
Holiday rentals with a patio in The Loop
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in The Loop

Total holiday rentals
Explore 290 holiday rentals in The Loop

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

Verified guest reviews
Over 9,670 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
280 of The Loop holiday rentals include wifi access

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

4.8 Average rating
The Loop stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
The Loop’s top spots include Millennium Park, Shedd Aquarium and Willis Tower
Top-rated rentals with patio in The Loop
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

The Metropolitan Retreat (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.

English garden apt. in the heart of Lincoln Park
Welcome to this new, totally furnished apartment in the heart of East Lincoln Park…only a 3 minute walk to the Lincoln Park Zoo! Apartment has been completely renovated with high finishes throughout. Living room boasts a 50” television with Dish TV, internet and a queen sleeper sofa! Gourmet kitchen with granite counter tops with an eat-in bar height counter top. Truly gourmet kitchen! Bedroom with en-suite European styled bathroom. Wall mounted television in the bedroom. In unit laundry.

3-bedroom exposed brick in Chicago's Wicker Park
Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Luxury Loft Collection 02 - Terrace - River North
BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 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!

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!

Modern stay in lively Wicker Park neighborhood!
Centrally located in Wicker Park, Chicago, our property is steps from public transportation and a 15-minute drive to downtown. Ideal for couples, small families and groups, solo adventurers, or business travelers exploring the vibrant city. Please note: our main street location near a hospital may have some unavoidable city noises. Our unit can house 3-5 guests, please review the sleeping arrangements prior to booking. Travel RN friendly, rate negotiable, PM us for info!

Can't Beat This 2min Walk to Wrigley!
My home is a half block from Wrigley Field. You can be to the ballpark in 2 minutes (or Murphy's)! Enjoy your pregame afternoon feeling the buzz of the neighborhood from the private deck. Room for 6 to sleep comfortably in a Queen, 1 Twin plus a Twin over Full Bunk Bed and a Murphy Bed. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! I have extensive information for you - let's chat!

Spacious 4 Bedroom Condo
Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Blue Brick Apartment in Bridgeport - Park for Free
• Free street parking • Trains to Downtown!! • Fully stocked kitchen • Walk to dining & bars! • Free parking pad in rear • Noise monitoring equipment • Walk score 93! Bike Score 92! • 600 sq ft apartment | 2nd floor | Patio • Safe, working class neighborhood! • Commute to Downtown: 15min (drive) • 28min (transit/train) | 22min(bike) • Building video surveillance alarm system • Washer | Dryer | Dishwasher are included • Rideshare (Uber/Lyft) | Bikeshares(Divvy)

Cozy Bright Quiet Boho-Chic House in Bridgeport
Kick back & relax in your home away from home in our modern, quaint, cozy & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & playful artwork, the coach house is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Halsted Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.
Popular amenities for rentals with patio in The Loop
Flat rentals with a patio

Wicker Park Walk-Up Condo

Corporate Smart Home At River Walk

Beverly Cottage Loft

Cozy Lincoln Park Studio - Steps to Zoo!

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Spacious loft w/ vintage details

Cozy guest studio, great for couples!

Duplex Luxury Apartment with King Suite
House rentals with a patio

NEW! 3BR/2.5B Duplex in Noble Sq

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

Wicker Park 4BD Home: Parking, Theater, & Rooftop

The Ashlin House.

Entire first floor in Lincoln Square!

Victorian House in Heart of Rogers Park

Boho Chic Coach House 30Min to downtown W/ Parking

Private Downtown Retreat with Rooftop Oasis
Apartment rentals with a patio

816 PLZN Luxury Apartment| Rooftop| Garage Parking

Int. Designer’s Lakeview Duplex w/private backyard

Convenient & Spacious 3BR Condo w/Free Parking

Welcome to the Chi! Close to Downtown

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Wrigleyville Inn. Historic Greystone, Free Parking

Modern Chicago Movie Themed Apt

Wicker Park/Bucktown condo with large balcony
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $228 SGD | $259 SGD | $283 SGD | $318 SGD | $376 SGD | $390 SGD | $352 SGD | $303 SGD | $316 SGD | $278 SGD | $241 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 |
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Illinois Beach State Park
- Oak Street Beach
- Things to do Chicago Loop
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- Food and drink Chicago
- Sightseeing Chicago
- Tours Chicago
- Art and culture Chicago
- Sports activities Chicago
- Nature and outdoors Chicago
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