
Pet-friendly vacation rentals in Chicago Loop
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chicago Loop
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Blue Brick Apartment in Bridgeport - Park for Free
-600 sq.ft apartment / 2nd floor / Patio Deck -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

Chicago River House -BBQ Oasis now open!
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

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.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

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.

Kasa | Views from your Private Balcony | 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.

Downtown Park #11 - Mich Ave PH | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

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.

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

Spectacular Corner 3BR in the Loop | City Views
Stylish 1,400+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fabulous city views in multiple directions. This dramatic light-filled three bedroom, two bathroom space is perfect for groups looking for a luxurious escape in the sky in the heart of downtown Chicago. Centrally located in a historic building close to everything you want to visit, this is the best location in the city!

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 Chicago Loop pet-friendly home rentals
Pet-friendly house rentals

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

Flat in Lincoln Park 2-Flat Central to Everything

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

BoHo House - A Chic, 1903 Chicago Workers Cottage

Victorian House in Heart of Rogers Park

Quiet cul-de-sac with huge fenced in backyard

Beautiful Chicago Greystone

Charming 3-BED in Lincoln Park/ Old Town & Parking
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

Luxury Designer Penthouse NW | Pool | Gold Coast

South Loop | Rooftop With In & Out Parking | 2

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

Resort Style Flat Central to All

Long term rental-Delightful one bdrm pool house

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

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

Gold Coast Home|Rooftop |PoolTable |Parking |Views

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

City Urban Loft in the Heart of Wicker Park!

Chicago Vintage & Chic Living

1BR/1.5BA Coach House w/Garage

Loop Loft-Subway & Art Institute

Sleek 1BR Apt w/ Laundry

NEW Jade Haven in Berwyn/Riverside
When is the best time to visit Chicago Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,435 ZAR | R2,767 ZAR | R3,100 ZAR | R3,818 ZAR | R4,536 ZAR | R5,237 ZAR | R5,325 ZAR | R4,484 ZAR | R4,063 ZAR | R4,291 ZAR | R3,626 ZAR | R2,925 ZAR |
| 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 vacation rentals that are pet-friendly in Chicago Loop

Total vacation rentals
Explore 600 vacation rentals in Chicago Loop

Nightly prices starting at
Chicago Loop vacation rentals start at R876 ZAR per night before taxes and fees

Verified guest reviews
Over 9,950 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
360 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
600 of Chicago Loop vacation rentals include wi-fi access

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

4.7 Average rating
Chicago Loop stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Chicago Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Destinations to explore
- Serviced apartment rentals Chicago Loop
- Condo rentals Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Rentals with an EV charger Chicago Loop
- Boutique hotel rentals Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with beach access Chicago Loop
- Rentals with a home theater Chicago Loop
- Loft rentals Chicago Loop
- Rentals with a patio Chicago Loop
- Rentals with pools Chicago Loop
- Rentals with a sauna Chicago Loop
- Rentals with a fire pit Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a fireplace Chicago Loop
- Rentals with a hot tub Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with lake access Chicago Loop
- Waterfront rentals Chicago 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
- Things to do Chicago Loop
- Things to do Chicago
- Entertainment Chicago
- Tours Chicago
- Sports activities Chicago
- Sightseeing Chicago
- Nature and outdoors Chicago
- Art and culture Chicago
- Food and drink Chicago
- Things to do Cook County
- Sports activities Cook County
- Nature and outdoors Cook County
- Art and culture Cook County
- Tours Cook County
- Entertainment Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Things to do Illinois
- Sports activities Illinois
- Nature and outdoors Illinois
- Sightseeing Illinois
- Food and drink Illinois
- Art and culture Illinois
- Tours Illinois
- Things to do United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States