North Side Vacation Rentals

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Vacation Rentals in North Side

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (13)
"Excellent location and very clean! Would stay again!"
The price is CA $103
CA $190 total
includes taxes & fees
Aug 12 - Aug 13
Wrigleyville Suites

Stylish 1BR in Lakeview Chicago

8.4 out of 10, Very good, (7)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is CA $143
CA $305 total
includes taxes & fees
Sep 3 - Sep 4
Stylish 1BR in Lakeview Chicago

Clean & Equipped 1BR Apt

7.6 out of 10, Good, (10)
The price is CA $131
CA $283 total
includes taxes & fees
Aug 11 - Aug 12
Clean & Equipped 1BR Apt

Cozy, Fully Set-Up 1BR Space

9.4 out of 10, Exceptional, (11)
"Great place! 15 min walk to Wrigley "
The price is CA $131
CA $283 total
includes taxes & fees
Aug 11 - Aug 12
Cozy, Fully Set-Up 1BR Space

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (11)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is CA $131
CA $304 total
includes taxes & fees
Aug 11 - Aug 12
Lakeview 2BR Apartment

Charming 2BR in Vibrant Lakeview

8.8 out of 10, Excellent, (9)
The price is CA $135
CA $309 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2BR in Vibrant Lakeview

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (35)
"Great place to stay when you’re in town for the Cubbies! "
The price is CA $197
CA $464 total
includes taxes & fees
Aug 17 - Aug 18
2-bedroom apartment just 2 minutes drive to Wrigley Field

Mins to Wrigley Sleeps 6 + Sauna + Hot Tub+ Deck

10.0 out of 10, Exceptional, (6)
"Host went above and beyond to make the booking great. "
The price is CA $194
CA $494 total
includes taxes & fees
Aug 25 - Aug 26
Mins to Wrigley Sleeps 6 + Sauna + Hot Tub+ Deck

Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay! The property was perfect for kids — safe, clean, and had plenty of space to play. The outdoor space is perfect for morning coffee, lounging, afternoon cocktails, and dinner under the stars. This location was unbeatable, close to everything we wanted to do. Couldn’t have asked for a better spot for a family getaway in the city. Highly recommend!"
Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (39)
"Fantastic! Great location, parking spot available, very clean! "
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (26)
"Great stay"
Charming Wrigleyville Home Close to the Cubs!

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

8.6 out of 10, Excellent, (34)
"It was what I thought it would be "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

Walk to Wrigley Field/Monthly Discounts Available

9.8 out of 10, Exceptional, (153)
"The location is unbeatable and the property was lovely. The host was very comminicative and flexible with us checking our late. One note is it can get a little noisy, but nothing outrageous. "
Walk to Wrigley Field/Monthly Discounts Available

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.6 out of 10, Exceptional, (10)
"Everything was as it was described. Very nice "
Walk to the Beach! Theater-Coffee Bar-Games-Gym

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (51)
"This is a really cute property close to a lot of neighborhood restaurants and bars. The host is really nice and even moved his car for us so we could have his spot when we arrived. We would definitely stay here again. "
Great 3 bedroom rental unit near Logan Square

Lovely 1BR Apt in Lakeview

9.6 out of 10, Exceptional, (4)
"Great apartment, great location, and excellent host."
The price is CA $129
CA $282 total
includes taxes & fees
Sep 9 - Sep 10
Lovely 1BR Apt in Lakeview

Cozy & Colorful garden unit in Logan Square

2.0 star property
10.0 out of 10, Exceptional, (6)
"Our stay was great - lovely little spot in a great neighborhood, close to trains and restaurants. No issues here, host was great at communicating and made sure we were doing okay. Would absolutely stay here again. "
Cozy & Colorful garden unit in Logan Square

New Garden Studio near Wrigley/DePaul/Dwtn

9.4 out of 10, Exceptional, (16)
"Loved our stay! Everything was exactly as described online. Great communication with host the entire time, everything was clean and tidy. Location was great and had close access to everything we needed. "
New Garden Studio near Wrigley/DePaul/Dwtn

2BR Stylishly Apt in Lakeview - OD 3N

The price is CA $135
CA $309 total
includes taxes & fees
Aug 11 - Aug 12
2BR Stylishly Apt in Lakeview - OD 3N
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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Top North Side Hotel Reviews