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

Wicker Park Historic, Art-Filled, Urban Oasis #2
Entire 2 bedroom apartment in art filled,wicker park building 5 min from downtown Chicago. Quick walk to shops,restaurants,public transportation,parks,night life,etc. Space includes -Nice bathroom,walk in shower -1 bdrm w/ queen size bed,tv,desk,large closet -1 bdrm w/ single bed & closet -1 sleeper couch w/ full size pullout bed & mattress pad -1 foldable twin bed -1 queen size blow up air mattress -Fully equipped kitchen -Beautiful garden -1 parking space included + parking passes available

Charming 3-BED in Lincoln Park/ Old Town & Parking
Welcome to our charming retreat in the historic Old Town Triangle/Lincoln Park district of Chicago. This conveniently located 3-bedroom apt, including office space, is nestled in the heart of a safe residential neighborhood with a 5-min walk to Brown Line and 10-min to Red Line. Within a 20-min walk, you'll find yourself at Lincoln Park Zoo, Beach, Second City, and Wells Street, immersing yourself in the vibrance of the old town. Book now to experience the best of Chicago. Parking+EV charging.

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.

Fully Furnished Apartment Wicker Park Free Parking
Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Kasa | Elevate your stay, Premium 1BD | 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.

✨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

of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
• 1,750ft² / 162m² . My home is on the second floor of a four flat Itallian Brick Building . You have 2 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport fireplace is not operational.

Downtown Mich Ave #10 | 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 Double 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!

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.

Avondale Cozy 1 Bedroom Attic Apartment 4th FL
Cozy one bedroom attic apartment in Avondale located on top of a 3 story building. Close to Milwaukee, restaurants, and bars. A perfect crash pad for touristing in Chicago. You have your own entrance but since people in this building are working from home, and need to sleep at night, no loud music or partying is allowed at any time! But then, there is no need to bring the party home - you have everything you need just outside the door!

Chic Corner 2BR in the Loop | City & Lake Views
Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and lovely city and lakefront views in multiple directions. This stylish light-filled two bedroom, two bathroom space is perfect for groups looking for a luxurious getaway 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!

Chic 2BR Gem with Fireplace
Discover urban luxury in our 2BR, 2BA Gold Coast haven. This stylish apartment boasts a warm fireplace, sleek granite countertops, and a cozy layout. Immerse yourself in city living at its finest, right in the heart of Chicago's prestigious Gold Coast neighborhood. Perfect for both business and leisure travelers, our space combines modern comfort with the vibrant energy of one of the city's most coveted neighborhoods.
Popular amenities for The Loop pet-friendly home rentals
Pet-friendly house rentals

Historic Old Town, Fabulous 4 Bedroom Home

Private 3rd Floor Apartment

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

BoHo House - A Chic, 1903 Chicago Workers Cottage

Victorian House in Heart of Rogers Park

Spacious Row Home next to Transit w Garage

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

Gather in Spacious 3 Bedroom 2 Bath Retreat
Pet-friendly home rentals with a pool

Luxury Designer Penthouse 3803 | Pool | Gold Coast

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

Sentral 1 Bedroom Apt in South Loop Chicago

Two 2BR Apts for Business & Leisure Groups

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

South Loop | Rooftop With In & Out Parking

Modern 2BR South Loop Apt, McCormick & Wintrust

Elmhurst 4BR Home with Pool | Mid-Term Ready
Private, pet-friendly home rentals

City Urban Loft in the Heart of Wicker Park!

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

Cozy Lincoln Park Condo near the lake.

Roscoe Village One Bed Lux Apartment Near Wrigley

Stylish Gold Coast 1BR with Vintage Flair

Stylish 2BR stunner w/ unbeatable location

1BR Modern Luxe Apt with In-Unit Laundry

Wrigleyville Oasis with Huge Garage
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ510 | ﺩ.ﺇ580 | ﺩ.ﺇ650 | ﺩ.ﺇ801 | ﺩ.ﺇ951 | ﺩ.ﺇ1,098 | ﺩ.ﺇ1,116 | ﺩ.ﺇ940 | ﺩ.ﺇ852 | ﺩ.ﺇ900 | ﺩ.ﺇ760 | ﺩ.ﺇ613 |
| 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 The Loop

Total vacation rentals
Explore 650 vacation rentals in The Loop

Nightly prices starting at
The Loop vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 10,090 verified reviews to help you choose

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

Vacation rentals with a pool
380 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
640 of The Loop vacation rentals include wi-fi access

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

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

Nearby attractions
The Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Destinations to explore
- Rentals with beach access Chicago Loop
- Boutique hotels Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Loft rentals Chicago Loop
- Condo rentals Chicago Loop
- Hotel rooms Chicago Loop
- Rentals with a fireplace Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with a patio Chicago Loop
- Rentals with a home theater Chicago Loop
- Rentals with pools Chicago Loop
- Rentals with a sauna Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Rentals with an accessible height bed Chicago Loop
- Rentals with a hot tub Chicago Loop
- Rentals with lake access Chicago Loop
- Waterfront rentals Chicago Loop
- Rentals with an EV charger Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a fire pit Chicago Loop
- Serviced apartment rentals Chicago Loop
- Rentals with breakfast 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
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- The 606
- Things to do Chicago Loop
- Things to do Chicago
- Food and drink Chicago
- Sightseeing Chicago
- Tours Chicago
- Nature and outdoors Chicago
- Art and culture Chicago
- Sports activities Chicago
- Things to do Cook County
- Tours Cook County
- Nature and outdoors Cook County
- Sightseeing Cook County
- Food and drink Cook County
- Sports activities Cook County
- Art and culture Cook County
- Things to do Illinois
- Tours Illinois
- Food and drink Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Nature and outdoors Illinois
- Art and culture Illinois
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States




