Vacation rentals in West Loop, Chicago

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Popular amenities for West Loop, Chicago vacation rentals

Stay near West Loop, Chicago's top sights

United Center200 locals recommend
Millennium Park1,243 locals recommend
Mariano's866 locals recommend
Willis Tower Skydeck348 locals recommend
Au Cheval620 locals recommend
Magnificent Mile598 locals recommend

Other great vacation rentals in West Loop, Chicago

Superhost
Home in West Lawn
4.92 out of 5 average rating, 38 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

AshleyRating, 5 stars1 month ago
Johanna made us feel warm and welcome. All amenities are included and work well. Excellent shower. She was very responsive and attentive.
Guest favorite
The open living area is highlighted by a neutral color palette and modern furnishings. A coffee table sits in the center, and a flat-screen TV is mounted on the wall. Natural light is filtered through large windows, enhancing the spacious feel of the room.
Home in Elmhurst
4.86 out of 5 average rating, 22 reviews

Enamored in Elmhurst

YvonneRating, 5 stars1 month ago
This home is in a beautiful neighborhood. It was very clean and the decor was simple yet stunning. There was plenty of linen and the kitchen was stocked well enough to cook an entire meal Mark was very responsive and provided clear instructions for check in and out. I would stay here again
Guest favorite
A panoramic view of the Chicago skyline is presented, featuring iconic buildings illuminated against a dramatic night sky. The Willis Tower stands tall, with its lights creating a vibrant display amidst the clouds. The landscape showcases a blend of urban architecture bathed in colorful hues.
Apartment in West Town
4.85 out of 5 average rating, 129 reviews

Condo with private terrace, free WIFI and parking

SheaRating, 5 stars4 weeks ago
Loved this place! My three friends and I had plenty of space and felt right at home. The location in West Town is perfect -- not busy or loud at all, but very easy to walk to coffee shops or restaurants in less than 10 minutes. Plus, the hosts were very friendly and accommodating!
Guest favorite
A cozy living area is presented, featuring a stone fireplace as a focal point. Two armchairs are positioned around a coffee table, with decor additions providing a touch of greenery. Natural light enters through nearby windows, illuminating the light-colored walls and hardwood floors.
Apartment in Albany Park
4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago
Wonderful stay as always, thank you so much!
Superhost
A modern kitchen is equipped with sleek stainless steel appliances, including a microwave and dishwasher. Light countertops complement dark cabinetry, while a small countertop with two barstools provides a casual dining option. Natural light filters in through a window near the door.
Apartment in Jefferson Park
4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars3 weeks ago
Peaceful, felt like home, very spacious and comfortable
Superhost
The exterior of a three-story Art Deco building is showcased, featuring a light-colored brick facade and large, symmetrical windows. A wrought iron fence surrounds the property, with well-maintained greenery enhancing the entrance. The sky above offers a clear blue backdrop.
Condo in East Rogers Park
4.79 out of 5 average rating, 29 reviews

Spacious condo with open floor plan and fireplace

TatianaRating, 5 stars3 months ago
This place was spacious and perfect for our family (two kids and a baby), with plenty of room for everyone to spread out. The hosts were fantastic! They encountered an issue with the fridge not working just before our arrival but handled it professionally, providing excellent support until it was fixed. We really appreciated their responsiveness and care. We highly recommend this space for families and large groups. One small suggestion: if you’re a light sleeper or have kids, consider bringing a noise machine, as some sound from the upstairs neighbors can be heard. However, this wasn’t a problem for us and is to be expected when staying in a condo.
Superhost
A green, two-story house is framed by large trees in a quiet neighborhood. The front features a central door with a decorative window and light-colored trim. Leaves cover the ground, indicating the autumn season. The pathway leading to the entrance is bordered by grass.
Home in Cicero
4.79 out of 5 average rating, 178 reviews

Spacious whole apt near shopping and city

DenisRating, 5 stars1 week ago
Dan was cool and responsive. Home was clean as well and nothing to complain about all was good.
Guest favorite
A serene outdoor patio area is illuminated by string lights, creating a cozy ambiance. The grassy space features several wooden seating options, ideal for gatherings. The charming two-story house serves as a backdrop, with a pathway leading to the inviting entryway.
Apartment in Irving Park
4.95 out of 5 average rating, 58 reviews

Perfect 4 BDR apt, Northside, Free parking, CUBS

ErinRating, 5 stars1 month ago
This place was just what we needed. The place was clean and cute. There were lots of good restaurants around and walkable as well as a Walgreens right around the corner. It’s off the main road so it’s easy to catch a Lyft without blocking traffic.

Quick stats about vacation rentals in West Loop, Chicago

  • Total rentals

    550 properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    240 properties are a good fit for families

  • Pet-friendly rentals

    310 properties allow pets

  • Rentals with a pool

    290 properties have a pool

Destinations to explore

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