Far North Side Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Far North Side vacation rentals

Dining

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (76 reviews)
"Great stay i loved it"
United States
Cedes W.
$180 nightly
The price is $222
Jun 15 - Jun 16
Total with taxes and fees
Cozy studio in Andersonville Chicago
Interior

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
$220 nightly
The price is $244
May 26 - May 27
Total with taxes and fees
Comfortable 2BR Chicago Apt
Private kitchen

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, (10 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
$361 nightly
The price is $445
May 17 - May 18
Total with taxes and fees
Cozy apartment with AC and WiFi in awesome Chicago
TV, offices

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.
$244 nightly
The price is $296
May 26 - May 27
Total with taxes and fees
Ideal 2BR Getaway Close to Attractions
Fridge, microwave, oven, stovetop

Elegant 2BR Apartment w/ In-Unit Laundry

Elegant 2BR Apartment w/ In-Unit Laundry
Uptown
9.0 out of 10, Wonderful, (17 reviews)
"Communication with host was very good and so was location "
United States
NICOLE T.
$244 nightly
The price is $273
May 26 - May 27
Total with taxes and fees
Elegant 2BR Apartment w/ In-Unit Laundry
TV, offices

Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area
Lincoln Square
9.8 out of 10, Exceptional, (14 reviews)
"Spotless, great location, would definitely stay again!"
United States
Debbie G.
$225 nightly
The price is $253
Jun 8 - Jun 9
Total with taxes and fees
Cozy 1BR in Walkable Area
TV

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.
$223 nightly
The price is $248
May 19 - May 20
Total with taxes and fees
Cozy & Inviting 2BR Apartment
Terrace/patio

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, (53 reviews)
"A nice, quiet building very close to the family we were visiting. The common spaces were clean, and the hosts were warm and communicative. I would definitely stay here again."
United States
Melissa K.
$238 nightly
The price is $287
May 19 - May 20
Total with taxes and fees
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Smart TV, books

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
West Ridge
10.0 out of 10, Exceptional, (5 reviews)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
$263 nightly
The price is $325
May 18 - May 19
Total with taxes and fees
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
2 bedrooms, iron/ironing board, travel crib, WiFi

Warm & Stylish 2BR Apt

Warm & Stylish 2BR Apt
Albany Park
10.0 out of 10, Exceptional, (2 reviews)
"Clean and warm (on a bitter winter’s night)"
United States
Thomas V.
$223 nightly
The price is $248
May 19 - May 20
Total with taxes and fees
Warm & Stylish 2BR Apt
Interior

Delightful 1BR Apt in Ravenswood

Delightful 1BR Apt in Ravenswood
Uptown
8.0 out of 10, Very Good, (5 reviews)
"This was a great location, super cute and spacious, definitely recommend and would stay here again! Pretty easy to park nearby and close to lots of fun stuff."
United States
Olive S.
$196 nightly
The price is $219
May 27 - May 28
Total with taxes and fees
Delightful 1BR Apt in Ravenswood
Iron/ironing board, travel crib, WiFi, bed sheets

Sunlit Studio with City Charm

Sunlit Studio with City Charm
Rogers Park
8.0 out of 10, Very Good, (11 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.
$159 nightly
The price is $177
May 26 - May 27
Total with taxes and fees
Sunlit Studio with City Charm
Dining

1BR Near O'Hare • Balcony • Workspace

1BR Near O'Hare • Balcony • Workspace
O'Hare
$237 nightly
The price is $280
May 17 - May 18
Total with taxes and fees
1BR Near O'Hare • Balcony • Workspace
Fridge, microwave, oven, stovetop

Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
$231 nightly
The price is $273
May 19 - May 20
Total with taxes and fees
Mins from O'Hare • Safe Location • Private Parking
Dining

Walk to the Beach • Private Office • 5BR

Walk to the Beach • Private Office • 5BR
Rogers Park
10.0 out of 10, Exceptional, (1 review)
"Very spacious, with an amazing layout that offers privacy in individual rooms yet also multiple family gathering spaces. Lovely furnishings & everything you need to cook or dine in. I never leave home without my own sheets but i was uncharacteristically comfortable sleeping on their bedding, which were very clean & well maintained. Well appointed with giant TVs set up for streaming in every room! Quick walk to public transit & close to the top of Lakeshore Drive - lots of local options too, and...
United States
Amy R.
$436 nightly
The price is $511
May 18 - May 19
Total with taxes and fees
Walk to the Beach • Private Office • 5BR
1 bedroom, desk, iron/ironing board, WiFi

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

Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Uptown
8.0 out of 10, Very Good, (8 reviews)
"Great location and great place! "
United States
Ryinne P.
$237 nightly
The price is $244
May 19 - May 20
Total with taxes and fees
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
2 bedrooms, iron/ironing board, travel crib, WiFi

Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo • Safe Chicago Stay Near O’Hare
O'Hare
$294 nightly
The price is $348
Jun 2 - Jun 3
Total with taxes and fees
Modern Condo • Safe Chicago Stay Near O’Hare
TV, offices

Bright & Cozy Chicago 1BR | Near Dining & Transit

Bright & Cozy Chicago 1BR | Near Dining & Transit
West Ridge
9.0 out of 10, Wonderful, (2 reviews)
"The place was bery nice and we enjoyed our stay."
United States
Peter T.
$182 nightly
The price is $202
May 19 - May 20
Total with taxes and fees
Bright & Cozy Chicago 1BR | Near Dining & Transit
TV, offices

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.
$185 nightly
The price is $206
May 19 - May 20
Total with taxes and fees
Cozy 1BR Apartment in Rogers Park
TV

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

2BR • Newly Furnished Modern Apt • Near O'Hare
O'Hare
$307 nightly
The price is $363
May 25 - May 26
Total with taxes and fees
2BR • Newly Furnished Modern Apt • Near O'Hare
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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Top Far North Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The views"
Dave 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Far North Side

Everything you need to know about Far North Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Far North Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Far North Side vacation 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 low season months. For more hustle and bustle, you may prefer to visit Far North Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

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