Far North Side Vacation Rentals from $162: Search Short-Term Rentals

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Our top choices for Far North Side vacation rentals

1 bedroom, iron/ironing board, WiFi (free), bed sheets

1. Cozy studio in Andersonville Chicago

Edgewater

Lilly L.

$131 nightly

Sep 2 - Sep 3

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

2. Cozy apartment with AC and WiFi in awesome Chicago

Rogers Park

John D.

$292 nightly

Aug 10 - Aug 11

Total with taxes and fees

3. Walk to the Beach • Private Office • 5BR

Rogers Park

"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...

Amy R.

$463 nightly

Aug 12 - Aug 13

Total with taxes and fees

4. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

O'Hare

Megan K.

$359 nightly

Aug 12 - Aug 13

Total with taxes and fees

5. 6BR Apt • Workspace • Near Lakefront + Red Line

Rogers Park

$436 nightly

Aug 12 - Aug 13

Total with taxes and fees

6. Modern Condo • Safe Chicago Stay Near O’Hare

O'Hare

Jatin P.

$240 nightly

Aug 11 - Aug 12

Total with taxes and fees

7. Mins from O'Hare • Safe Location • Private Parking

O'Hare

Daniel H.

$247 nightly

Aug 10 - Aug 11

Total with taxes and fees

8. 2BR • Newly Furnished Modern Apt • Near O'Hare

O'Hare

$304 nightly

Aug 10 - Aug 11

Total with taxes and fees

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Top Far North Side Hotel Reviews

Hyatt Regency O'Hare Chicago

8/10 Good

"Clean and spacious but food options are expensive"

Eurostars Magnificent Mile

10/10 Excellent

"Plenty of positive of things about this place starting off with the location this is a place you want to stay if your coming to Chicago everything is either walkable or a train station away from where you want to get too. As far as the place itself was very clean staff was very polite and helpful with anything we needed. I look forward to coming back to the great city of Chicago and staying at Eurostar once again. Forgot to mention they let us check in a whole hour and half early from the original check in time and upgraded my room for free for my birthday so they went above and beyond and I appreciated that of them! Chi-town and Eurostar thank you for an amazing experience in such wonderful city!"

Omni Chicago Hotel

10/10 Excellent

"We had a wonderful stay at the Omni Hotel! The location was absolutely perfect and made it so convenient to explore everything in the area. We loved having so many amenities right at our fingertips, and the hotel itself was beautiful, comfortable, and welcoming. The staff were incredibly friendly, helpful, and accommodating throughout our stay. They went above and beyond to make sure we had everything we needed and made us feel very welcome. Between the fantastic amenities, convenient location, beautiful accommodations, and exceptional staff, we truly enjoyed our stay and would definitely stay at the Omni again. Highly recommend!"

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Check-in was very easy and quick. The bathroom needs some TLC but otherwise the room is very comfortable. In the morning hours, the volume of the music in the lobby was very loud to the point where it was difficult to talk comfortably to the front desk. The renovations to this historic hotel were very well done. Overall very nice!"

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 $162 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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Check prices for these dates

Our top choices for Far North Side vacation rentals

1. Cozy studio in Andersonville Chicago

2. Cozy apartment with AC and WiFi in awesome Chicago

3. Walk to the Beach • Private Office • 5BR

4. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

5. 6BR Apt • Workspace • Near Lakefront + Red Line

6. Modern Condo • Safe Chicago Stay Near O’Hare

7. Mins from O'Hare • Safe Location • Private Parking

8. 2BR • Newly Furnished Modern Apt • Near O'Hare

9. W2 - ❤️ New and Clean! Big Apartment with Parking

10. Clark and Balmoral

11. Stay at The Velvet Manor, a beautifully designed 3BR home just steps from Andersonville's vibrant Clark Street. Enjoy spacious living, a chef's kitchen, dedicated office, Jacuzzi tub, outdoor area, and garage parking.

12. Chic apartment with fitness room and AC in beautiful Chicago

13. Sentral Michigan Avenue

14. Kasa Lake Shore Chicago

15. Level Chicago – Old Town

16. LIVN West Loop Chicago Queen Superior Studio

17. LIVN Millennium Park Downtown Chicago 1 BR

18. The Gem Museum Suites

19. River North Rooftop With In and Out Parking 3

20. River North Rooftop With In and Out Parking 5

Find vacation rentals that suit your style

Top Far North Side Hotel Reviews

Hyatt Regency O'Hare Chicago

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