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Holiday rentals in Chicago River

Holiday rentals in Chicago River

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chicago River

Guests agree: these stays are highly rated for location, cleanliness, and more.

Restoring Chicago Speakeasy from 1920's Room 1A
SUPERHOST
Private room · 2 guests · 2 beds · 1 private bathroom

Restoring Chicago Speakeasy from 1920's Room 1ANote : Check in is at noon but you can come as early as you need pick up the keys and drop off your things. Welcome to an Authentic Chicago Speakeasy from the 1920s. Your room is numbered 1A and your keys will be marked 1A. We are currently restoring this original Speakeasy from the 1920s to its former glory. There is an additional $50 fee per person for the third and fourth guests staying in the room. PLEASE NOTE:::: We are cleaning painting and doing light construction during the day here in the common areas. Please be advised. Please read the complete summary before you book. It is not fair for anyone to be given a bad review because someone didn't read the summary of what they were booking. Thank you for understanding this. Your bedroom is completely restored. and the main bath is totally adequate for your needs. Some work will be going on during the daytime in the common areas. No work is done after 6:00 in the evening. Feel free to walk throughout the two floors and observe the restoration process. I am an artist for over 40 years and will be opening M gallery on the second floor. It will be an art gallery and event space hosting art exhibits and concerts. We are loving this grand space and the process of restoring it. Come join us. michaelmccafrey.com

Pro Cleaned & Isolated West Loop Coach House ❤️
Entire flat · 3 guests · 2 beds · 1 bathroom

Pro Cleaned & Isolated West Loop Coach House ❤️Our historic ivy-covered coach house has a private entrance and an airy queen bedroom. The newly renovated kitchen is outfitted with European-sized appliances - though you'll probably have no time to cook, since we're surrounded by the best restaurants Chicago has to offer. Book today!

SHARED Artist Loft . Very Unique
SUPERHOST
Private room · 3 guests · 1 bed · 1 private bathroom

SHARED Artist Loft . Very UniqueNote: Check-in is at noon but you can come earlier pick up the keys and drop off your bags. NOTE: If the date your looking for is not available i have another beautiful room listed as, Artist Loft own private room. Look for it. Thank you. A BRIGHT airy loft bedroom with curtains for privacy, A beautiful room to wake up in. Flowered outdoor deck in the middle of famous River North Chicago is a wonderful start to enjoying everything this great city has to offer. This neighborhood is rocking on weekends. If a super light sleeper this room is not for you on weekends check my other listing. There is a $50 fee per person for the third and fourth person staying in the room.

Holiday rentals for every style

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Popular amenities for Chicago River holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chicago River

  1. Entire flat
  2. Chicago
The Stratus - Vibrant Studio in Heart of Downtown!

Welcome to The Stratus, your centrally located studio steps with skyline views of Chicago and beautiful Lake Michigan! Enjoy being close all Chicago has to offer, our indoor pool, sundeck, gym and 24 hour concierge!

$157 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
★★★Charming 2BR near downtown, +FREE parking★★★

Charming two bedroom in updated, sun-filled historic property. Amazing neighborhood near downtown with free parking. Exposed brick, hardwood & vintage rose marble floors throughout. Granite counters, stainless appliances, dishwasher, CENTRAL AIR CONDITIONING, private first floor entrance. Luxury walk-in rain shower, double vanity, heated tile floor in bathroom. Close to blue line, 10 blocks to downtown, blocks away from the Kennedy (I90/94 expressway) walk to nearby restaurants and shopping.

$138 SGD per night
  1. Entire flat
  2. Chicago
Luxury 3BR Penthouse in the Loop | Roof Deck

Stunning 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, and panoramic city views in multiple directions. This bright and airy three bedroom, two bathroom space is perfect for travelers looking for a luxurious escape in the sky in the heart of downtown Chicago. The penthouse is adjacent to the building's amazing rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

$299 SGD per night
SUPERHOST
  1. Entire loft
  2. Chicago
OHC Gorgeous Huge Studio Apt Steps to Blue Line

*Please note the increased health and safety measures being taken in the "Other things to note" section of our listing. Welcome to OHC Studio! Part of the Open House Contemporary family of art gallery airbnbs, this huge 1000 sq ft studio apartment is the perfect place to call home base while you explore Chicago. Featured in Architectural Digest (Aug. 2018) and as one of Bobby Berk's (Queer Eye's designer extraordinaire) top 10 Airbnbs in Condé Nast Traveler (Sept. 2018).

$100 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
Nice DowntownApartment Great ViewPerfectLocation7

Super location high floor one bedroom apartment located in the heart of downtown Chicago with great view . Walking distance to L train station ,Union Station ,Millennium Park , Michigan avenue ,Willis Tower and Chicago River.

$198 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
Amazing River and City Views 2+2 W/Balcony

Amazing Views of the - River / Sears Tower / Hancock Building On Site Garage Parking Available! ALL NEW QUALITY FURNISHINGS * King Bed * Queen * 65" Smart TV with Dish * 55" Smart TV * 42" Smart TV * 100 MBS Wifi * Stocked Kitchen and Bathroom * Private Balcony * Amazing Views * Shared Rooftop Pool, Gym, and BBQ Deck

$571 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
Peaceful River West Apt - free gated parking

This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY Same building, one on the the second floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, communal patio/gardens and grill. Fully stocked kitchen, private washer & dryer. Both Apt are owned by the same family, owner resides in the building.

$245 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Chicago
Modern Urban Suite - West Town, Centrally Located

Hotel luxury on a budget! This modern junior 1-BR/convertible apartment suite is your home away from home near the heart of Chicago. Brand new kitchen with stainless steel appliances and quartz countertop. Contemporary style with Italian leather sectional and Simmons Beauty Rest pillowtop mattress. Located in hip & trendy West Town - enjoy city convenience with a neighborhood feel! Close to landmarks, Restaurant Row, Mag Mile, the Loop and downtown. Restaurants, bars and park on the block.

$106 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
✨Spacious Centrally Located West Loop Loft✨

✔ HUGE 1300 sq ft loft. ✔ CLEAN & sanitized (even light switches) ✔ FULLY AIRED OUT between guests. ✔ Cozy & bright. ✔ FAMED, historic Chicago pink brick. ✔ FREE COFFEE (Cremex for brewing) ✔ Soap & other toiletries included. ✔ Bedrooms are in back & quiet. ✔ PETS OK w/ prior approval. ✔ FREE & EASY STREET PARKING! ✔ Fully furnished along w/ pretty much anything you'd ever need. ✔ You can't find a better location: -Close to trains & bus -6-10 mins away from most popular neighborhoods

$103 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
Beautiful and spacious West Loop apartment.

This sunny & spacious 2bd / 2ba is the perfect getaway in the epicenter of the bustling Fulton Market neighborhood. Find Chicago’s most eclectic restaurant scene steps from your apartment. Explore the many coffee houses, shops, and galleries the West Loop has to offer. Downtown and Millennium Park are a short "El" ride away. Complimentary assorted coffee, fluffy towels and a beautiful deck await!

$286 SGD per night
SUPERHOST
  1. Entire flat
  2. Chicago
Superb Apartment @TheLoop steps to MilleniumPark✭

This Studio is located in the best area of Chicago with impressive buildings, wonderful restaurants, convention centers, shops, theaters, and parks. If what you need is to work for a short stay in the city, relax, have a good time with your family, entertain with friends or just explore the city. This is the best place to start your Chicago Experience.

$210 SGD per night
  1. Entire flat
  2. Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck

This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a bright and spacious luxury two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The building has an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

$168 SGD per night

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