Chicago Halsted Station holiday homes
We found 3,720 holiday rentals — enter your dates for availability
If you are looking to stay near Chicago Halsted Station, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chicago Halsted Station
Showing deals for:24 Oct - 31 Oct
Image gallery for Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
1010 out of 10 rating
Exceptional
(31 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
9% off
Price is NZ$7,590
NZ$7,590
NZ$1,084 per night
includes taxes & fees
Image gallery for Gorgeous N. Kenwood/Hyde Park
8.08.0 out of 10 rating
Very good
(7 reviews)
Gorgeous N. Kenwood/Hyde Park
Chicago, IL
7% off
Price is NZ$4,911
NZ$4,911
NZ$702 per night
includes taxes & fees
Image gallery for Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
Chicago, IL
7% off
Price is NZ$9,228
NZ$9,228
NZ$1,318 per night
includes taxes & fees
Image gallery for Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
8.48.4 out of 10 rating
Very good
(8 reviews)
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Chicago, IL
7% off
Price is NZ$1,731
NZ$1,731
NZ$247 per night
includes taxes & fees
Image gallery for Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
Chicago, IL
7% off
Price is NZ$21,804
NZ$21,804
NZ$3,115 per night
includes taxes & fees
Image gallery for Outstanding Ohare Oasis
8.88.8 out of 10 rating
Excellent
(19 reviews)
Outstanding Ohare Oasis
Des Plaines, IL
18% off
Price is NZ$6,152
NZ$6,152
NZ$879 per night
includes taxes & fees
Image gallery for Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
1010 out of 10 rating
Exceptional
(6 reviews)
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Chicago, IL
19% off
Price is NZ$5,495
NZ$5,495
NZ$785 per night
includes taxes & fees
Image gallery for Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
8.88.8 out of 10 rating
Excellent
(19 reviews)
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
Chicago, IL
7% off
Price is NZ$2,461
NZ$2,461
NZ$352 per night
includes taxes & fees
Image gallery for Lux Home in Chicago 7mins Downtown
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Lux Home in Chicago 7mins Downtown
Chicago, IL
7% off
Price is NZ$8,124
NZ$8,124
NZ$1,161 per night
includes taxes & fees
Image gallery for Entire 3bd home Comfortable Private
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Entire 3bd home Comfortable Private
Markham, IL
6% off
Price is NZ$2,520
NZ$2,520
NZ$360 per night
includes taxes & fees
Image gallery for Perfect weekend getaway 2BR 2BA Apartment near Wrigley Field
1010 out of 10 rating
Exceptional
(43 reviews)
Perfect weekend getaway 2BR 2BA Apartment near Wrigley Field
Chicago, IL
7% off
Price is NZ$4,130
NZ$4,130
NZ$590 per night
includes taxes & fees
Image gallery for Chic and Spacious Bi-level 3BD in Bucktown!
1010 out of 10 rating
Exceptional
(6 reviews)
Chic and Spacious Bi-level 3BD in Bucktown!
Chicago, IL
7% off
Price is NZ$4,779
NZ$4,779
NZ$683 per night
includes taxes & fees
Image gallery for Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
9.49.4 out of 10 rating
Exceptional
(40 reviews)
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Chicago, IL
12% off
Price is NZ$16,278
NZ$16,278
NZ$2,325 per night
includes taxes & fees
Image gallery for Enjoy Chicago/suburbs 2BR townhouse fully equipped
1010 out of 10 rating
Exceptional
(5 reviews)
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Chicago, IL
7% off
Price is NZ$3,231
NZ$3,231
NZ$462 per night
includes taxes & fees
Image gallery for Finished Basement in Historic Oak Park with 2 cats
8.48.4 out of 10 rating
Very good
(5 reviews)
Finished Basement in Historic Oak Park with 2 cats
Oak Park, IL
9% off
Price is NZ$1,419
NZ$1,419
NZ$203 per night
includes taxes & fees
Image gallery for Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
8.48.4 out of 10 rating
Very good
(15 reviews)
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
Rosemont, IL
12% off
Price is NZ$2,228
NZ$2,228
NZ$318 per night
includes taxes & fees
Image gallery for Entire 2 bedroom with Office & Deck!
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Entire 2 bedroom with Office & Deck!
Chicago, IL
10% off
Price is NZ$2,464
NZ$2,464
NZ$352 per night
includes taxes & fees
Image gallery for Steps from the “L” train to Wrigley & Downtown
1010 out of 10 rating
Exceptional
(48 reviews)
Steps from the “L” train to Wrigley & Downtown
Chicago, IL
7% off
Price is NZ$5,064
NZ$5,064
NZ$723 per night
includes taxes & fees
Image gallery for Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
9.49.4 out of 10 rating
Exceptional
(41 reviews)
Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
Chicago, IL
7% off
Price is NZ$4,675
NZ$4,675
NZ$668 per night
includes taxes & fees
Image gallery for Cozy 2- bedroom w/ patio mins from Midway Airport
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Cozy 2- bedroom w/ patio mins from Midway Airport
Chicago, IL
11% off
Price is NZ$1,925
NZ$1,925
NZ$275 per night
includes taxes & fees
Image gallery for A home away from home! <No events allowed>
9.69.6 out of 10 rating
Exceptional
(122 reviews)
A home away from home! <No events allowed>
Chicago, IL
7% off
Price is NZ$4,632
NZ$4,632
NZ$662 per night
includes taxes & fees
Image gallery for LakeHouse
9.29.2 out of 10 rating
Wonderful
(20 reviews)
LakeHouse
Chicago, IL
21% off
Price is NZ$3,924
NZ$3,924
NZ$561 per night
includes taxes & fees
Image gallery for Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
9.09.0 out of 10 rating
Wonderful
(18 reviews)
Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
Chicago, IL
7% off
Price is NZ$7,608
NZ$7,608
NZ$1,087 per night
includes taxes & fees
Image gallery for The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!
Chicago, IL
7% off
Price is NZ$2,498
NZ$2,498
NZ$357 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chicago Halsted Station
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
Sleeps 18 · 8 bedrooms · 3 bathrooms
Charming 3BR Chicago Apt in Prime Location
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
13 reviews(13 reviews)
Home away from home. Family-oriented neighborhood.
Sleeps 6 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
23 reviews(23 reviews)
Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower
Sleeps 2 · 1 bedroom · 1 bathroom
7.87.8 out of 10
Goodgood
81 reviews(81 reviews)
Great suburban location! Perfect for solo or couple travelers
Sleeps 2 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
18 reviews(18 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value