Apartments in Hillside for Rent

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Hillside apartments

A modern living room with teal sofas, a coffee table, and a TV.

1. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (27 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
$158 nightly
The price is $169
Nov 8 - Nov 9
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

2. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
$236 nightly
The price is $270
Nov 10 - Nov 11
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

3. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
$161 nightly
The price is $172
Nov 16 - Nov 17
Total with taxes and fees
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A dining area with a round wooden table, four upholstered chairs, a vase with white flowers, and two wall-mounted light fixtures.

4. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
$213 nightly
The price is $251
Nov 8 - Nov 9
Total with taxes and fees
Studio Near Wrigley • Sleeps 4 • Games • Fireplace
A modern living room with a blue sofa, a patterned rug, and a television.

5. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
$166 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
Great Area Logan Square Apt Games Pets - Sleeps 5
A modern building with a brick facade, large windows, and a central entrance area.

6. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (115 reviews)
"Excellent communication from the host, we also appreciated their modern, organized and clean home."
United States
Robin D.
$192 nightly
The price is $220
Nov 17 - Nov 18
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

7. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$75 nightly
The price is $83
Dec 7 - Dec 8
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A bathroom with a white sink, toilet, and a shower curtain with a cityscape design.

8. Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay

Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay
Berwyn
$190 nightly
The price is $203
Nov 10 - Nov 11
Total with taxes and fees
Serene 1-bedroom apartment in Berwyn perfect for a relaxing stay
A modern bedroom with a large bed, white bedding, and a view of a forest through the window.

9. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (7 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
$351 nightly
The price is $414
Nov 9 - Nov 10
Total with taxes and fees
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
A rooftop terrace with a brick wall, large windows, and a metal railing.

10. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
$210 nightly
The price is $252
Nov 8 - Nov 9
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A bedroom with a bed, a chair, a desk, a bathroom with a bathtub, and a shower.

11. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveler
$67 nightly
The price is $75
Dec 1 - Dec 2
Total with taxes and fees
King Bed Non-Smoking
A rooftop terrace with a brick wall, large windows, and a metal railing.

12. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
$207 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

13. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
$205 nightly
The price is $228
Nov 9 - Nov 10
Total with taxes and fees
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A modern living room with a sofa, a TV, and a dining area with stools.

14. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
$177 nightly
The price is $191
Nov 9 - Nov 10
Total with taxes and fees
3BR Complete and Spacious Apartment in Ideal Spot
A living room with a flat-screen TV on a wooden cabinet, a dark sofa, a coffee table, a floor lamp, and a potted plant.

15. 1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
8.6 out of 10, Excellent, (13 reviews)
"good place to stay clean and comfortable!"
United States
patricia r.
$142 nightly
The price is $155
Nov 9 - Nov 10
Total with taxes and fees
1BR/1BA City Comfort
A modern living room with a sectional sofa, a coffee table, and a TV mounted on the wall.

16. 2BR Traveler's Favorite • Modern and Clean

2BR Traveler's Favorite • Modern and Clean
Belmont Cragin
9.2 out of 10, Wonderful, (5 reviews)
"Hi"
United States
Andrew
$294 nightly
The price is $363
Nov 10 - Nov 11
Total with taxes and fees
2BR Traveler's Favorite • Modern and Clean
A modern living room with a green sofa, a coffee table, a chair, and a TV. There is a ceiling fan, a window with blinds, and a lamp on a side table.

17. 1BR Well-Equipped Apartment

1BR Well-Equipped Apartment
Lakeview
8.4 out of 10, Very good, (12 reviews)
"Very good location "
United States
wendy h.
$192 nightly
The price is $205
Nov 8 - Nov 9
Total with taxes and fees
1BR Well-Equipped Apartment
A two-story house with a brick exterior, a sloped roof, and a front porch.

18. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (14 reviews)
"Great location with parking included"
United States
Melissa
$301 nightly
The price is $344
Nov 12 - Nov 13
Total with taxes and fees
At Home in Oak Park
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

19. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
$134 nightly
The price is $147
Nov 12 - Nov 13
Total with taxes and fees
Hyde Park Trendy Studio Apartment in Good Spot
A modern bedroom with a bed, a sofa, and a hanging plant.

20. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (110 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
$120 nightly
The price is $148
Dec 3 - Dec 4
Total with taxes and fees
Cozy studio in Andersonville Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

See all hotels in Hillside
A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Top reviews in Hillside

A two-story house with a brick exterior, a sloped roof, and a front porch.
At Home in Oak Park

At Home in Oak Park

At Home in Oak Park
Oak Park

10/10 Excellent

Great location with parking included
United States
Melissa
Reviewed October 22, 2026
At Home in Oak Park

Frequently Asked Questions

What's it like to stay at an apartment in Hillside?

There are plenty of places to stay with in the Chicago area, with 5431 lodging choices including 1779 apartments. Why not relish this relaxing area's top-notch restaurants? Visit top sights in the region such as Wrigley Field and Soldier Field.

How do you know if an apartment is the right choice for your stay?

Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.

What's the best apartment I should consider for a stay in Hillside?

Listed below are some of the top apartments in the area to choose from: King Bed Non-Smoking: It's situated in Des Plaines, 12 mi/19.3 km away. Includes Smart TVs. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Located 12.9 mi/20.7 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago: It's located in Lisle, 9.3 mi/15 km from Hillside. Includes Smart TVs.

What can I expect from the weather during my trip to Hillside?

Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Hillside. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.

What are the must-see places to visit in Hillside?

Hillside is known for its forests and shops. While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Millennium Park. You’ll find favorite places to visit like Wrigley Field and Soldier Field in the larger area.

What's the best way to get to and around Hillside?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago O'Hare Intl. Airport (ORD), which is located 6.9 mi (11 km) away from the city center. You can also search for flights into Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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