Far North Side Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Far North Side holiday rentals

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (82 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is NZ$363
includes taxes & fees
5 July - 6 July
Cozy studio in Andersonville Chicago

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, (54 reviews)
"So hospitable "
United States
Adrian
The price is NZ$1,124
includes taxes & fees
2 July - 3 July
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

1BR/1BA City Comfort

1BR/1BA City Comfort
Lincoln Square
7.8 out of 10, Good, (9 reviews)
"Everything was great- great location, very clean and cute, and the hosts were communicative and attentive. "
United States
Elizabeth A.
The price is NZ$388
includes taxes & fees
24 June - 25 June
1BR/1BA City Comfort

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, (1 review)
The price is NZ$767
includes taxes & fees
22 June - 23 June
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

1BR Near O'Hare • Balcony • Workspace

1BR Near O'Hare • Balcony • Workspace
O'Hare
1BR Near O'Hare • Balcony • Workspace

Modern 1BR w/ Workspace near O'Hare

Modern 1BR w/ Workspace near O'Hare
O'Hare
The price is NZ$529
includes taxes & fees
7 July - 8 July
Modern 1BR w/ Workspace near O'Hare

Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
The price is NZ$451
includes taxes & fees
22 June - 23 June
Mins from O'Hare • Safe Location • Private Parking

Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
8.0 out of 10, Very good, (11 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
The price is NZ$500
includes taxes & fees
18 June - 19 June
Cozy apartment with AC and WiFi in awesome Chicago

Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Uptown
8.4 out of 10, Very good, (10 reviews)
"Great location and great place! "
United States
Ryinne P.
The price is NZ$847
includes taxes & fees
30 June - 1 July
Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.4 out of 10, Exceptional, (10 reviews)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is NZ$511
includes taxes & fees
25 June - 26 June
Comfortable 2BR Chicago Apt

Sunlit Studio with City Charm

Sunlit Studio with City Charm
Rogers Park
8.4 out of 10, Very good, (14 reviews)
"Host was extremely welcoming and accommodating. They went out of their way to assure me that they were but a call away if there was anything we needed."
United States
Renee W.
The price is NZ$355
includes taxes & fees
24 June - 25 June
Sunlit Studio with City Charm

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare
O'Hare
The price is NZ$695
includes taxes & fees
7 July - 8 July
2BR • Newly Furnished Modern Apt • Near O'Hare

Ideal 2BR Getaway Close to Attractions

Ideal 2BR Getaway Close to Attractions
Rogers Park
8.0 out of 10, Very good, (8 reviews)
"Host was fantastic and property excellent!"
United States
David R.
The price is NZ$518
includes taxes & fees
22 June - 23 June
Ideal 2BR Getaway Close to Attractions

Delightful 1BR Apt in Ravenswood

Delightful 1BR Apt in Ravenswood
Uptown
8.4 out of 10, Very good, (6 reviews)
"Clean, accurate to picture, excellent location, easy communication with hosts. Definite street noise (and we were there during road construction, so it was a lot), but I expect normal for the location."
United States
Tasleem
The price is NZ$452
includes taxes & fees
30 June - 1 July
Delightful 1BR Apt in Ravenswood

Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo • Safe Chicago Stay Near O’Hare
O'Hare
10.0 out of 10, Exceptional, (1 review)
"The overall experience was fantastic. The unit was clean and well stocked to meet all my needs for the stay. Staff were very responsive and helpful with all inquires"
United States
Jatin P.
Modern Condo • Safe Chicago Stay Near O’Hare

Cozy 1BR Apartment in Rogers Park

Cozy 1BR Apartment in Rogers Park
Rogers Park
7.6 out of 10, Good, (4 reviews)
"Very clean, excellent communication with the host and location was perfect."
United States
JoEllen K.
The price is NZ$442
includes taxes & fees
30 June - 1 July
Cozy 1BR Apartment in Rogers Park

Bright & Cozy Chicago 1BR | Near Dining & Transit

Bright & Cozy Chicago 1BR | Near Dining & Transit
West Ridge
7.6 out of 10, Good, (5 reviews)
"The place was bery nice and we enjoyed our stay."
United States
Peter T.
The price is NZ$360
includes taxes & fees
22 June - 23 June
Bright & Cozy Chicago 1BR | Near Dining & Transit

Elegant 2BR Apartment w/ In-Unit Laundry

Elegant 2BR Apartment w/ In-Unit Laundry
Uptown
9.0 out of 10, Wonderful, (19 reviews)
"Very nice apartment. Looks just like the pictures. Host had great communication. Definitely would stay here again. "
United States
Timothy S.
The price is NZ$545
includes taxes & fees
22 June - 23 June
Elegant 2BR Apartment w/ In-Unit Laundry

Cozy & Inviting 2BR Apartment

Cozy & Inviting 2BR Apartment
Albany Park
7.0 out of 10, Good, (2 reviews)
"Pictures DID NOT represent a clear depiction of what we were getting. After looking deeper and zooming in on the pictures, it was clear that they had been edited. Not clean, toothpaste on the bathroom vanity. No toilet paper, paper towels, or garbage bags upon arrival. Rugs were stained and filthy. Second bedroom was at least 15 degrees colder than the main bedroom and rest of the apartment. Communication was somewhat odd, I felt like we were being watched or something. Also was told that my...
United States
Samantha N.
The price is NZ$386
includes taxes & fees
22 June - 23 June
Cozy & Inviting 2BR Apartment

Warm & Stylish 2BR Apt

Warm & Stylish 2BR Apt
Albany Park
10.0 out of 10, Exceptional, (3 reviews)
"Clean and warm (on a bitter winter’s night)"
United States
Thomas V.
The price is NZ$519
includes taxes & fees
1 July - 2 July
Warm & Stylish 2BR Apt
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Far North Side Hotel Reviews

Find out more about Far North Side

Everything you need to know about Far North Side holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Far North Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Far North Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Far North Side holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Far North Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Far North Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Far North Side holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Far North Side rentals

At Expedia, we put the best Far North Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Far North Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Far North Side holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Far North Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia