Far North Side Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Far North Side

Cozy studio in Andersonville Chicago

9.8 out of 10, Exceptional, (6)
"I thought I was in a $300 night hotel, private, and serene surrounding"
The price is ¥14,609
¥26,691 total
includes taxes & fees
Jul 7 - Jul 8
Cozy studio in Andersonville Chicago

Luxurious 3 Bedroom Apartment in Chicago

9.8 out of 10, Exceptional, (8)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago

Elegant 3 Bedroom and 1 Bath Apartment

9.0 out of 10, Wonderful, (10)
"Very nice place - can easily fit quite a few people! Host was very accommodating, place was clean and comfortable. My friends and I had a great time! "
Elegant 3 Bedroom and 1 Bath Apartment

Serene 3-bedroom apartment in Chicago

9.6 out of 10, Exceptional, (5)
Serene 3-bedroom apartment in Chicago

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (1)
"The location was perfect. It was clean and just as pictured. For a studio, it had plenty of room. "
The price is ¥18,992
¥34,806 total
includes taxes & fees
Jun 25 - Jun 26
Relaxing Chicago Studio

Your Chicago Home Base – 4BR, 2BA, Sleeps 13, Ideal for Families & Groups!

10.0 out of 10, Exceptional, (2)
"A accommodations! Owner is great and fast on communication. Very beautiful property to stay at. Very safe with a private driveway, security locks and cameras. Accommodations inside are beautiful and they provide many extras you don't normally see. The house was extremely clean and absolutely a place to return too! There is also several things to see and do in walking distance. Enjoy your stay, you wont regret it at all. "
Your Chicago Home Base – 4BR, 2BA, Sleeps 13, Ideal for Families & Groups!

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar

9.8 out of 10, Exceptional, (8)
"Was perfect for our family group visiting family nearby. "
Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (179)
"We enjoyed our stay in Rogers Park. The property was nice and a welcome retreat at the end of the day. "
Walking distance to restaurants, shops and Lake Michigan,

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (795)
"Great stay!"
The price is ¥19,744
¥27,465 total
includes taxes & fees
Jul 1 - Jul 2
Sentral Michigan Avenue

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (544)
"Great stay"
The price is ¥22,103
¥25,947 total
includes taxes & fees
Jul 7 - Jul 8
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.6 out of 10, Excellent, (308)
"Super cool spot in a great part of the city."
The price is ¥18,502
¥21,721 total
includes taxes & fees
Jul 8 - Jul 9
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (320)
"Hotel was nice"
The price is ¥51,260
¥63,435 total
includes taxes & fees
Jul 24 - Jul 25
Level Chicago – Old Town

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (187)
"Fantastically located snd brilliantly appointed aparthotel. Absolutely perfect for our stay, where we were competing at the HYROX world championships. The room was super spacious and had all amenities you could wish for. "
The price is ¥33,016
¥38,757 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (425)
"We had an amazing week staying here. Highly recommend!!"
Kasa Magnificent Mile Chicago

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (69)
"Very clean, the room was very spacious and everyone was very friendly and the complementary breakfast was good. We also like the location. "
The price is ¥34,974
¥40,039 total
includes taxes & fees
Jul 3 - Jul 4
The Gem Museum Suites

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.2 out of 10, Very Good, (107)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is ¥21,767
¥25,553 total
includes taxes & fees
Jul 3 - Jul 4
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (171)
"Great spot. "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (164)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ¥18,502
¥21,721 total
includes taxes & fees
Jul 9 - Jul 10
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (40)
"Our stay was amazing. "
The price is ¥29,678
¥34,838 total
includes taxes & fees
Jul 9 - Jul 10
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (309)
"Great stay"
Kasa South Loop Chicago
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