Orland Park 143rd Street Station vacation rentals
We found 1,094 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Orland Park 143rd Street Station, scroll through and discover private vacation rentals to find the perfect home base for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the amenities you need and want, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Orland Park 143rd Street Station
Showing deals for:Nov 7 - Nov 14
Image gallery for 5 Star Upscale Entire Family Neighborhood Home
9.89.8 out of 10 rating
Exceptional
(30 reviews)
5 Star Upscale Entire Family Neighborhood Home
Berwyn, IL
10% off
Price is CA $401
CA $401
CA $3,696 total
CA $3,696 total
includes taxes & fees
Image gallery for Cheerful 4 bedroom smart home w/ indoor fireplace
8.08.0 out of 10 rating
Very good
(14 reviews)
Cheerful 4 bedroom smart home w/ indoor fireplace
Chicago, IL
5% off
Price is CA $399
CA $399
CA $4,360 total
CA $4,360 total
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, IL
8% off
Price is CA $208
CA $208
CA $1,820 total
CA $1,820 total
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
(6 reviews)
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Whiting, IN
10% off
Price is CA $197
CA $197
CA $1,724 total
CA $1,724 total
includes taxes & fees
Image gallery for Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
Willowbrook, IL
10% off
Price is CA $277
CA $277
CA $2,499 total
CA $2,499 total
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
10% off
Price is CA $690
CA $690
CA $6,555 total
CA $6,555 total
includes taxes & fees
Image gallery for A quiet stay while you are away
9.89.8 out of 10 rating
Exceptional
(32 reviews)
A quiet stay while you are away
Oak Park, IL
11% off
Price is CA $146
CA $146
CA $1,447 total
CA $1,447 total
includes taxes & fees
Image gallery for Lakefront property , minutes from McCormick Place and Downtown Chicago.
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Lakefront property , minutes from McCormick Place and Downtown Chicago.
Chicago, IL
15% off
Price is CA $585
CA $585
CA $5,925 total
CA $5,925 total
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
(62 reviews)
1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
Chicago, IL
10% off
Price is CA $433
CA $433
CA $4,288 total
CA $4,288 total
includes taxes & fees
Image gallery for Experience Chicago living near United Center
9.29.2 out of 10 rating
Wonderful
(26 reviews)
Experience Chicago living near United Center
Chicago, IL
10% off
Price is CA $174
CA $174
CA $1,824 total
CA $1,824 total
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
10% off
Price is CA $207
CA $207
CA $1,894 total
CA $1,894 total
includes taxes & fees
Image gallery for Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Chicago, IL
10% off
Price is CA $177
CA $177
CA $1,823 total
CA $1,823 total
includes taxes & fees
Image gallery for Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
8.68.6 out of 10 rating
Excellent
(13 reviews)
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Chicago, IL
10% off
Price is CA $237
CA $237
CA $2,471 total
CA $2,471 total
includes taxes & fees
Image gallery for Spacious 5-Bedroom Retreat in Forest Park
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Spacious 5-Bedroom Retreat in Forest Park
Forest Park, IL
40% off
Price is CA $424
CA $424
CA $4,189 total
CA $4,189 total
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
(16 reviews)
Pool•Outdoor Grill + Bar•Playground•3 king beds•2 Ovens•Fire table
Plainfield, IL
10% off
Price is CA $480
CA $480
CA $4,661 total
CA $4,661 total
includes taxes & fees
Image gallery for Luxury Hyde Park Haven- Perfect for families and digital nomads. Pet Friendly.
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Luxury Hyde Park Haven- Perfect for families and digital nomads. Pet Friendly.
Chicago, IL
19% off
Price is CA $557
CA $557
CA $5,886 total
CA $5,886 total
includes taxes & fees
Image gallery for Spacious home 28 miles from Downtown Chicago
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Spacious home 28 miles from Downtown Chicago
Hammond, IN
10% off
Price is CA $359
CA $359
CA $3,199 total
CA $3,199 total
includes taxes & fees
Image gallery for Woodlawn Oasis...10 Minutes to Dining & Downtown
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Woodlawn Oasis...10 Minutes to Dining & Downtown
Chicago, IL
5% off
Price is CA $469
CA $469
CA $4,657 total
CA $4,657 total
includes taxes & fees
Image gallery for Welcome to Lux! 2BR in Chicago!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Welcome to Lux! 2BR in Chicago!
Chicago, IL
10% off
Price is CA $192
CA $192
CA $2,191 total
CA $2,191 total
includes taxes & fees
Image gallery for Luxury Home Away From Your Home
9.09.0 out of 10 rating
Wonderful
(125 reviews)
Luxury Home Away From Your Home
Chicago, IL
10% off
Price is CA $186
CA $186
CA $2,068 total
CA $2,068 total
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
(11 reviews)
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard, IL
10% off
Price is CA $309
CA $309
CA $2,704 total
CA $2,704 total
includes taxes & fees
Image gallery for Home Away From Home
1010 out of 10 rating
Exceptional
(10 reviews)
Home Away From Home
Chicago, IL
15% off
Price is CA $359
CA $359
CA $3,710 total
CA $3,710 total
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
15% off
Price is CA $94
CA $94
CA $1,206 total
CA $1,206 total
includes taxes & fees
Image gallery for 4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
9.69.6 out of 10 rating
Exceptional
(9 reviews)
4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
Chicago, IL
15% off
Price is CA $472
CA $472
CA $4,842 total
CA $4,842 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orland Park 143rd Street Station
Charming ModernRetro Home!
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
19 reviews(19 reviews)
Long Run Acres Oasis where nature abounds
Sleeps 8 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!
Sleeps 8 · 2 bedrooms · 2 bathrooms
Clarendon Hills Garden
Sleeps 2 · 1 bedroom · 0+ bathrooms
7.67.6 out of 10
Goodgood
11 reviews(11 reviews)
Quiet cul-de-sac with huge fenced in backyard
Sleeps 5 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Top rated rentals - Orland Park 143rd Street Station
Chicago vacation
1010 out of 10
Exceptionalexceptional
62 reviews(62 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, yards and more
More for lessMore space, more privacy, more amenities — more value