Far North Side Vacation Rentals

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Vacation Rentals in Far North Side

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

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (175)
"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."
Walking distance to restaurants, shops and Lake Michigan,

Urban Chicago Vacation Rental Condo Near Beach!

9.0 out of 10, Wonderful, (16)
"This apartment was so cute, quiet and a great stay for my family and I. The host was able to accommodate extra blankets and towels for us during our stay. As well with it being a pet friendly property our dog enjoyed his stay and a little bit of the city life. Dinner is walkable as well as access to the main transit system. This is definitely a good spot for a girls trip or even a single that wanted to different kind of stay in Chicago!"
Urban Chicago Vacation Rental Condo Near Beach!

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (729)
"Large sunny rooms with excellent amenities and views. "
The price is CA $152
CA $219 total
includes taxes & fees
Apr 21 - Apr 22
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (474)
"Good place"
The price is CA $159
CA $186 total
includes taxes & fees
Apr 20 - Apr 21
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"The property arranged an early check in for me when I arrived sick. They were super accommodating getting us into our room early. The apartment was very comfortable and had more than enough space for the three of us. Being just a block off the green and pink line trains also helped."
The price is CA $139
CA $164 total
includes taxes & fees
Apr 22 - Apr 23
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (159)
"We loved the proximity to Union Station as well as Willis Tower and St. Patrick's Church. Casual dining options were very close and convenient. The apt was very clean. The view was of an alley which as expected had trash around dumpsters. It was brightly lit at night. A number of panhandlers in the area, which wasn't a complete surprise considering it's a city. The loveseat was the worst part... extremely uncomfortable and worn out. That being said, we would stay there again, because the check...
The price is CA $160
CA $188 total
includes taxes & fees
Apr 20 - Apr 21
Sonder The Burnham Apartments

Sonder Onterie

3.5 star property
8.4 out of 10, Very good, (13)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is CA $233
CA $274 total
includes taxes & fees
Apr 23 - Apr 24
Sonder Onterie

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (303)
"Only thing was no communication on the pool location and the arcade games so I just didn't go and how to work the stove other that it was a beautiful experience. I think you should let people smoke on the balcony. I mean it is a expensive location and marijuana is legal a recreational use think about it. "
The price is CA $251
CA $325 total
includes taxes & fees
Apr 21 - Apr 22
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (390)
"it was as it advertising. clean, tourist friendly "
Kasa Magnificent Mile Chicago

Sonder Jewelers Row

3.5 star property
8.4 out of 10, Very good, (146)
"This was the perfect stay for us this past weekend "
The price is CA $214
CA $252 total
includes taxes & fees
Apr 20 - Apr 21
Sonder Jewelers Row

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (275)
"We had a great time"
Kasa South Loop Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (147)
"I have no complaints this was a perfect location within the heart of everything it was near everything. The restaurants that are located downstairs was amazing. Very quiet area, the people in the building and the staff were very friendly. The room was very clean and accommodations for perfect! The washer & dryer was convenient. I Definitely will be coming back."
The Neighborhood Hotel-Little Italy

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (97)
"The location for this property was ideal for the main areas in Chicago. We had a 4 bedroom apartment. They were spacious enough for what we needed. We did have an issue with no remote control but the live chat sorted that within minutes. "
The price is CA $195
CA $229 total
includes taxes & fees
May 12 - May 13
Sonder The Plymouth

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (33)
"Very very cozy and clean! All messages and questions were answered promptly, and checking in and out was smooth! getting into the building was easy, everything was perfect. "
The price is CA $134
CA $157 total
includes taxes & fees
May 11 - May 12
Sonder The Opal

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (136)
"Wow was the word we all exclaimed when we walked in the door. Beautiful corner rooms, light and airy, wonderful experience. "
The price is CA $181
CA $213 total
includes taxes & fees
Apr 21 - Apr 22
Kasa River North Chicago

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (47)
"I was in the mood to walk, so I put on my sneakers and did just that. The property is a little off the beaten track, and I was not that impressed with Greek Town, but I would stay again because the property itself was quite nice. "
The price is CA $194
CA $228 total
includes taxes & fees
Apr 20 - Apr 21
Sonder Greektown

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is CA $179
CA $280 total
includes taxes & fees
Apr 20 - Apr 21
Wrigleyville Suites

HUGE! 3bdrm Private HOME-Garage-RoofDeck Skyline view-EVTesla-PETS OK-Sleeps12

10.0 out of 10, Exceptional, (3)
"We were happy with the house- it’s as described and the location was great. Loved having the garage, not having to worry about finding parking "
HUGE! 3bdrm Private HOME-Garage-RoofDeck Skyline view-EVTesla-PETS OK-Sleeps12

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (117)
"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!"
Luxury Home Away From Your Home
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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Other types of properties in Far North Side you may be interested in

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (3906)
"Very convenient place"
The price is CA $220
CA $258 total
includes taxes & fees
Apr 21 - Apr 22
Embassy Suites by Hilton Chicago Downtown River North

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2068)
"Room cleaning crew paid attention to every detail, even put a small towel under my toiletries. "
The price is CA $249
CA $333 total
includes taxes & fees
Apr 21 - Apr 22
Swissotel - Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2149)
"Close to all the shopping and dining. Located next to lake to take a walk at night."
The price is CA $192
CA $226 total
includes taxes & fees
Apr 21 - Apr 22
Hilton Chicago/Magnificent Mile Suites
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.