Far North Side Vacation Rentals from CA $104: Short-Term Rentals for 2025

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Vacation Rentals in Far North Side

"We booked this location for our large family of 8. Clean and it slept all of us well, with plenty of space to wind down and hang out after a day seeing the sights in the city. Easy walking distance to Wrigley field and local attractions. Short drive into the city or hop on the train a block away. Seemed like a safe neighborhood and has a garage for parking. (Note a Suburban is too long to park inside and still close the door)Good communication with property owner/management. We will...

"This was a great place to celebrate the holidays. Kitchen was well stocked with cookware and utensils to make Christmas dinner and we had plenty of room to gather for game night. Beds were comfy and all amenities were in good condition. The apartment looks brand new! Loved the shampoo/conditioner/soap dispensers in the shower! Will definitely be back next Christmas. Thanks for the hospitality!"

"Beautiful building! Comfy beds, well-stocked pantry with essentials. Great location, 2 blocks from CLark Street, but really quiet. Paul was great with communication."

"This was the perfect place while we were in town for a family event. The apartment was so welcoming! The kids felt right at home and loved exploring every inch, and even put on a dance party using the instruments that were there (but not too loud-I promise!). There was enough room for their grandmother to stay as well, and everyone had plenty of space to relax. The communication was excellent as well! We appreciated all the hospitality! "

"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."

"I loved this place will be staying again! Love love loved it!"

CA $224 total

includes taxes & fees

Feb 25 - Feb 26

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

"Even though this is a busy area, it was quiet. a lot of restaurants within walking distance."

CA $163 total

includes taxes & fees

Mar 23 - Mar 24

"It was a Great option, straight and contactless."

CA $201 total

includes taxes & fees

Mar 13 - Mar 14

"It was wonderful!"

CA $188 total

includes taxes & fees

Mar 13 - Mar 14

"My unit was very nice and more than perfect for my needs. It was spacious and quiet. There is little going on in the area in the evenings which I found a bit unnerving as an older adult. You know - there's safety in numbers! "

CA $209 total

includes taxes & fees

Feb 28 - Mar 1

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

"Great extended stay with full kitchen and area. "

"Amazing stay ! Love this property every time I’m in Chicago. "

CA $286 total

includes taxes & fees

Feb 27 - Feb 28

50-inch Smart TV with satellite channels

"I love it"

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

"Best place to stay in Chicago. "

Free toiletries, hair dryer, towels, soap

"Loved it Had to leave early but loved "

CA $190 total

includes taxes & fees

Feb 27 - Feb 28

"The property is very nice, we will definitely coming back soon "

CA $156 total

includes taxes & fees

Feb 27 - Feb 28

"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 $162 total

includes taxes & fees

Mar 12 - Mar 13

"Great apartment, we were given an extra bedroom which we used as a wardrobe. Well equipped, modern and well decorated. Full cooker, fridge freezer, microwave. We were provided with tablets for laundry and dishwasher. Washing up.liquids, towels and toilet roll. Great shower. Loved the location. We enjoy cities and walking. Trains a very short walks (several L stations). Target was a 15 minute walk, great independent coffee shop 2 mins from entrance. We will use Sonder again. "

CA $192 total

includes taxes & fees

Feb 23 - Feb 24

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

"I loved how easy it was to find and the instructions to access was easy to follow"

CA $210 total

includes taxes & fees

Mar 13 - Mar 14

CA $193 total

includes taxes & fees

Feb 21 - Feb 22

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

"I like the hotel at downtown area, it’s convenient for everything."

CA $136 total

includes taxes & fees

Mar 9 - Mar 10

"A comfortable historical hotel, enjoyed the bar area, cocktails were good , would not recommend dining at the hotel. On Expedia it says it has parking and in and out privileges but this is not true, once you park you cant leave unless paying again (62$) . Had a paranormal experience in room 917 so don't be surprised if you see ghosts at night "

CA $143 total

includes taxes & fees

Feb 25 - Feb 26

"Great location and friendly staff! "

CA $215 total

includes taxes & fees

Feb 23 - Feb 24

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 $104 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.