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Holiday rentals with a patio in West Loop, Chicago

Find and book unique rentals with patio on Airbnb

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Popular amenities for rentals with patio in West Loop, Chicago

Flat rentals with a patio

Superhost
Flat in Chicago
4.88 out of 5 average rating, 112 reviews

Lovely 2-bedroom apartment in Pilsen

BarboraRating, 5 stars1 week ago
Very quiet neighborhood, the house is an easy 7min walk to the pink line. Quick ride to Chicago downtown. There is a cute bakery within walkable distance as well as a few grocery stores within a mile. The place itself looked exactly like pictures, very clean.
Guest favourite
Flat in Ukrainian Village
4.96 out of 5 average rating, 26 reviews

Spacious loft w/ vintage details

CaiRating, 5 stars1 week ago
Fantastic stay, perfect for the events we had lined up. Would definitely stay again.
Guest favourite
Flat in Cicero
4.97 out of 5 average rating, 309 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

AnnikaRating, 5 stars1 week ago
Wir haben zu viert für 2 Tage in Larry's Airbnb gewohnt. Die Unterkunft war sehr sauber und alles sah aus wie auf den Bildern. Die Kommunikation mit den Gastgebern war sehr gut und verlief ohne Probleme. Das Airbnb würden wir jedem weiterempfehlen und auch gerne wiederkommen.
Top guest favourite
Flat in Chicago
4.99 out of 5 average rating, 155 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

DianeRating, 5 stars1 week ago
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.
Superhost
Flat in Humboldt Park
4.79 out of 5 average rating, 48 reviews

Logan Square Oasis

MichaelRating, 5 stars6 months ago
Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.
Superhost
Flat in Albany Park
4.79 out of 5 average rating, 141 reviews

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

AlysRating, 5 stars1 month ago
Carla's place was as described! Will book with this host again!
Superhost
Flat in Humboldt Park
4.86 out of 5 average rating, 121 reviews

Private Garage+Laundry+Restaurant Row+93 Walkscore

CaleRating, 5 stars4 days ago
Overall great stay! The location was very quiet and free of city noise. Close enough to everywhere we wanted to go. The team was very communicative and answered all questions we had in a very timely manner.
Guest favourite
Flat in Logan Square
4.86 out of 5 average rating, 109 reviews

Logan’s Cozy Inn.

SandraRating, 5 stars2 weeks ago
Great location with lots of nice bars and restaurants locally and easy access also to the CTA blue line to Downtown and O’Hare. Apartment was ideal and was just as described. Would recommend and if ever back in Chicago would look to stay here again.

House rentals with a patio

Guest favourite
Home in Bridgeport
4.96 out of 5 average rating, 122 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

LuciaRating, 5 stars2 weeks ago
We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.
Top guest favourite
Home in Wilmette
4.97 out of 5 average rating, 152 reviews

Unique porcelain-enamel paneled "Lustron" home

MichelleRating, 5 stars2 weeks ago
We enjoyed our 2nd visit as much as the 1st. Great location! Wonderful hosts! Cool house! Comfortable beds! Beautiful serene backyard. (=
Guest favourite
Home in Old Town
4.94 out of 5 average rating, 104 reviews

Luxury SOHO Styled Two-Level Townhouse | Old Town

HarrisonRating, 5 stars3 weeks ago
Very responsive. Had a wonderful stay, just as advertised. Great neighborhood
Guest favourite
Home in Chicago
4.86 out of 5 average rating, 137 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

LinaRating, 5 stars2 weeks ago
I loved the little cottage. Quiet neighborhood, felt safe. Restaurants were walkable. Reached out to Marilyn for a breakfast recommendation and checked out bacon and jam, amazing. House was easy to find. Clear instructions. Felt at home.
Guest favourite
Home in Humboldt Park
4.97 out of 5 average rating, 127 reviews

Cozy/Spacious WFH Family Friendly w Permit Parking

Katy Rating, 5 stars2 weeks ago
Lovely place! Nathaniel was very responsive and accommodating to us while in Chicago! Made everything easy and created a homey space for us to enjoy. Would definitely stay again.
Guest favourite
Home in Logan Square
4.95 out of 5 average rating, 151 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

AndrewRating, 5 stars3 weeks ago
Our hosts were excellent - communicative, welcoming, friendly. We were greeted by Bob who was very laid back and accommodating. He offered good recommendations and amenities during our stay. The space is perfect for large groups and certainly impresses with its charm and personality. The neighborhood is walkable to the Blue Line and many bars/restaurants. Overall 10/10 a perfect stay and would absolutely book again in the future.
Top guest favourite
Home in Oak Park
4.98 out of 5 average rating, 161 reviews

Clean, Cozy 1st Floor Flat, Kitchen, Parking

PariRating, 5 stars2 weeks ago
This was our second time staying here, and everything was as comfortable as the first time. We highly recommend this place.
Guest favourite
Home in Jefferson Park
4.91 out of 5 average rating, 141 reviews

Chicago getaway for two!

KadilynnRating, 5 stars5 days ago
My boyfriend and I had a fantastic weekend at Gladys’ place. She was super responsive, and check-in was easy with clear instructions. The apartment was cozy and modern, but still felt homey—like our own space for the weekend. It was clean, well-kept, and had thoughtful touches like a Brita pitcher, fresh towels, sheets, and a stocked kitchen. The layout was cute and the decor was simple but perfect—more personality than a hotel room without being cluttered. One of the highlights was the bus stop literally 10 feet from the door, which made getting into southern Chicago (via bus to the Blue Line) super convenient. We also loved walking to Dunkin’ each morning once we realized how close it was. The location felt peaceful but still had a few cute restaurants nearby. We never ran into the hosts, but it felt private even with the shared entry. This stay is in our top 5 Airbnbs—perfect for a couples getaway! Thank you, Gladys, for being such a thoughtful host!

Apartment rentals with a patio

Guest favourite
Apartment in Avondale
4.96 out of 5 average rating, 114 reviews

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

J'HonnaRating, 5 stars1 week ago
The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.
Guest favourite
Apartment in Humboldt Park
4.92 out of 5 average rating, 120 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

RachaelRating, 5 stars1 week ago
Our stay was fantastic. We have three children and everyone was comfortable. The location was perfect, the hosts were clear communicators and quick to respond. We would stay here again in a heartbeat.
Guest favourite
Apartment in Pilsen
4.94 out of 5 average rating, 125 reviews

Urban Oasis | Great for Families w/ Kids

MelissaRating, 5 stars1 day ago
Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!
Superhost
Apartment in Chicago
4.87 out of 5 average rating, 119 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

AnneRating, 5 stars2 weeks ago
Excellent séjour en famille chez Cory. Il a été toujours très réactif à nos interrogations. Logement spacieux , confortable. Il été agréable de s’y reposer le soir après de longues marches dans Chicago. Nous recommandons vivement.
Guest favourite
Apartment in North Side
4.91 out of 5 average rating, 109 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

JonathanRating, 5 stars2 weeks ago
This was a fabulous place to stay! My brother and I could easily walk to the "L" and head downtown. The pizza place right downstairs was delicious - we ate there twice in three days! The beds were comfortable, the couch and living room set up was cozy. I would absolutely stay there again!
Top guest favourite
Apartment in Lake View
4.98 out of 5 average rating, 118 reviews

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

RebeccaRating, 5 stars1 week ago
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!
Superhost
Apartment in West Town
4.86 out of 5 average rating, 153 reviews

Tri-Taylor/Medical Dist. near West Loop

AdánRating, 5 stars2 weeks ago
Excelente atención y muy buen anfitrión, en la casa todo estaba en óptimas condiciones
Guest favourite
Apartment in Ukrainian Village
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars6 days ago
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Quick stats about holiday rentals with a patio in West Loop, Chicago

  • Total rentals

    240 properties

  • Nightly prices starting at

    ₹4,282 before taxes and fees

  • Total number of reviews

    9.9K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    120 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. West Loop
  7. Rentals with a patio