Chicago Rentals
From $182 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 $182 per night (USD)VRBO
From $226 per night (USD)Expedia
Open Loop 2BR w/ Lounge & Gym, nr Chicago Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $226 per night (USD)Expedia
From $302 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 $302 per night (USD)VRBO
From $379 per night (USD)Expedia
Long-Term Stays | 1 Garage Parking | Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to our vacation home! Nestled in the heart of the city, it offers the perfect blend of sophistication a ...
From $379 per night (USD)Expedia
From $137 per night (USD)VRBO
Walk to Train & Bus: Updated Chicago Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
5 Mi to Midway | Close to Hospitals | On Main Road in Residential Area Your extended stay in Chicago is made easy at th ...
From $137 per night (USD)VRBO
From $150 per night (USD)Expedia
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 $150 per night (USD)Expedia
From $659 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 $659 per night (USD)VRBO
From $177 per night (USD)Expedia
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 e ...
From $177 per night (USD)Expedia
From $790 per night (USD)VRBO
Luxury Retreat with Home Theater
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Welcome to @TheDreamRentals opulent 5-bedroom sanctuary, where luxury meets entertainment in the heart of the c ...
From $790 per night (USD)VRBO
From $440 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 $440 per night (USD)VRBO
From $342 per night (USD)VRBO
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 $342 per night (USD)VRBO
From $338 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 $338 per night (USD)Expedia
From $163 per night (USD)VRBO
South Shore Home Near Lake for long-term stays, corporate travelers, and nurses
- Bedrooms:
- 2
- 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 $223 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 $223 per night (USD)Expedia
From $845 per night (USD)VRBO
The Grand Kimball Lodge, Logan Square, Sleeps 14
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: Welcome to The Grand Kimball Lodge, a truly unique getaway featured in Architectural Digest's "21 Best Chicago ...
From $845 per night (USD)VRBO
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 $244 per night (USD)VRBO
2-Bed 2-Bath Apt | close to UC w/ Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to the UC Commons, your Near West Side apartment just steps away from the United Center! Located minute ...
From $244 per night (USD)VRBO
From $1189 per night (USD)Expedia
The Grand Kimball Lodge, Logan Square, Sleeps 20
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 20
Summary: Welcome to The Grand Kimball Lodge — a one-of-a-kind experience that’s been featured in Architectural Digest's ...
From $1189 per night (USD)Expedia
From $404 per night (USD)VRBO
Newly Revamped Home - For privacy lovers
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Big family? Group getaway? We’ve got more sleeping space than you’ll know what to do with. Try finding this much space a ...
From $404 per night (USD)VRBO
From $140 per night (USD)Expedia
Lakeview Lux - Apt #2
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $140 per night (USD)Expedia
From $153 per night (USD)VRBO
Lakeview Lux - Apt #1
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a classic Chicago Greystone built in 1893 and renovated in 2023, a true mix of old charm with modern touches of ar ...
From $153 per night (USD)VRBO
From $91 per night (USD)Expedia
3 bedrooms In the Windy City
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Anything you need, we have it! Anything you need, we have it! Anything you need, we have it! Anything you need, we have ...
From $91 per night (USD)Expedia
From $113 per night (USD)VRBO
Charming Coach House in Chicago's Hot Wicker Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wicker Park is known as Chicago's trendy enclave. Chicagoans and tourists alike are drawn to this hot spot neighborhood. ...
From $113 per night (USD)VRBO
From $544 per night (USD)Expedia
St.Bens, Jacuzzi, EV Parking! 4 beds, Walk to Wrigley Field & Brown Line!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Looking for a spacious, stylish, and fully-equipped home in the heart of Chicago? Book your stay now and make this beau ...
From $544 per night (USD)Expedia
From $392 per night (USD)VRBO
Luxury Chicago 2 Story Condo: 10 Mins to Downtown
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Experience luxury in our 2 bedroom (3 bed) duplex down, spread over 2 levels, our home offers over 1800+ sq ft of room. ...
From $392 per night (USD)VRBO
From $86 per night (USD)Expedia
Great Place
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
great place, have nice stuff, yadda yadda yadda, hkhbhhbbjjbhjbvghvghcfcggfcdxgnfgfcfgxdfxfchfdxfxfdxfgdxfxdxfxfxdxddddx ...
From $86 per night (USD)Expedia
From $283 per night (USD)VRBO
Newly Designed 3bd In Heart of Ukrainian Village by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the charm of Ukrainian Village in my beautifully designed home just steps from award winning restaurants, cafe ...
From $283 per night (USD)VRBO
From $368 per night (USD)Expedia
Spacious, & Minutes from Downtown: Enjoy Your Dream 3BR/2BA Apartment in Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
"Your Chicago Adventure Begins Here: Modern 3BR/2BA Haven, Just 10 Minutes from Downtown! Get ready to experience the b ...
From $368 per night (USD)Expedia
From $186 per night (USD)VRBO
Charming 5 bedrooms 2 bath near Downtown Loop and Mc cormick Place, Museum
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 6
5 bed 2 full bathroom with 2,600 of living space. Property is located on a quiet street with long term ownership. Restau ...
From $186 per night (USD)VRBO
From $169 per night (USD)Expedia
iKlektik House // Robin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright, Sunny and Stylish one bedroom, full kitchen, balcony over looking the backyard in West Town. Close to Wicker Par ...
From $169 per night (USD)Expedia
From $1116 per night (USD)VRBO
-Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Have fun with the whole family at this stylish place. Your family will be close to everything when you stay at this cent ...
From $1116 per night (USD)VRBO
From $152 per night (USD)Expedia
Upscale River North 1BR w/ Coffee Shop & Gym, nr Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North with views over the city. It’ll be easy to s ...
From $152 per night (USD)Expedia
From $273 per night (USD)VRBO
Stylish Streeterville 2BR w/ Lounge & Pool, nr Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Streeterville furnished two bedroom ap ...
From $273 per night (USD)VRBO
From $148 per night (USD)Expedia
Great South Loop 1BR w/ Games & Pool, nr Park & Train, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. It’ll be easy to simply show up and start l ...
From $148 per night (USD)Expedia
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Upscale Streeterville Jr 1BR w/ Gym, nr Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
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From $613 per night (USD)Expedia
Spacious 5 BR / King Size Beds + Private Parking!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Discover Chicago from our cozy home! Just .5 mile from the Green Line CTA station, explore downtown with ease. 3 minute ...
From $613 per night (USD)Expedia
From $3482 per night (USD)VRBO
Vintage Chicago Gem: The Rockwell Retreat\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 1
Discover your oasis in the heart of the city at our light-filled and lush apartment. Indulge in the warm and bright natu ...
From $3482 per night (USD)VRBO
From $139 per night (USD)Expedia
Apartment in Historic Lakeview Mansion - Best Location for Vacationers!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1902 home was completely renovated into 16 apartments in 2022. These brand new luxury apartments feature in unit la ...
From $139 per night (USD)Expedia
From $372 per night (USD)VRBO
Relaxing 2BR Apartment in Lively West Rogers Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Listing Description Welcome to this beautiful two-bed, one-bath apartment in the heart of West Rogers Park! Perfectly l ...
From $372 per night (USD)VRBO
From $420 per night (USD)Expedia
3BD West Town Gem: Explore the Windy City in Style
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our stylish 3-bed, 2-bath Condo in the heart of Chicago's vibrant West Town. Designed for your comfort, it's ...
From $420 per night (USD)Expedia
Click For PricingVRBO
Belmont Pleasures - hot tub / arcade gaming room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
About this space Welcome home! If you’re looking for a unique experience to enjoy with your friends and family come hav ...
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From $226 per night (USD)Expedia
Trendy Loop Jr 1BR w/ Game Room, nr Park & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Chicago Loop furnished one bedroom apa ...
From $226 per night (USD)Expedia
From $425 per night (USD)VRBO
Unique Chicago Penthouse Loft - Amazing Deal & Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ideal for a Chicago getaway, a business trip, or to visit family & friends! This comfortable 3rd-floor Penthouse Loft (n ...
From $425 per night (USD)VRBO
From $316 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 $316 per night (USD)Expedia
Click For PricingVRBO
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. ...
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From $239 per night (USD)Expedia
Fabulous West Loop 2BR w/ Rooftop & Dog Wash, nr L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this sophisticated two bedroom Blueground apartment. You’ll love c ...
From $239 per night (USD)Expedia
From $262 per night (USD)VRBO
Charming West Loop 2BR w/ Gym & Rooftop, nr Union Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Near West Side. It’ll be easy to simply show up and sta ...
From $262 per night (USD)VRBO
Click For PricingExpedia
Windy City 2BD: Mins from Downtown & Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location 2BR, just about 3 miles from Downtown Chicago Loop. This unit is centrally located in one of Chicago's mo ...
Click For PricingExpedia
Click For PricingVRBO
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 Fulton Market District. It’ll be easy to simply show up ...
Click For PricingVRBO
From $695 per night (USD)Expedia
The Banksy-King Bed-Firepit-Rooftop-United Center
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
The Banksy, a modern 2-story duplex just 3 miles from downtown is ideal for large groups. Host your Bachelor / Bachelore ...
From $695 per night (USD)Expedia
From $148 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 $148 per night (USD)VRBO
From $220 per night (USD)Expedia
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 $220 per night (USD)Expedia
From $318 per night (USD)VRBO
River North Central Home With Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy a stylish experience at @TheDreamRentals centrally-located home in Chicago's River West neighborhood. Rel ...
From $318 per night (USD)VRBO
From $187 per night (USD)Expedia
Chic 2BR Haven: Minutes from Downtown & Medical District
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to your tranquil urban oasis in the vibrant heart of Chicago, IL! Nestled on a serene block near Douglas Park in ...
From $187 per night (USD)Expedia
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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 ...
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From $730 per night (USD)VRBO
Villa Noir Chicago Victorian home 7 min to downtown, museums, shops & the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Villa Noir - an expertly designed vacation HOME fully equipped with everything you need for a most enjoyable ...
From $730 per night (USD)VRBO
From $193 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 with views over the city. It’ll be easy to ...
From $193 per night (USD)VRBO
From $440 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 $440 per night (USD)VRBO
From $262 per night (USD)VRBO
2 bedroom Pastel Loft 1 mi from Lake Michigan!
- 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 $262 per night (USD)VRBO
From $766 per night (USD)Expedia
Luxury Loft Collection 903 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $766 per night (USD)Expedia
From $758 per night (USD)VRBO
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $758 per night (USD)VRBO
From $200 per night (USD)Expedia
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 Near West Side furnished one bedroom a ...
From $200 per night (USD)Expedia
From $164 per night (USD)VRBO
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 Fulton Market District furnished one ...
From $164 per night (USD)VRBO
From $183 per night (USD)Expedia
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 Near West Side. It’ll be easy to simply show up and sta ...
From $183 per night (USD)Expedia
From $185 per night (USD)VRBO
Cozy 2 Bedroom unit-15mins Dwtn!
- 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 $185 per night (USD)VRBO
From $497 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 $497 per night (USD)Expedia
From $1071 per night (USD)VRBO
Luxurious apartment McCormick Place 5 King bedrooms/3bath Suite for groups
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 1800 sq f Luxurious ...
From $1071 per night (USD)VRBO
From $330 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 $330 per night (USD)Expedia
From $565 per night (USD)VRBO
Luxurious McCormick 3be/2ba Suite/up to 8 guests w optional parking/Gym/Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 KING size bedroo ...
From $565 per night (USD)VRBO
From $1081 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 $1081 per night (USD)Expedia
From $929 per night (USD)VRBO
Luxurious McCormick 5 bed/4 bath Suite for up to 12 guests with optional parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Luxurious unit for ...
From $929 per night (USD)VRBO
From $547 per night (USD)Expedia
McCormick Place 6 twin beds + Sofa bed with Optional parking for up to 10 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 $547 per night (USD)Expedia
From $579 per night (USD)VRBO
Modern, Luxe, House 20mins to Downtown, Sleeps 16, Private Rooftop, 2car Garage
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Luxurious Modern Retreat with 1000 sqft Rooftop Welcome to the Monticello - our stunning modern new construction, desig ...
From $579 per night (USD)VRBO
From $349 per night (USD)VRBO
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 $349 per night (USD)VRBO
From $129 per night (USD)VRBO
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 Near West Side furnished one bedroom a ...
From $129 per night (USD)VRBO
From $189 per night (USD)Expedia
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 Near West Side. It’ll be easy to simply show up and sta ...
From $189 per night (USD)Expedia
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 $492 per night (USD)VRBO
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Bee's Knees - a vintage gem with a Hollywood-glam twist! This 4-BR Chicago bungalow home is the perfect getaw ...
From $492 per night (USD)VRBO
From $301 per night (USD)VRBO
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 $301 per night (USD)VRBO
From $186 per night (USD)VRBO
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 $186 per night (USD)VRBO
From $1278 per night (USD)Expedia
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 $1278 per night (USD)Expedia
From $268 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 $268 per night (USD)VRBO
From $390 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 $390 per night (USD)VRBO
From $1166 per night (USD)VRBO
3Bed/2Bath Wrigley home w/view & party deck 443 ft from Wrigley Field - 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 $1166 per night (USD)VRBO
From $332 per night (USD)Expedia
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
- 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 str ...
From $332 per night (USD)Expedia
From $131 per night (USD)VRBO
Stellar South Loop 1BR, near CTA Train, Sports & Parks, 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 b ...
From $131 per night (USD)VRBO
From $256 per night (USD)Expedia
3 Bedroom Medical Center!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: A couple house off the popular Taylor St which has plenty of restaurants and bars! The Space: 3 Bedrooms 1 Ful ...
From $256 per night (USD)Expedia
From $90 per night (USD)VRBO
Striking South Loop 1BR w/ Rooftop, walk to Grant Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $90 per night (USD)VRBO
From $85 per night (USD)Expedia
Sweet South Loop 1BR w/ Rooftop, nr Grant Park & Museums, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $85 per night (USD)Expedia
From $118 per night (USD)VRBO
Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. It’ll be easy to simply show up and start l ...
From $118 per night (USD)VRBO
From $225 per night (USD)Expedia
Deluxe River North 1BR w/ Gym, Pool & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $225 per night (USD)Expedia
From $157 per night (USD)VRBO
Wonderful Edgewater 1BR w/ Patio Deck & Gym, near lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater Beach. It’ll be easy to simply show up and st ...
From $157 per night (USD)VRBO
From $176 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 $176 per night (USD)VRBO
From $94 per night (USD)VRBO
Cozy & Comfy 2 bedroom remodeled with plenty parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to this beautifully remodeled fully furnished apartment for rent located on the south side of Chicago This 2-bed ...
From $94 per night (USD)VRBO
From $401 per night (USD)VRBO
Book the Great Migration Guest House. Family-sized condo near the Green Line.\n\n
- Bedrooms:
- 1
- 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 $401 per night (USD)VRBO
From $342 per night (USD)VRBO
2-bedroom apartment just 2 minutes drive to Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the heart of Chicago's vibrant North Center neighborhood in this charming 2-bedroom apartment. Situated just a ...
From $342 per night (USD)VRBO
From $260 per night (USD)Expedia
The Vibe Headquarters
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy your stay here at The Vibe Headquarters, where you’re sure to find peace. This condo is located in Washin ...
From $260 per night (USD)Expedia
From $185 per night (USD)VRBO
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 $185 per night (USD)VRBO
From $278 per night (USD)Expedia
Cozy apartment near zoo, DePaul, Oz Park and much more!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful brownstone in the heart of Lincoln Park. 5 minute walk to Lincoln Park zoo, lakefront, variety of restaurants/ ...
From $278 per night (USD)Expedia