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Apartment holiday rentals in Northwest Side

Find and book unique apartments on Airbnb

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Popular amenities for Northwest Side apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Chicago
4.93 out of 5 average rating, 68 reviews

Urban Oasis Getaway. 6 stops to downtown!

LydiaRating, 5 stars2 weeks ago
The hosts are great—very responsive and accommodating. It’s a lovely space, with a fully functioning kitchen and very walkable to a close cta stop that’s a quick 30 minutes downtown. Area around the place is lower income, so if you’re not used to being in a city, you maybe feel less comfortable. Would recommend if you’re comfortable with urban environments though!
Superhost
Apartment in Chicago
4.81 out of 5 average rating, 84 reviews

Apartment in Chicago

AlenaRating, 5 stars1 month ago
Me and my friends had a great time during our stay! The place was clean, well-kept, and in a great location—close to everything we needed. The host was very responsive and helpful throughout. Would definitely recommend!
Superhost
Apartment in Chicago
4.78 out of 5 average rating, 9 reviews

Lincoln Square Condo

BenRating, 5 stars2 weeks ago
Allen's place is great, I stayed for five days and loved it! My highest compliment is that it's super well-equipped, to the point it feels lived-in (in a good way). For example, the kitchen is stocked better than mine, you'll find it easy to make a meal here. The rest of the unit is well thought out, too. My one piece of advice is to pay reallyyy close attention to the check-in instructions. There are multiple entrances to the complex, and they look similar. You might end up trying the wrong lockbox 10 times if you're not careful :) Overall, I highly recommend this place! Friendly neighbors as well!
Guest favourite
Apartment in Chicago
4.95 out of 5 average rating, 96 reviews

Spacious 3BR • Great for Groups • Fast WiFi • Pets

MarketaRating, 5 stars2 weeks ago
Sofia and Brendan were great hosts; very accommodating and on time with their communication. The kitchen was fully stocked with dishes, pots, pans and silverware. They even had a water pitcher to filter water which we greatly appreciated. Also some tea, coffee, creamer and snacks were available. The hosts added an additional bed to the extra sleeping area which was a really nice surprise as this was not visible on the pictures. Plenty of blankets and towels were provided. Aside from some pet hair getting stuck to our clothes from the furniture, the place was very clean and smelled great. Pets are noted on the website so that was not a too much of a surprise. Nothing that would prevent us from returning. But if you have pet allergies or this would bother you, something to note. The condo was about 20 minute walk to the metro. Overall, we were very happy with our stay and would absolutely return. Thank you Sofia and Brendan for a great stay!
Top guest favourite
Apartment in Chicago
4.99 out of 5 average rating, 178 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

RonniRating, 5 starstoday
Beautiful, clean unit and Will was extremely responsive and helpful. Super clean, and the beds and furniture were soooooo comfortable! It looks exactly as it does in the photos and there are so many items included, in case you forgot something! A foot massager?! Amazing 🤣The location is perfect with lots to do close by and no shortage of options for places to eat. I feel extremely fortunate that I came across this one and will definitely book again in the future. Just perfect.
Top guest favourite
Apartment in Chicago
5 out of 5 average rating, 76 reviews

Modern 2 Bedroom Walk Up Condo in Irving Park

CandaceRating, 5 stars8 months ago
I stayed here for 3 nights and was in town for the Chicago Marathon. Tons of restaurants within walking distance and the bus stop is a short walk, which will drop you at the Red Line train to get you downtown. Place was clean and very cute. Laundry room is a bonus!
Guest favourite
Apartment in Chicago
4.93 out of 5 average rating, 61 reviews

Amazing Fun Condo, City view next to 606 Trail!

StephRating, 5 stars1 week ago
Ken’s place was a great stay! Such a unique home with so much to see inside—decor, art, photos, and trinkets. We enjoyed relaxing in the space between exploring the city. Would recommend to anyone who is considering staying in Chicago!
Superhost
Apartment in Elmwood Park
4.6 out of 5 average rating, 15 reviews

Top Floor Condo near airport

ColleenRating, 5 stars3 weeks ago
There were four of staying at Issa’s home, and it was incredibly comfortable and clean. It was really nice to have access to a full kitchen, and both bathrooms were great. Would definitely recommend to anyone needing a comfortable stay with lots of room.

Pet-friendly apartment rentals

Guest favourite
Apartment in Chicago
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.
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 stars3 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 Chicago
4.94 out of 5 average rating, 126 reviews

Urban Oasis | Great for Families w/ Kids

MelissaRating, 5 stars4 days 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!
Guest favourite
Apartment in Chicago
4.92 out of 5 average rating, 109 reviews

City Hideaway

ReneeRating, 5 stars2 weeks ago
A really cute, cozy apartment in a great location. Brock was wonderful and very responsive. There was always parking, and it was close to everything. Children upstairs were a bit noisy during the day but overall, my stay was enjoyable and I would definitely recommend the place.
Guest favourite
Apartment in Chicago
4.91 out of 5 average rating, 163 reviews

Ultra clean/cozy condo, 10 mins south of Downtown!

AngeliqueRating, 5 stars2 weeks ago
Great host and great stay! Beautiful home. Thank you so much!
Top guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 117 reviews

Steps from the Lake, Lovely 3-Bedroom Condo

CherannRating, 5 stars2 weeks ago
Very close to public transit, grocery stores, and restaurants. Quiet neighborhood and comfortable sleeping.
Superhost
Apartment in Chicago
4.79 out of 5 average rating, 224 reviews

Modern Luxury In Old Town - Sleeps 4

AlexanderRating, 5 stars4 weeks ago
I had a great stay! The Airbnb was easy to get to and in a fantastic location within walking distance to restaurants, bars, gyms, and public transportation. The space was very clean and well-maintained. Would definitely recommend and stay here again!
Superhost
Apartment in Chicago
4.88 out of 5 average rating, 154 reviews

Lincoln Park Hideaway - 5 Min Walk to the Park!

SydneyRating, 5 stars2 weeks ago
Cindy was a lovely and responsive host and the apartment was great. She was very responsive and let me adjust the booking without any hassle. There was plenty of towels and blankets, and the coffee area was well stocked. Location was in a great area of lincoln park very close to the zoo & actual park area and not a far walk to the cta/many bus stops. Would definitely recommend!

Apartment rentals with a pool

Guest favourite
Apartment in Evanston
4.96 out of 5 average rating, 97 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

AaronRating, 5 stars1 month ago
I would highly recommend Michelle's listing! The listing is spacious and perfect for a couple or small family (we had our <1 year old). Michelle is communicative, all the instructions are clear, and the location is convenient.
Guest favourite
Apartment in Evanston
4.95 out of 5 average rating, 107 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

RemiRating, 5 stars1 month ago
Our Stay at The Bliss of Evanston was great. The host is very responsive and was very accommodating of our requests. The location and view can not be beat.
Apartment in Chicago
4.4 out of 5 average rating, 10 reviews

voco: Balcony & City View

BrookeRating, 5 stars3 weeks ago
Our stay here worked out perfectly. The host was nice, and the location was centrally located to great shopping and restaurants. Very private and safe. The view at night was beautiful.
Apartment in Lombard
4.84 out of 5 average rating, 56 reviews

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

LelandRating, 5 stars5 months ago
Briana was responsive before, during and immediately after our stay, always seeking to ensure our comfort and satisfaction. We would have no reservations about staying with them again if they have an opening during a future visit to the area.
Apartment in Chicago
4.33 out of 5 average rating, 9 reviews

30 E. Huron #2603 Private Residence

Diego HernanRating, 5 stars25 months ago
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.
Guest favourite
Apartment in Elk Grove Village
4.94 out of 5 average rating, 85 reviews

Just remodeled apartment close to airport and mall

MeagRating, 5 stars2 months ago
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️
Guest favourite
Apartment in Evanston
4.91 out of 5 average rating, 126 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

FeiRating, 5 stars2 days ago
可以步行到西北大学,周边环境整洁舒适宜人。屋内设施齐全,很喜欢在厨房cooking。我们全家在这里度过了愉快的一周。下次还会入住。
Apartment in Lombard
4.91 out of 5 average rating, 46 reviews

Pond View, Washer Dryer, Non Smoking Community

AsgharRating, 5 stars6 months ago
Place was neat and very clean, enjoyed our stay, location was great as it was near all the malls and restaurants in Lombard and Oakbrook.

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