North Branch of the Chicago River Rentals
From $290 per night (USD)VRBO
Just What You Were Looking For! Near Chicago Museum of Contemporary Art
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $290 per night (USD)VRBO
From $121 per night (USD)Expedia
Vintage firehouse quiet two bedroom apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully furnished updated 1880s horse and buggy firehouse carriage house that is clean quiet private and safe. Modern and ...
From $121 per night (USD)Expedia
From $92 per night (USD)VRBO
Sunny River North 1BR w/ Gym & Coffee Shop, nr L & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Near North furnished one bedroom apartm ...
From $92 per night (USD)VRBO
From $264 per night (USD)VRBO
Ultimate City Life Experience in Heart of Chicago | 2 Family Ready Roos
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $264 per night (USD)VRBO
From $138 per night (USD)VRBO
Cozy Corner in Chicago’s Downtown| Walking Distance to Ohio Street Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 1200 sq. ft, equipped with complimentary toiletries, TV, avai ...
From $138 per night (USD)VRBO
From $295 per night (USD)VRBO
Chicago Condo: Near Lincoln Park & DePaul!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover the best of Chicago at this charming 1-bedroom, 1-bath vacation rental in Lincoln Park! Whether you’re here for ...
From $295 per night (USD)VRBO
From $381 per night (USD)VRBO
jane's house a boutique historical flat in chicago - close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Jane's house is a cozy 130 year old victorian Italianate remodeled into a modern open concept living space. Our unique ...
From $381 per night (USD)VRBO
From $154 per night (USD)Expedia
Level Spacious one bedroom suite with king bed, walk-in closet, full kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $154 per night (USD)Expedia
From $261 per night (USD)VRBO
Level River North Luxury Two Bedroom Suite\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $261 per night (USD)VRBO
From $176 per night (USD)Expedia
Level River North - Spacious Executive Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $176 per night (USD)Expedia
From $238 per night (USD)VRBO
Level - Fulton Market Junior Two Bedroom Two Bath suite with kitchen and balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $238 per night (USD)VRBO
Click For PricingExpedia
Level - Old Town 3 Bedroom, 2 Bath spacious suite with full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
Click For PricingExpedia
From $210 per night (USD)VRBO
Level Old Town - Executive One Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $210 per night (USD)VRBO
From $426 per night (USD)VRBO
Loft8 - Unique Design in Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Layout --- 1,500 sq ft, 3 king size beds, 2 full bathrooms, 1 separate room with desk next to patio (great natural light ...
From $426 per night (USD)VRBO
Click For PricingVRBO
▌360° City Skyline Chicago ▌\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
About this space It's rare to find a place that's both historic and one-of-a-kind. This 3 bedroom + 2.5 bath vacation re ...
Click For PricingVRBO
From $527 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 $527 per night (USD)VRBO
From $204 per night (USD)VRBO
Entire Condo and Parking at the heart of Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This is my cozy Bucktown / Wicker Park home. Wonderfully walkable (right on the border of both neighborhoods), with deli ...
From $204 per night (USD)VRBO
From $470 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 $470 per night (USD)Expedia
From $1131 per night (USD)VRBO
Designer-renovated house in the heart of Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Style, and Comfort all in one place. We have just finished renovating our home after a full gut with all new b ...
From $1131 per night (USD)VRBO
From $169 per night (USD)Expedia
Sonder by Marriott Bonvoy The Burnham Apartments Loop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Aparthotel with a fitness center, a short walk to Willis Tower This smoke-free aparthotel features a fitness center, con ...
From $169 per night (USD)Expedia
From $298 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 $298 per night (USD)VRBO
From $238 per night (USD)Expedia
Airy Streeterville 1BR w/ Indoor Pool, close to Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with views over the city. It’ll be easy t ...
From $238 per night (USD)Expedia
Click For PricingVRBO
Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to The Hubbard House. A Large yet Cozy 4 story, 4 bedroom home in the Fulton Market District. This beautifully ...
Click For PricingVRBO
From $896 per night (USD)VRBO
Sophisticated Urban Escape, 4 Cozy Units, Near Water Tower Chicago!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 4 separate rooms w ...
From $896 per night (USD)VRBO
From $344 per night (USD)VRBO
Boutique Charm, Modern Comforts, Near Field Museum of Natural History
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $344 per night (USD)VRBO
From $447 per night (USD)VRBO
Sleek Retreat, Unforgettable Experience, 2 Stylish Units Near Willis Tower!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 2 separate rooms w ...
From $447 per night (USD)VRBO
From $672 per night (USD)VRBO
Central Chic: 3 Plush Units, Near Chicago Museum of Contemporary Art!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 3 separate rooms w ...
From $672 per night (USD)VRBO
From $196 per night (USD)VRBO
Chic Urban Oasis, Pet-Friendly Unit, Near The Art Institute of Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $196 per night (USD)VRBO
From $290 per night (USD)VRBO
Central Serenity, Cityscape Views Close To Field Museum of Natural History!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $290 per night (USD)VRBO
From $201 per night (USD)VRBO
Elegant Stay: Plush Unit With City Views, Close To Water Tower Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $201 per night (USD)VRBO
From $224 per night (USD)VRBO
Stay in Luxury Downtown! Pet-Friendly, Fitness Center!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $224 per night (USD)VRBO
From $229 per night (USD)VRBO
Luxury Boutique, Prime Spot, Pet-Friendly Unit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $229 per night (USD)VRBO
Click For PricingVRBO
Light n' Bright City Stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Find your home away from home at this peaceful and centrally-located condo. A perfect place to linger and explore Chicag ...
Click For PricingVRBO
From $420 per night (USD)Expedia
3-bedroom apartment in Lincoln Park, 4-minute drive to Michigan Avenue
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
In the lively Lincoln Park area of Chicago, you can find this captivating three-bedroom home. Situated just minutes from ...
From $420 per night (USD)Expedia
From $343 per night (USD)VRBO
Trendy Wicker Park Loft with Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in trendy Wicker Park, our modern Chicago loft boasts open-plan living, exposed brickwork and plenty of room to ...
From $343 per night (USD)VRBO
From $204 per night (USD)VRBO
Located in the Heart of Lincoln Park, walking distance to North Ave beach & more
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our 3-level townhouse is the perfect space for those relocating, traveling for work, or in town for more extended visits ...
From $204 per night (USD)VRBO
From $391 per night (USD)VRBO
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 $391 per night (USD)VRBO
From $487 per night (USD)Expedia
Luxe Penthouse with Home Theater and Amazing Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning luxe penthouse in the heart of the East Village. This property has it all. Two master suites with attached bath ...
From $487 per night (USD)Expedia
From $231 per night (USD)VRBO
Upscale Penthouse Private Balconies Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
My place is conveniently located in East Village, situated between the cultural hubs of Wicker Park and West Town & not ...
From $231 per night (USD)VRBO
From $635 per night (USD)Expedia
Luxury Loft Collection 01 - 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 $635 per night (USD)Expedia
From $630 per night (USD)VRBO
Luxury Loft Collection 03 - 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 $630 per night (USD)VRBO
From $576 per night (USD)Expedia
GROUP LUX LINCOLN PARK 4BD/4.5BA Home +parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Escape into this Lincoln Park Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retai ...
From $576 per night (USD)Expedia
From $513 per night (USD)VRBO
City Escape! 4 Relaxing Units Minutes to SkyDeck Chicago and Lincoln Park Zoo!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $513 per night (USD)VRBO
From $398 per night (USD)VRBO
Your Home Away from Home! 3 Convenient Units, Pets Allowed! Minutes to Navy Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $398 per night (USD)VRBO
From $271 per night (USD)VRBO
2 Charming Units in Trendy River North! Short Drive to Chicago O’Hare Airport!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $271 per night (USD)VRBO
From $117 per night (USD)VRBO
Ultimate Getaway! Pet-friendly Accommodation Closeto Navy Pier and 360 Chicago.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $117 per night (USD)VRBO
From $155 per night (USD)VRBO
River North Gem! Near Magnificent Mile and Chicago Riverwalk! Pets Allowed.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $155 per night (USD)VRBO
From $656 per night (USD)Expedia
Luxury Loft Collection 02 - 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 $656 per night (USD)Expedia
From $445 per night (USD)VRBO
West Loop 2BR with Skyline Views + Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Experience sweeping Chicago skyline views at 'The Lincoln,' a vibrant city escape backed by a strong 80%+ 5-sta ...
From $445 per night (USD)VRBO
From $1437 per night (USD)VRBO
Luxury 3BR Penthouses + Group Comfort Awaits
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: The ultimate destination for your group's getaway, 'The Prism' offers a unique collection of two 3BR penthouses ...
From $1437 per night (USD)VRBO
From $1459 per night (USD)VRBO
Skyline View Duo for Groups: Unmatched Luxury Stay
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Discover 'The Seven,' an exclusive offering of two same-floor penthouses designed to provide your group with a ...
From $1459 per night (USD)VRBO
From $2180 per night (USD)VRBO
3 Penthouses, 1 Floor, Group Stay, Sleeps 21
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 21
Summary: Ideal for discerning business travelers, 'The Marvelo' features three luxurious 3BR penthouses, each offering b ...
From $2180 per night (USD)VRBO
From $1486 per night (USD)VRBO
Spacious Penthouse Trio + Skyline Views for Groups
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 22
Summary: For an iconic Chicago stay, 'The Bean' provides three stunning penthouses for your family or business gathering ...
From $1486 per night (USD)VRBO
From $474 per night (USD)Expedia
Top of River West: Luxe Penthouse for Groups
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 'The Iris' offers breathtaking skyline views and premium amenities, perfect for travelers seeking a memorable u ...
From $474 per night (USD)Expedia
From $103 per night (USD)VRBO
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 $103 per night (USD)VRBO
From $945 per night (USD)Expedia
Huge & Luxurious Logan Sq home,2 car garage,PRIVATE rooftop deck,great location!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Look no further than our newly renovated house in Logan Square! Start your adventure in Chicago from this prime location ...
From $945 per night (USD)Expedia
From $126 per night (USD)VRBO
Exceptional River North 1BR w/ Pool, nr Riverwalk & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely River North furnished one bedroom apar ...
From $126 per night (USD)VRBO
From $570 per night (USD)Expedia
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
This vintage 4 bedroom loft can allocate up to 14 people and is located on a busy commercial street in the heart of Wick ...
From $570 per night (USD)Expedia
From $159 per night (USD)VRBO
Cozy 2 Bedroom Home Near Downtown & Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy Vrbo in the vibrant city of Chicago. Situated conveniently between O’Hare airport and downtown. Our ...
From $159 per night (USD)VRBO
From $99 per night (USD)Expedia
Fab River North 1BR w/ Sky Terrace, Yoga Studio & Grills, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful one bedroom Blueground apartment. You’ll love comin ...
From $99 per night (USD)Expedia
From $513 per night (USD)VRBO
Deluxe River West PH for Unforgettable Memories
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 'The Arc' impresses tourists with stunning city vistas and spacious design from a prime location. 94% of revie ...
From $513 per night (USD)VRBO
From $553 per night (USD)Expedia
Luxury 2BR on Michigan Ave with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Ideal for tourists seeking an upscale stay, 'The Hermes' offers comfort and top-tier amenities just steps from ...
From $553 per night (USD)Expedia
From $544 per night (USD)VRBO
Elegant 2BR with Resort Amenities & City Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Why settle for anything less than the best for your Chicago trip? 'The Hermes' offers prime access to iconic at ...
From $544 per night (USD)VRBO
From $503 per night (USD)Expedia
2BR near Riverwalk + downtown access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Ideal for tourism and relaxation, 'The Athena' offers a spacious 2BR retreat with a private balcony and stunnin ...
From $503 per night (USD)Expedia
From $408 per night (USD)VRBO
Sky-High 3BR Penthouse in West Loop
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Go the extra mile for your Chicago getaway at 'The Mile.' Located in the vibrant West Loop, this home offers ...
From $408 per night (USD)VRBO
From $318 per night (USD)Expedia
Luxe 1BR: Unmatched Views & Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Experience vibrant River West from 'The Hue,' a premium 1BR designed for young professionals and city explorers ...
From $318 per night (USD)Expedia
From $598 per night (USD)VRBO
Luxury Meets Fun: Downtown PH w/ Private Game Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 'The Zeus' is a stylish penthouse, perfect for travelers wanting a memorable Chicago experience. Our strong 8 ...
From $598 per night (USD)VRBO
From $585 per night (USD)Expedia
Gold Coast Gem: A 2BR Sanctuary w/ Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Discover 'The Lion,' designed for a seamless Chicago getaway with unparalleled views and incredible walkability ...
From $585 per night (USD)Expedia
From $1121 per night (USD)VRBO
Prime 2BR Apartments: Perfect Group Comfort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: Unwind at 'The Artemis'—two spacious 2BRs on the Magnificent Mile, ideally suited for tourists and business tra ...
From $1121 per night (USD)VRBO
Click For PricingExpedia
Professional Hotel - Short distance to the AHR Expo
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 4
Rental would be perfect for the Annual AHR Expo at McCormick. The event for HVACR Manufacturers. Hotel Blake is a short ...
Click For PricingExpedia
From $211 per night (USD)VRBO
Good Ol' Greystone, A Genuine Chicago Experience\n\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the charming Good Ol' Greystone, located in the vibrant heart of Wicker Park, one of Chicago's trendiest neig ...
From $211 per night (USD)VRBO
Click For PricingExpedia
Lovely 2-bedroom close to Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your family will be close to everything when you stay at this centrally-located place. Just a short walk to amazing rest ...
Click For PricingExpedia
From $351 per night (USD)VRBO
Cozy Train Vibes + Rare Parking x3
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a neighborhood feel in a big city. Welcome to our North Center 3 bedroom, 2 bathroom apartment on a quiet tree lin ...
From $351 per night (USD)VRBO
From $203 per night (USD)VRBO
The Blissful In Between
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is an entire 2 bedroom condo on the main floor of a 3 unit condo building! Bedroom, bathroom, kitchen, living and d ...
From $203 per night (USD)VRBO
From $206 per night (USD)VRBO
Ideal River North 1BR w/ River North 1BR w/ Pool, nr Riverwalk & L, 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 $206 per night (USD)VRBO
From $132 per night (USD)Expedia
Impeccable River North 1BR w/ Yoga Studio, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $132 per night (USD)Expedia
From $568 per night (USD)VRBO
NEW 4BR Designer Flat in Wicker Park/Bucktown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We invite you to spend your next trip in this beautifully remodeled flat in Chicago's iconic Wicker Park neighborhood. S ...
From $568 per night (USD)VRBO
From $90 per night (USD)Expedia
Luxe River North 1BR w/ Pool & Fitness Area, 1 Block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish River North furnished one bedroom apa ...
From $90 per night (USD)Expedia
From $147 per night (USD)VRBO
Luxury Extended-Stay 1BR in West Loop for Professionals and Interns
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Live like a local in this **bright, 720 sq ft 1BR apartment** nestled in Fulton Market’s hottest district. Designed for ...
From $147 per night (USD)VRBO
From $632 per night (USD)Expedia
Gorgeous 3BR River North Condo - Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience luxury in this stunning downtown Chicago condo, nestled in River North. Ideal for families & business travele ...
From $632 per night (USD)Expedia
From $495 per night (USD)VRBO
Queen Beds, EV Charging, Near Train: Luxury Stay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the best of city living at our Logan Square retreat, a mere stone's throw from downtown Chicago and a short wal ...
From $495 per night (USD)VRBO
From $297 per night (USD)Expedia
River North Hideaway w/Amazing Views and Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This urban hideaway is in the heart of River North and offers amazing views, free parking and an in-unit washer and drye ...
From $297 per night (USD)Expedia
From $282 per night (USD)VRBO
Remodeled 3 story entire townhouse available in the heart of Lincoln Park.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to our urban oasis in Lincoln Park! Offering the entire townhouse available for your stay. The space offers 3 pr ...
From $282 per night (USD)VRBO
From $281 per night (USD)VRBO
WickerPark 2Bdrm Downtown SaltShed Jack’s Pumpkin PopUp Sale 159.00 Oct 20-24
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Find comfort in this Urban Sanctuary!10 min. to Downtown & Salt Shed. Enjoy the art galleries on Chicago Ave and the Bou ...
From $281 per night (USD)VRBO
Click For PricingVRBO
Bucktown Loft - top floor, near Bloomingdale Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unique Bucktown loft studio on the top floor of a restored vintage Chicago building, central to Bucktown & Wicker Park. ...
Click For PricingVRBO
From $289 per night (USD)VRBO
Come rest your tired Chicago traveling feet in this comfy inner city home!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This northside home has enough space for a family of 5, possibly 6 with roll away bed. It has a front porch with small s ...
From $289 per night (USD)VRBO
From $193 per night (USD)VRBO
The Chicago Hotel Collection | Comfy Downtown Chicago Stay, Steps from Mag Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $193 per night (USD)VRBO
From $124 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, Stylish Junior King Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $124 per night (USD)VRBO
From $93 per night (USD)VRBO
Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $93 per night (USD)VRBO
From $187 per night (USD)VRBO
Shop Chicago and Relax by The Bean | City Viwes | 24-hour Gym | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $187 per night (USD)VRBO
From $193 per night (USD)VRBO
City Center, Saint Clair Suite - The Chicago Hotel Collection Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $193 per night (USD)VRBO
From $83 per night (USD)VRBO
Windy City Hideaway | Mag Mile Magic | Navy Pier | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $83 per night (USD)VRBO
From $93 per night (USD)VRBO
Modern Digs Steps from Mag Mile Shops/Dining with 24-hour Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $93 per night (USD)VRBO
From $94 per night (USD)VRBO
Shop Chicago’s Magnificent Mile – Steps Away from Navy Pier - Bar On-Site
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $94 per night (USD)VRBO
From $281 per night (USD)VRBO
Rooms for the Crew | 3 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $281 per night (USD)VRBO
From $281 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, Modern Double Queen, 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $281 per night (USD)VRBO
From $167 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, Modern Double Queen | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $167 per night (USD)VRBO
From $2870 per night (USD)VRBO
Luxury Loft Collection 1, 2, 3
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 42
Summary: Enjoy the combination of your own 3 side-by-side-by-side private luxury lofts in Chicago's bustling River North ...
From $2870 per night (USD)VRBO
From $966 per night (USD)VRBO
Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This UPSCALE/NEWLY FURNISHED 6 bed and 5 bath building is a perfect oasis for your group! We are steps away from the hea ...
From $966 per night (USD)VRBO
From $609 per night (USD)Expedia
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Spacious 8-bedroom townhome withThis newly renovated and styled 8 bedroom in Avondale is ready to host you! Two units ha ...
From $609 per night (USD)Expedia