
Pet-friendly holiday rentals in West Loop
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Top-rated pet-friendly home rentals in West Loop
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Chic & Comfy • Close to Wrigley
Welcome to your comfy, cozy, cheerful hideaway in the beautiful Buena Park!☀️ Buena Park is a little-known gem. Our home is just blocks from the lakefront (4 blocks), Wrigley (6 blocks), and the major L-line in Chicago (1 block)...yet, you'd never know it given how peaceful and serene it is! We live here part-time, so rest assured you'll have everything you need for a comfortable and enjoyable stay. We ask you please respect our place, and that you enjoy the trinkets + personal items we have!

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.

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.

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

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!

✨Spacious Centrally Located West Loop Loft✨
✔ FREE Fitness classes at The Barre Code included ✔ FREE STREET PARKING - Msg for more info ✔ PETS ok w/ prior approval ✔ HUGE 1300 sq ft loft style, but walls go to the ceiling ✔ CLEAN & sanitized ✔ Cozy & bright ✔ FAMED, historic Chicago pink brick ✔ Soap & other toiletries included ✔ Bedrooms are in back & quiet ✔ Central Location: -Close to trains & bus -6-10 mins to popular neighborhoods & hot restaurants ⚠️Construction noted in older reviews was completed in Nov '24

Kasa | Explore the Neighborhood-Mag Mile | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Modern, Stylish West Town Loft with Pool Table
Spacious, open, and modern, my two bedroom loft is the perfect spot to welcome you to the Windy City. All the comforts of home are provided to you to ensure a comfortable stay. Downtown is just 10 minutes away, and there's plenty to do within walking distance as well! You'll love exploring the city from this centrally located base, coming back in the evening to shoot some pool and unwind, and resting up to do it all again the next day. Don't miss out on this gem, book today!

The Banksy-Greystone Rooftop Firepit United Center
The Banksy, this modern apartment offers 2 bedrooms, one with a king bed and a queen bed. The apartment also features a spacious outdoor living space, perfect for relaxation or entertaining guests. Conveniently situated just minutes to Downtown, and 2 blocks from the train station, and the United Center. The Banksy provides easy access to all that Chicago has to offer. Additionally, guests can take advantage of free street parking during their stay.

The Huron Haven
A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking

Beautiful Luxury Loft in Fulton Market, Sleeps 12
Newly renovated designer 2,500 square foot brick-and-timber loft with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This huge 2 bedroom / 2 bath apartment is perfect for groups looking for a stylish city escape surrounded by Chicago's best dining and nightlife. The central location is an ideal base for everything you want to see in Chicago!

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.
Popular amenities for West Loop pet-friendly home rentals
Pet-friendly house rentals

Flat in Lincoln Park 2-Flat Central to Everything

Private 3rd Floor Apartment

Victorian House in Heart of Rogers Park

Spacious Row Home next to Transit w Garage

Beautiful Chicago Greystone

Spacious Luxury Townhouse - Old Town

Charming 3-BED in Lincoln Park/ Old Town & Parking

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

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

Play in the Windy City and rest by the “606”

Resort Style Flat Central to All

Forest Park Oasis - Dog Friendly - Parks - the "L"

Level ◆ Studio Apartment

Modern unit in Bridgeport-Chicago

Vibrant modern high-rise w views
Private, pet-friendly home rentals

Lovely top floor 2BR/2BA, steps from everything!

Stylish Studio in Historic Logan Square

Logan Square Cozy 2BR Basement Apartment

Newly-renovated historic home in Logan Square

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

Eddy Street Upstairs Apartment

Beautiful 2BR apartment near Downtown

Entire 1st Floor Apt near O'Hare/ORD & Blue Line
When is the best time to visit West Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $235 SGD | $252 SGD | $296 SGD | $352 SGD | $407 SGD | $479 SGD | $420 SGD | $341 SGD | $309 SGD | $276 SGD | $251 SGD |
| 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 holiday rentals that are pet-friendly in West Loop

Total holiday rentals
Explore 340 holiday rentals in West Loop

Nightly prices starting at
West Loop holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 6,110 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
340 of West Loop holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across West Loop rentals

4.7 Average rating
West Loop stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a sauna West Loop
- Rentals with a patio West Loop
- Fitness-friendly rentals West Loop
- Rentals with pools West Loop
- Rentals with an EV charger West Loop
- Serviced apartment rentals West Loop
- Rentals with outdoor seating West Loop
- Flat rentals West Loop
- Apartment rentals West Loop
- Rentals with a fireplace West Loop
- Family-friendly rentals West Loop
- Rentals with a hot tub West Loop
- Rentals with a washing machine and dryer West Loop
- Rentals with a firepit West Loop
- Pet-friendly rentals Chicago
- Pet-friendly rentals Cook County
- Pet-friendly rentals Illinois
- Pet-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- Raging Waves Waterpark
- The 606