Chicago Rentals
From $101 per night (USD)VRBO
Blueground | South Loop 1bd apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $101 per night (USD)VRBO
From $3763 per night (USD)VRBO
Cloud9|Near Millenium Park |social lounge|The Lyra
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 15
Summary: Welcome to The Lyra! 2 penthouses located in the same building and floor. With a primer location in The Loop, r ...
From $3763 per night (USD)VRBO
From $84 per night (USD)VRBO
Cozy 1-bedroom with WiFi and AC in charming Logan Square Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Chicago, this marvelous apartment is a dream. With a cozy bedroom and a comfortable living room featuring a f ...
From $84 per night (USD)VRBO
From $108 per night (USD)VRBO
Modern and Stylish Private1BR Garden Apt in Logan Square With Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our cozy and modern West Logan Square garden apartment in one of Chicago's up-and-coming neighborhoods! The ...
From $108 per night (USD)VRBO
From $302 per night (USD)VRBO
Stylish & Comfy 2BR\/2.5BTH condo w\/ Pool and Poker table near Med\/United Center
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the charm of this spacious "Game House," minutes from downtown Chicago and the United Center! Perfect for rel ...
From $302 per night (USD)VRBO
From $373 per night (USD)VRBO
Luxury 3-bedroom apartment in Bronzeville Chicago with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Chicago at this cool apartment. With 3 bedrooms including 1 queen bed, 2 full beds, and 1 child bed, this ench ...
From $373 per night (USD)VRBO
From $1256 per night (USD)VRBO
Cloud9|Near Millenium Park|The Poppy
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Welcome to The Poppy! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1256 per night (USD)VRBO
From $1038 per night (USD)VRBO
Cloud9 |@TheLoop|Indoor pool|The Pansy
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Welcome to The Lotus! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1038 per night (USD)VRBO
From $1909 per night (USD)VRBO
Cloud9|5 apartments @Licoln Park|The Walnut
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
Summary: Welcome to The Walnut. 5 Apartments located in the same building. To ensure safety, all guests must pass our sc ...
From $1909 per night (USD)VRBO
From $2307 per night (USD)VRBO
Cloud9|6 apartments @Licoln Park|The Willow
- Bedrooms:
- 12
- Bathrooms:
- 12
- Sleeps:
- 24
Summary: Welcome to The Willow. 6 Apartments located in the same building. To ensure safety, all guests must pass our sc ...
From $2307 per night (USD)VRBO
From $983 per night (USD)VRBO
Cloud9|Golf,Gym,CoWorking@LincolnPark|The Ash
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to The Ash, 2 Apartments located in the same building. To ensure safety, all guests must pass our scree ...
From $983 per night (USD)VRBO
From $1510 per night (USD)VRBO
Cloud9|4 Apartments @LincolnPark|The Cedar
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Summary: Welcome to The Cedar. 4 Apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1510 per night (USD)VRBO
From $122 per night (USD)VRBO
Chic 1-bedroom condo in marvelous Chicago with WiFi, fitness room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make yourself at home in this 1-bedroom Chicago retreat. This condo boasts a marvelous queen bed, a cozy living space, a ...
From $122 per night (USD)VRBO
From $705 per night (USD)VRBO
Luxury Two-Level Townhouse | Patio | Lincoln Park
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: NEWLY RENOVATED TOWNHOUSE IN THE HEART OF LINCOLN PARK! This private luxury townhouse (duplex) is perfectly lo ...
From $705 per night (USD)VRBO
From $166 per night (USD)VRBO
Chic 2-bedroom condo with AC, fitness room in cool Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Chicago from this 2-bedroom condo. The space features 2 lovely queen beds, 2 bathrooms with a bat ...
From $166 per night (USD)VRBO
From $205 per night (USD)VRBO
Chic 2-bedroom apartment with WiFi, AC in brilliant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Chicago is waiting for you at this lovely 2-bedroom apartment. This delightful space offers all the comforts you need, f ...
From $205 per night (USD)VRBO
From $198 per night (USD)VRBO
Charming 2-bedroom 1 bathroom with plunge pool, new gazebo @ Bridgeport Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Chicago unit 2 inviting bedrooms with 1 full bed and 1 bunk bed in Bridgeport . The cozy space includes new gazebo, ...
From $198 per night (USD)VRBO
From $270 per night (USD)VRBO
Charming 4-bedroom house with WiFi and AC in lovely Chicago
- 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 $278 per night (USD)VRBO
Chic Modern NEW Loft near United Center, UIC\/IMD & Downtown W\/ Street Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Discover luxury in our newly renovated 2nd floor loft in Tri-Taylor. With 13-ft ceilings, large windows, brick and moder ...
From $278 per night (USD)VRBO
From $334 per night (USD)Expedia
Spacious 3-bedroom, one-level condo in beautiful Chicago.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this condo in picturesque Chicago. This beautiful rental features 3 queen beds spread across 3 bedrooms, ensur ...
From $334 per night (USD)Expedia
From $394 per night (USD)VRBO
Spacious 5-bedroom bungalow in delightful Chicago with AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Make yourself at home in this 5-bedroom Chicago retreat. This adorable bungalow features 2 queen beds, 2 twin beds, and ...
From $394 per night (USD)VRBO
From $243 per night (USD)VRBO
Cozy Chinatown Apartment w free parking spot!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 1,000 square foot condo located in Chinatown, part of the South Loop/McCormick neighborhood. This 3 bedroom / 1 ...
From $243 per night (USD)VRBO
From $293 per night (USD)VRBO
Luxury Lakeview Condo, Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning 3 bedroom (with custom office) 2 bathroom ultra-luxury condominium in Lake View (steps from Wrigley) with desig ...
From $293 per night (USD)VRBO
From $1615 per night (USD)VRBO
Six-Bedrooms in Wrigleyville
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
Enjoy the combination of your own 2 apartments in Wrigleyville - the city's center of nightlife, restaurants, and baseba ...
From $1615 per night (USD)VRBO
From $272 per night (USD)VRBO
Chic 2-bedroom apartment in vibrant Chicago with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Chicago from this 2-bedroom apartment. This delightful space features 1 bunk bed and 1 full bed, ...
From $272 per night (USD)VRBO
From $376 per night (USD)VRBO
Chic 2-bedroom condo in amazing Chicago minutes from Lake Michigan
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this calm, stylish space in the heart of Chicago’s legendary Bronzeville neighborhood. This styl ...
From $376 per night (USD)VRBO
From $563 per night (USD)VRBO
Wrigleyville Garden 1BR
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
We just finished renovating this history solid brick building to create a magical home for your getaway in Chicago. Ste ...
From $563 per night (USD)VRBO
From $75 per night (USD)VRBO
Historic Worker's Cottage with Vintage Charm Monthly Rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Cozy and serene, this restored 1880s worker's cottage is the perfect place to explore Chicago. You'll have the entire ho ...
From $75 per night (USD)VRBO
From $1280 per night (USD)VRBO
Luxury Designer Penthouse Combo |North| Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1280 per night (USD)VRBO
From $155 per night (USD)VRBO
Charming Chicago Apt
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Discover comfort and convenience in this spacious two-bedroom, two-bath apartment, ideally designed to accommod ...
From $155 per night (USD)VRBO
From $104 per night (USD)VRBO
Landing at Platform 4611 - Studio in Uptown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover our premier apartment community, Platform 4611, in Chicago, IL. This vibrant community in the Uptown neighborho ...
From $104 per night (USD)VRBO
From $103 per night (USD)VRBO
Landing at Platform 4611 - Studio in Uptown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover our premier apartment community, Platform 4611, in Chicago, IL. This vibrant community in the Uptown neighborho ...
From $103 per night (USD)VRBO
From $97 per night (USD)VRBO
Landing at Platform 4611 - Studio in Uptown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover our premier apartment community, Platform 4611, in Chicago, IL. This vibrant community in the Uptown neighborho ...
From $97 per night (USD)VRBO
From $772 per night (USD)VRBO
Wrigleyville 3BD Condo
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We just finished renovating this history solid brick building to create a magical home for your getaway in Chicago. Ste ...
From $772 per night (USD)VRBO
From $728 per night (USD)VRBO
Wrigleyville Garden 3BR\/9beds Pod
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
We just finished renovating this history solid brick building to create a magical home for your getaway in Chicago. Ste ...
From $728 per night (USD)VRBO
From $1182 per night (USD)VRBO
Luxury Designer Penthouse Combo |South| Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1182 per night (USD)VRBO
From $198 per night (USD)VRBO
3 Bedroomin the Medical Center!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: A couple houses off the popular Taylor St which has plenty of restaurants and bars! The Space: 3 Bedrooms 1 Fu ...
From $198 per night (USD)VRBO
From $263 per night (USD)VRBO
South Loop 4 Bedroom apt
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Summary: South Loop 4 bedroom apartment with 1.5 bathrooms. We are centrally located and very easy to get anywhere in th ...
From $263 per night (USD)VRBO
From $464 per night (USD)VRBO
Chicago Mid-Century Gem By United Center
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 18
Summary: Welcome to the Chicago Mid-Century Gem, an extraordinary urban retreat located mere steps from the renowned Uni ...
From $464 per night (USD)VRBO
From $270 per night (USD)VRBO
Chic 2BR\/2BA Condo w\/Balcony - River North Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our chic 2-bedroom, 2-bathroom condo located in the vibrant River North neighborhood of Chicago! Per ...
From $270 per night (USD)VRBO
From $213 per night (USD)VRBO
Modern East Woodlawn Apartment!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2-bedroom, 1-bath modern apartment in the thriving neighborhood of East Woodlawn. Walking distance to the new ...
From $213 per night (USD)VRBO
From $192 per night (USD)Expedia
Prime location: Near downtown & Medical District!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We offer FREE early check-in. Skip the wait and start your stay sooner! Drop us a message to find out how! The perfect ...
From $192 per night (USD)Expedia
From $90 per night (USD)VRBO
Musician's Quarters\n\nChicago Jazz , Season discount
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Host Chester of Musicians Quarters is offering a Super Cheap BACK TO SCHOOL OFFER. $79 PER NIGHT. From August 21st to Au ...
From $90 per night (USD)VRBO
From $608 per night (USD)Expedia
Luxury Designer Penthouse West |Pool| Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $608 per night (USD)Expedia
From $627 per night (USD)VRBO
Luxury Loft Collection 703 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious bui ...
From $627 per night (USD)VRBO
From $262 per night (USD)VRBO
Updated 3 Bedroom Chicago Historic Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Ready to stay in CHARMING Chicago? Our NEWLY UPDATED masterpiece has IMPECCABLE DESIGN, 3 bedrooms, and is step ...
From $262 per night (USD)VRBO
From $438 per night (USD)VRBO
Stay Inn South Shore- Pool Table, Arcade, Sleeps 10, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our stylish South Shore retreat, perfect for families and special events. This spacious 4-bedroom, 3-bathroom ...
From $438 per night (USD)VRBO
From $722 per night (USD)Expedia
Top 1 Rated 4BR Lincoln Park House - King Bed
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
🌟 This property is managed by @LuxuryLodgingSTR , visit us on the web before booking here for extra savings! 🌟 ✨ I hi ...
From $722 per night (USD)Expedia
From $341 per night (USD)VRBO
Pulaski Mahal - Spacious “Smart” Home with Game Room. Close to Hwy, train, EL.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Early Check-Ins and Late Check-Outs are difficult to accommodate. If you need additional time, please consider booking a ...
From $341 per night (USD)VRBO
From $161 per night (USD)VRBO
Stylish 2BR Urban Retreat in River West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to our contemporary 2-bedroom, 1-bathroom condo in lively River West. Ideal for business and leisure, t ...
From $161 per night (USD)VRBO
From $377 per night (USD)VRBO
Book the Great Migration Guest House. Family-sized condo near the Green Line.\n\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
LOOK FOR THE GREEN DOOR BLACKS IN GREEN LAUNCHES NEXT LEVEL TOURISM IN WOODLAWN In homage to the legendary "Green Boo ...
From $377 per night (USD)VRBO
From $244 per night (USD)Expedia
Wrigleyville Suites Room 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wrigleyville Suites are great for couples, solo adventurers, and business travelers. Experience the comfortable and casu ...
From $244 per night (USD)Expedia
From $152 per night (USD)VRBO
2BD\/1 BA with summer patio in quiet Roscoe Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to a wonderful home in quiet, family-friendly West Lakeview/Roscoe Village. This is a spacious 2 bedroom+office/ ...
From $152 per night (USD)VRBO
From $111 per night (USD)VRBO
Landing at NEXT - Studio 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 $111 per night (USD)VRBO
From $211 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 $211 per night (USD)VRBO
From $171 per night (USD)VRBO
❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Chicago! Whether you’re in town to seal a business deal or have a short holiday breather, our warm three-bed ...
From $171 per night (USD)VRBO
From $183 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 $183 per night (USD)VRBO
From $192 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 $192 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $252 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 $252 per night (USD)VRBO
From $257 per night (USD)VRBO
River North Central Home With Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Enjoy a stylish experience at this centrally-located home in Chicago's River West neighborhood. Relax indoors a ...
From $257 per night (USD)VRBO
From $191 per night (USD)Expedia
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 $191 per night (USD)Expedia
From $404 per night (USD)VRBO
Unique Chicago Penthouse Loft - Amazing Deal & Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Ideal for a Chicago getaway, a business trip, or to visit family & friends! This comfortable 3rd-floor Penthouse Loft (n ...
From $404 per night (USD)VRBO
From $193 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 $193 per night (USD)VRBO
From $169 per night (USD)VRBO
Sunny West Loop Jr 1BR w\/ Rooftop & Dog Run, nr I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy West Loop furnished one bedroom apartmen ...
From $169 per night (USD)VRBO
Click For PricingExpedia
Trendy West Loop 2BR w\/ Lounge & Pool, nr Union Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
Click For PricingExpedia
From $167 per night (USD)VRBO
Deluxe Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $167 per night (USD)VRBO
Click For PricingExpedia
Lovely Uptown 1BR w\/ Gym w\/ Boxing Ring, close to Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Uptown furnished one bedroom ap ...
Click For PricingExpedia
Click For PricingVRBO
Stellar West Loop 2BR w\/ Rooftop & Gym, close to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this lovely two bedroom Blueground apartment. You’ll love coming h ...
Click For PricingVRBO
From $94 per night (USD)VRBO
Sonder The Burnham | One-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appli ...
From $94 per night (USD)VRBO
From $482 per night (USD)VRBO
2BR Modern South Loop Suite With Views & Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Nestled in the heart of Chicago's vibrant cityscape, we offer a luxurious urban haven that embodies modern livi ...
From $482 per night (USD)VRBO
From $474 per night (USD)VRBO
Splendid Corner 3BR in the Loop | City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stylish 1,300+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $474 per night (USD)VRBO
From $187 per night (USD)VRBO
Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in South Loop. with balcony views over the city. It’ll be ...
From $187 per night (USD)VRBO
From $529 per night (USD)Expedia
Luxury Retreat with Home Theater
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 18
Summary: Welcome to our opulent 5-bedroom sanctuary, where luxury meets entertainment in the heart of the city! Nestled ...
From $529 per night (USD)Expedia
From $275 per night (USD)VRBO
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 $275 per night (USD)VRBO
From $162 per night (USD)Expedia
Ideal South Loop 2BR w\/ Pool, Gym & Rooftop, nr L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this bright South Loop furnished two bedroom apart ...
From $162 per night (USD)Expedia
From $226 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 $226 per night (USD)VRBO
From $180 per night (USD)Expedia
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 $180 per night (USD)Expedia
From $163 per night (USD)VRBO
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 $163 per night (USD)VRBO
From $226 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 $226 per night (USD)VRBO
From $226 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 $226 per night (USD)VRBO
From $136 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 $136 per night (USD)VRBO
From $223 per night (USD)VRBO
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 $223 per night (USD)VRBO
From $683 per night (USD)Expedia
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 $683 per night (USD)Expedia
From $118 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 $118 per night (USD)VRBO
From $217 per night (USD)Expedia
Sunny Lakeview 1BR w\/ Rooftop & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $217 per night (USD)Expedia
From $190 per night (USD)VRBO
Open Lakeview 2BR w\/ Gym & Grills, nr Lakefront Trail, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lakeview. with balcony views over the city. It’ll be ea ...
From $190 per night (USD)VRBO
From $149 per night (USD)Expedia
Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville. with high floor views over the city. It’ ...
From $149 per night (USD)Expedia
From $152 per night (USD)VRBO
Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $152 per night (USD)VRBO
From $159 per night (USD)Expedia
Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $159 per night (USD)Expedia
From $230 per night (USD)VRBO
Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Streeterville furnished two bedroom ...
From $230 per night (USD)VRBO
From $267 per night (USD)Expedia
Great Location in Norwood Park\/Edison Park Area! Workstation!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
- Upper unit within two-unit building - 5 miles to O’Hare Airport - 10 minute drive without traffic - Blackout curtains ...
From $267 per night (USD)Expedia
From $565 per night (USD)VRBO
Modern Townhome With King Suite & Private Patio
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
Welcome to Bucktown! This property lives like a single family home and consists of a private patio, 2 spacious living ro ...
From $565 per night (USD)VRBO
From $144 per night (USD)Expedia
Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with high floor views over the city. It’ll ...
From $144 per night (USD)Expedia
From $296 per night (USD)VRBO
Designer Dreams: A Luxurious Escape w\/1 car garage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to our luxurious and spacious abode! Nestled in the heart of the city, our full-size vacation home is t ...
From $296 per night (USD)VRBO
From $541 per night (USD)Expedia
Family Fun Escape: With 2 Free Parking Spaces!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: As soon as you step inside, you'll be struck by the open floor plan and sleek design. The living room is the pe ...
From $541 per night (USD)Expedia
Click For PricingVRBO
Stylish West Loop 1BR w\/ Pool & Gym, 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 lovely West Loop furnished one bedroom apartm ...
Click For PricingVRBO
From $167 per night (USD)VRBO
Cozy Garden Unit Located in North Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
My home is located on a charming tree-lined street in the North Center/Lakeview neighborhood. The featured space is a qu ...
From $167 per night (USD)VRBO
Click For PricingVRBO
Perfect 4 Bedroom + 2 Bath unit on 2 separate floors, Free parking, CUBS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy Chicago in this lovely and very spacious home! Entire 2 floors of space for guests to enjoy! 4 total bedrooms with ...
Click For PricingVRBO
From $53 per night (USD)Expedia
Home sweet home in Northwest Chicago, almost a sole unit for you, great location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Full cozy, clean, and private garden suite for a pleasant stay. The home is located on a beautiful tree-lined residentia ...
From $53 per night (USD)Expedia