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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 Humboldt Park
4.82 out of 5 average rating, 45 reviews

Sunny garden apartment in West Logan Square

NatRating, 5 stars4 days ago
Cozy and great place! The neighborhood is quite safe and very close to 606. The rooms are spacious and clean.
Guest favourite
Flat in Humboldt Park
4.89 out of 5 average rating, 103 reviews

Logan Square 2BR Garden Unit

BrandiRating, 5 stars3 weeks ago
Kimberly house was beyond clean and spotless. Exactly what I love when booking a Airbnb. She was very responsive and instructions were very clear. The neighborhood was quiet and peaceful. The crib look exactly like her pictures and super clean! I def would stay here 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

KariRating, 5 stars2 weeks ago
We loved our stay! It was so clean and very close to public transit! We navigated the trains to and from Cicero into Chicago NP! We will definitely be back and we would definitely recommend staying at this Airbnb!!!
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!
Guest favourite
Flat in Wicker Park
4.96 out of 5 average rating, 150 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

JennaRating, 5 stars3 weeks ago
Great location and wonderful hosts! We will definitely be staying here next time we come to Chicago.
Guest favourite
Flat in Berwyn
4.9 out of 5 average rating, 300 reviews

The Green Bungalow: Charming 1-BR apt. with patio

MykahRating, 5 stars3 days ago
We decided to book this space for a last-minute birthday getaway. It was very clean, had a charming historic feel, and was conveniently located just a short drive from all the best spots. I would book again!
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.
Superhost
Home in Chicago
4.86 out of 5 average rating, 109 reviews

Casa PLZN Location | Entire Home | Garage Parking

AsiaRating, 5 stars4 days ago
We enjoyed our stay. The place is located in a convenient location close to many shops and restaurants and just around the corner from an L station. The home was very spacious and comfy for our short stay. You can hear the train in the house however it wasn’t bothersome even for our toddlers when they were asleep.
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. (=
Top guest favourite
Home in Lincoln Square
4.98 out of 5 average rating, 114 reviews

Entire first floor in Lincoln Square!

MeganRating, 5 stars1 week ago
We loved Nora’s apartment! It was perfect for two adults and an infant. The pack n play plus high chair were huge helps to have on-site. The free laundry in building laundry was also fantastic. The apartment is charming, clean and close proximity to the park and main strip of restaurants and shops in Lincoln Square. We would definitely stay at Nora’s again.
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 stars1 week 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 River West
4.94 out of 5 average rating, 17 reviews

Modern Single-Family Home w/outdoor space + garage

RenaeRating, 5 stars3 weeks ago
This airbnb was perfect for a group of 7 friends. The information in the listing was accurate. We really appreciated the location, the parking spot, and the multiple beds. Thank you for opening your home to us!
Top guest favourite
Home in West Town
5 out of 5 average rating, 73 reviews

Windy City White House (3br/2ba) *New Listing*

SamanthaRating, 5 stars4 days ago
Beautiful place! Very clean! The host was very responsive. The kitchen was stocked with tea, coffee and extras. I love that they had a tea kettle. The rental had everything we needed, extra bedding and towels. We arrived to a basket of snacks and drinks 😊. Comfy beds and sofa in the sitting room. Lots of room for a family of 4. It is an upstairs unit so stairs to climb. Location was ok.
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.

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 Pilsen
4.94 out of 5 average rating, 125 reviews

Urban Oasis | Great for Families w/ Kids

MelissaRating, 5 starstoday
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

AlfredoRating, 5 stars2 weeks ago
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.
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 stars1 week 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
Excellent service and a very good host, everything in the house was in excellent condition
Guest favourite
Apartment in Ukrainian Village
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars5 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!
Guest favourite
Apartment in Bucktown
4.93 out of 5 average rating, 105 reviews

Wicker Park/Bucktown condo with large balcony

ErinRating, 5 stars1 month ago
We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!

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

  • Total rentals

    240 properties

  • Nightly prices starting at

    ₹4,273 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