Far North Side Vacation Rentals from CA $73: Short-Term Rentals for 2025

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Vacation Rentals in Far North Side

"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."

"Overall the stay was absolutely wonderful! Couldn't give complete 5 stars only due to the listing mentioned a waffle maker that we couldn't find but we were VERY happy to find an Air fryer on the property. The owner does an amazing job of explaining the rules of the property in the binder close to the door. The space was super cozy with a fireplace and a big enough kitchen to allow everyone o cook together if that's something you like to do. The property parking was first come first serve and...

"We had an amazing time, and this home was a large part of why we enjoyed Chicago so much! The hosts were great, and very responsive to all of our questions! The home was spacious and warm. The perfect location, so close to the train so we could travel back and forth to downtown. The kitchen has a great space for cooking, what a great stove. The ping pong/billiards table was a hit! We would definitely stay here again! "

"So clean and welcoming with a terrific location just steps from a lovely beach! The property was very clean, comfortable and well-kept, and looked like the kitchen and bathrooms had been recently re-done (loved the tile and fixtures!). The shower in the master is a spa-like experience! Great communication with the owner, too. So happy with our stay, and we would absolutely look forward to saying here again!"

"The apartment is beautifully decorated and updated. Ross, the host gave us a welcome tour and everything was clearly explained. Beds are comfortable and rooms are spacious. We were relieved our rental minivan (just barely) fit in the garage! We did the kitchen wasn't as well equipped as we would have liked, but we were cooking a Thanksgiving meal which may have been a bit ambitious. The meal turned out well and we enjoyed our stay immensely!"

"I really liked the unit and loved the amount of space the unit had"

CA $227 total

includes taxes & fees

Jan 23 - Jan 24

49-inch Smart TV with digital channels, TV, streaming services

"The property was very clean, it had everything we needed, the communication was excellent prior and during our stay. I will be recommending to others. "

Superior Apartment, 1 Bedroom, Balcony, City View | Living area

"Beautiful Hotel with lots of amenities and entertainment in a walking distance "

CA $171 total

includes taxes & fees

Jan 30 - Jan 31

"New. Modern. Cozy.Clean & quiet place. Will book it again!"

CA $85 total

includes taxes & fees

Jan 21 - Jan 22

"Besides hallways being loud and like frat house from 1 to 3am , the police showing up it was very great"

CA $299 total

includes taxes & fees

Jan 14 - Jan 15

"Stain on cover sheet had my own blanket. Very clean room awesome location and secure "

CA $224 total

includes taxes & fees

Feb 4 - Feb 5

"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...

CA $203 total

includes taxes & fees

Feb 3 - Feb 4

50-inch Smart TV with satellite channels

"Stayed here for a couple of nights while attending a trade show downtown. Very limited parking on the street so ended up parking in a garage near the hospital (about a 10 min walk away). Hotel was a little difficult to find as it is not highly visible from street. Rooms are excellent. Very clean, modern and spacious. This property does not use cards and communicates via text what your access code will be. I missed this (my fault) but it made for an interesting "check in" by not being able to get...

42-inch Smart TV with digital channels, TV, streaming services

"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "

"Great communication, very convenient and excellent property amenities. "

CA $158 total

includes taxes & fees

Jan 27 - Jan 28

Free toiletries, hair dryer, towels, soap

"Sonder check in experience as a first timer was super easy! Great instructions and no issues entering or exiting the property. Property was in great condition with all the amenities you could need. Only downside was the cigar bar downstairs... you could at certain times of day smell the cigar scent in our room upstairs. Not a huge issue, but if you were sensitive to the smell it would not be ideal."

CA $195 total

includes taxes & fees

Jan 13 - Jan 14

"Loved the location. "

CA $174 total

includes taxes & fees

Feb 5 - Feb 6

"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"

"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"

CA $195 total

includes taxes & fees

Jan 12 - Jan 13

40-inch flat-screen TV with digital channels, TV

"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "

CA $236 total

includes taxes & fees

Jan 9 - Jan 10

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Other types of properties in Far North Side you may be interested in

"When arriving we were greeted by Ray at the front desk. He welcomed us and was wonderful! He asked a few questions and answered all our questions! We were so happy to hear we could park and ride to the airport for a very reasonable price! It turned out to be very helpful. It was a great benefit to our trip! The room was very nice and comfortable. "

CA $251 total

includes taxes & fees

Jan 17 - Jan 18

"The staff especially the Bell people were super nice and always offering help and smiles! We loved the walk ability and ease of public transportation. There are several great restaurants close as well. Older historic buildings are harder to maintain."

CA $157 total

includes taxes & fees

Jan 9 - Jan 10

"Amazing hotel "

CA $162 total

includes taxes & fees

Jan 19 - Jan 20

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Far North Side vacation rentals we have selected for you start as low as CA $73 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 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.

Recent reviews of Far North Side properties

5/5 Excellent

"Our stay was excellent . The only problem we had was prior to checking in , I called and inquired about parking . The man on the phone said parking is available at the hotel or at 1 superior . I asked if they validate parking and he said yes. When leaving the garage we found out that parking was discounted with our validation. That was not conveyed to us . "

A verified traveller stayed at Eurostars Magnificent Mile

Posted 18 hours ago

5/5 Excellent

Local events may impact your stay.

"We were offered a discounted upgrade upon check in. It was my birthday and we were excited to accept. The riom was spacious with an amazing view. Breakfast was delicious. My only complaint wasn't really the hotels fault but a little communication would have been helpful. We traveled out to the suburbs for a day trip. When we tried to return they had shut down the entire city for a Mexican Independence parade. Entering the city was not possible until 4am. Locals planned this fir months it was on every local news outlet for weeks, but coming from another state we had no way of knowing or predicting that exit ramos from the highway would be blocked. A small write up about what to expect slipped under the door or given with keys would have allowed us to sleep in the room we paid for that night rather then in our car on I90/I94. Otherwise, a completely amazing stay."

A verified traveller stayed at Hilton Chicago

Posted 1 day ago

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Far North Side Vacation Rentals

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Vacation Rentals in Far North Side

Walking distance to restaurants, shops and Lake Michigan,

Walking distance to restaurants, shops and Lake Michigan,

3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY

3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

The Holiday Lake House - 2br 2bth - 50 steps from the beach!

The Holiday Lake House - 2br 2bth - 50 steps from the beach!

Walking distance to restaurants, shops and Lake Michigan,

Walking distance to restaurants, shops and Lake Michigan,

Sentral Michigan Avenue

Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

Sonder South Wabash

Sonder South Wabash

Sonder Market Hall

Sonder Market Hall

Level Chicago – Old Town

Level Chicago – Old Town

Sonder The Burnham Apartments

Sonder The Burnham Apartments

Found Chicago powered by Sonder

Found Chicago powered by Sonder

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

Kasa South Loop Chicago

Kasa South Loop Chicago

Kasa River North Chicago

Kasa River North Chicago

Sonder Jewelers Row

Sonder Jewelers Row

Sonder The Plymouth

Sonder The Plymouth

Luxury Home Away From Your Home

Luxury Home Away From Your Home

Sonder The Opal

Sonder The Opal

Sonder Greektown

Sonder Greektown

Other types of properties in Far North Side you may be interested in

Marriott Chicago O'Hare

Marriott Chicago O'Hare

Congress Plaza Hotel

Congress Plaza Hotel

River Hotel

River Hotel

Find out more about Far North Side

Find out more about Far North Side

Recent reviews of Far North Side properties

Recent reviews of Far North Side properties

Eurostars Magnificent Mile

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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