Chicago Rentals
From $240 per night (USD)VRBO
Classic Lakeview 2BR w/ Deck, Pool & Gym, nr Lincoln Park, 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 $240 per night (USD)VRBO
From $354 per night (USD)Expedia
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
You will be transported when you stay with us in this hip and charming space in Chicago's most vibrant neighborhood! Enj ...
From $354 per night (USD)Expedia
From $463 per night (USD)VRBO
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $463 per night (USD)VRBO
From $486 per night (USD)Expedia
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $486 per night (USD)Expedia
From $987 per night (USD)VRBO
DTown Penthouse - 4bd/4ba (+Parking + Gym + Pool)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Feel at Home, Unwind, and Enjoy the amenities you deserve with two 2-Story Downtown Penthouses with Million $ Views. Gu ...
From $987 per night (USD)VRBO
From $212 per night (USD)Expedia
50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Step into the vibrant heart of River North, where your window frames forever views and the sky blushes with the best s ...
From $212 per night (USD)Expedia
Click For PricingVRBO
Luxe Ranch & Spa House Retreat! Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
We now have the newly renovated Hot Tub Room off the rear yard with additional indoor tiled bench style seating. The ho ...
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From $200 per night (USD)Expedia
Trendy Streeterville Studio w/ Pool & Gym, nr Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $200 per night (USD)Expedia
From $211 per night (USD)VRBO
Lovely 3-bedroom apartment in Bronzeville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our spacious 3-bedroom, 2-bathroom apartment on the 3rd floor of a multi-unit walk-up. Enjoy the convenience ...
From $211 per night (USD)VRBO
From $224 per night (USD)Expedia
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Book your Holiday-Get-away! This luxury space is elegantly adorned with central air, ample room for living, entertaining ...
From $224 per night (USD)Expedia
From $77 per night (USD)VRBO
Sleek Edgewater 1BR w/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Edgewater Beach furnished one bedroo ...
From $77 per night (USD)VRBO
From $139 per night (USD)Expedia
lovely and cozy vintage two bedroom, 🐾friendly apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Comfy and cozy, second floor apartment located in an incredibly beautiful & safe neighborhood on chicago’s northwest sid ...
From $139 per night (USD)Expedia
From $89 per night (USD)VRBO
Modern Gold Coast 1BR w/ Doorman & Gym, 2 blocks to L, 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 $89 per night (USD)VRBO
From $167 per night (USD)VRBO
Ukrainian Village Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the heart of Ukrainian village and just a few short minutes from downtown, your family will be close to every ...
From $167 per night (USD)VRBO
From $383 per night (USD)VRBO
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
New condo in the heart of Chicago Chinatown with 3 bedrooms, 2 baths, a spacious living area and FREE private parking. T ...
From $383 per night (USD)VRBO
From $614 per night (USD)Expedia
Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This is THE place to stay for all things Chicago. Everything you need is here: * Fabulous well stocked chef's kitch ...
From $614 per night (USD)Expedia
From $1264 per night (USD)VRBO
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 20
Luxurious Upscale Duplex Penthouse Property - Sleeps up to 14 people with over 5600 sq ft in this Duplex Penthouse! Rec ...
From $1264 per night (USD)VRBO
From $469 per night (USD)VRBO
Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
House located in Lakeview / Lincoln Park - close to other popular Chicago neighborhoods. New furniture throughout house. ...
From $469 per night (USD)VRBO
From $256 per night (USD)VRBO
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nicely renovated, modern kitchen and bath, comfortable beds, and solar-powered. Great location in a safe neighborhood, J ...
From $256 per night (USD)VRBO
From $138 per night (USD)Expedia
Luxe Near North 2BR w/ Roof & Gym, close to Red Line, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Goose Island furnished two bedroom ap ...
From $138 per night (USD)Expedia
From $153 per night (USD)VRBO
Hip River North 1BR w/ Gym + Pool + W/D near Mag Mile 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 $153 per night (USD)VRBO
From $1187 per night (USD)Expedia
Downtown Sleep 20 | Mag Mile 6bd/6ba
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐚𝐭 𝐨𝐮𝐫 𝐪𝐮 ...
From $1187 per night (USD)Expedia
From $215 per night (USD)VRBO
Amazing Lakeview 1BR w/ Rooftop Pool, near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Lake View East furnished one bedroom a ...
From $215 per night (USD)VRBO
From $156 per night (USD)Expedia
Stunning Lakeview 1BR w/ Rooftop Pool, near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lake View East furnished one be ...
From $156 per night (USD)Expedia
From $124 per night (USD)VRBO
Charming Logan Square 2BR w/ Gym, Roof Deck, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Logan Square with views over the city. It’ll be easy to ...
From $124 per night (USD)VRBO
From $639 per night (USD)VRBO
Adorable single family home in Logan Square
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
I bought this house in Spring of 2016 and have been remodeling and updating it. There are 2 bedrooms upstairs with a ful ...
From $639 per night (USD)VRBO
From $313 per night (USD)VRBO
Best Lincoln Square Location - Spacious 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming apartment in an updated 1800s beautiful brick building. Located in the heart of Chicago's Lincoln Square neighb ...
From $313 per night (USD)VRBO
From $276 per night (USD)Expedia
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and club ...
From $276 per night (USD)Expedia
From $642 per night (USD)VRBO
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Wrigleyville condo is located 1/2 block from Wrigley Field and Clark Street. Also close to Southport corridor and Brown ...
From $642 per night (USD)VRBO
From $148 per night (USD)Expedia
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $148 per night (USD)Expedia
From $242 per night (USD)VRBO
Cozy 2BR haus inn Pilsen with patio and fire pit 🔥
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Forget your worries in this spacious and serene space. You have many options steps away including a byob pizza parlor, t ...
From $242 per night (USD)VRBO
From $346 per night (USD)VRBO
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Stunning 1,200 square foot top-floor corner penthouse with oversize windows, an open layout, and dramatic city ...
From $346 per night (USD)VRBO
From $313 per night (USD)VRBO
#1804 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $313 per night (USD)VRBO
From $314 per night (USD)VRBO
#1404 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $314 per night (USD)VRBO
From $317 per night (USD)VRBO
#1604 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $317 per night (USD)VRBO
From $121 per night (USD)Expedia
A Peaceful 2BR Lincoln Park Coach House - FREE PARKING
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Elegantly decorated and cozy 2-bedroom apartment. Both bedrooms have queen beds. Some Highlights: ✔Free parking in the ...
From $121 per night (USD)Expedia
From $905 per night (USD)VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $905 per night (USD)VRBO
From $762 per night (USD)Expedia
Wrigley Field/Lakeview -Entire Home- Large Groups!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 20
"Welcome to your exclusive 2-story haven flooded with natural light! Dual TV areas with brand new 70" and 55" TVs create ...
From $762 per night (USD)Expedia
From $247 per night (USD)VRBO
Luxe West Loop Studio w/ Gym, Pool, Coworking, walk to UIC, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $247 per night (USD)VRBO
From $246 per night (USD)Expedia
Sunny Lincoln Park 2BR w/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park with views over the city. It’ll be easy to ...
From $246 per night (USD)Expedia
From $217 per night (USD)VRBO
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this cozy, calm and stylish 1 bedroom, 1 bath unit with a spacious kitchen, a dedicated work spac ...
From $217 per night (USD)VRBO
From $130 per night (USD)Expedia
Luxe West Loop 1BR w/ Gym, Pool, Coworking, walk to UIC, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop with views over the city. It’ll be easy to si ...
From $130 per night (USD)Expedia
From $162 per night (USD)VRBO
Comfort/Clean! Free Parking 15 min ORD/Downtown2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A friendly welcome to all Business travelers & Tourists! Great 1 bed-apartment /kitchen/dining area/living room (queen ...
From $162 per night (USD)VRBO
From $361 per night (USD)Expedia
LakeHouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Entertain in style, practice yoga, or enjoy a glass of wine on this huge private space. Ideal for Corporate Short or Lon ...
From $361 per night (USD)Expedia
From $855 per night (USD)VRBO
River North 3BR/2BA: HUGE, Parking, Center Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Experience an urban oasis unlike any other: - Complimentary parking for one vehicle in our attached lot - Spacious, re ...
From $855 per night (USD)VRBO
From $432 per night (USD)Expedia
Coach House with Heated Garage and Private Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming 1884 coach house sits on Lincoln Park’s most prestigious block. A 7-minute walk to the Red Line, you're ju ...
From $432 per night (USD)Expedia
From $114 per night (USD)VRBO
Luxe Logan Square 2BR w/ Gym, Roof Deck, 1 block to L, by Blueground (ID #CHI371)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Logan Square furnished two bedr ...
From $114 per night (USD)VRBO
From $954 per night (USD)VRBO
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12 | Roof Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $954 per night (USD)VRBO
From $139 per night (USD)VRBO
Don't miss out on this one! No cleaning fee.\nIdeal for McCormick Cntr and U of C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful, comfortable, PRIVATE garden unit of a 3 floor home located in the historic Bronzeville neighborhood of Chicag ...
From $139 per night (USD)VRBO
From $483 per night (USD)VRBO
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $483 per night (USD)VRBO
From $477 per night (USD)VRBO
Fabulous Corner 2 Bedroom in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $477 per night (USD)VRBO
From $444 per night (USD)Expedia
Luxury Modern home minutes from Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Newly rehabbed single family home with parking in Chicago's popular Pilsen neighborhood. Close to transportation, 18th s ...
From $444 per night (USD)Expedia
From $331 per night (USD)VRBO
❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience city life; Located in Wrigley! Feel like a local! ✔️Right Next to Wrigley Field (1 block away); Home of Chi ...
From $331 per night (USD)VRBO
From $148 per night (USD)Expedia
Tasteful Logan Square 2BR w/ Gym, Roof Deck, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this beautiful two bedroom Blueground apartment. You’ll love comin ...
From $148 per night (USD)Expedia
Click For PricingVRBO
Smart Loop 1BR w/ Pool, Gym, nr. Financial District, 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 ...
Click For PricingVRBO
From $158 per night (USD)Expedia
Gorgeous Loop 1BR w/ Gym, Pool, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $158 per night (USD)Expedia
From $127 per night (USD)VRBO
Mod West Loop 1BR w/ Pool, Gym, nr. Fulton Market & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop with views over the city. It’ll be easy to si ...
From $127 per night (USD)VRBO
From $197 per night (USD)Expedia
Roomy Lakeview 1BR w/ W/D, Gym, near Lakefront Trail, 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 $197 per night (USD)Expedia
From $154 per night (USD)VRBO
Generous River North 1BR w/ Gym, Rooftop walk to L and Parks, 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 $154 per night (USD)VRBO
From $269 per night (USD)Expedia
Generous River North 3BR w/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the best of Chicago, with this three bedroom apartment in River North with balcony views over the city. It’ll b ...
From $269 per night (USD)Expedia
Click For PricingVRBO
Rad West Loop 1BR w/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop with views over the city. It’ll be easy to si ...
Click For PricingVRBO
From $176 per night (USD)Expedia
Hip Loop 1BR w/ Gym, Pool, W/D, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Chicago Loop furnished one bedroom apart ...
From $176 per night (USD)Expedia
From $166 per night (USD)VRBO
Smart Loop 1BR w/ Gym, Pool, near Financial District, 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 $166 per night (USD)VRBO
From $585 per night (USD)Expedia
Gorgeous NEW 5 BDR/ 4BA in Logan Square w/Parking!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
In desirable LOGAN SQUARE - 10 minutes from Downtown Chicago, steps away from the new Restaurant Row on Diversey Avenue! ...
From $585 per night (USD)Expedia
From $454 per night (USD)VRBO
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful, modern and newly furnished 4br/2 bath condo at a desirable location for business conventions and vacation tra ...
From $454 per night (USD)VRBO
From $249 per night (USD)Expedia
1 #12 - 2 Bedroom / 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Beautiful, newly renovated condo located in the heart of Chicago Chinatown with 2 bedroom, 1 bath, a spacious living roo ...
From $249 per night (USD)Expedia
From $458 per night (USD)VRBO
4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Newly remodeled apartment with 4 bedrooms, 4 bathrooms, a spacious & modern living area, FREE private parking and plenty ...
From $458 per night (USD)VRBO
From $447 per night (USD)Expedia
4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful, modern and newly furnished 4 br/1.5 bath condo at a desirable location for both business conventions and vaca ...
From $447 per night (USD)Expedia
From $224 per night (USD)VRBO
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Your Charming Oasis! Step into this delightful 3-BR, 1-BA retreat in a friendly neighborhood with views of a ...
From $224 per night (USD)VRBO
From $224 per night (USD)VRBO
Spacious 2-BR Condo + Free On-Site Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $224 per night (USD)VRBO
From $284 per night (USD)VRBO
✨|Beautiful|Comfy|1br|✨LincolnSq.|Near Wrigley| ✨
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $284 per night (USD)VRBO
From $350 per night (USD)Expedia
✨Rustic Studio Apartment Heart of Lincoln Square✨
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $350 per night (USD)Expedia
From $347 per night (USD)VRBO
Inviting Stylish Home with Covered Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The residence features a subtle boho-chic inspired aesthetic, rustic wood furnishings, a breakfast bar, an open-plan mai ...
From $347 per night (USD)VRBO
From $318 per night (USD)Expedia
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $318 per night (USD)Expedia
From $325 per night (USD)VRBO
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lakeview is home to Wrigleyville, Wrigley field home of the Chicago Cubs and Belmont theatre district which has over 30 ...
From $325 per night (USD)VRBO
From $201 per night (USD)Expedia
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Everything about this residence is top of the line, first class and immaculately clean. This is a designer decorated thr ...
From $201 per night (USD)Expedia
From $4175 per night (USD)VRBO
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Chicago’s Gold Coast Luxury Single Family Home. The location is so perfect it cannot be beat! IG: ChicagoLuxuryVRBO. We ...
From $4175 per night (USD)VRBO
From $263 per night (USD)Expedia
Great Location-Beautiful Friendly Andersonville Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
City of Chicago Vacation LICENSE NO.: 2209341 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful t ...
From $263 per night (USD)Expedia
From $255 per night (USD)VRBO
Walking distance to restaurants, shops and Lake Michigan,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Residence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. We are a ...
From $255 per night (USD)VRBO
From $595 per night (USD)Expedia
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are happy to announce our 2nd Wrigleyville location. The Wrigleyville VIP sits just behind the Hotel Zachary, on the ...
From $595 per night (USD)Expedia
From $302 per night (USD)VRBO
One block from Lincoln Park and the zoo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our place is a newly renovated.! You'll love the kitchen, the fireplace, the outdoor deck and it's coziness. Perfect for ...
From $302 per night (USD)VRBO
From $385 per night (USD)VRBO
Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Live like a local in one of Chicago’s best neighborhoods at a top rated property! Located in a family-owned boutique bui ...
From $385 per night (USD)VRBO
From $159 per night (USD)VRBO
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
What guests like most? Super clean. Super comfortable. Super Host. Full use of second story fully furnished private apa ...
From $159 per night (USD)VRBO
From $181 per night (USD)Expedia
iKlektik House Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully furnished one bedroom in Ukrainian Village/West Town. Voted best top ten neighborhood in the United States. Close ...
From $181 per night (USD)Expedia
From $156 per night (USD)VRBO
Charming River North 1BR w/ Gym, Pool, near L stop & Beach, 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 $156 per night (USD)VRBO
From $84 per night (USD)Expedia
Rad River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $84 per night (USD)Expedia
From $422 per night (USD)VRBO
Soft Palate & Warm Bricks At A Rogers Park Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Meet NEW and CHARM with exposed brick, dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, ope ...
From $422 per night (USD)VRBO
From $777 per night (USD)Expedia
Historic luxury townhouse on Chicago's Gold Coast
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our stunning Townhouse located in the lavish Gold Coast of Chicago—one of the most sought-after loca ...
From $777 per night (USD)Expedia
From $561 per night (USD)VRBO
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lincoln Park is one of the most coveted areas to live or stay in Chicago. DePaul University is less than a block away. L ...
From $561 per night (USD)VRBO
From $228 per night (USD)Expedia
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located right off main bustling streets in Logan Square, i.e. the famous Milwaukee Ave, you definitely won’t need a car ...
From $228 per night (USD)Expedia
From $238 per night (USD)VRBO
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautifully remodeled, modern, spacious, and luxuriously furnished 3 bedroom, 2 bath private city apartment. ...
From $238 per night (USD)VRBO
From $135 per night (USD)Expedia
Modern Lincoln Park Hideaway 1 Bed and 1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently fully renovated sanctuary in west Lincoln Park. Enjoy the abundant restaurants, shopping, lake and beaches near ...
From $135 per night (USD)Expedia
From $252 per night (USD)VRBO
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of Chicago's premier entertainment district • Walk Score 93 (“Walker’s Paradise”) • Free street par ...
From $252 per night (USD)VRBO
From $599 per night (USD)Expedia
53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: The Penthouses at Grand Plaza PH#3 This stunning two-story Penthouse soars above Chicago, featuring dramatic li ...
From $599 per night (USD)Expedia
From $225 per night (USD)VRBO
Exquisite Rogers Park 1bd/1bath Apt. Near Evanston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Recently remodeled 1 bedroom, 1 bath, plus sleeper sofa and kitchen with modern finishes on the top floor of a nice owne ...
From $225 per night (USD)VRBO
From $120 per night (USD)Expedia
Tasteful Streeterville 1BR w/ Gym, Pool, near Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $120 per night (USD)Expedia
From $273 per night (USD)VRBO
Bright Streeterville 2BR w/ Gym, Pool, near Navy Pier, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $273 per night (USD)VRBO
From $571 per night (USD)Expedia
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 24
Temporarily live in the best neighborhood in Chicago in an amazing Furnished Custom Single Family Home brought to you by ...
From $571 per night (USD)Expedia
From $608 per night (USD)VRBO
51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: The Penthouses at Grand Plaza PH#4: This stunning two-story Penthouse soars above Chicago, featuring dramatic ...
From $608 per night (USD)VRBO
From $302 per night (USD)Expedia
52nd Floor MagMile Penthouse Views Fireplace Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#9 Experience elevated city living from this stunning penthouse, soaring 52 sto ...
From $302 per night (USD)Expedia