
Condo vacation rentals in West Loop
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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.

Chic Wicker Park Flat • Near Blue Line
Our stylish 2B/2B Wicker Park condo is perfect for families, event-goers, and business travelers seeking comfort and convenience. Enjoy a mature, elegant, and modern space 5min walk to Damen Blue Line. This private, newly condo features luxury upgrades throughout — a Wolf gas range, Sub-Zero double refrigerator & premium appliances! On Wolcott Ave btwn Milwaukee & Division, you’re steps from top restaurants, boutiques, and everything Wicker Park has to offer. Registration #: R20000058371

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.

Modern/Spacious 2BR/2BA West Town
Light, airy and luxurious, our duplex has a self-contained, 1400 sq. ft. 2nd floor with a private street entrance. There are two bedrooms and two baths. The master bedroom has a fireplace, a private balcony and a huge bathroom ensuite. In addition there is a dining room and living room. Minimal kitchen facilities include small fridge and micro. Easy commute downtown- 20 by car, 25 by bike and 30-40 minutes via public transportation. Close to hwy and public trans.

Chic Home! Walk to Nightlife-Comedy-Restaurants!
Stay in the heart of Chicago Old Town! This bright, cool and comfortable one bedroom, one bath is decked out in mid century modern furniture, exposed brick, new appliances and has a true city feeling! It comfortably sleeps two (3rd person can sleep on the couch), just 2 blocks to Lincoln Park, and 3 blocks to the famous Second City & stellar Old Town bars. Not to mention a quick 5 minute Uber ride to river north district (downtown Chicago)!

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.

Cabin 302 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.

Great group stay - 10 adults 4 bdrm w workout area
Duplex down of building that sleeps 10 adults 2 children on rollaways*, 3 bathrooms, 2 king bedrooms and 2 queen bedrooms and 1 additional queen bed in the open basement family room tucked away in the corner, bring the entire family or friends for time in Chicago, we now have added a Peleton and a Concept 2 rower. * if you need the 2 rollaways you’ll need to let me know 24 hours before checkin.

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.
Popular amenities for West Loop condo rentals
Weekly condo rentals

Foosball, Steps from Wrigley, Private Parking

Private rooftop | Breathtaking skyline view

Sun-Soaked West Loop Penthouse/Private Rooftop/3BA

Convenient & Spacious 3BR Condo w/Free Parking

The Urban Oasis | Outdoor Lounge • Sleeps 10+

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

The Elstonian Stylish Bucktown Home

The Greenhouse - Chic 2BR Flat Near Fulton Market
Pet-friendly condo rentals

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

Chic and Charming Vintage Condominium in Lincoln Park

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

Spacious 3BR/3BA Condo in Trendy Ukrainian Village

Studio flat in the heart of Chicago's Gold Coast

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

NEW luxury Old Town 1-Bedroom condo

Large Remodeled Home in Lincoln Park, Sleeps 12!
Private condo rentals

Lovely 2-bedroom close to Wrigley Field

The Cub House | Wrigleyville + Boystown |

Picture Perfect 3Bed Steps from Train and FLW

Amazing Fun Condo, City view next to 606 Trail!

Beautiful Condo in North Kenwood with Parking

Cozy 3BR on Chicago's North Side & Free Parking

Modern 2BR 10 Min to Downtown & United Center

Sleek Avondale Condo Spa Bath KNG+QN beds +Garage
When is the best time to visit West Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 CAD | $163 CAD | $235 CAD | $251 CAD | $256 CAD | $265 CAD | $237 CAD | $259 CAD | $278 CAD | $270 CAD | $271 CAD | $241 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 $54 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
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- Rentals with a patio West Loop
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- 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
- 875 North Michigan Avenue
- Soldier Field
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- University of Chicago
- Naval Station Great Lakes




