
Condo vacation rentals in West Loop
Find and book unique condos on Airbnb
Top-rated condo rentals in West Loop
Guests agree: these condos are highly rated for location, cleanliness, and more.

Welcome to the Chi! Close to Downtown
Welcome to this contemporary, urban retreat in the bustling heart of River West. This entire unit is thoughtfully designed with modern convenience, catering to those seeking stylish and comfortable accommodation. This trendy unit is in a prime location, just a short walk to the Blue Line and minutes away from 90/94. With an array of restaurants, grocery markets, coffee shops, and stores within walking distance, you'll have the best of Chicago at your doorstep. 5 minute drive to United Center.

3-bedroom exposed brick in Chicago's Wicker Park
Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Spacious 4 Bedroom Condo
Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.
The Penthouse Gallery at OHC - No Cleaning Fee!
Welcome to Open House Contemporary, Chicago's best Airbnb! Featured in Architectural Digest (Aug. 2018) and as one of Bobby Berk's (Queer Eye's designer extraordinaire) top 10 AirBnbs in CN Traveler (Sept. 2018). Come live alongside Open House Contemporary’s latest exhibition from some of America's finest emerging artists. Enjoy lots of natural light from this Penthouse condo through walls of windows or slide open the balcony doors for a relaxed evening at home.

Chicago River West 4 Bedroom / 3 Bathroom
Two-level River West home great for travelers who want to see the best of Chicago (its neighborhoods!). The living room is a converted store front, so you benefit from airy ceilings and tons of natural light, which carries into the kitchen - between that and the new appliances, cooking here is a blast. The 4 bedrooms and 3 bathrooms are spread out over both floors, so it's ideal for families and groups of friends - book today!

Cabin 303 at 747 Lofts
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!

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.

Stunning Wicker-Park Flat with Parking!
Enjoy a stylish experience at this centrally-located gem. Beautifully renovated 3 bedroom, 2 bath full floor flat. While quietly situated on the 3rd floor, you can walk out your front steps to all that Wicker Park and Division street has to offer. Coffee shops, bars, unlimited restaurants, green space, farmers market, gyms, grocery stores, and so much more. Easy and nearby public transit.

Designer Loft in Fulton Market with Parking
Discover our spacious, two-level modern loft, perfect for business travelers. Featuring sky-high ceilings, floor-to-ceiling windows, and a newly renovated private terrace with a fire pit. Located in the heart of Restaurant Row, just two minutes from downtown. Enjoy a luxury stay with one dedicated parking spot included. Ideal for solo travelers or couples seeking a stylish urban retreat.

Bright, new 2BR in the heart of East Lakeview
This is a bright, recently renovated two-bedroom, one-bath space with high-end furnishings and many great details. In the heart of East Lakeview, it's close to Lake Michigan, Wrigley Field, public transportation, amazing restaurants, coffee shops, grocery stores and more.
Popular amenities for West Loop condo rentals
Weekly condo rentals

of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Chic and Charming Vintage Condominium in Lincoln Park

Foosball, Steps from Wrigley, Private Parking

Prime Lakeview Apt: Walk to Wrigley Field

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

Convenient & Spacious 3BR Condo w/Free Parking

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Inspired, luxe living in Logan Square on BLVD #1
Pet-friendly condo rentals

Cozy Lincoln Park Condo near the lake.

Spacious 3BR • Great for Groups • Fast WiFi • Pets

Charming Condo near U.C./Loop/McCormick Place

Picture Perfect 3Bed Steps from Train and FLW

Lincoln Square Gem!

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Spacious 5-BR Apt next to transit Free Parking

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
Condo rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Best view and luxury style, Located in Downtown

Lovely 2 Bed 2 Bathroom!

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Iconic Style, Charming Lake View
When is the best time to visit West Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 CAD | $167 CAD | $241 CAD | $257 CAD | $263 CAD | $271 CAD | $244 CAD | $266 CAD | $285 CAD | $277 CAD | $278 CAD | $248 CAD |
| Avg. temp | -3 °C | -1 °C | 4 °C | 10 °C | 16 °C | 22 °C | 25 °C | 24 °C | 20 °C | 13 °C | 6 °C | 0 °C |
Quick stats about condo rentals in West Loop

Total vacation rentals
Explore 30 vacation rentals in West Loop

Nightly prices starting at
West Loop vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of West Loop vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across West Loop rentals

4.9 Average rating
West Loop stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Serviced apartment rentals West Loop
- Rentals with outdoor seating West Loop
- Rentals with a washer and dryer West Loop
- Pet-friendly rentals West Loop
- Rentals with a patio West Loop
- Rentals with a fireplace West Loop
- Rentals with pools West Loop
- Apartment rentals West Loop
- Rentals with an EV charger West Loop
- Family-friendly rentals West Loop
- Rentals with a firepit West Loop
- Rentals with a hot tub West Loop
- Hotel rooms West Loop
- Rentals with a sauna West Loop
- Fitness-friendly rentals West Loop
- Condo rentals Chicago
- Condo rentals Cook County
- Condo rentals Illinois
- Condo rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Brookfield Zoo
- Museum of Science and Industry
- University of Chicago
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo




