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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

4.86 out of 5 average rating, 142 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

Aug 6 – 13

G$32,407 GYD per night

Apartment in Chicago

4.95 out of 5 average rating, 109 reviews

Comfortable, modern apartment 20 Min from Downtown

Welcome to Chicago! Whatever reason brings you to my lovely city, I'm sure my house will suit your every need. There are three units with separate entrees, out of which the first unit is for your own use; second unit is rented occasional. I live in the garden apartment, but will be rarely home. This modern unit has: -2 bedrooms 1 queen & 1 double bed -2 full bathroom -washer and a dryer -fully equipped kitchen - Wi Fi -50'' flat screen TV -central Air/Heat - back yard with porch -free parking

Nov 22 – 29

G$24,103 GYD per night

Home in Berwyn

4.91 out of 5 average rating, 241 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy one BR apartment with some retro style touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus sofa & extra single bed available. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, groceries, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

Oct 23 – 30

G$18,316 GYD per night

Guest suite in Chicago

4.93 out of 5 average rating, 354 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

Dec 30 – Jan 6

G$22,958 GYD per night

Apartment in Chicago

4.98 out of 5 average rating, 221 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.

Oct 24 – 31

G$38,544 GYD per night

Guest suite in Logan Square

4.97 out of 5 average rating, 226 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!

Oct 1 – 8

G$23,401 GYD per night

Guest suite in Chicago

4.97 out of 5 average rating, 239 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!

Sep 10 – 17

G$31,885 GYD per night

Apartment in Roscoe Village

4.96 out of 5 average rating, 238 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".,

Dec 31 – Jan 7

G$21,786 GYD per night

Guest suite in Bridgeport

4.94 out of 5 average rating, 125 reviews

Comfortable & Cozy in Bridgeport

Cozy in-law apartment (garden-level) in Chicago's Bridgeport neighborhood. Great for a couple, a single person that is "working from home," or young friends. Unique touches like local art (including a hand-painted shower curtain), equipped kitchen, and a mini library out front in case you forgot your book! In a nice, quiet neighborhood that is close to Chinatown, Pilsen, Sox Park, Midway, and McCormick Place. Chicago Registration Number: R21000062030

Jul 20 – 27

G$24,156 GYD per night

Apartment in Chicago

4.89 out of 5 average rating, 340 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.

Jan 11 – 18

G$22,818 GYD per night

Apartment in Chicago

4.87 out of 5 average rating, 304 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.

Dec 13 – 20

G$37,684 GYD per night

Apartment in Chicago

4.96 out of 5 average rating, 323 reviews

Bright family-friendly Lincoln Square 2-bed 1-bath

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

Dec 10 – 17

G$27,286 GYD per night

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

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Pet-friendly house rentals

Home in Chicago

4.89 out of 5 average rating, 332 reviews

Private 3rd Floor Apartment

Jan 2 – 9

G$26,168 GYD per night

Home in Chicago

4.86 out of 5 average rating, 215 reviews

The Avondale Guesthouse

Feb 13 – 20

G$19,461 GYD per night

Home in Forest Park

4.91 out of 5 average rating, 223 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Jun 23 – 30

G$32,077 GYD per night

Home in Chicago

4.93 out of 5 average rating, 327 reviews

Amazing Penthouse Skyline Views!

Jan 5 – 12

G$142,281 GYD per night

Home in Chicago

4.82 out of 5 average rating, 140 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Mar 18 – 25

G$82,939 GYD per night

Home in Avondale

4.93 out of 5 average rating, 210 reviews

Luxe 6BR House *Trendy Logan Square *Garage Access

Dec 21 – 28

G$170,672 GYD per night

Home in Lincoln Park

4.81 out of 5 average rating, 197 reviews

Spacious Luxury Townhouse - Old Town

Mar 30 – Apr 6

G$124,318 GYD per night

Home in North Park

4.96 out of 5 average rating, 128 reviews

Chicago Riverhouse summer on our patio!

Oct 31 – Nov 7

G$72,349 GYD per night

Pet-friendly home rentals with a pool

Apartment in Chicago

4.87 out of 5 average rating, 110 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

Apr 26 – May 3

G$118,735 GYD per night

Apartment in Itasca

4.76 out of 5 average rating, 186 reviews

King Bed at Chicago Northwest + PET Friendly

Nov 3 – 10

G$237,664 GYD per night

Apartment in Chicago

5.0 out of 5 average rating, 10 reviews

Skyline Oasis: City & Lake Views

Jul 15 – 22

G$86,266 GYD per night

Apartment in Logan Square

4.91 out of 5 average rating, 32 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

Jan 18 – 25

G$32,636 GYD per night

Apartment in The Loop

4.88 out of 5 average rating, 8 reviews

Safe Downtown Penthouse Lake Views #1|Gym, Parking

Jul 8 – 15

G$116,197 GYD per night

Apartment in East Rogers Park

5.0 out of 5 average rating, 8 reviews

Cozy studio near Michigan lake

Jun 30 – Jul 7

G$26,185 GYD per night

Apartment in Magnificent Mile

5.0 out of 5 average rating, 7 reviews

Luxury Designer Penthouse South |Pool| Gold Coast

Oct 23 – 30

G$139,367 GYD per night

Apartment in Rosemont

4.89 out of 5 average rating, 19 reviews

Relaxing Standard Room l Free Airport Shuttle

Jun 18 – 25

G$35,515 GYD per night

Private, pet-friendly home rentals

Apartment in West Loop

4.92 out of 5 average rating, 213 reviews

✨Spacious Centrally Located West Loop Loft✨

Sep 20 – 27

G$51,063 GYD per night

Apartment in Chicago

4.87 out of 5 average rating, 139 reviews

1BR Perfect Home in the City, Close to Everything

Aug 25 – Sep 1

G$60,585 GYD per night

Apartment in Chicago

4.84 out of 5 average rating, 480 reviews

Relaxed Bucktown/Wicker Park 1B Apt

Oct 25 – Nov 1

G$22,122 GYD per night

Apartment in Chicago

4.89 out of 5 average rating, 177 reviews

Historic Chicago neighborhood flat

Sep 24 – Oct 1

G$22,870 GYD per night

Apartment in Chicago

4.92 out of 5 average rating, 152 reviews

Urban Pilsen Apt. near Downtown

Mar 3 – 10

G$23,402 GYD per night

Condo in West Town

4.88 out of 5 average rating, 235 reviews

2 King Bed Condo Easy Downtown Free Street Parking

Oct 29 – Nov 5

G$32,581 GYD per night

Apartment in Oak Park

4.91 out of 5 average rating, 104 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Sep 5 – 12

G$25,903 GYD per night

Apartment in Chicago

4.89 out of 5 average rating, 145 reviews

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

Jan 6 – 13

G$29,027 GYD per night

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

Total rentals
270 properties
Wifi availability
270 properties include access to wifi
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Rentals with a pool
210 properties have a pool
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
4.4K reviews

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