in the heart of Hyde ...
From $255 per night (USD)Expedia
From $359 per night (USD)VRBO
LIVN West Loop Chicago King Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience modern city living at LIVN West Loop Chicago, a stylish king studio at 555 W Jackson Blvd in one of ...
From $359 per night (USD)VRBO
From $448 per night (USD)Expedia
LIVN West Loop Chicago 2 BR City View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience modern city living at LIVN West Loop Chicago, a stylish 2 bedroom at 555 W Jackson Blvd in one of C ...
From $448 per night (USD)Expedia
From $267 per night (USD)VRBO
LIVN West Loop Chicago 1 BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Experience modern city living at LIVN West Loop Chicago, a stylish 1 BR at 555 W Jackson Blvd in one of Chicag ...
From $267 per night (USD)VRBO
From $254 per night (USD)Expedia
LIVN Millennium Park Downtown Chicago 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the best of Chicago from this stylish, newly renovated 2-bedroom at 19 S Wabash Ave. Perfectly loca ...
From $254 per night (USD)Expedia
From $255 per night (USD)VRBO
Retreat Near Andersonville 3BR Newly Remodeled
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Requires walking up 2 flights of stairs. Enjoy your stay in this beautifully updated 3-bedroom, 2-bath apartment near t ...
From $255 per night (USD)VRBO
From $434 per night (USD)Expedia
Modern 4BR Retreat Spacious Living, Fireplace & Finished Basement
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully renovated 4BR, 2BA home in Matteson! Enjoy an open-concept layout, cozy fireplace, dedicated workspace, and ...
From $434 per night (USD)Expedia
From $219 per night (USD)VRBO
Guest Favorite Next to Green Line with In Unit Laundry
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Combined electric washer/dryer in unit. Welcome to your stylish home in Oak Park! This beautifully designed 2 bed, 2 ba ...
From $219 per night (USD)VRBO
From $176 per night (USD)Expedia
Your Parkside Executive Retreat + Dedicated Office
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Superb Executive Housing, a quiet and comfortable home away from home near historic Pullman and directly acro ...
From $176 per night (USD)Expedia
From $242 per night (USD)VRBO
Nature Stay • Near Train • Coffee Bar • Game Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
M A I N F L O O R ▪️Bright living room with cozy seating for gathering ▪️Dining area with table for shared meals ▪️Ful ...
From $242 per night (USD)VRBO
From $213 per night (USD)Expedia
Boulevard Stays River North Retreat Near Magnificent Mile 01
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Walk to the best of River North, with the Magnificent Mile, Chicago Riverwalk, Merchandise Mart, and CTA Red L ...
From $213 per night (USD)Expedia
From $98 per night (USD)VRBO
Peaceful 2-bedroom apartment with AC in charming Skokie
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Skokie apartment boasts 2 inviting bedrooms, including a cozy queen bed. Guests enjoy a tranquil space with heating ...
From $98 per night (USD)VRBO
From $504 per night (USD)Expedia
Spacious 6 bed 2 bath suburban escape 20 min from downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Our home is a modern, spacious home in a great neighborhood, just 20 minutes from downtown Chicago. Features 6 bedrooms, ...
From $504 per night (USD)Expedia
From $172 per night (USD)VRBO
Cozy 2-Bedroom Condo in Skokie Near Chicago & Old Orchard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
License Number: STROL26-0009 Comfortable 2-Bedroom Condo in Skokie | Convenient Chicago Location Welcome to your comfo ...
From $172 per night (USD)VRBO
From $233 per night (USD)Expedia
Mediterranean Retreat. Newly renovate 1,000 sqft.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Recently renovated 1ksqft apartment in historic Worker's Cottage with lush garden. The interiors have been layered by be ...
From $233 per night (USD)Expedia
From $358 per night (USD)VRBO
Wabash 4BR - Pool, Free In & Out Parking 2
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 🌆 Spacious 4BR/3BA in Chicago's South Loop, steps from Grant Park & Millennium Park. Sleeps up to 8 (2 Full + ...
From $358 per night (USD)VRBO
From $438 per night (USD)Expedia
Wabash 4BR - Pool, Free In & Out Parking 1
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 🌆 Spacious 4BR/3BA in Chicago's South Loop, steps from Grant Park & Millennium Park. Sleeps up to 8 (2 Full + ...
From $438 per night (USD)Expedia
From $95 per night (USD)VRBO
Cozy Urban View Retreat Near Downtown - Sleeps 7
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Relax in this stylish top-floor retreat designed for comfort and fun! This spacious 2BR/1BA unit sleeps up to 7 and feat ...
From $95 per night (USD)VRBO
From $418 per night (USD)Expedia
Wabash 4BR - Pool, Free In & Out Parking 4
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 🌆 Spacious 4BR/3BA in Chicago's South Loop, steps from Grant Park & Millennium Park. Sleeps up to 8 (2 Full + ...
From $418 per night (USD)Expedia
From $224 per night (USD)VRBO
Luxury Lincolnwood 3BR 2BA furnished midterm. Utilities and wifi included.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
**Luxury Remodeled Lincolnwood Home | Perfect for Corporate, Medical & Family Stays (30+ Days)** Step into an upscale, ...
From $224 per night (USD)VRBO
From $164 per night (USD)Expedia
2BR/2BA · pet-friendly · workspace · residential garage parking · king beds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bed/2 bath with stainless steel appliances, king beds, standing desk, fenced backyard, dog beds/bowls, and shared laun ...
From $164 per night (USD)Expedia
From $198 per night (USD)VRBO
2-bedroom Bronzeville Gem
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Chicago at this 2-bedroom apartment. The space features two queen beds, offering guests a restful ni ...
From $198 per night (USD)VRBO
From $99 per night (USD)Expedia
Quiet and comfortable 2BR Garden Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Chicago is waiting for you at this 2-bedroom garden unit. Inside, guests find a peaceful space featuring one queen bed a ...
From $99 per night (USD)Expedia
From $155 per night (USD)VRBO
Welcoming 2-bedroom building with AC in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Chicago, enjoy what this 2-bedroom building has to offer. The quaint space features one queen bed, perfect fo ...
From $155 per night (USD)VRBO
From $244 per night (USD)Expedia
Midway Hideaway - Spacious Chicago Apartment Near Midway Airport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Picture this: you've just landed at Midway, grabbed your bags, and within minutes you're turning the key to your own pri ...
From $244 per night (USD)Expedia
From $269 per night (USD)VRBO
Logan Sq Apt | King Bed | Games | Near Blue Line
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
**WILL BE FURNISHED BY 10/5/2026** Stay in the heart of Logan Square in this stylish, game-filled apartment just a shor ...
From $269 per night (USD)VRBO
From $83 per night (USD)Expedia
Stylish 1BR Bucktown Pad – Blue Line Access, Free Parking & Laundry In-Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy effortless Chicago living in this thoughtfully designed 1-bedroom apartment in Bucktown. Just steps from the Weste ...
From $83 per night (USD)Expedia
From $288 per night (USD)VRBO
Lux Stay in the Heart of Roscoe Village; New space with high end amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a stylish experience in Roscoe Village at this truly one of a kind, brand new space conveniently located one block ...
From $288 per night (USD)VRBO
From $763 per night (USD)Expedia
Chic 2-bedroom apartment in amazing Chicago with AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience Chicago like a local in this 2-bedroom apartment. This wonderful space offers heating, AC, an iron, and a hai ...
From $763 per night (USD)Expedia
From $137 per night (USD)VRBO
Prime River North One-Bedroom, Steps to Dining, Shopping, Nightlife & Riverwalk.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience elevated Chicago living from the 43rd floor of this premier River north/ Gold Coast high-rise! Perfectly per ...
From $137 per night (USD)VRBO
From $1745 per night (USD)Expedia
Wonderful 2-bedroom apartment with AC in lovely Alsip
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Discover the beauty of Alsip from this gorgeous 2-bedroom apartment. The space features a comfortable sofa bed, perfect ...
From $1745 per night (USD)Expedia
From $727 per night (USD)VRBO
Lux Chicago House with 6 Bedrooms / Garage / Yard / Game Room
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Highlights: 🛏 6 beautifully decorated bedrooms with designer touches 🛁 4 luxurious bathrooms with premium finishes ...
From $727 per night (USD)VRBO
From $286 per night (USD)Expedia
2 Bedroom apartment free parking near transit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Stay comfortably in Chicago at this charming 2-bedroom apartment. The space offers a cozy atmosphere with a single bathr ...
From $286 per night (USD)Expedia
From $212 per night (USD)VRBO
Grade A safe working class neighborhood - brand new just updated.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Oak Lawn house. The perfect space features one king bed and two queen beds, offe ...
From $212 per night (USD)VRBO
From $268 per night (USD)Expedia
Spacious Chic Home Near OakBrook
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The whole group will enjoy easy access to everything from this centrally located place, within walking distance to Hine ...
From $268 per night (USD)Expedia
From $81 per night (USD)VRBO
1 Queen Bed | Non-Smoking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfortable Accommodations: Motel 6-Harvey, IL in Harvey offers air-conditioned rooms with private bathrooms, baths, ref ...
From $81 per night (USD)VRBO
From $233 per night (USD)Expedia
Wilmette Apartment - Centrally Located!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Warm, family-friendly 3BR second-floor apartment with full kitchen, Wi-Fi and TV. Complimentary coffee + tea. Cozy beanb ...
From $233 per night (USD)Expedia
From $87 per night (USD)VRBO
2 Full Beds | Non-Smoking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Comfortable Accommodations: Motel 6-Harvey, IL in Harvey offers air-conditioned rooms with private bathrooms, baths, ref ...
From $87 per night (USD)VRBO
From $224 per night (USD)Expedia
Accessible Suite | Kitchen, Free Breakfast & Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a comfortable and accessible stay in this welcoming one-bedroom suite, thoughtfully designed for guests who value ...
From $224 per night (USD)Expedia
From $246 per night (USD)VRBO
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into a sun-drenched, top-floor sanctuary with a private roof deck and sweeping skyline views. Whether you`re here f ...
From $246 per night (USD)VRBO
From $447 per night (USD)Expedia
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this wonderful house in picturesque Brookfield. With four bedrooms, including three queen beds and a sofa bed, ...
From $447 per night (USD)Expedia
From $138 per night (USD)VRBO
MainStay Suites Chicago, Hillside
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 28
Get ready to relax in this 1-bedroom hotel in Hillside. The adorable space features a cozy queen bed, perfect for a rest ...
From $138 per night (USD)VRBO
From $250 per night (USD)Expedia
Golden Suite on State St | Steps to Oak St Beach & Magnificent Mile | Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Golden Suite | Gold Coast Gem Steps from Oak St Beach Welcome to Golden Suite — Your Elevated Stay in Chicago’s Gold Coa ...
From $250 per night (USD)Expedia
From $99 per night (USD)VRBO
Quiet cozy 2-bedroom apartment with AC in vibrant Skokie
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Skokie is waiting for you at this 2-bedroom apartment. This quaint space features two queen beds and a lovely living roo ...
From $99 per night (USD)VRBO
From $125 per night (USD)Expedia
Charming 2 bedroom Apartment Near Everything- Monthly rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 2 bedroom apartment. Quiet neighborhood. Spacious kitchen. Stroll over to any of the cute cafes and restaurants aro ...
From $125 per night (USD)Expedia
From $472 per night (USD)VRBO
NEW! Newly Renovated 3BR/2BA in Heart of Andersonville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing location! Experience the unparalleled comfort and style of this brand- new, fully renovated 3BR/2BA condo nestl ...
From $472 per night (USD)VRBO
From $430 per night (USD)Expedia
Plymouth Collection: 3BD 2BA High Floor with Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly r ...
From $430 per night (USD)Expedia
From $494 per night (USD)VRBO
3-bedroom house in Chicago with AC and fitness room towels I even have foodsssss
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy a peaceful stay at this 3-bedroom house in Chicago. The welcoming space features three king beds and two bathrooms ...
From $494 per night (USD)VRBO
From $482 per night (USD)VRBO
NEW! Heart of East Village 2-Bed 2-Bath Peaceful Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful escape at this stylish and modern home. You'll love the quaint tree-lined street that is just steps aw ...
From $482 per night (USD)VRBO