Vacation rentals in West Loop, Chicago

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Top-rated vacation rentals in West Loop, Chicago

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

Guest favorite
Apartment in West Town
Bright, Modern Apartment in a Vintage Greystone
Enjoy morning coffee by the sunny bay window in this vintage apartment with classic modern style. The apartment features vintage charm with modern amenities, queen memory foam bed in bedroom and queen sofa bed in living room. Parking is available in the back lot for an additional $25 per night. For reservations over three weeks, we require a cleaning every 2 weeks at a cost of $60 per cleaning. Apartment is located on the 3rd floor of a three story building and you will need to climb stairs. This is a large 1100 square foot fully renovated 1 bedroom apartment on the third floor of a beautiful vintage Chicago Grey Stone. Located directly on Chicago Ave. The space was thoughtfully designed by the design firm of Inside Home with the modern traveler in mind. The furnishings are a mix of vintage and new pieces specially curated for the space. The bedroom features a queen memory foam mattress as well as a 42" TV. The kitchen is equipped with cutlery, cooking utensils, coffee maker, espresso machine, pots & pans, baking sheets. Walking Rating of 96! You will have access to the full 1100 square foot apartment as well as a parking spot if needed located directly out back for an additional $20 per night, please notify us at the time of booking if you will require parking and we will add this fee to your reservation. There is also a washer and dryer in the basement if need (please request access) We will be on site at the furniture store located on the ground floor of the building should you need anything during your stay. Ukrainian Village is a historic community known for the contemporary restaurants, bars, and shops along bustling Chicago and Division Streets, but explore the neighborhood further to discover homes and businesses as old as the city itself. You are steps away from the 66 bus, which will take you directly to Navy Pier, rent a bike and explore the city or catch a cab right out side the front door or jump on the blue line "EL" train. This apartment has a walk rating of 96, bike rating of 90 and a transit rating of 72! This apartment is located on the third floor of a three story walk up. There is a additional queen bed in the sofa of the main room and all the additional bed linens are located in the bedroom night stand and closet.
Jan 18 – 25
ﺩ.ﺇ453 per night
4.93 out of 5 average rating, 322 reviews
Guest favorite
Apartment in West Loop
Chic Penthouse Corner 3BR Loft In Fulton Market |
Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This designer 3 bedroom / 2 bath corner unit was just completely renovated and is ideal for groups looking for a luxurious city escape in the middle of Chicago's best dining and nightlife. Abundant natural light and views of the streetscape below make this a truly special space. The central location is ideal for everything you want to see in the city!
Dec 29 – Jan 5
ﺩ.ﺇ2,371 per night
4.89 out of 5 average rating, 210 reviews
Superhost
Apartment in West Loop
1BR Perfect Home in the City, Close to Everything
Welcome to our stunning 1BR apartment in Chicago West Loop-Fulton area! Perfectly designed for a business trip or vacation, our space boasts all the amenities you need for a comfortable stay. Public parking is located just 2 blocks away from N Clinton St. and W Lake St. You'll find an array of shops, restaurants, cafes, and convenience stores nearby. Plus, our building is located across the train station, and it's just 3-minutes walk to the Clinton Subway. Downtown is also 15 minutes away!
Jun 11 – 18
ﺩ.ﺇ739 per night
4.88 out of 5 average rating, 132 reviews

Popular amenities for West Loop, Chicago vacation rentals

Stay near West Loop, Chicago's top sights

Chicago Union Station82 locals recommend
Greek Islands50 locals recommend
Union Park29 locals recommend
wndr museum22 locals recommend
Lyric Opera of Chicago44 locals recommend
Soho House Chicago53 locals recommend

Other great vacation rentals in West Loop, Chicago

Guest favorite
Guesthouse in Little Italy
Polk Street Coach House Apartment, Little Italy/Medical Dist
Oct 26 – Nov 2
ﺩ.ﺇ456 per night
4.99 out of 5 average rating, 772 reviews
Guest favorite
Loft in Wicker Park
Tea Studio in Wicker Park Spring Factory
Jul 24 – 31
ﺩ.ﺇ989 per night
4.96 out of 5 average rating, 212 reviews
Guest favorite
Apartment in West Town
Spacious & New Modern-Chic Condo Close to Downtown
Feb 22 – Mar 1
ﺩ.ﺇ589 per night
4.9 out of 5 average rating, 116 reviews
Guest favorite
Guest suite in West Loop
Cozy one-bedroom suite in the heart of West Loop
Jan 3 – 10
ﺩ.ﺇ448 per night
4.95 out of 5 average rating, 75 reviews
Guest favorite
Apartment in West Town
Cozy Studio in Perfect Location
Dec 5 – 12
ﺩ.ﺇ461 per night
5.0 out of 5 average rating, 32 reviews
Guest favorite
Apartment in West Loop
Fulton House #1 - Studio Only
Jun 7 – 14
ﺩ.ﺇ756 per night
4.96 out of 5 average rating, 26 reviews
Guest favorite
Apartment in West Loop
West Loop Oasis: Roomy 1BR Unit w/ In-Unit Laundry
Oct 19 – 26
ﺩ.ﺇ617 per night
4.94 out of 5 average rating, 31 reviews
Guest favorite
Apartment in West Loop
Cloud9 | Terrace&Grill|Near United Center|The Aqua
May 25 – Jun 1
ﺩ.ﺇ1,511 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in West Loop
Sun-Soaked West Loop Penthouse - Private Rooftop
Nov 2 – 9
ﺩ.ﺇ2,821 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Guest suite in West Town
Renovated basement studio w/ independent entrance
Oct 21 – 28
ﺩ.ﺇ417 per night
4.92 out of 5 average rating, 38 reviews
Guest favorite
Apartment in Chicago
Condo Near Downtown Chicago
Feb 12 – 19
ﺩ.ﺇ661 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in West Town
Cozy 1BR Near Downtown!-Free Parking Space!
May 3 – 10
ﺩ.ﺇ571 per night
4.89 out of 5 average rating, 81 reviews

Quick stats about vacation rentals in West Loop, Chicago

Total rentals

500 properties

Rentals with dedicated workspaces

320 properties have a dedicated workspace

Rentals with a pool

270 properties have a pool

Pet-friendly rentals

290 properties allow pets

Family-friendly rentals

200 properties are a good fit for families

Total number of reviews

13K reviews

Destinations to explore

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  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. West Loop