A calm lake at sunset with grassy banks and trees in the background.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Orland Park vacation homes

A bedroom with a stone wall, a TV mounted on it, a bed with a white comforter, and a view of the outdoors through a window.

1. 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
10.0 out of 10, Exceptional, (1 review)
"Super great location, we had a concert at Tinley Park, then explored Chicago with a river cruise and Second City Everything was perfect and so eat to just chill, come and go as we pleased In a nice neighborhood and interior was furnished beautifully. Definitely worth the price !!"
United States
Nick L.
The price is AED 900
AED 1,285 total
includes taxes & fees
25 Oct - 26 Oct
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

2. 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, (16 reviews)
"Perfect spot for our group of 6! More than enough dishes/silverware etc. the house was clean and comfortable. Would definitely stay again if in the area."
United States
Kathy L.
The price is AED 694
AED 1,746 total
includes taxes & fees
25 Oct - 26 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

3. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
8.8 out of 10, Excellent, (5 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AED 718
AED 1,563 total
includes taxes & fees
25 Oct - 26 Oct
Entire home in Lockport, Illinois
A dining area with a black table set for four, surrounded by chairs. A vase with dried flowers and a candle holder are on the table.

4. 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 AED 922
AED 2,000 total
includes taxes & fees
26 Oct - 27 Oct
3-bedroom house in lovely Matteson with cool AC breeze
A dining room with a wooden table set for six, flanked by bookshelves, and a view into another room through a glass door.

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

Travelers Retreat/King Beds/Game Room/Play House
Joliet
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay"
United States
Ken B.
The price is AED 771
AED 1,845 total
includes taxes & fees
10 Nov - 11 Nov
Travelers Retreat/King Beds/Game Room/Play House
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

6. 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
9.6 out of 10, Exceptional, (4 reviews)
"This property fully met our needs for our weekend trip to the Chicagoland area to visit family in Westmont and explore the city. Finding an affordable, conveniently located, and pet friendly location was a major concern on this trip…finding this property relieved all of our concerns."
United States
Chad R.
The price is AED 624
AED 989 total
includes taxes & fees
9 Nov - 10 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AED 432
AED 1,073 total
includes taxes & fees
26 Oct - 27 Oct
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

8. 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, (4 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AED 934
AED 2,216 total
includes taxes & fees
26 Oct - 27 Oct
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A single-story brick house with a front door, a garage door, and a small front yard with a hedge and a lawn.

9. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
The price is AED 456
AED 1,414 total
includes taxes & fees
25 Oct - 26 Oct
Lombard 1BR & 1BH Suite Close to freeway & Mall
A wooden deck with a railing, a staircase, and a window with a wreath.

10. 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, (36 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AED 526
AED 757 total
includes taxes & fees
25 Oct - 26 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
An outdoor patio with wicker furniture, a stone coffee table, and a patterned rug.

11. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
The price is AED 825
AED 2,412 total
includes taxes & fees
26 Oct - 27 Oct
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A modern living room with a sofa set, a coffee table, and a rug.

12. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (3 reviews)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is AED 853
AED 1,912 total
includes taxes & fees
1 Nov - 2 Nov
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

13. 5-minute walk to the largest old school arcade in America! Family friendly.

5-minute walk to the largest old school arcade in America! Family friendly.
Brookfield
8.6 out of 10, Excellent, (9 reviews)
"A nice house that easily slept 4 kids and 4 adults. There were ants in the house, then than that it was very nice, it was easy to get to the train into Chicago from here."
United States
Ryan S.
The price is AED 754
AED 1,934 total
includes taxes & fees
3 Nov - 4 Nov
5-minute walk to the largest old school arcade in America! Family friendly.
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

14. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
9.6 out of 10, Exceptional, (5 reviews)
"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "
United States
Alicia F.
The price is AED 771
AED 2,254 total
includes taxes & fees
26 Oct - 27 Oct
4BR Tudor • Wooded Lot • 10 Min to Downtown
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

15. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (64 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
The price is AED 661
AED 1,367 total
includes taxes & fees
26 Oct - 27 Oct
LUXE 3 BR, 2 BA + Hot Tub
A sunroom with white walls, wooden flooring, two blue armchairs, a small table with books, and hanging plants.

16. The Heron House, King Bed Suite, *Spacious Remodeled House*

The Heron House, King Bed Suite, *Spacious Remodeled House*
Joliet
10.0 out of 10, Exceptional, (55 reviews)
"Great house that worked out perfectly for our group."
United States
Rich D.
The price is AED 632
AED 1,403 total
includes taxes & fees
22 Nov - 23 Nov
The Heron House, King Bed Suite, *Spacious Remodeled House*
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

17. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.2 out of 10, Wonderful, (15 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
The price is AED 501
AED 1,193 total
includes taxes & fees
27 Oct - 28 Oct
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A room with a sofa, armchair, and ottoman, a lamp, and large windows with a view of a garden.

18. Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Wheaton
The price is AED 1,217
AED 1,935 total
includes taxes & fees
25 Oct - 26 Oct
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
A white house with a garden featuring purple flowers and a birdbath.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AED 661
AED 1,179 total
includes taxes & fees
8 Nov - 9 Nov
✽ Charming Cottage ✽ close to College/Town/Station
A two-story house with a stone facade, a large TV in the living room, a ping pong table, a bathtub, and a patio with outdoor seating.

20. 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, (25 reviews)
"Great place Great location "
United States
Josh W.
The price is AED 590
AED 1,543 total
includes taxes & fees
27 Oct - 28 Oct
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The hotel itself is huge with the historic main room being spectacular. Our room was a hike to get to but very clean, newer vinyl flooring, newer paint. We needed a one night stay for an event further south in the city so it was perfect for that. The location is pretty wonderful with Buckingham fountain and the park right outside the front door. What wasn't so great was the front desk personnel. Seemed like they just hated their job. Not quite rude but getting there with my polite simple questions. Also the main restaurant was supposed to be open on Friday night but closed early? The bar area was unappealing so we ended up walking a block to the Conrad Hilton and had a great experience in their bar with food being served until late. Would we stay again? If for a short stay, yes."
Wendy 1-night trip
Posted 7 hours ago
Congress Plaza Hotel

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