A busy indoor space with a high, curved ceiling and a large circular light fixture.

Holiday Homes in Far North Side

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Far North Side holiday homes

TV

1. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (3 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is AU$1,113
includes taxes & fees
9 Aug - 10 Aug
4BR Retreat w/ Theater, Arcade, Gym and Firepit
7 bedrooms, desk, iron/ironing board, travel cot

2. Arcade • Theater • Gym • Office • Sleeps 15

Arcade • Theater • Gym • Office • Sleeps 15
Portage Park
8.8 out of 10, Excellent, (3 reviews)
"Great home, clean ample space. Host was responsive and helpful. I would certainly stay again."
United States
Latasha C.
The price is AU$1,052
includes taxes & fees
11 Aug - 12 Aug
Arcade • Theater • Gym • Office • Sleeps 15
Smart TV

3. 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 bed
Maywood
8.0 out of 10, Very good, (31 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is AU$429
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Exterior detail

4. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (86 reviews)
"A 5 star property. "
United States
James A.
The price is AU$308
includes taxes & fees
9 Aug - 10 Aug
Master qtr close to nature & easy urban facilities
5 bedrooms, iron/ironing board, travel cot, WiFi

5. Theater Room and Gym | 4BR Near Lincoln Park

Theater Room and Gym | 4BR Near Lincoln Park
Lincoln Park
The price is AU$1,184
includes taxes & fees
11 Aug - 12 Aug
Theater Room and Gym | 4BR Near Lincoln Park
Exterior

6. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (3 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AU$460
includes taxes & fees
1 Sept - 2 Sept
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Interior

7. Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (15 reviews)
"It was a very nice neighborhood, with many restaurants and retail establishments in proximity. We really enjoyed our stay and our host was an excellent when it comes to communication."
United States
Tim P.
The price is AU$871
includes taxes & fees
12 Aug - 13 Aug
Vintage Urban Retreat
Exterior detail

8. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (32 reviews)
"Would stay there again"
United States
Margaret L.
The price is AU$900
includes taxes & fees
12 Aug - 13 Aug
Oak Park Victorian by FLW Studio
Coffee/tea maker, fridge, microwave, oven

9. Charming Retreat in Evanston Right Next to Beach

Charming Retreat in Evanston Right Next to Beach
South Evanston
8.2 out of 10, Very good, (10 reviews)
"It was really easy to access stores and restaurants. It was also very clean and nice."
United States
matthew z.
The price is AU$664
includes taxes & fees
16 Aug - 17 Aug
Charming Retreat in Evanston Right Next to Beach
Living area

10. Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
7.0 out of 10, Good, (2 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is AU$337
includes taxes & fees
12 Aug - 13 Aug
Attractive Coach House Apartment for rent in Oak Park.
Coffee/tea maker, fridge, microwave, stovetop

11. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
Forest Park
10.0 out of 10, Exceptional, (2 reviews)
"Great location, great place to stay, host was friendly. Parking was great. Hoping to be able to stay again in the near future."
United States
LEM R.
The price is AU$670
includes taxes & fees
7 Sept - 8 Sept
Classic Forest Park Foursquare < 1 Mi to Blue Line
Interior

12. Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.6 out of 10, Exceptional, (18 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
The price is AU$524
includes taxes & fees
8 Sept - 9 Sept
Cozy Home by O'Hare + EV Plug
Private kitchen

13. Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (79 reviews)
"This place was just what we needed. Super close to Allstate Arena, lots of food options nearby. Neighborhood was quiet and seemed very safe. Beds were comfortable, kitchen was fully stocked, had everything we needed for our 1 night stay!"
United States
Nikki B.
The price is AU$557
includes taxes & fees
18 Aug - 19 Aug
Your Next Vacation Home
Terrace/patio

14. Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater
Austin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
United States
Adrian Cesar C.
The price is AU$1,310
includes taxes & fees
12 Aug - 13 Aug
Sleeps 18 • 7BR • Gym • Game Room • Theater
Coffee/tea maker, fridge, microwave, oven

15. 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
9.6 out of 10, Exceptional, (21 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is AU$649
includes taxes & fees
10 Aug - 11 Aug
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Dining

16. Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
Portage Park
10.0 out of 10, Exceptional, (5 reviews)
"The house is beautiful with plenty of space, the park is right across the street, was able to host a birthday party with lots to keep the kids entertained and have space to eat and mingle, the rooms were comfortable and surprisingly large for how small the house looks from the outside. The host responded promptly and was accommodating. Would book and recommend to others!"
United States
Ashley Y.
The price is AU$1,565
includes taxes & fees
18 Aug - 19 Aug
Sleeps 18 • 8BR • Game Room • Gym • Theater
Smart TV, offices

17. Spacious 3BR · Bronzeville/South Loop · Sleeps 8

Spacious 3BR · Bronzeville/South Loop · Sleeps 8
Near South Side
9.2 out of 10, Wonderful, (5 reviews)
"Excellent stay! The property was clean and an easy walk to McCormick Place convention center. The space was colossal and well appointed, with soap and towels provided for the shower. We were greeted by a wonderful gentleman who took the time to explain the Chicago area to us. Checkout was a breeze—just had to leave our keys—and the instructions were very clear. There was only minimal housekeeping required before leaving the apartment. I would definitely stay here again"
United States
Ilir T.
The price is AU$713
includes taxes & fees
16 Aug - 17 Aug
Spacious 3BR · Bronzeville/South Loop · Sleeps 8
Smart TV, fireplace

18. Spacious Des Plaines Home - Near Airport, Casino & Arena

Spacious Des Plaines Home - Near Airport, Casino & Arena
Des Plaines
8.0 out of 10, Very good, (2 reviews)
"It was a nice area."
United States
Sherice S.
The price is AU$759
includes taxes & fees
10 Aug - 11 Aug
Spacious Des Plaines Home - Near Airport, Casino & Arena
Exterior

19. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (70 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AU$454
includes taxes & fees
18 Aug - 19 Aug
✽ Charming Cottage ✽ close to College/Town/Station
Coffee/tea maker, fridge, microwave, oven

20. Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Bensenville
10.0 out of 10, Exceptional, (2 reviews)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is AU$882
includes taxes & fees
18 Aug - 19 Aug
Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
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 Far North Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"It was good clean rooms"
David 1-night trip
Posted 3 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Far North Side

Far North Side Holiday Homes information

Number of reviews
10,336
Accommodation
371 Holiday Homes
Lowest Price
AU$103
Highest Price
AU$520

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