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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

4.83 out of 5 average rating, 161 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

Guest favourite

Condo in Lake View

4.99 out of 5 average rating, 116 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Boys Town/Wrigley Field -Newly renovated/brand new in safe centrally located East Lakeview. -10 min walk from Wrigley Field, Boys town, beaches, super markets restaurants with late night dining. 5 min walk to the Metro Sheridan Red Line (straight shot downtown), enclosed parking plus free permitted street parking, Private gym access 24/7 next door! -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish furnishings & washer/dryer!

Guest favourite

Home in Berwyn

4.99 out of 5 average rating, 100 reviews

Retro Modern Bungalow w/ fire pit and free parking

Experience the city in style at Retro Modern Bungalow. The perfect crash pad for up to four friends and two pups. Featuring two spacious bedrooms, each w/ a king bed + luxury linens, a propane fire pit and a fully fenced backyard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Guest favourite

Guest suite in Portage Park

4.93 out of 5 average rating, 379 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Guest favourite

Rental unit in Ukrainian Village

4.98 out of 5 average rating, 242 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 favourite

Guest suite in Logan Square

4.97 out of 5 average rating, 248 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Guest favourite

Rental unit in West Loop

4.93 out of 5 average rating, 231 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

Guest favourite

Guest suite in Logan Square

4.97 out of 5 average rating, 262 reviews

Stylish Studio in Historic Logan Square

Brand new, unique 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 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 fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Convenience & excitement are easily accessible!

Guest favourite

Rental unit in Logan Square

4.9 out of 5 average rating, 364 reviews

Sunny Logan Square Artists' home

2nd floor classic Chicago 2flat with lots of light. 3 bedrooms available, with 2 additional sofabeds. Great if you and family/group of friends are in town for an event and want to stay together. Grocery store 1.5 blocks away. Quiet street. Parking is decent. New bath has all marble walls, extra long/deep tub and rain shower. 1 mile walk to the Logan Square CTA Blue Line and Logan Square brunch/night-life. 5 min walk to Metra. Walk to 606 trail. Chicago Registration Number: R24000117459

Guest favourite

Rental unit in Roscoe Village

4.95 out of 5 average rating, 261 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

Guest favourite

Rental unit in Logan Square

4.87 out of 5 average rating, 151 reviews

Bright and Cozy 1BR Apartment in Logan Square!

Welcome to Chicago! Our 1-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. It's professionally designed with modern furniture and located in trendy Logan Square. Designated parking spot is NOT available, but there is plenty of street parking. Note: -This is a basement unit. If you're taller than 6 ft, you may have to bend down at certain areas in the unit. -There are two windows in the bedroom and two windows in the living room for natural light.

Rental unit in West Town

4.87 out of 5 average rating, 318 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.

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

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Wicker Park

4.84 out of 5 average rating, 135 reviews

Bucktown Home W/ Free Garage Parking for 2 Cars!

Guest favourite

Home in North Park

4.96 out of 5 average rating, 144 reviews

Chicago Riverhouse with private fenced in oasis

Guest favourite

Home in Lincoln Park

4.82 out of 5 average rating, 211 reviews

Spacious Luxury Townhouse - Old Town

Guest favourite

Home in Wicker Park

4.93 out of 5 average rating, 346 reviews

Amazing Penthouse Skyline Views!

Guest favourite

Home in Avondale

4.9 out of 5 average rating, 104 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Guest favourite

Home in Andersonville

5 out of 5 average rating, 101 reviews

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

Guest favourite

Home in Logan Square

4.98 out of 5 average rating, 143 reviews

Southwestern Penthouse TRES | Sleeps 12

Guest favourite

Home in Lincoln Park

4.84 out of 5 average rating, 153 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Pet-friendly home rentals with a pool

Rental unit in The Loop

4.82 out of 5 average rating, 208 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

Guest favourite

Rental unit in Rosemont

4.93 out of 5 average rating, 75 reviews

Relaxing Standard Room l Free Airport Shuttle

Rental unit in East Rogers Park

4.83 out of 5 average rating, 23 reviews

Cozy studio near Michigan lake

Guest favourite

Rental unit in The Loop

4.94 out of 5 average rating, 51 reviews

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

Guest favourite

Rental unit in West Town

4.97 out of 5 average rating, 59 reviews

Cozy 2 Bed Apt in Wicker Park East w/ Free Parking

Rental unit in Magnificent Mile

4.79 out of 5 average rating, 24 reviews

Luxury Designer Penthouse South |Pool| Gold Coast

Rental unit in River North

4.83 out of 5 average rating, 238 reviews

Kasa | Nearby Millennium Park | River North

Rental unit in Streeterville

4.72 out of 5 average rating, 185 reviews

Guest king Room at Aloft Chicago Mag Mile

Private, pet-friendly home rentals

Guest favourite

Rental unit in Pilsen Historic District

4.86 out of 5 average rating, 118 reviews

Spacious 2BR near downtown Chicago

Guest favourite

Rental unit in Lincoln Park

4.87 out of 5 average rating, 165 reviews

Chicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre

Guest favourite

Townhouse in West Town

4.92 out of 5 average rating, 112 reviews

Upscale 4-Bedroom Townhouse w/Garage - LOCATION

Rental unit in Park Ridge

4.79 out of 5 average rating, 374 reviews

Modern Garden apartment (WHOLE UNIT)

Guest favourite

Rental unit in Lincoln Park

4.87 out of 5 average rating, 114 reviews

Sounds Of The City

Rental unit in Avondale

4.86 out of 5 average rating, 496 reviews

Logan Square Lookout

Rental unit in West Loop

4.78 out of 5 average rating, 111 reviews

1BR Adorable Apt w/ In-unit Laundry

Guest favourite

Rental unit in Forest Park

5 out of 5 average rating, 262 reviews

Like a Treehouse!

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

Total rentals
270 properties
Total number of reviews
4.8K reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
210 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Wifi availability
270 properties include access to wifi

Destinations to explore