Orland Park 143rd Street Station holiday rentals
We found 1,057 holiday rentals — enter your dates for availability
If you'd like to stay close to Orland Park 143rd Street Station, scroll through and discover private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Orland Park 143rd Street Station
Showing deals for:3 Oct - 10 Oct
Image gallery for Cozy, Comfortable and Convenient apartment. Close to everything!
9.89.8 out of 10 rating
Exceptional
(65 reviews)
Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park, IL
8% off
Price is AU$2,743
AU$2,743
AU$392 per night
includes taxes & fees
Image gallery for 5 Star Upscale Entire Family Neighborhood Home
9.89.8 out of 10 rating
Exceptional
(27 reviews)
5 Star Upscale Entire Family Neighborhood Home
Berwyn, IL
8% off
Price is AU$3,840
AU$3,840
AU$549 per night
includes taxes & fees
Image gallery for Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
1010 out of 10 rating
Exceptional
(5 reviews)
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Whiting, IN
8% off
Price is AU$1,933
AU$1,933
AU$276 per night
includes taxes & fees
Image gallery for Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Oak Park, Illinois
7% off
Price is AU$2,593
AU$2,593
AU$370 per night
includes taxes & fees
Image gallery for Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
1010 out of 10 rating
Exceptional
(18 reviews)
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
Willowbrook, IL
8% off
Price is AU$2,525
AU$2,525
AU$361 per night
includes taxes & fees
Image gallery for Spacious 5 BR / King Size Beds + Private Parking!
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Spacious 5 BR / King Size Beds + Private Parking!
Chicago, IL
8% off
Price is AU$8,958
AU$8,958
AU$1,280 per night
includes taxes & fees
Image gallery for Lakefront property , minutes from McCormick Place and Downtown Chicago.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lakefront property , minutes from McCormick Place and Downtown Chicago.
Chicago, IL
11% off
Price is AU$6,400
AU$6,400
AU$914 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 AU$1,905
AU$1,905
AU$272 per night
includes taxes & fees
Image gallery for The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Chicago, IL
16% off
Price is AU$4,724
AU$4,724
AU$675 per night
includes taxes & fees
Image gallery for Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
8.88.8 out of 10 rating
Excellent
(6 reviews)
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Chicago, IL
7% off
Price is AU$2,030
AU$2,030
AU$290 per night
includes taxes & fees
Image gallery for Spacious 5-Bedroom Retreat in Forest Park
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Spacious 5-Bedroom Retreat in Forest Park
Forest Park, IL
33% off
Price is AU$5,694
AU$5,694
AU$813 per night
includes taxes & fees
Image gallery for PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
9.69.6 out of 10 rating
Exceptional
(10 reviews)
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard, IL
8% off
Price is AU$3,276
AU$3,276
AU$468 per night
includes taxes & fees
Image gallery for Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
8.48.4 out of 10 rating
Very good
(11 reviews)
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Chicago, IL
7% off
Price is AU$2,734
AU$2,734
AU$391 per night
includes taxes & fees
Image gallery for Pool_Outdoor Grill + Bar_Playground_3 king beds_2 Ovens_Fire table
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Pool_Outdoor Grill + Bar_Playground_3 king beds_2 Ovens_Fire table
Plainfield, IL
8% off
Price is AU$5,633
AU$5,633
AU$805 per night
includes taxes & fees
Image gallery for Oak Park, IL, entire house, short walk to train.
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Oak Park, IL, entire house, short walk to train.
Oak Park, IL
8% off
Price is AU$3,419
AU$3,419
AU$488 per night
includes taxes & fees
Image gallery for Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago
Berwyn, IL
8% off
Price is AU$2,585
AU$2,585
AU$369 per night
includes taxes & fees
Image gallery for “The cottage” 2 bedrooms cozy and private home
9.49.4 out of 10 rating
Exceptional
(8 reviews)
“The cottage” 2 bedrooms cozy and private home
Markham, IL
8% off
Price is AU$2,001
AU$2,001
AU$286 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 AU$1,279
AU$1,279
AU$183 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 AU$2,328
AU$2,328
AU$333 per night
includes taxes & fees
Image gallery for Experience Chicago living near United Center
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Experience Chicago living near United Center
Chicago, IL
10% off
Price is AU$1,865
AU$1,865
AU$266 per night
includes taxes & fees
Image gallery for Modern apartment in great central location!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Modern apartment in great central location!
Forest Park, IL
17% off
Price is AU$2,370
AU$2,370
AU$339 per night
includes taxes & fees
Image gallery for Luxury Home Away From Your Home
9.09.0 out of 10 rating
Wonderful
(122 reviews)
Luxury Home Away From Your Home
Chicago, IL
7% off
Price is AU$2,292
AU$2,292
AU$327 per night
includes taxes & fees
Image gallery for 1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
1010 out of 10 rating
Exceptional
(57 reviews)
1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
Chicago, IL
7% off
Price is AU$4,676
AU$4,676
AU$668 per night
includes taxes & fees
Image gallery for Spacious Deck & Balcony, Game Area, Garage
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn, IL
8% off
Price is AU$4,636
AU$4,636
AU$662 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orland Park 143rd Street Station
Long Run Acres Oasis where nature abounds
Sleeps 8 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Charming ModernRetro Home!
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
18 reviews(18 reviews)
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!
Sleeps 8 · 2 bedrooms · 2 bathrooms
The Spa of Downtown Whiting
Sleeps 5 · 2 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Charming 3-bedroom house in lovely Bolingbrook with AC, WiFi
Sleeps 6 · 3 bedrooms · 2 bathrooms
2.02.0 out of 10
1 review(1 review)
Cozy Spacious 3br
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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