
Apartment holiday rentals in The Loop
Find and book unique apartments on Airbnb
Top-rated apartment rentals in The Loop
Guests agree: These apartments are highly rated for location, cleanliness and more.

Explore Lincoln Park from a Polished Apartment
This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

Best Deal in Chicago | Great Food & Free Parking
Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

The Executive's Escape (Fitness Center • Sauna)
Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

Cute, Clean, Cozy Apartment in Pilsen
Updated, clean and private apartment in Chicago’s unique Pilsen neighborhood. Located on a quiet, tree-lined street with private entrance, it's the perfect spot to rest after a day of exploring this great neighborhood and city. The apartment has a full kitchen with everything needed to make your morning coffee or prepare a meal. Conveniently located to McCormick Place and many of the city's attractions, including West Loop, downtown, United Center, Grant / Union / Douglass Park and more!

Elegant Modern-Luxury Condo in Popular West Town
Kick back & relax in your home away from home in our luxurious, spacious and peaceful abode in the heart of the West Town & Noble Square neighborhoods, close to downtown. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Grand Avenue, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

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.

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!

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Urban Chic Apartment by the Magnificent Mile
Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely, if ever, in the bedrooms.

Peaceful River West, free parking
This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY This one on the the 2nd floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, Level 2 EV charging available for electric cars. Shared patio/gardens and grill. Fully stocked kitchen, private washer & dryer.
Popular amenities for The Loop apartment rentals
Weekly apartment rentals

Pristine Gold Coast 3BD|2BA | Free Parking| Beach.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

The Landing @ South Loop

Pilsen Modern Chic Retreat

Modern Studio in Lincoln Park, Zoo and Mini Lake

South Loop Studio Hotel(205)

The Auberge - Luxe Flat Near Lake, Dining, & Shops

Feelin’ Nauti • 1BR + Parking Near Wrigley
Private apartment rentals

Modern 1BR in Prime West Loop Location

Cozy 1BR in South Loop | Convenience in the City

Kasa | Studio, Walk to Grant Park | South Loop

Old Town Tranquility (+parking)

Studio w/ Large Terrace & Kitchenette, Lincoln Prk

Luxury high-end apt in Downtown - TF

Stylish 1BR in Lakeview Chicago

The South Loop Reserve I Sleep 6 I Top Rated
Apartment rentals with a hot tub

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

33rd-Floor Penthouse with Breathtaking Views

Level One Bedroom Suite | Fulton Market

Sentral 1 Bedroom Apt in South Loop Chicago

Chic 1 BR in Wicker Parl|1 FREE Garage Parking

Belmont Pleasures - hot tub / arcade gaming room

Executive Retreat Gym Sauna Whirlpool Steam Shower
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 AUD | $210 AUD | $240 AUD | $276 AUD | $340 AUD | $404 AUD | $386 AUD | $352 AUD | $313 AUD | $352 AUD | $271 AUD | $224 AUD |
| 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 apartment rentals in The Loop

Total holiday rentals
Explore 700 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 15,430 verified reviews to help you choose

Family-friendly holiday rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 440 rentals that welcome pets

Holiday rentals with a pool
450 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
690 of The Loop holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Pet-friendly rentals Chicago Loop
- Rentals with a home theatre Chicago Loop
- Rentals with pools Chicago Loop
- Rentals with a sauna Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washing machine 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
- Rentals with a fire pit Chicago Loop
- Serviced apartment rentals Chicago Loop
- Rentals with breakfast Chicago Loop
- Apartment rentals Chicago
- Apartment rentals Cook County
- Apartment rentals Illinois
- Apartment 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




