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Pet-friendly vacation rentals in West Loop, Chicago

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in West Loop, Chicago

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Townhouse in West Town

4.82 out of 5 average rating, 167 reviews

⭐️Cozy Garden Unit by Downtown & Blue Line Stop⭐️

Cozy, comfy garden apartment that sleeps up to 4 people with access to the patio w/ fire pit and rooftop deck. Located right next to the underground train stop. A quick trip to Downtown & hip Wicker Park/Logan dining, shopping & nightlife. A straight shot from ORD on the Blue line Normal check-in is 4 pm. Bag drops possible as early as noon. I will notify you if an early check-in is possible on the day of arrival. Please be flexible with check-in times if booking with less than 24 hours’ notice

Rental unit in Magnificent Mile

4.98 out of 5 average rating, 114 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

Rental unit in Ukrainian Village

4.98 out of 5 average rating, 252 reviews

Ukrainian Village Garden Retreat

A newly updated 1 bedroom, 1 bathroom apartment in Chicago's historic Ukrainian Village. Located a few blocks from Wicker Park, Ukrainian Village is a small historic district of Chicago filled with historic architecture. Access the apartment via a smart lock, the apartment includes everything you need for a comfortable stay, including a queen-sized bed, full kitchen, fiber high-speed internet (100+ Gbps up and down), smart TV, modern bathroom, in-unit washer & dryer, and free garage parking.

Guest suite in Logan Square

4.97 out of 5 average rating, 269 reviews

Stylish Studio in Historic Logan Square

Modern garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom and kitchenette is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

Loft in West Loop

4.86 out of 5 average rating, 104 reviews

Luxury Penthouse Loft | Heart of Fulton Market

NEW PENTHOUSE LOFT IN FULTON MARKET! Enjoy your own private luxury loft in Chicago's bustling Fulton Market-the city's center of main nightlife, restaurants and cultural scene. This 3,500 square foot penthouse features 12 foot open lofted ceilings, a dedicated elevator entrance, free onsite garage parking, 5 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

Rental unit in West Loop

4.92 out of 5 average rating, 240 reviews

✨Spacious Centrally Located West Loop Loft✨

✔ FREE STREET PARKING *1 car within 2 blocks is doable!* ✔ PETS ok w/ prior approval. ✔ HUGE 1300 sq ft loft style, but all walls go to the ceiling. ✔ CLEAN & sanitized ✔ Cozy & bright. ✔ FAMED, historic Chicago pink brick. ✔ Soap & other toiletries included. ✔ Bedrooms are in back & quiet. ✔ Fully furnished along w/ pretty much anything you'd ever need. ✔ You can't find a more central location: -Close to trains & bus -6-10 mins away from popular neighborhoods & hot restaurants

Rental unit in West Town

4.87 out of 5 average rating, 323 reviews

Unwind in the Garden of an elegant, Modern Home

The apartment is near the popular West Loop and West Town neighborhoods and close to public transit. Downtown parks, museums, and shops are less than two miles away. There's a Divvy Bikes station and a Starbucks across the street. Short walk to public transits. The apt sleeps 5, features luxurious finishes, full kitchen, private patio, garden, HDTV w/Amazon Fire TV, EchoShow(Amazon Alexa), Phillip Hue Voice Control Lamp, Nest Thermostat.

Guest suite in West Loop

4.89 out of 5 average rating, 103 reviews

Cozy one-bedroom suite in the heart of West Loop

Enjoy your trip to Chicago in the heart of Fulton Market in this cozy, one-bedroom guest suite. Whether you’re visiting friends or here for business, this guest suite is the perfect space to unwind at the end of the day. Grab dinner at Chicago’s top-rated restaurants in Fulton Market and West Loop, all within a 10 minute walk. Go out for the night at some of Chicago’s best bars and nightlife.

Condo in Lincoln Square

4.97 out of 5 average rating, 373 reviews

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

Condo in West Town

4.97 out of 5 average rating, 756 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Rental unit in West Town

4.87 out of 5 average rating, 429 reviews

Checkerboard Studio with Private Outdoor Hot Tub and Yard

Soak in the private outdoor hot tub in the leafy, fenced-in yard outside this spacious studio. The home boasts high ceilings with exposed silver ducting and eclectic decorations, including cow print furniture, and an intricately carved bathroom door. While the decor is eclectic, the king-size bed sets the standard for comfort.

Rental unit in Logan Square

4.95 out of 5 average rating, 263 reviews

Spacious and Cozy Logan Square Apartment

Enjoy the local Chicago comforts of a traditional Logan Square apartment decorated with vintage charm. Home to some of the city's most celebrated food and nightlife, Logan Square is one of Chicago’s most exciting neighborhoods with an energy unlike any other in Chicago. And you're only a quick trip to downtown!

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Popular amenities for West Loop, Chicago pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Lincoln Park

4.94 out of 5 average rating, 122 reviews

Wrigley Retreat - Full Home w/ Chicago Charm

Home in Wicker Park

4.93 out of 5 average rating, 350 reviews

Amazing Penthouse Skyline Views!

Home in Austin

4.88 out of 5 average rating, 104 reviews

Urban Chic 3beds w/2bath + free parking & W/D

Home in Avondale

4.91 out of 5 average rating, 112 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Home in Logan Square

4.95 out of 5 average rating, 138 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

Home in Andersonville

4.99 out of 5 average rating, 109 reviews

Andersonville/ Cozy 3b 3b House / 99 walk score

Home in Lincoln Park

4.82 out of 5 average rating, 218 reviews

Spacious Luxury Townhouse - Old Town

Home in Wicker Park

4.84 out of 5 average rating, 136 reviews

Bucktown Home W/ Free Garage Parking for 2 Cars!

Pet-friendly home rentals with a pool

Rental unit in The Loop

4.85 out of 5 average rating, 33 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Rental unit in Logan Square

4.98 out of 5 average rating, 60 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

Rental unit in Streeterville

4.74 out of 5 average rating, 227 reviews

Guest 2 Queen Room at Aloft Chicago Mag Mile

Rental unit in River North

4.8 out of 5 average rating, 139 reviews

Kasa | Walk Magnificent Mile | River North

Rental unit in The Loop

4.82 out of 5 average rating, 214 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

Rental unit in Itasca

4.74 out of 5 average rating, 270 reviews

King Bed at Chicago Northwest + PET Friendly

Rental unit in Rosemont

4.96 out of 5 average rating, 116 reviews

Relaxing Standard Room l Free Airport Shuttle

Rental unit in Logan Square

4.8 out of 5 average rating, 61 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

Private, pet-friendly home rentals

Condo in Lincoln Park

4.99 out of 5 average rating, 245 reviews

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

Rental unit in Irving Park

4.85 out of 5 average rating, 117 reviews

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

Condo in Logan Square

4.91 out of 5 average rating, 324 reviews

Susie's Space. 2BR easy parking & pet friendly

Rental unit in Forest Park

4.88 out of 5 average rating, 174 reviews

Home in Forest Park upstairs.

Rental unit in Lincoln Park

4.99 out of 5 average rating, 108 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Townhouse in West Town

4.91 out of 5 average rating, 117 reviews

Upscale 4-Bedroom Townhouse w/Garage - LOCATION

Rental unit in Logan Square

4.9 out of 5 average rating, 163 reviews

Private 2 Bedroom Retreat

Rental unit in Pilsen Historic District

4.86 out of 5 average rating, 125 reviews

Spacious 2BR near downtown Chicago

Quick stats about vacation rentals that are pet-friendly in West Loop, Chicago

Total rentals
260 properties
Total number of reviews
4.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
200 properties have a pool
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Wifi availability
260 properties include access to wifi

Destinations to explore