Durso Park Rentals
From $264 per night (USD)VRBO
Luxury Stay in Chicago's Iconic District! Near Chicago Tribune Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $264 per night (USD)VRBO
From $790 per night (USD)VRBO
Best Place to Unwind! 4 Convenient Units, Near Oak Street Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $790 per night (USD)VRBO
From $1153 per night (USD)VRBO
Prime Location for Exploring Chicago's Best Attractions! 3 Relaxing Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $1153 per night (USD)VRBO
From $168 per night (USD)VRBO
Historic Elegance in the Heart of Chicago! Near 360 Chicago Observation Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $168 per night (USD)VRBO
From $1538 per night (USD)VRBO
Ideal Spot for Exploring Chicago's Cultural Gems! 4 Relaxing Units
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $1538 per night (USD)VRBO
From $769 per night (USD)VRBO
Short Distance From The Well Known Sites! 2 Comfortable Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $769 per night (USD)VRBO
From $396 per night (USD)VRBO
Enjoy a Hassle-Free and Comfortable Stay! 2 Relaxing Units near Oak Street Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $396 per night (USD)VRBO
From $385 per night (USD)VRBO
Experience Soothing Moments & Luxury! Minutes to Oak Street Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $385 per night (USD)VRBO
From $221 per night (USD)VRBO
Studio Suite King at Millennium Knickerbocker Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $221 per night (USD)VRBO
From $641 per night (USD)VRBO
2 x Millennium Suite King at Millennium Knickerbocker Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $641 per night (USD)VRBO
From $154 per night (USD)VRBO
Superior King at Millennium Knickerbocker Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $154 per night (USD)VRBO
From $1281 per night (USD)VRBO
4 x Millennium Suite King at Millennium Knickerbocker Chicago
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $1281 per night (USD)VRBO
From $140 per night (USD)VRBO
Standard King at Millennium Knickerbocker Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $140 per night (USD)VRBO
From $184 per night (USD)VRBO
Elegant Urban Oasis in Downtown Chicago! Near Museum of Contemporary Art
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $184 per night (USD)VRBO
From $166 per night (USD)VRBO
Superior 2 Doubles at Millennium Knickerbocker Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $166 per night (USD)VRBO
From $224 per night (USD)Expedia
Gold Coast\/Downtown Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New Listing! Freshly renovated Gold Coast hideaway provides the perfect escape from the nearby shopping and restaurant a ...
From $224 per night (USD)Expedia
From $187 per night (USD)VRBO
Luxe River West 3BR w\/ Pool, Gym, Pet Area, A\/C & Rooftop, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Discover the best of Chicago, with this three bedroom apartment in River West. with views over the city. It’ll be easy t ...
From $187 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 $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 $695 per night (USD)VRBO
Classic Chicago Charm in a Modern Setting! 3 Comfortable Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $695 per night (USD)VRBO
From $258 per night (USD)VRBO
Luxurious 3BD\/2BT Penthouse- Private Patio+Gym+Rooftop+Insane Location+Wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience unparalleled luxury in our thoughtfully curated 3-bedroom, 2-bathroom penthouse near downtown Chicago. This p ...
From $258 per night (USD)VRBO
From $158 per night (USD)Expedia
Huge Luxury Studio Apartment in Nevele22 - Chicago River West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Amazing studio apartment in the luxury Nevele22 Apartment building. Full kitchen with Fisher Paykel appliances, eat-in ...
From $158 per night (USD)Expedia
From $608 per night (USD)VRBO
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)VRBO
From $244 per night (USD)Expedia
Chicago Cityview Chic II Gold Coast\/River North
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our stylish, 2-bed, 2-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover the epi ...
From $244 per night (USD)Expedia
From $100 per night (USD)VRBO
Chic Old Town Studio w\/ Gym, W\/D, Rooftop, Pet Area & A\/C, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Old Town furnished studio apartment wi ...
From $100 per night (USD)VRBO
From $120 per night (USD)Expedia
Neat Old Town 1BR Gym, W\/D, Rooftop, BBQ & A\/C, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Old Town furnished one bedroom ...
From $120 per night (USD)Expedia
From $125 per night (USD)VRBO
Great Old Town 1BR Gym, W\/D, Lounge & A\/C, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Old Town. . It’ll be easy to simply show up and start l ...
From $125 per night (USD)VRBO
From $222 per night (USD)Expedia
Awesome Old Town 2BR Gym, W\/D, Rooftop & A\/C, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this roomy two bedroom Blueground apartment. You’ll love coming ho ...
From $222 per night (USD)Expedia
From $118 per night (USD)VRBO
Stylish Old Town Studio Gym, W\/D, Outdoor Firepit & A\/C, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish studio Blueground apartment. You’ll love coming home ...
From $118 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 $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 $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 $702 per night (USD)VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Junior Suite + Superior Room 2 Double Beds at Sofitel Chicago Magnificent Mile provides added space and privacy to ...
From $702 per night (USD)VRBO
From $766 per night (USD)Expedia
2 Connecting Suites at a 4⭐️ Hotel
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Delight in exclusive access to the Club Lounge in the Executive Suite at the Renaissance Chicago Downtown Hotel. This 80 ...
From $766 per night (USD)Expedia
From $404 per night (USD)VRBO
Best Location\/ Designer themed\/ Patio\/ Queen beds\/ Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Walk to almost everything Chicago has to offer- Downtown, Magnificent Mile, North Avenue beach, zoo, and Lincoln park, r ...
From $404 per night (USD)VRBO
From $367 per night (USD)Expedia
Large Modern 2BD\/2BA Condo in River North- Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our chic 2 bedroom, 2 bath condo (Parking Included) in the heart of River North, one of the most sought-after ...
From $367 per night (USD)Expedia
From $250 per night (USD)VRBO
Dive Into Your Dream Vacation! Near Bridgehouse and Chicago River Museum!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $250 per night (USD)VRBO
From $438 per night (USD)Expedia
Fulton Market PH-1K Guest Approved-Fireplace Deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Struggling to find the PERFECT family-friendly penthouse in Chicago? Worried about missing out on an IDEAL LOCA ...
From $438 per night (USD)Expedia
From $533 per night (USD)VRBO
Stay Steps from MillenniumPark & Riverwalk|TheRose
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $533 per night (USD)VRBO
From $330 per night (USD)Expedia
Views, Luxury, & Near Top Attractions|TheDaisy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $330 per night (USD)Expedia
From $530 per night (USD)VRBO
Rated 5 Stars: Views, Location,Comfort|TheTulip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $530 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 $331 per night (USD)VRBO
Escape the Chaos! Luxurious & Calm Haven | TheElm
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Are you looking for a peaceful, luxurious place to stay near Chicago's top attractions but away from the city's ...
From $331 per night (USD)VRBO
From $344 per night (USD)Expedia
Travelers Are Raving About This Place|TheHemlock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Are you looking for a peaceful, luxurious place to stay near Chicago's top attractions but away from the city's ...
From $344 per night (USD)Expedia
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 $262 per night (USD)Expedia
Upgrade Your Vacation.Luxury & Serenity|TheMaple
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Are you looking for a peaceful, luxurious place to stay near Chicago's top attractions but away from the city's ...
From $262 per night (USD)Expedia
From $378 per night (USD)VRBO
Hey! Peace Seekers: Luxury and Quiet Here|The Oak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Are you looking for a peaceful, luxurious place to stay near Chicago's top attractions but away from the city's ...
From $378 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 $312 per night (USD)VRBO
Relaxation Lovers, Best Peaceful Retreat | TheFir
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Are you looking for a peaceful, luxurious place to stay near Chicago's top attractions but away from the city's ...
From $312 per night (USD)VRBO
From $460 per night (USD)Expedia
Why Guests Call This Chicago’s Best Spot|TheViolet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $460 per night (USD)Expedia
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 $396 per night (USD)Expedia
Unbeatable Views,Group Amenities&Location|TheLily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $396 per night (USD)Expedia
From $1467 per night (USD)VRBO
Cloud9 |3 apt in 1d w\/ SocialClub | The Mary
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 15
Summary: Welcome to The Mary! 3 apartments in the same building. To ensure safety, all guests must pass our screening pr ...
From $1467 per night (USD)VRBO
From $1662 per night (USD)VRBO
Cloud9| Indoor pool & Games room| The Dahlia
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: Welcome to The Dahlia, 2 Apartments located in the same building. To ensure safety, all guests must pass our sc ...
From $1662 per night (USD)VRBO
From $396 per night (USD)VRBO
Stay Once&Never Book Elsewhere in Chicago|TheLotus
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $396 per night (USD)VRBO
From $982 per night (USD)VRBO
Cloud9 | Up to 15ppl|Balcony @MagMile |The Apollo
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: Welcome to The Apollo! 2 beautiful apartments in the same building. To ensure safety, all guests must pass our ...
From $982 per night (USD)VRBO
From $895 per night (USD)VRBO
Cloud9|Up to 10 ppl w\/Social club&bbq| The Phantom
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Summary: Welcome to The Phantom! 2 apartments in the same building. To ensure safety, all guests must pass our screening ...
From $895 per night (USD)VRBO
From $307 per night (USD)Expedia
Villa Gold Cost -Sleeps 12+KING Bed-Pets-Garage- 65”TV Netflix-Wifi-Ping Pong
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
MESSAGE US 4 SPECIAL Rates! Welcome to Chicago's Gold Coast! Perfect for FAMILIES and GROUPS of FREINDS. • Best City ...
From $307 per night (USD)Expedia
From $150 per night (USD)VRBO
Amazing River North 1BR w\/ Entertainment Area, Pool & Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $150 per night (USD)VRBO
From $382 per night (USD)Expedia
Rooftop, Balcony, 1 Garage Parking, Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Relax in this stunning 2-bedroom, 2-bath condo for 6 guests with a king and 2 double beds. Enjoy city views fro ...
From $382 per night (USD)Expedia
From $383 per night (USD)VRBO
Private Balcony, 1 Garage Parking, Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This stunning 2-bedroom, 2-bathroom condo that accommodates up to 6 guests with 1 king bed and 2 double beds. E ...
From $383 per night (USD)VRBO
From $489 per night (USD)Expedia
Cloud9 |XL Penthouse+Movie Theater+Gym |The Harper
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Welcome to The Harper! Guests must pass screening with ID. A $2,500 USD SECURITY DEPOSIT HOLD on major credit c ...
From $489 per night (USD)Expedia
From $1106 per night (USD)VRBO
Cloud9 | Basketball court+Gym+Terrace | The Adler
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 14
Summary: Welcome to The Adler! 2 amazing penthouses in the same building. To ensure safety, all guests must pass our scr ...
From $1106 per night (USD)VRBO
From $315 per night (USD)Expedia
Blue Cozy 2 Bedroom Photoshoot, Recording Studio, Podcast Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your home away from home in Chicago with 2 bedrooms. This cool condo offers a tremendous king bed and a lovely futon for ...
From $315 per night (USD)Expedia
From $528 per night (USD)VRBO
New Spacious Apt @Lincoln Park| Perfect for Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a spacious, modern apartment in one of Chicago's best neighborhoods? Our brand-NEW 4-bedroom, 3-bat ...
From $528 per night (USD)VRBO
From $530 per night (USD)Expedia
New Spacious Apt @Lincoln Park| Perfect for Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a spacious, modern apartment in one of Chicago's best neighborhoods? Our brand-NEW 4-bedroom, 3-bat ...
From $530 per night (USD)Expedia
From $509 per night (USD)VRBO
New Spacious Apt @Lincoln Park| Perfect for Groups 807
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a spacious, modern apartment in one of Chicago's best neighborhoods? Our brand-NEW 4-bedroom, 3-bat ...
From $509 per night (USD)VRBO
From $539 per night (USD)Expedia
New Spacious Apt @Lincoln Park| Perfect for Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a spacious, modern apartment in one of Chicago's best neighborhoods? Our brand-NEW 4-bedroom, 3-bat ...
From $539 per night (USD)Expedia
From $531 per night (USD)VRBO
New Spacious Apt @Lincoln Park| Perfect for Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a spacious, modern apartment in one of Chicago's best neighborhoods? Our brand-NEW 4-bedroom, 3-bat ...
From $531 per night (USD)VRBO
From $218 per night (USD)Expedia
Blueground | River North 2bd apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished two bedro ...
From $218 per night (USD)Expedia