North Side Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in North Side

2 bedrooms, iron/ironing board, travel cot, WiFi

HK$1,415 total

includes taxes & fees

5 Aug - 6 Aug

1 bedroom, iron/ironing board, travel cot, WiFi

"Very clean, close to many shops and restaurants, would definitely stay here again if need to in the future. "

HK$1,488 total

includes taxes & fees

28 Jul - 29 Jul

HK$1,486 total

includes taxes & fees

6 Aug - 7 Aug

3 bedrooms, iron/ironing board, travel cot, WiFi

"Centrally located "

HK$1,981 total

includes taxes & fees

27 Jul - 28 Jul

"The location is very convenient—just a 15-minute walk from Boystown and 6 minutes from some great breakfast spots. One mattress should be replaced, as it is quite worn. Everything else was fine. I'm not a big fan of noisy window AC units, especially since I’m a light sleeper; even with earplugs, the noise was still bothersome. The lockbox for the key is a bit tricky—I imagine others might find it difficult to open as well. Overall, the place was more affordable than other options, so I’d give...

HK$1,512 total

includes taxes & fees

28 Jul - 29 Jul

HK$1,462 total

includes taxes & fees

23 Jul - 24 Jul

"This is a great location to hit the Lakeview neighborhood with Wrigley Field just a couple blocks over. When trying to get the check-in instructions, there were a lot of hoops to jump through to get the payment to the management company for this property. I had to contact the host (management company) multiple times to get the links to the forms to upload a driver's license and selfie holding said driver's license. Another URL to get to the payment Venmo account. And another URL for the...

HK$1,608 total

includes taxes & fees

27 Jul - 28 Jul

HK$1,462 total

includes taxes & fees

23 Jul - 24 Jul

"Everything was as it was described. Very nice "

HK$1,488 total

includes taxes & fees

28 Jul - 29 Jul

HK$1,807 total

includes taxes & fees

20 Aug - 21 Aug

HK$2,427 total

includes taxes & fees

20 Aug - 21 Aug

HK$4,341 total

includes taxes & fees

23 Jul - 24 Jul

HK$9,019 total

includes taxes & fees

18 Aug - 19 Aug

"This was one of our favorite places we have ever stayed! It was clean, decorated beautifully, had comfortable beds, a refrigerator with an ice maker and filtered water, washer and dryer that worked great, a cool backyard with hammocks, and even little things like coffee creamer, toothpaste, and mouthwash in case you forgot yours. We stayed in three different rental places on our trip and this was by far our favorite! What a beautiful home! "

HK$2,927 total

includes taxes & fees

23 Jul - 24 Jul

"Very clean in a safe neighborhood. I would stay here again"

HK$1,565 total

includes taxes & fees

28 Jul - 29 Jul

"Lovely little cottage in great location with excellent restaurants close by. Had everything we needed for our stay. Kitchen was perfectly equipped and having the washer dryer was such a bonus. The communication with the landlord was very good. Would absolutely stay here again. "

HK$2,398 total

includes taxes & fees

23 Jul - 24 Jul

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

"I thought I was in a $300 night hotel, private, and serene surrounding"

HK$1,385 total

includes taxes & fees

11 Aug - 12 Aug

"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."

HK$1,627 total

includes taxes & fees

24 Jul - 25 Jul

HK$1,882 total

includes taxes & fees

27 Jul - 28 Jul

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Top North Side Hotel Reviews

Hotel Zachary Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Amazing hotel with great location of Wrigley!"

Wrigleyville Suites

10/10 Excellent

"We stayed here for 2 nights (on non Cub game days). The location is the best part about this spot. We stayed in the bunk room. The pros: beds were comfortable, room and shared bathroom was clean, enough space for 2 people for a short stay. Amazing location. We would recommend that a garbage can is added to the room as well as wash clothes. Also the door to our room squeaks and needs some WD40. The AC in our room didn’t work so we bought a fan and opened the window. I communicated this with the host and didn’t get a response back. Would recommend for a short stay. "

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North Side Holiday Rentals

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Holiday Rentals in North Side

Roscoe Retreat · Cozy 2BR in Chicago

1BR Modern Apt near City center

Modern & Fully Furnished 1BR Apt

Sleek Style 3BR Haven - Free Parking - Ashland 2N

Comfy 2BR in Heart of Lakeview

Vibrant 1BRApt in Roscoe Village

Bright & Modern Lakeview Studio

Cozy & Modern Getaway 1BR Apt

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

Simple, Comfy Living - Furnished 1BR Pad

Paradise 1BR Apt in Lincoln Park

Perfect Stay - Modern 2BR Unit

Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking

Luxurious Lincoln Park Home: Gourmet Kitchen, City Views & Family-Friendly!

Cozy house in the city

Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

Cozy studio in Andersonville Chicago

The One: A 1BR Stay That Feels Like Home

Sun-Drenched 1BR Apartment

Top North Side Hotel Reviews

Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Versey Chicago Lincoln Park

Wrigleyville Suites

Chicago Getaway Hostel

Wrigley Hostel

The Chicago Hotel Collection - Wrigleyville

Dorothy's

Ray's Bucktown B&B

Best Western Plus Hawthorne Terrace Hotel

Find out more about North Side

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