A gazebo surrounded by a landscaped garden with trees displaying autumn foliage.

Holiday Homes in Orland Park

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Orland Park holiday homes

Interior

1. Spacious 5-bedroom house in charming Orland Park with AC

Spacious 5-bedroom house in charming Orland Park with AC
Orland Park
The price is AU$1,955
includes taxes & fees
14 Sept - 15 Sept
Spacious 5-bedroom house in charming Orland Park with AC
Living area

2. Cozy 4BR 2BA Worth Home

Cozy 4BR 2BA Worth Home
Worth
The price is AU$909
includes taxes & fees
16 Sept - 17 Sept
Cozy 4BR 2BA Worth Home
Room

3. Beautifully furnished one bedroom loft located in Chicago's South side suburb

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
The price is AU$482
includes taxes & fees
15 Sept - 16 Sept
Beautifully furnished one bedroom loft located in Chicago's South side suburb
Exterior

4. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
10.0 out of 10, Exceptional, (3 reviews)
"Such a clean, quiet, comfortable, roomy place to stay. The host, Ben, is great. I will definitely try to stay here next time, provided it’s not already booked."
United States
Max L.
The price is AU$231
includes taxes & fees
22 Sept - 23 Sept
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Living area

5. Comfortable and cozy 4BA, 2BA Home in Worth

Comfortable and cozy 4BA, 2BA Home in Worth
Worth
The price is AU$909
includes taxes & fees
16 Sept - 17 Sept
Comfortable and cozy 4BA, 2BA Home in Worth
Living area

6. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
9.0 out of 10, Wonderful, (4 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AU$553
includes taxes & fees
21 Sept - 22 Sept
Entire home in Lockport, Illinois
Living area

7. Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (28 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
The price is AU$626
includes taxes & fees
21 Sept - 22 Sept
Spacious 3br home near Chicago, fenced yard for pets
Private kitchen

8. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (15 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AU$598
includes taxes & fees
21 Sept - 22 Sept
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Games room

9. Wabash 4BR - Pool, Free In & Out Parking 1

Wabash 4BR - Pool, Free In & Out Parking 1
Downtown Chicago
The price is AU$959
includes taxes & fees
8 Oct - 9 Oct
Wabash 4BR - Pool, Free In & Out Parking 1
Dining

10. 3-bedroom house in lovely Matteson with cool AC breeze

3-bedroom house in lovely Matteson with cool AC breeze
Matteson
10.0 out of 10, Exceptional, (1 review)
"clean, comfortable, hosts very responsive to communications, neighborhood felt safe, perfect location for our stay to attend sectionals NTRP tennis tournament at HF Racquet and Fitness Club"
United States
Susan H.
The price is AU$880
includes taxes & fees
28 Sept - 29 Sept
3-bedroom house in lovely Matteson with cool AC breeze
Living area

11. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AU$302
includes taxes & fees
4 Oct - 5 Oct
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Dining

12. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (57 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is AU$511
includes taxes & fees
14 Sept - 15 Sept
LUXE 3 BR, 2 BA + Hot Tub
Room

13. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AU$430
includes taxes & fees
28 Sept - 29 Sept
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Outdoor dining

14. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (35 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is AU$460
includes taxes & fees
14 Sept - 15 Sept
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Property grounds

15. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (34 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AU$294
includes taxes & fees
15 Sept - 16 Sept
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Living area

16. 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
7.8 out of 10, Good, (33 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$423
includes taxes & fees
14 Sept - 15 Sept
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Private kitchen

17. Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AU$843
includes taxes & fees
21 Sept - 22 Sept
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Private kitchen

18. 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
9.4 out of 10, Exceptional, (23 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is AU$630
includes taxes & fees
22 Sept - 23 Sept
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Dining

19. Travelers Retreat/King Beds/Game Room/Play House

Travelers Retreat/King Beds/Game Room/Play House
Joliet
10.0 out of 10, Exceptional, (1 review)
"Lots of space, clean, welcoming."
United States
MIke L.
The price is AU$633
includes taxes & fees
4 Oct - 5 Oct
Travelers Retreat/King Beds/Game Room/Play House
Private kitchen

20. 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$661
includes taxes & fees
22 Sept - 23 Sept
Classic Forest Park Foursquare < 1 Mi to Blue Line
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 Orland Park Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The staff was extremely helpful and courteous."
Nicole 2-night trip
Posted less than an hour ago
Hilton Chicago

Find out more about Orland Park

Orland Park Holiday Homes information

Number of reviews
148
Accommodation
430 Holiday Homes
Lowest Price
AU$231
Highest Price
AU$1,955