Vacation rentals in West Loop

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in West Loop

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

%{current} / %{total}1 / 1
Top guest favorite
A spacious living area features a comfortable sofa adorned with orange and green cushions. A sleek black coffee table sits atop a striped rug. Floor-to-ceiling sheer curtains allow natural light to filter in, while an artwork hangs on a contrasting blue wall.
Home in Wicker Park
4.93 out of 5 average rating, 297 reviews

Cool Quiet Coach House, Private Access + Patio

Retreat to the brick patio of this lovingly renovated home after a long day traversing the neighborhood. The interior is an expression of creativity, greyscale walls, rustic accents, and a varied selection of art and wall hangings tie in the decor. Split Level Floor plan. 1st floor = Living, Eat in Kitchen, bedroom 1 and bathroom. 2nd Floor = 2nd bedroom , bath and an additional sleeping area and desk area. Also features a gorgeous shared yard. The entire coach house is yours!! The coach house is set back behind a 2 unit building and the yard is shared between both. We are available via text or airbnb messaging and try to respond quickly. Please reach out anytime if you need anything at all. Extra supplies, neighborhood recommendations or tips in the neighborhood. The home is located on the border of Wicker Park and Bucktown which is Chicago's original hub of cool. It is a vibrant enclave of culture and commerce, explore vintage finds, record stores, and plenty of indie shopping in this trendy part of town The 24 hour Blue Line EL train is just a 5 minute walk. Door to Door it's only 25 minutes to Millennium park. (5 min walk to the blue line, 10 min ride on the train, 10 minute walk to the Park). The neighborhood is pedestrian and bike friendly , the 606 trail is just a few blocks away also.

Guest favorite
An ivy-covered brick facade presents a charming entrance. A black door with decorative window details is centered, flanked by a small garden featuring well-maintained greenery. A gravel pathway leads to the entrance, showcasing the unique character of the historic coach house.
Guesthouse in West Loop
4.86 out of 5 average rating, 477 reviews

Pro Cleaned & Isolated West Loop Coach House

Mimi & Paul's historic ivy-covered two-level coach house has a private entrance and an airy queen bedroom. The renovated kitchen is outfitted with European-sized appliances, though you'll probably have no time to cook since you're surrounded by the best restaurants Chicago has to offer. All of the essentials are provided to make your stay easy and comfortable...paper products, soaps, shampoo/conditioner/body wash, towels, linens and even coffee/tea! (See layout in "Other Details To Note" below)

Top guest favorite
A bright living area features a comfortable gray sofa with decorative pillows, a round coffee table, and large windows overlooking a private outdoor space. Light wood flooring complements the modern kitchen area, which includes sleek bar stools and stainless steel appliances.
Apartment in West Loop
4.95 out of 5 average rating, 140 reviews

Perfect Spot & Spacious 2BR+2BA | Mapletree Suites

Welcome to Mapletree Suites! Our stylish, clean, and contemporary 2 bed+2 bath suites are located in a boutique building in Chicago’s booming West Loop neighborhood. Keyless entry, blazing fast WiFi, bright white linens, in-unit laundry, 10ft ceilings, balconies, Italian cafe, host on-site, plus much more! Steps from Target store, parks/athletic field, CTA, and close to United Center, world-class restaurants, loop/lakefront, Med District, UIC, corporate offices and highway network. Book today!

Guest favorite
A spacious living area features a comfortable dark sofa with decorative red and blue pillows. A soft area rug lies beneath a wooden coffee table. Natural light fills the room from large windows, illuminating the cozy sleeping area with a neat bed dressed in light linens.
Guest suite in West Town
4.92 out of 5 average rating, 103 reviews

Renovated basement studio w/ independent entrance

Make this newly renovated studio located near the heart of Chicago your home away from home. Set at the vibrant Noble Square/Eckhart park neighborhood within West Town where you are walking distance to restaurants, bars, park and public transportation that takes you straight to downtown. Luxe & comfort throughout- stocked kitchen, new king size memory foam bed and gel-infused pillows, queen bed sofa & a work area. Great for city explorers, couples with or without kids and business travelers.

Top guest favorite
The living room features a stone accent wall with a mounted flat-screen TV centered above a fireplace. Dark blue sofas are arranged around a light-colored ottoman, while a patterned area rug extends across the dark wood floor. Natural light enters through the nearby window.
Apartment in Little Italy
4.98 out of 5 average rating, 273 reviews

Spacious 2BR on Quiet St - Free Park/Late Checkout

2 bedroom, 1 bathroom apartment, located just off Taylor Street in the heart Little Italy! Safe and lively neighborhood with many diverse restaurants, cafes, bakeries, parks, etc. all just a short walk from the apartment! Nearby West Loop also packed with trendy shops and amazing dining spots. Flat screen TV in every room, In-unit laundry, patio space, coffee/tea provided. 1pm check out 👍 Easily accessible to United Center, Soldier Field and downtown. Located on Chicago Marathon route.

Guest favorite
A spacious bed with a dark wood frame is positioned against a teal wall, flanked by matching nightstands and elegant lamps. A round mirror above the bed reflects soft light, while a textured blanket rests at the foot. Rich curtains frame the windows, adding depth to the room.
Apartment in West Loop
4.95 out of 5 average rating, 118 reviews

Fulton House #1 - Studio Only (Nightly)

Unique & stylishly designed by Chicago's own Outline Interiors, this highly sought after location is for those that want to stay on a calm side street around the corner from city's best, award-winning restaurants and trendiest shopping. The fully-serviced studio has the business-travel amenities you want: ultra speed wifi, work station, top tier dining options within steps, Nespresso coffee maker, bottled water and more. Paid parking next door $20/day, subject to avail - inquire in advance.

Top guest favorite
A spacious living room features a decorative fireplace and large bay windows that allow natural light to fill the space. Comfortable seating options include a light-colored armchair and couch, complemented by a glass coffee table and a colorful area rug.
Home in West Loop
4.98 out of 5 average rating, 368 reviews

Cozy garden apartment historic Jackson Bvld.

Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Guest favorite
A spacious living area features a modern sectional sofa accented with colorful pillows. A round coffee table sits on a patterned rug, while exposed brick walls and high ceilings enhance the industrial charm. Large windows provide ample natural light, showcasing the vibrant neighborhood outside.
Loft in Wicker Park
4.91 out of 5 average rating, 167 reviews

Entire Loft in Heart of Wicker Park with Parking

Entire floor in one of the coolest neighborhoods of Chicago. You will have access to whatever you desire right here, from it’s amazing abundance restaurants, shopping and cafes to walking the almost three mile walkway of the “606” and it’s rotating installations, observatory and relaxed vibe. At the end of your day you’ll love heading back to your wide open space with its retro inspired furnishings with just the right amount of modern amenities and comfort.

Guest favorite
A modern rooftop deck is presented, featuring contemporary seating with vibrant orange cushions arranged around a firepit. Panoramic views of the Chicago skyline are visible, showcasing a mix of architectural styles under a clear blue sky.
Apartment in Downtown Chicago
4.92 out of 5 average rating, 171 reviews

Modern 3BR with Private Rooftop & Free Parking

A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.

Top guest favorite
An open kitchen and dining area features exposed wooden beams and stylish light fixtures. A modern dining table with black chairs provides seating, while a lounge chair is positioned nearby. Decorative plants and art add warmth to the contemporary space.
Condo in Wicker Park
4.95 out of 5 average rating, 137 reviews

Modern Izakaya Studio in Wicker Park

Stay in a sleek underground izakaya themed studio in one of Chicago's most desirable neighborhoods. Relax and enjoy the quiet zen decor. Find our hidden Japanese whisky room. Kick back in our pillowy loungers and dig into our ramen selection... The Izakaya Studio in the heart of Wicker Park is about giving you a uniquely luxurious guest experience from which to begin your adventures in Chicago.

Guest favorite
The living area features an open design with large windows providing ample natural light. Two comfortable chairs and a sofa are arranged around a coffee table. Exposed brick walls and wooden beams create a warm atmosphere, complemented by indoor plants and a stylish lamp.
Apartment in Fulton Market
4.84 out of 5 average rating, 252 reviews

Beautiful Luxury Loft in Fulton Market, Sleeps 12

Newly renovated designer 2,500 square foot brick-and-timber loft with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This huge 2 bedroom / 2 bath apartment is perfect for groups looking for a stylish city escape surrounded by Chicago's best dining and nightlife. The central location is an ideal base for everything you want to see in Chicago!

Top guest favorite
Home in Humboldt Park
4.96 out of 5 average rating, 262 reviews

Paradise on the Park

Located in Chicago’s hot West Town neighborhood. This is a one bedroom one bath unit in a quiet nook directly on Smith Park. Access to the park across the street with pickle ball courts, tennis courts, baseball field, and picnic areas. Situated close to Wicker Park and Bucktown. Plenty of FREE street parking directly across the street on the park side of the street.

Popular amenities for West Loop, Chicago vacation rentals

When is the best time to visit West Loop?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ643ﺩ.ﺇ643ﺩ.ﺇ731ﺩ.ﺇ812ﺩ.ﺇ992ﺩ.ﺇ1,127ﺩ.ﺇ1,102ﺩ.ﺇ1,036ﺩ.ﺇ911ﺩ.ﺇ900ﺩ.ﺇ746ﺩ.ﺇ679
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Quick stats about vacation rentals in West Loop

  • Total vacation rentals

    Explore 570 vacation rentals in West Loop

  • Nightly prices starting at

    West Loop vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 17,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 320 rentals that welcome pets

  • Vacation rentals with a pool

    290 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    560 of West Loop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across West Loop rentals

  • 4.8 Average rating

    West Loop stays are highly rated by guests—averaging 4.8 out of 5!

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