Photo by Vincent Ramundo
Search Vacation Homes in North Side
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for North Side holiday homes
9BR Luxurious Wrigleyville Deco House • Sleeps 20
9BR Luxurious Wrigleyville Deco House • Sleeps 20Lakeview
10.0 out of 10, Exceptional, (1 review)
"Check in seamless, property was clean and very well appointed, and hosts were responsive, professional and polite. Can’t ask for much more. "
Joel D.
The price is HK$4,579
HK$15,342 total
includes taxes & fees
10 Mar - 11 Mar
A quiet stay while you are away
A quiet stay while you are awayOak Park
9.8 out of 10, Exceptional, (34 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
Fred D.
The price is HK$537
HK$1,617 total
includes taxes & fees
3 Mar - 4 Mar
Master qtr close to nature & easy urban facilities
Master qtr close to nature & easy urban facilitiesRiverwoods
9.8 out of 10, Exceptional, (77 reviews)
"Nice , private and peaceful definitely will be back "
BRANDEN J.
The price is HK$767
HK$1,542 total
includes taxes & fees
5 Mar - 6 Mar
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
Josh W.
The price is HK$1,125
HK$3,102 total
includes taxes & fees
26 Feb - 27 Feb
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
*The Comfy King Ranch*King Bed Suite*Fast Wi-FiWorth
9.4 out of 10, Exceptional, (57 reviews)
"Very clean and comfortable! Great place for our short stay! So much space it was great!"
David L.
The price is HK$1,251
HK$2,640 total
includes taxes & fees
26 Feb - 27 Feb
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.Robertsdale
9.8 out of 10, Exceptional, (20 reviews)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
Karen D.
The price is HK$1,119
HK$1,560 total
includes taxes & fees
9 Mar - 10 Mar
Vintage Urban Retreat
Vintage Urban RetreatOak Park
10.0 out of 10, Exceptional, (14 reviews)
"Great location in a quiet neighborhood! Beautiful Victorian house that was perfect for our company. Every amenities you could ask for and washer/dryer was excellent for our international co founders and they were very impressed with dry time. We will be staying here every time we are in Chicago. "
Mike B.
The price is HK$1,285
HK$3,879 total
includes taxes & fees
26 Feb - 27 Feb
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bedMaywood
8.0 out of 10, Very good, (21 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
JOSE S.
The price is HK$1,161
HK$2,346 total
includes taxes & fees
2 Mar - 3 Mar
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top North Side Hotel Reviews
The Majestic Hotel
10/10 Excellent
Find out more about North Side
North Side Vacation Homes information
Number of reviews | 428 |
|---|---|
Accommodation | 76 Vacation Homes |
Lowest Price | HK$1,542 |
Highest Price | HK$4,493 |
Explore a world of travel with Expedia
- Spa Hotel Hotels in Bucktown
- Hotels near Chicago Western Avenue Station
- Clubhouse Hotels in Logan Square
- Aparthotels in Central Chicago
- B&B in Chicago
- Resorts in Chicago
- Clubhouse Hotels in Buena Park
- Boutique Hotel Hotels in Lakeview
- Marriott Hotels & Resorts in Streeterville
- Hotels near Graceland Cemetery
- Spa Hotel Hotels in Lakeview
- Historic Hotel Hotels in Near North Side
- Aparthotels in Chicago Station
- Accor Hotels in Wicker Park
- Spa Hotel Hotels in Ravenswood
- Red Roof Inn Hotels in Lincoln Park
- Beach Hotel Hotels in Edgewater
- Apartments in Chicago
- Guest Houses in Rockwell Station
- Pet-Friendly Hotel Hotels in Wicker Park
- Resorts in Lincolnwood
- Resorts in Chicago Museum Campus-11th Street Station
- 3 Star Hotels in Albany Park
- Hostels in North Side
- Hotels near Kendall College
- Hotels near Lincoln Park Conservatory
- Motels in Chicago
- Hotels near Riviera Theatre
- Hotels near Chicago Clybourn Station
- 4 Star Hotels in Old Town Triangle
- Guest Houses in UIC-Halsted Station
- Vacation Homes in Evanston
- Aparthotels in Millennium Station
- B&B in Evanston
- Sonesta Hotel in Old Town Chicago
- Romantic Hotel Hotels in Lincoln Park
- Hotels near Busy Beaver Button Museum
- Best Western Hotels in Lincoln Park
- Lincoln Square Hotels
- Hilton Hotels in Wrigleyville
- Hotels near Swedish Covenant Hospital
- 4 Star Hotels in Wicker Park
- Vacation Homes in Chicago
- Hotels near Our Lady of Mount Carmel Church
- Marriott Hotels & Resorts in Ravenswood
- Hostels in Chicago
- Hotels near Theater Wit
- B&B in Halsted Station
- Hotels near Vic Theatre
- B&B in Chicago Union Station
- Apartments in Argyle Station
- 5 Star Hotels in Bucktown
- Hard Rock Hotels in Avondale
- Hotels near Kingston Mines
- Kimpton Hotels in Rush Street
- Club Quarters Hotels in West Town
- Historic Hotel Hotels in Magnificent Mile
- Hyattvacations Supechain Hotels in Bowmanville
- Fairmont Hotels in Logan Square
- Hotels near Chicago's Mercury Theater
- Apartments in Roosevelt Station
- Hotels near Lincoln Park
- Aparthotels in Chicago
- Preferred Hotels in Old Town Chicago
- Hyatt Hotels in Logan Square
- Beach Hotel Hotels in Lincoln Park
- Apartments in Lincolnwood
- Buena Park Hotels
- Guest Houses in Chicago
- Hotels near DePaul University-Lincoln Park
- Hostels in Chicago Union Station
- Motels in River Grove
- Motel 6 Hotels in Far North Side
- Hotels near Chicago Grand-Cicero Station
- Motels in Irving Park Station
- 5 Star Hotels in Streeterville
- 5 Star Hotels in Logan Square
- Cheap Hotels in Lincoln Park
- Apartments in Oak Park
- Oakwood Hotels in Goose Island
- Hostels in Central Chicago
- Hotels near Argyle Station
- Cabin Rentals in Far North Side
- Lincoln Park Hotels
- Hotels near Wrigley View Rooftop
- Omni Hotels in Lincoln Park
- Albany Park Hotels
- 5 Star Hotels in Lakeview
- Apartments in Kimball Station
- Pet-Friendly Hotel Hotels in Ravenswood