North Branch of the Chicago River Rentals
From $349 per night (USD)VRBO
Urban Luxury Home In Downtown Chicago!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Enjoy a stay at a world travelers' custom designed home! **PLEASE READ DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $349 per night (USD)VRBO
From $595 per night (USD)Expedia
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 18
Most incredibly located, sun-filled home with designer kitchen, marble baths, and open-concept living areas—perfect for ...
From $595 per night (USD)Expedia
From $330 per night (USD)VRBO
Downtown Urban Oasis! Near Transit, Sites, Nightlife -- Huge Deck + Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy a stay at a world travelers' Windy City home! **PLEASE READ FULL DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $330 per night (USD)VRBO
From $483 per night (USD)VRBO
Magic Factory Loft 2West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious Bright & Spotlessly Clean in the Heart of Everything Chicago - Chef Kitchen 3 bedrooms, 2 full baths Sleeps 8 g ...
From $483 per night (USD)VRBO
From $103 per night (USD)VRBO
Mod Loop 1BR, w/ Gym, Pool nr the Millenium Park by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with high floor views over the city. It’ll ...
From $103 per night (USD)VRBO
From $99 per night (USD)Expedia
Ideal River North 1BR w/pool, gym, nr. L & Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $99 per night (USD)Expedia
From $237 per night (USD)VRBO
Hip Loop 1BR w/ Gym, Pool, W/D, nr. Financial District, 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 $237 per night (USD)VRBO
From $99 per night (USD)Expedia
Cozy West Loop 1BR w/ Pool, Gym, nr. Restaurant Row, 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 $99 per night (USD)Expedia
From $138 per night (USD)VRBO
Hip River North 1BR w/ Gym, W/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Rush & Division furnished one bedroom ap ...
From $138 per night (USD)VRBO
From $163 per night (USD)Expedia
Bright Loop 1BR w/ Gym, Roofdeck, 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 $163 per night (USD)Expedia
From $488 per night (USD)VRBO
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Walk to almost everything Chicago has to offer- Downtown, Mag Mile, North Ave beach, zoo, and Lincoln park, restaurants, ...
From $488 per night (USD)VRBO
From $772 per night (USD)VRBO
Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Our unique Lincoln Park Rowhouse is located in the heart of Lincoln Park and is perfect for your next group gathering in ...
From $772 per night (USD)VRBO
From $842 per night (USD)VRBO
Large 4BR/3BA • Safe Old Town Location • Walk Everywhere
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
🛏 Sleeping Arrangements, Plenty of room for everyone to have their own space! Bedroom 1: King bed Bedroom 2: Queen bed ...
From $842 per night (USD)VRBO
From $91 per night (USD)Expedia
Splendid Loop Studio w/ Gym, Doorman, walk to L & Parks, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming studio Blueground apartment. You’ll love coming home ...
From $91 per night (USD)Expedia
From $99 per night (USD)VRBO
Gorgeous 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 sophisticated West Loop furnished one bedroom ...
From $99 per night (USD)VRBO
From $87 per night (USD)Expedia
Lux West Loop Studio w/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty West Loop furnished one bedroom apartm ...
From $87 per night (USD)Expedia
From $189 per night (USD)VRBO
Airy West Loop Studio w/ Pool, Gym, nr. Restaurant Row, 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 $189 per night (USD)VRBO
From $173 per night (USD)Expedia
Spacious Loop 1BR w/ Pool, Gym, nr. the L & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Chicago Loop furnished one bedroom a ...
From $173 per night (USD)Expedia
From $162 per night (USD)VRBO
Cute and Cozy 2 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy Classic decor in a spacious two bedroom one bathroom. Large eat-in kitchen and laundry in the basement! Tony's gro ...
From $162 per night (USD)VRBO
From $103 per night (USD)Expedia
Dreamy West Loop Studio w/ Deck, Pool & Gym, 3 blocks to L, 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 $103 per night (USD)Expedia
From $193 per night (USD)VRBO
The Avondale Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This is a private three bedroom house you will be reserving in the Avondale neighborhood. Plenty of available free stree ...
From $193 per night (USD)VRBO
From $200 per night (USD)Expedia
Stunning Logan Square 2BR w/ Roof Deck & Gym, 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 balcony views over the city. It’ll be ...
From $200 per night (USD)Expedia
From $195 per night (USD)VRBO
Lincoln Square Oasis - Bright, Clean and in Great Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Kick back and relax in this calm, clean, stylish space. Located in the wonderful Lincoln Square neighborhood of Chicago ...
From $195 per night (USD)VRBO
From $1109 per night (USD)VRBO
THE COMPOUND Large Exquisite House Private Yard ''Best Location'' Well Appointed
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 28
Walk to everything Chicago has to offer- Downtown and Mag Mile; North ave beach, zoo and Lincoln park, restaurants, bars ...
From $1109 per night (USD)VRBO
From $388 per night (USD)VRBO
Stunning Corner 2BR in the Loop | City & Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and panoramic city an ...
From $388 per night (USD)VRBO
From $522 per night (USD)VRBO
Spectacular Corner 3BR in the Loop | City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stylish 1,400+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $522 per night (USD)VRBO
From $2796 per night (USD)VRBO
The Orleans - Entire Building - With Rooftop Deck!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Summary: This property can be rented out and you would have access to the entire building which consists of 4 individual ...
From $2796 per night (USD)VRBO
From $214 per night (USD)Expedia
LOCATION!! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Luxury condo in a FANTASTIC location! Remodeled upscale condo located on the brink of River North/Gold Coast/Streetervil ...
From $214 per night (USD)Expedia
From $210 per night (USD)VRBO
Airy West Loop 1BR w/ Pool, Pet Spa, near Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $210 per night (USD)VRBO
From $133 per night (USD)Expedia
Modern Logan Square 1BR w/ Roof Deck & Gym, 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 roomy Logan Square furnished one bedroom apar ...
From $133 per night (USD)Expedia
From $676 per night (USD)VRBO
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 22
Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind! Walk to almost eve ...
From $676 per night (USD)VRBO
From $167 per night (USD)Expedia
Cozy Loop 1BR w/ Pool, Gym, nr. Merchandise Mart & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with high floor views over the city. It’ll ...
From $167 per night (USD)Expedia
From $1841 per night (USD)VRBO
Old-World, Classic Building Downtown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $1841 per night (USD)VRBO
From $120 per night (USD)VRBO
Historic Old Town One Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We look forward to having you as our guest in our super cozy one bedroom apartment in lovely Old Town! The unit is furni ...
From $120 per night (USD)VRBO
From $208 per night (USD)VRBO
Sleek West Loop 1BR w/ Gym, Pool, near Fulton Market, 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 $208 per night (USD)VRBO
From $96 per night (USD)Expedia
Premium Logan Square 1BR w/ Roof Deck & Gym, 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 comfortable Logan Square furnished one bedroo ...
From $96 per night (USD)Expedia
From $297 per night (USD)VRBO
A home away from home! <No events allowed>
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
vacation rental cleaning protocol Major surfaces are sanitized and disinfected. Major surfaces include countertops, ...
From $297 per night (USD)VRBO
Click For PricingExpedia
Hip West Loop 2BR w/ Gym, Pool, near Fulton Market, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop with balcony views over the city. It’ll be ea ...
Click For PricingExpedia
From $140 per night (USD)VRBO
Mod West Loop 2BR w/ Gym, Pool, W/D, nr. Fulton Market, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop with balcony views over the city. It’ll be ea ...
From $140 per night (USD)VRBO
From $167 per night (USD)Expedia
Mod River North 2BR w/ Gym, W/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Rush & Division with high floor views over the city. It ...
From $167 per night (USD)Expedia
From $105 per night (USD)VRBO
Hip River North 1BR w/ Pool + Roof Deck near Mag Mile, 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 $105 per night (USD)VRBO
From $114 per night (USD)Expedia
Open River North 1BR w/ Gym, W/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with high floor views over the city. It ...
From $114 per night (USD)Expedia
From $169 per night (USD)VRBO
Roomy River North 2BR w/ Gym, Deck & Pool, walk to Mag Mile, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Rush & Division furnished two bedroom ...
From $169 per night (USD)VRBO
Click For PricingExpedia
Smart West Loop 1BR w/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated West Loop furnished one bedroom ...
Click For PricingExpedia
From $211 per night (USD)VRBO
Ideal Gold Coast 2BR, w/ Gym, Lounge, W/D, nr Oak Street by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $211 per night (USD)VRBO
From $155 per night (USD)Expedia
Lux West Loop Studio 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 ...
From $155 per night (USD)Expedia
From $836 per night (USD)VRBO
Stunning MODERN Home Downtown/RiverWest Close to Fulton Market & United Center
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to an amazing, 3-story art filled modern single family home in Chicago's vibrant RiverWest neighborhood. 3500 s ...
From $836 per night (USD)VRBO
From $457 per night (USD)VRBO
Gorgeous Home Near Wrigley Field
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern design of a historic Chicago row house in one of the "cities best" neighborhoods. This home was totally redesigne ...
From $457 per night (USD)VRBO
From $150 per night (USD)VRBO
Elegant West Loop Studio w/ Pool, Gym & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop Gate with views over the city. It’ll be easy ...
From $150 per night (USD)VRBO
From $315 per night (USD)Expedia
Trendy West Town Flat - 2 bed / 1.5 bath with parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Find your wanderlust in this perfectly located West Town condo. Situated between Chicago’s West Loop and Wicker Park ne ...
From $315 per night (USD)Expedia
From $446 per night (USD)VRBO
Beautiful 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 $446 per night (USD)VRBO
From $397 per night (USD)VRBO
Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Summary: Newly renovated designer 2,500 square foot brick-and-timber loft with 15 foot ceilings located in the heart of ...
From $397 per night (USD)VRBO
From $147 per night (USD)VRBO
Amazing Gold Coast 1BR w/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with views over the city. It’ll be easy ...
From $147 per night (USD)VRBO
From $172 per night (USD)Expedia
Ideal Loop 1BR w/ Pool, Gym & Lounge, near Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this bright Chicago Loop furnished one bedroom apa ...
From $172 per night (USD)Expedia
From $202 per night (USD)VRBO
Sleek West Loop Studio w/ Deck, Pool & Gym, 3 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated West Loop Gate furnished one be ...
From $202 per night (USD)VRBO
From $161 per night (USD)Expedia
Spacious & private! Free parking! Great location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Tough to beat this location (River West), accessible to everything via public transportation, great spots walkable from ...
From $161 per night (USD)Expedia
From $326 per night (USD)VRBO
Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Ready to stay in MODERN Chicago? Our NEWLY FINISHED 2-level masterpiece has IMPECCABLE DESIGN, 4 bedrooms, IN-U ...
From $326 per night (USD)VRBO
From $639 per night (USD)Expedia
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertai ...
From $639 per night (USD)Expedia
From $233 per night (USD)VRBO
Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
51st Floor! Best Value in Chicago! Luxe condo in a FANTASTIC location! Perfect for vacation, short-term housing or cor ...
From $233 per night (USD)VRBO
From $96 per night (USD)Expedia
Fantastic River North 1BR w/ Gym, Rooftop, 1 block to L, 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 $96 per night (USD)Expedia
From $580 per night (USD)VRBO
Group Vacation! 4 Comfortable Units, Indoor Pool, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 4 separate rooms withi ...
From $580 per night (USD)VRBO
From $137 per night (USD)VRBO
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $137 per night (USD)VRBO
From $1941 per night (USD)VRBO
Luxurious Four-Level Home with Personal Touches Everywhere
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 17
Cook in a dream kitchen with top-of-the-line appliances at this sprawling and luxurious home located on a quiet, one-way ...
From $1941 per night (USD)VRBO
From $170 per night (USD)Expedia
Smart River North 1BR w/ Gym, Pool, near L stop & Beach, 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 $170 per night (USD)Expedia
From $1882 per night (USD)VRBO
Luxury House in the heart of Old Town with Parking
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Our custom-built house is perfect for a group of guests wanting to experience Chicago to its fullest. The home is a bran ...
From $1882 per night (USD)VRBO
From $4175 per night (USD)Expedia
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)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 $894 per night (USD)Expedia
Spacious 4-Level/4-Bedroom Townhouse in West Loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Spacious 4 Bedroom/3.5 Bath Townhouse in Chicago's Hip Foodie Neighborhood: West Loop/Fulton Market. This is a Private, ...
From $894 per night (USD)Expedia
From $169 per night (USD)VRBO
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Apartment with kitchen, steps from State Street Concierge services and free WiFi in public areas are available at this s ...
From $169 per night (USD)VRBO
From $485 per night (USD)VRBO
Spacious 3/2 Duplex In Wicker Park Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
I promise you'll feel right at home in this lovely 3 bed/2.5 bath duplex down. It's perfect for a family, parents get to ...
From $485 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 $318 per night (USD)VRBO
⭐|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)VRBO
From $103 per night (USD)Expedia
The Avondale Attic
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Retro style 1 bedroom apartment available in the Irving Park neighborhood off of Addison Street. This is a private attic ...
From $103 per night (USD)Expedia
From $269 per night (USD)VRBO
Studio flat in the heart of Chicago's Gold Coast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Come stay in our one-bedroom studio apartment with a fully equipped kitchen and bathroom. Take in the perks of ...
From $269 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 $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 $599 per night (USD)VRBO
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)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 $888 per night (USD)VRBO
55-56 Mag Mile Penthouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: The Penthouses at Grand Plaza PH#1 A stunning rental 55 stories above Chicago. With dramatic living spaces, a c ...
From $888 per night (USD)VRBO
From $287 per night (USD)Expedia
Warm|Cozy|Lovely|1BR|Lincoln Sq.|
- 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 $287 per night (USD)Expedia
From $311 per night (USD)VRBO
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#5 Experience elevated city living from this stunning penthouse, soaring 52 sto ...
From $311 per night (USD)VRBO
From $313 per night (USD)Expedia
53 Floor MagMile Penthouse Views, Balcony, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: The Penthouses at Grand Plaza PH#6 This 2-bedroom/2-bath soars 53 floors above Chicago, featuring dramatic livi ...
From $313 per night (USD)Expedia
From $463 per night (USD)VRBO
Spectacular Corner 2BR Penthouse 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 $463 per night (USD)VRBO
From $219 per night (USD)Expedia
Belmont House, Classy & Chic/walk to Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous home is smack-dab in one of the hottest neighborhoods in Chicago, a 3/4 mile 15 minute walk to Wrigley Fie ...
From $219 per night (USD)Expedia
From $340 per night (USD)VRBO
2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: Why pay $$$ Chi parking when you have a 2 CAR GARAGE DOWNTOWN? Our 4br/3.5ba rowhome has 4 levels & 2 ROOFTOPS; ...
From $340 per night (USD)VRBO
From $376 per night (USD)Expedia
Private Historic Coach House Wicker Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Location, location, location! Private quiet clean coach house with two bedrooms and one bath in the heart of Wicker Park ...
From $376 per night (USD)Expedia
From $100 per night (USD)VRBO
Old town vintage 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
2 bedroom, 1 bath condo in prime Old Town location. Quiet, but centrally located and easy walk to grocery store, restaur ...
From $100 per night (USD)VRBO
From $855 per night (USD)Expedia
Lovely 4 Bedroom Spot located in Charming Old Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Flo ...
From $855 per night (USD)Expedia
From $93 per night (USD)VRBO
Airy River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable Near North furnished one bedroom ...
From $93 per night (USD)VRBO
From $285 per night (USD)Expedia
Stunning 3 BR in prime Chicago location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy the ultimate Chicago experience with a comfortable stay at this large, luxurious, sun-filled stylish 3BR condo. Un ...
From $285 per night (USD)Expedia
From $438 per night (USD)VRBO
Gather Together & WFH in Piece of Chicago History
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
‘The Wellington’ was created for those looking to gather in a piece of Chicago history. This thoughtfully refurbished 19 ...
From $438 per night (USD)VRBO
From $216 per night (USD)VRBO
Spacious 3 bedroom in ideal Roscoe village location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Come stay in our beautiful vintage updated spacious, and comfortably furnished 3 bedroom, 1 bath, private city apartment ...
From $216 per night (USD)VRBO
From $106 per night (USD)VRBO
Smart Lincoln Park Studio w/ W/D, walk to L & New City, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Goose Island with views over the city. It’ll be easy to simp ...
From $106 per night (USD)VRBO
From $96 per night (USD)Expedia
Cozy Loop 1BR w/ Deck, Gym, W/D, nr. West Loop & the L, 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 $96 per night (USD)Expedia
From $138 per night (USD)VRBO
Ideal West Loop Studio w/ Gym, Pool, near Fulton Market, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy West Loop furnished studio apartment wi ...
From $138 per night (USD)VRBO
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Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Modern, large, & art filled downtown townhouse in Chicago's happening RiverWest neighborhood. 3000+ sq ft 4-bedroom 3. ...
Click For PricingExpedia
From $221 per night (USD)VRBO
Serene West Loop 1BR w/ Gym & Pool in heart of Greektown, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Greektown furnished one bedroom apar ...
From $221 per night (USD)VRBO
From $814 per night (USD)Expedia
City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Perfectly located in the heart of Chicago in the River North neighborhood. You will experience Chicago easily from here ...
From $814 per night (USD)Expedia