Cook Area Rentals
- From $431 per night (USD)
VRBO
Urban Oasis - Chic Design - Game room\/Movie room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Located in a quiet and safe neighborhood, our property offers a unique blend of style, comfort, and entertainment. Step ...
From $431 per night (USD)VRBO
- From $163 per night (USD)
Expedia
Exquisite West Loop Jr 1BR w\/ Gym & Rooftop, nr Union Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. . It’ll be easy to simply show up and start ...
From $163 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Navy Blues 2BR\/2bath quintessential , private condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2 be/2 bath condo located in heart of Chicago Ridge. Whether it’s a work trip, family vacation or a visiting fam ...
From $191 per night (USD)VRBO
- From $572 per night (USD)
Expedia
Spacious Inverness Home ~ 36 Mi to Chicago!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind in elegance with your whole family at this 4-bedroom, 4.5-bath vacation rental in Inverness, IL! This stunning pr ...
From $572 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Bucktown Apartment near all amazing restaurants, shops and bar\/lounges
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Recently renovated apartment in a two-story building. Sits right above our family-owned and operated chicken restaurant. ...
From $200 per night (USD)VRBO
- From $536 per night (USD)
Expedia
The Banksy 4bd Duplex - King bed - walk to United Center, close to downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
United Center Greystone, modern 4 bedroom, 1 king bed, 3 queen , 2 bath 2 level duplex apartment with awesome outdoor li ...
From $536 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Spacious 2BR, this hidden gem combines vintage allure with urban flair!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the charm of The Maestro, an amazing 2-bedroom, 1-bath apartment nestled within a stunning 1920’s era Chicago b ...
From $130 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Luxe living awaits in our newly built condo in the artsy Bronzeville district
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into luxury with our newly constructed, entire condo located in the heart of the vibrant Bronzeville Art District. ...
From $350 per night (USD)Expedia
- From $96 per night (USD)
VRBO
Chic 2BR Haven: Minutes from Downtown & Medical District
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to your tranquil urban oasis in the vibrant heart of Chicago, IL! Nestled on a serene block near Douglas Park in ...
From $96 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Classic West Loop 1BR w\/ Gym, near Fulton Market & I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $180 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Chicago Big House Central
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
This listing is NOT new, although the rental platforms may show it new. This "whole house" rental is a combination of tw ...
From $352 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Villa Noir Chicago Victorian home 7 min to downtown, museums, shops & the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Villa Noir - an expertly designed vacation HOME fully equipped with everything you need for a most enjoyable ...
From $550 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Trendy River North 1BR w\/ Pool & Gym, near Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. . It’ll be easy to simply show up and star ...
From $99 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Lux\/Clean\/Ideal Comfy\/Vibe\/King BED &Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Dreamsicle Lux Vibe is great for couples, friend adventurers, family fun time, and business travelers. Experience the co ...
From $198 per night (USD)Expedia
- From $1202 per night (USD)
VRBO
7B\/3BA Private Unit in Lincoln Park near Wrigley
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Discover the vibrant heart of Chicago from our Amazing Fully Furnished 7BR Home. Located in the city's most pop ...
From $1202 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Luxury Chic Condo Near Hot Attractions w\/FastWi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this spacious "Home Away from Home" fully equipped with all you need for your comfort & enjoyment. Each of th ...
From $244 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Lovely Oak Park Boho Vintage 3bd\/1ba. Located near public transit\/free parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous 3BR 1BA apt near downtown Oak Park & 10 mins from the Medical District, Pilsen & West Loop Chicago! Get the bes ...
From $325 per night (USD)VRBO
- From $288 per night (USD)
Expedia
2 bedroom Pastel Loft 1 mi from the Chicago Lakefront, close to CTA transit!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our chic and colorful lofted apartment in the lovely neighborhood of Roger’s Park in Chicago! It's convenient ...
From $288 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Cozy Home Inn Glenview
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
This home is located in beautiful Glenview area. Large backyard, 1 car garage and a drive way that can accommodate up t ...
From $200 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Trendy Two Bedroom Unit-15mins to downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Trendy two unit apartment nested between South Loop and Bronzeville. The unit is in close proximity to McCormick,Winturs ...
From $135 per night (USD)Expedia
- From $1019 per night (USD)
VRBO
Luxury Loft Collection 903 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $1019 per night (USD)VRBO
- From $988 per night (USD)
Expedia
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $988 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Deluxe West Loop 1BR w\/ Rooftop, Gym & Grills, nr Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cheery West Loop furnished one bedroom apartm ...
From $149 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Ideal West Loop Jr 1BR w\/ Rooftop, Gym & Grills, nr Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish West Loop furnished one bedroom apart ...
From $130 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Delightful West Loop 1BR w\/ Gym, near Fulton Market & I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. . It’ll be easy to simply show up and start ...
From $146 per night (USD)VRBO
- From $120 per night (USD)
Expedia
Cozy 2 Bedroom unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Trendy two unit apartment nested between South Loop and Bronzeville. The unit is in close proximity to McCormick,Winturs ...
From $120 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Gorgeous 3BR 1BA apt near downtown Oak Park & 15 mins from the Medical District, Pilsen & Downtown Chicago! Get the best ...
From $192 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Chicago Vacation Rental, 19 Mi to Downtown Area!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Explore the vibrant city of Chicago from the comfort of this 4-bedroom, 2-bath vacation rental. Located just minutes awa ...
From $122 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Des Plaines Urban Retreat near Ohare, Mall, Casino
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our cozy 3-bedroom, 1.5-bathroom newly remodeled retreat in Des Plaines! Comfortable and tastefully decorate ...
From $224 per night (USD)VRBO
- From $787 per night (USD)
Expedia
McCormick 3B\/2Ba Family Oasis up to 8 guests with Parking-Optional\/Gym\/Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
From $787 per night (USD)Expedia
- From $1598 per night (USD)
VRBO
Luxurious apartment McCormick Place 5 King bedrooms\/3bath Suite for groups
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 1800 sq f Luxurious ...
From $1598 per night (USD)VRBO
- From $561 per night (USD)
Expedia
McCormick Patio skyline view 2b\/2b with optional Parking\/sleep 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Private patio • Cit ...
From $561 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Luxurious McCormick 3be\/2ba Suite\/up to 8 guests w optional parking\/Gym\/Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 KING size bedroo ...
From $715 per night (USD)VRBO
- From $1458 per night (USD)
Expedia
Luxurious McCormick 6 bed\/4 bath Suite for up to 12 guests w Jacuzzi\/Opt parking
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Jacuzzi in the unit • 2609 sq f Luxurious unit ...
From $1458 per night (USD)Expedia
- From $1636 per night (USD)
VRBO
Luxurious McCormick 5 bed\/4 bath Suite for up to 12 guests with optional parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Luxurious unit for ...
From $1636 per night (USD)VRBO
- From $684 per night (USD)
Expedia
McCormick Place 6 twin beds + Sofa bed with Optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 6 twin size beds + ...
From $684 per night (USD)Expedia
- From $233 per night (USD)
VRBO
South Shore Retreat 5 bedrooms\/entertainment
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This stylish place to stay is perfect for group or work trips. Enjoy a five minute stroll to Lake Michigan or drive five ...
From $233 per night (USD)VRBO
- From $101 per night (USD)
Expedia
Divine West Loop 1BR w\/ Gym & Rooftop, nr Union Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty West Loop furnished one bedroom apartm ...
From $101 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Dreamy West Loop 1BR w\/ Rooftop & Dog Wash, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. . It’ll be easy to simply show up and start ...
From $183 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Chicago New 2BR Home w 3 Beds and HighSpeed Internet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located home in the eccentric Wicker Park neighborhood of Chicago. ...
From $355 per night (USD)Expedia
- From $650 per night (USD)
VRBO
Modern, Luxe, House 20mins to Downtown, Sleeps 16, Private Rooftop, 2car Garage
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Luxurious Modern Retreat with 1000 sqft Rooftop Welcome to the Monticello - our stunning modern new construction, desig ...
From $650 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Downtown Delight: Chic Stay near Chicago Theater! Pets are welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $298 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Bee's Knees - a blast from the past with a hollywood-glam twist. This 4 BR home is the perfect getaway for a ...
From $543 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Breath of Fresh Air! Near Willis Tower and Cloud Gate - The Bean, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $178 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Tranquil 1BR Urban Retreat in Hyde Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a cozy urban retreat in the heart of Chicago! Our fully furnished 1-bedroom apartment offers a stylish and co ...
From $75 per night (USD)VRBO
- From $65 per night (USD)
Expedia
Inviting Studio Apartment in Evanston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to our inviting studio nestled in the vibrant heart of Evanston. Perfect for solo travelers or couples seeking a ...
From $65 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Lovely Home 10 minutes from O'Hare Airport - Entire main floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
It is a lovely spacious and cozy home nestled in a peaceful neighborhood. We are not a five-star hotel but we sure are a ...
From $275 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Cozy Spacious 3br
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nice and Spacious Cozy apartment nestled in the heart of chicago, top floor apt. With Double ovens when cooking for a ni ...
From $153 per night (USD)Expedia
- From $800 per night (USD)
VRBO
New home w\/view & party deck - 2nd Floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Prime Location: Wrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovat ...
From $800 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Majestic King| Shops|Backyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover comfort and convenience in this stunning modern farmhouse. Nestled within, you'll encounter a luxurious king be ...
From $292 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Beautiful Suburban Home 30 minutes from downtown Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Alone, with friends, or with family? Whatever your needs, this house is sure to fulfill your expectations. Full house in ...
From $250 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Newly renovated 2 bedroom Garden apartment, Living room, bath,and full kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Keep it simple at this peaceful and centrally-located place to almost Everything. Newly renovated 3 bedroom apartment, o ...
From $175 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Newly remodeled, 3 bedroom apartment 20 min from almost everything in the city
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Keep it simple at this peaceful and centrally-located place to almost Everything. Newly renovated 3 bedroom apartment, o ...
From $230 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Opulence in Oak Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our newly remodeled, luxurious 4-bedroom, 2-bathroom retreat in Oak Park, IL. This opulent haven boasts elega ...
From $212 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Modern Bungalow near the beach! 20 minutes to downtown!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This stylish home is perfect for group trips. With only 26 minutes to Midway airport and less than 10 minutes to the nea ...
From $280 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Cozy Basement with its own private entrance. 2 bedrooms and 1 full bath.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This basement has its own private electronic keyless entry. It features 2 bedrooms, 1 full bath. Master bedroom has a w ...
From $125 per night (USD)Expedia
- From $800 per night (USD)
VRBO
3 Bed Wrigley home w\/view & party deck - 3rd Fl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovated down to the s ...
From $800 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined stre ...
From $422 per night (USD)Expedia
- From $378 per night (USD)
VRBO
❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chicago! Whether you’re in town to seal a business deal or have a short holiday breather, our warm three-bed ...
From $378 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Modern, Cozy & Chic 2 BR\/1BA Apartment in Lincoln Square\/Ravenswood, Chicago, IL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our newly renovated apartment in the heart of Lincoln Square! This modern, cozy space features 2 bedrooms w/ ...
From $188 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Bright 3BR\/1BA FREE Parking\/Laundry in Pilsen. Minutes from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Escape to the vibrant heart of Pilsen and experience Chicago like a local in our charming home: -Fully equipped, modern ...
From $180 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Perfect 2BD\/1BA FREE Garage Parking\/Laundry in Pilsen. Minutes to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover our 2-bed, 1-bath Pilsen gem! Adorned with local art, a workspace, and free parking & laundry, it's minutes fro ...
From $100 per night (USD)VRBO
- From $51 per night (USD)
VRBO
Quiet cozy home close to amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relaxing overnight stay no fuss! Walking distance to forest reserve suitable for hiking or just going for a walk. Nice p ...
From $51 per night (USD)VRBO
- From $348 per night (USD)
VRBO
Windy City Welcome
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The entire group will benefit from convenient access to various amenities from this centrally situated location. This re ...
From $348 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Landing at NEXT - 1 Bedroom in Near North Side
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $140 per night (USD)VRBO
- From $371 per night (USD)
VRBO
Chic River North Condo 2BR 2BA with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to our riverfront oasis nestled in the vibrant heart of Chicago's trendy River North neighborhood! Thi ...
From $371 per night (USD)VRBO
- From $270 per night (USD)
VRBO
A Home Away From Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the allure of this newly renovated Georgian house. Boasting ample space for family enjoyment. With its close pr ...
From $270 per night (USD)VRBO
- From $305 per night (USD)
VRBO
River North Central Home With Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy a stylish experience at this centrally-located home in Chicago's River West neighborhood. Relax indoors a ...
From $305 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Fulton market \/ Noble Square FREE parking, Laundry, 2.5 miles to Mag Mile!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEST neighborhood in Chicago. This is the 1st real neighborhood west of all the high-rises, walking distance to restaura ...
From $299 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Unique Chicago Penthouse Loft - Amazing Deal & Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ideal for a Chicago Get-Away, business trip, or to visit family & friends! This comfortable 3rd-floor Penthouse Loft (no ...
From $304 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Inactive listing
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Delete this account no longer listing this unitaahdjdjdhdbrhdjdntnrgwgdhfjfkrjebdhehehdbfjfheheerehdbdbdvdjfkgjdbdvdhfjt ...
From $360 per night (USD)VRBO
- Click For Pricing
VRBO
Lincolnwood Rental\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2000 SF renovated unit is 20 minutes away from O’hare Airport & 18 min to downtown Chicago! This property has 3 bedrooms ...
Click For PricingVRBO
- From $433 per night (USD)
VRBO
Palos Hills Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2300 SF updated home is the GEM of the South suburbs, nestled in between Midway airport and Tinley/Orland Park! Our home ...
From $433 per night (USD)VRBO
- From $432 per night (USD)
VRBO
Summit Rental
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: 2340 SF renovated home is only 3 miles away from Midway airport, and approx. 16 min from downtown Chicago! Th ...
From $432 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Arlington Heights Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2000 SF renovated unit is 20 minutes away from O’Hare Airport & 35 min to downtown Chicago! This property has 4 bedrooms ...
From $435 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Elgin Rental- Jay St\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2100 SF renovated unit is 7-9 min away from interstate 90, which takes you straight to O'hare Air & downtown! This prope ...
From $454 per night (USD)VRBO
- From $97 per night (USD)
VRBO
Modern 2BR Furnished Apt w\/In-Unit Laundry!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect retreat nestled in the heart of Chicago. Our fully furnished 2-bedroom apartment is a stylish fu ...
From $97 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Chicago Rental - Vernon Ave
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
2600 SF renovated unit in the South suburbs, and only 30 minutes south of Downtown Chicago! This property has 5 bedrooms ...
From $229 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Berwyn Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: 1800 SF renovated home is only 5 miles away from Midway airport, and approx 26 min from downtown Chicago! This ...
From $364 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Pearly Gates w\/ 2-Car Garage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: The Pearly Gates is located in the heart of Forest Park! Located just 10 miles from downtown Chicago, you can h ...
From $236 per night (USD)VRBO
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VRBO
Beautiful 2 bedroom 2 bathroom condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom 2 bathroom condo is perfect for your Chicago stay. We offer all your essentials such as; toiletries, dish ...
Click For PricingVRBO
- From $399 per night (USD)
VRBO
Hoffman Estates Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
1400 SF renovated unit is 7-9 min away from interstate 90, which takes you straight to O’hare Air & downtown! This prope ...
From $399 per night (USD)VRBO
- From $341 per night (USD)
VRBO
Des Plaines Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary - 1400 SF renovated unit is 11 min away from O'Hare Airport! This property has 3 bedrooms, & 2 bathrooms. Master ...
From $341 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Elk Grove Village Rental - Kingsbridge Rd
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
1800 SF unit is located near O'hare Airport, Schaumburg, and Hoffman Estates, which gives easy access to plenty of bars/ ...
From $399 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Orland Park Rental -Huntington Ct
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Ranch home, with 1 car garage and driveway. The home features a spacious master bedroom, which also contains a desk for ...
From $399 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Elk Grove Village Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
1900 SF unit is 5 min away from O'hare, and 12 min from downtown Schaumburg, which is like a bustling mini Chicago, incl ...
From $399 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Spacious 3BR Apt w\/ In-Unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover comfort and style at our fully furnished 3-bedroom apartment. This modern home offers convenience and elegance ...
From $94 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Modern 3-Bedroom Condo with Artistic Flair in Historic Bronzeville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our spacious and stylish 3-bedroom, 3-bath condo located in the vibrant, historic Bronzeville community of Ch ...
From $200 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Family union get together
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy a peaceful and relaxing stay with your loved ones at this cozy suburban lodging. The two interconnected units prov ...
From $316 per night (USD)VRBO
- From $105 per night (USD)
VRBO
Stunning Suite 2 @ Hotel Nemo Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Hotel Nemo is a boutique, corporate guest house stylishly designed for those who want to stay just around the c ...
From $105 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Gold Coast Luxury Condo w\/ Rooftop Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Summary: Enjoy a stylish experience at this centrally-located place.Located in the heart of Gold Coast, Chicago's most s ...
From $267 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Chicago Rental - Narragansett
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2000 SF renovated unit is 7 minutes away from Midway Air and 20 minutes from downtown! This property has 4 bedrooms, & 2 ...
From $290 per night (USD)VRBO
- From $65 per night (USD)
VRBO
Chic Retreat Steps from University of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Discover the ultimate urban haven at 5461 S Drexel Ave in Hyde Park a true gem that beckons to both industrious professi ...
From $65 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Cozy Well Maintained Bronzeville 2 Bed 1 bath Condo! 5 min to U of C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet & Cozy Condo in Bronzeville. Updated with all new stainless steel appliances, this is the perfect getaway. This pr ...
From $108 per night (USD)VRBO
- From $1423 per night (USD)
VRBO
The Grand Kimball Lodge, Logan Square, Sleeps 14
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
The Grand Kimball Lodge is filled with enormous windows, a large, open concept layout, and Wes Anderson inspired decor. ...
From $1423 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Chicago Rental - W 64th St
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
2200 SF renovated unit in the suburbs of Chicago, and only 30 minutes south of Downtown Chicago! This property has 5 bed ...
From $278 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Spacious, Clean and Steps from Wrigley Field!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy this beautiful space, just minutes away from the very best Chicago has to offer! This condo is walking distance fr ...
From $294 per night (USD)VRBO
- From $135 per night (USD)
Expedia
South Shore Home Near Lake for long-term stays, corporate travelers, and nurses
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our charming brick home in the picturesque South Shore community of Chicago! This fully furnished property of ...
From $135 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Chicago Rental - W Berwyn Ave\n
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
1800 SF renovated unit in the North suburbs, and only 20 minutes to Downtown Chicago! This property has 4 bedrooms, & 2 ...
From $290 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Chic 4-Bedroom Haven: Designer's Dream Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our Chic 4-Bedroom Haven in the heart of Ukrainian Village, Chicago! This meticulously curated home ...
From $403 per night (USD)Expedia