Holiday Homes in Far North Side

    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

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Far North Side

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (30)
"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

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (164)
"We stayed here for my sister’s bachelorette. Location was great and the space was huge, perfect for our big group."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (9)
"Clean and in a nice neighborhood "
Cozy 3-bedroom house in family-oriented Melrose Park.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (101)
"My friends and I had a wonderful stay at this property. It is very cute and conveniently located in a nice neighborhood (Oak Park/Forest Park areas) with easy access to 290 that takes you straight to the heart of downtown Chicago. The house had many amenities and you can tell the hosts are very considerate/thoughtful. Would highly recommend! "
Updated Forest Park 3 BR Bungalow

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (3)
"nice neighborhood and close to stores! David was easy to contacy and replies quick as well! enjoyed chilling in the "chill zone" and playing the games provided. will be coming back next conference!!"
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.2 out of 10, Wonderful, (90)
"Good for our get together."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (14)
"The house was in a nice neighborhood that was close to a lot of different things. The house was stocked with everything needed for an enjoyable stay. The beds were very com, the home was clean, and the host was very responsive."
Charming ModernRetro Home!

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Beautiful, clean, and comfortable! Perfect getaway and wonderful memories were made!"
Historic home with easy access to Chicago

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (12)
"We have a good time in this property. It is very well located to go to the United Center and to downtown Chicago."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.4 out of 10, Exceptional, (18)
"We enjoyed a 3-day stay as we visited Chicago museums for 2 days. Everything went smoothly and we enjoyed our time. If I had to identify room for improvement it would be a more detailed instruction of controlling the furnace thermostat. It warms up very quickly in the house! Otherwise, all was great!"
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

Berwyn Beauty

10.0 out of 10, Exceptional, (15)
"We had an amazing time at the Berwyn Beauty. Good location and response time to messages! We Came down for Americas Beauty show and had the most amazing time. "
Berwyn Beauty

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (10)
"Well located, comfortable and stylish home. The backyard was great to let the dog out and would be a fabulous place to hang out in warmer weather. Perfectly clean throughout, and great host communication made for a wonderful stay."
BoHo House - A Chic, 1903 Chicago Workers Cottage

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (23)
"This property was is in a good neighborhood nice and clean I really enjoy myself Thanks"
The price is NZ$522
includes taxes & fees
28 Apr - 29 Apr
LUXE 3 BR, 2 BA + Hot Tub

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (3)
"I wanted a fun place to stay close to friends in Oak Park. We had 2 teenagers and they basically lived in the basement with the games while we stayed here. You can hear them talking in the basement while on the main level. The location was good for our needs."
Spacious 5-bedroom house with movie room, game room and more!

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (24)
"The house was so cozy and Fun. Perfect space for our family gathering and less then 15 minutes form the Navy base. Our guest host Coco was so great and personable. "
Riverfront Libertyville Retreat w/ Outdoor Kitchen

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar

Spacious and Sleek 4BD/2.5BA - Logan Square!

9.4 out of 10, Exceptional, (18)
"Overall, we had a great time in Chicago. The area was perfect and it’s located right across a school so it made it a bit more entertaining when seating out in the balcony. The home had all we looked for and was very much pretty clean. Nice place to stay and will definitely reconsider for our next stay. "
Spacious and Sleek 4BD/2.5BA - Logan Square!

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (9)
"Very clean, true to listing. Would stay there again!!"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (55)
"Property is a wonderful and beautiful place to enjoy time as a family. "
Great place to stay in Warrenville

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.6 out of 10, Exceptional, (20)
"We have 3 kids and a dog and needed a clean, safe, spacious home to hang out and relax in while visiting family and this had everything we were looking for! I had to work during our stay so the desk in one of the bedrooms was perfect while the rest of the family could watch tv and play in the other areas of the house/yard. The owner was friendly and responsive and made sure we were taken care of. We plan on coming back any time we are in the area!"
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
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.
Don't see what you're looking for?
See all available properties in Far North Side
Save an average of 15% on thousands of hotels when you're signed in

Other property types 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!

9.2 out of 10, Wonderful, (17)
"The property was just as advertised. Street parking was not a problem. Had some issues with the window blinds, but the property owners were quick to respond to our concern. "
Urban Chicago Vacation Rental Condo Near Beach!
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.