Orland Park, IL Vacation Homes from AED 766

Orland Park Vacation Homes
Chicago
Illinois
United States of America
Expedia.ae

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

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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)

10/10

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 !!"

Nick L.

The price is AED 900

AED 900

AED 1,297 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.

A dining room with a wooden table set for six, surrounded by black chairs.

A wooden staircase with a 'Welcome' sign, a coat rack, and a potted plant.

A two-story house with a front porch, a garage, and a driveway.

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, (15 reviews)

10/10

Exceptional

(15 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."

Kathy L.

The price is AED 661

AED 661

AED 1,707 total

includes taxes & fees

21 Oct - 22 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.

A bedroom with a large bed, a bedside table, a mirror, and a window.

A modern kitchen with white cabinets, a black oven, and a microwave. There is a dining area with a table and chairs.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden floor.

3. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois

Lockport

8.8 out of 10, Excellent, (5 reviews)

8.8/10

Excellent

(5 reviews)

"The house is very clean. The host was very kind and responsive. "

Susan B.

The price is AED 718

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.

A kitchen with a stove, cabinets, and a painting above the staircase.

A residential house with a garage, a front yard, and a driveway.

A living room with a 'HOME' sign, a small table with a lamp, and a grey sofa.

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)

10/10

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"

Susan H.

3-bedroom house in lovely Matteson with cool AC breeze

A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

A kitchen with wooden cabinets, a stainless steel stove, a microwave, and a refrigerator.

A living room with a black leather sofa, two blue armchairs, a coffee table, and a floral rug.

A covered outdoor deck with a table and chairs, surrounded by a white railing.

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

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

Westmont

The price is AED 424

AED 424

AED 1,069 total

includes taxes & fees

26 Oct - 27 Oct

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

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

A bedroom with a bed, bedside tables, a ceiling fan, a window with blinds, a mirror, and a wardrobe.

A modern kitchen with a dining area, a bar stool, and a decorative wall piece.

A single-story house with a front door, two windows, and a small porch.

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)

9.6/10

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."

Chad R.

The price is AED 624

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 modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

A modern living room with a flat-screen TV, a dining area with a white table, and a staircase with a metal railing.

A modern kitchen with grey cabinets, a microwave, and a dining area with a wooden table and chairs.

A staircase leading to a loft bedroom with a view of the living area.

7. 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)

10/10

Exceptional

(4 reviews)

"Clean, Family friendly yes"

ronald M.

The price is AED 904

AED 904

AED 2,176 total

includes taxes & fees

26 Oct - 27 Oct

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

A dining room with a wooden table set for six, flanked by bookshelves, and a view into another room through a glass door.

A modern living room with a sofa, coffee table, and decorative pillows. There is a painting of a bear on the wall and a poster of a park.

A bedroom with a bed, a nightstand, a window, and two paintings.

A log cabin with a wooden door, two windows, and a sign that reads 'Little House in the Big Woods.'

8. 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)

10/10

Exceptional

(2 reviews)

"Great place to stay"

Ken B.

The price is AED 727

AED 727

AED 1,791 total

includes taxes & fees

21 Oct - 22 Oct

Travelers Retreat/King Beds/Game Room/Play House

A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

A spacious living area with a round dining table, multiple chairs, a sofa, and a TV.

A room with a bunk bed, a red rug, a white door, and a small trash can.

A living room with a glass coffee table, leather sofa, and a red accent wall.

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

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

Lisle

9.4 out of 10, Exceptional, (36 reviews)

9.4/10

Exceptional

(36 reviews)

"This property was perfect for our weekend stay in the Chicagoland area. It was conveniently located to activities, shops and restaurants. Vic is a wonderfully attentive host who responds quickly and is happy to answer any questions or concerns."

Christine M.

The price is AED 455

AED 455

AED 1,093 total

includes taxes & fees

21 Oct - 22 Oct

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

A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

A modern living room with a sectional sofa, recessed ceiling lights, and a flat-screen TV mounted on the wall.

A living room with a flat-screen TV, a black console table, a gray sofa, and a patterned ottoman.

A modern kitchen with dark cabinetry, a white countertop, and a backsplash. There are wooden shelves above the countertop and a glass cabinet to the right.

10. 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)

8.6/10

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."

Ryan S.

The price is AED 754

AED 754

AED 1,918 total

includes taxes & fees

3 Nov - 4 Nov

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

A modern living room with a sofa set, a coffee table, and a rug.

A bedroom with a large bed, a nightstand with a lamp, a potted plant, and a mirror.

A compact kitchen with dark blue cabinets, a white refrigerator, a microwave, and a stove. There are two wooden chairs and a small wooden table.

11. 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)

10/10

Exceptional

(3 reviews)

"Great host and the home location is awesome for hosting family. "

Yolanda P.

The price is AED 714

AED 714

AED 1,734 total

includes taxes & fees

26 Oct - 27 Oct

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

A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

A modern kitchen with large windows, a dining area with wicker chairs, and stainless steel appliances.

A dining room with a wooden table and chairs, large windows with blinds, and a black pendant light.

A spacious living room with a grey sofa, a round wooden side table, and a matching ottoman.

12. 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)

9.6/10

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. "

Alicia F.

The price is AED 735

AED 735

AED 2,195 total

includes taxes & fees

2 Nov - 3 Nov

4BR Tudor • Wooded Lot • 10 Min to Downtown

A sunroom with white walls, wooden flooring, two blue armchairs, a small table with books, and hanging plants.

A bedroom with a bed, a TV, a painting, and a window.

A living room with two grey sofas, a wooden coffee table, and a staircase leading to an upper floor.

A dining area with a wooden table set for six, black chairs, a chandelier, and a sofa in the background.

13. 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)

10/10

Exceptional

(55 reviews)

"Great house that worked out perfectly for our group."

Rich D.

The price is AED 845

AED 845

AED 1,677 total

includes taxes & fees

15 Nov - 16 Nov

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

A wooden deck with a railing, a staircase, and a window with a wreath.

A dining area with a round table, chairs, a decorative vase, and a patterned rug.

A two-story house with a porch, a small tree, and a sign that reads 'Ashlin House.'

A dining table with a decorative runner, candles, and a framed picture.

14. 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)

9.8/10

Exceptional

(36 reviews)

"I had a fun stay "

Jusu K.

The price is AED 526

AED 526

AED 766 total

includes taxes & fees

22 Oct - 23 Oct

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

(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

A modern kitchen with white cabinets, stainless steel appliances, and a central island.

A bedroom with a large bed, a ceiling fan, a window with curtains, and a door leading to another room.

A living room with a fireplace, a sofa, two side tables, and a coffee table.

15. 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)

9.4/10

Exceptional

(18 reviews)

"Great place to stay."

Taylor E.

The price is AED 1,107

AED 1,107

AED 2,750 total

includes taxes & fees

26 Oct - 27 Oct

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

A building with a sign reading 'Hale Street Cantina' and a brick facade.

A dining area with a white table, two white chairs, and a vase of orange flowers.

A kitchen with white cabinets, a stainless steel refrigerator, a gas stove, a window with a view, and a rug on the floor.

A white door with a mirror above it, a white wall, and a hanging light fixture.

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

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

10.0 out of 10, Exceptional, (74 reviews)

10/10

Exceptional

(74 reviews)

"This was the perfect place for our short stay!"

Laurie R.

The price is AED 661

AED 661

AED 1,187 total

includes taxes & fees

29 Oct - 30 Oct

✽ Charming Cottage ✽ close to College/Town/Station

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

A dining area with a round table, blue velvet chairs, and a gold chandelier.

A modern living room with a sofa, coffee table, and a dining area with blue chairs.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

17. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room

Brookfield

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Wonderful place to stay!"

Chasity D.

The price is AED 1,081

AED 1,081

AED 2,939 total

includes taxes & fees

2 Nov - 3 Nov

Vibrant House, Walk to Train, Game Room

A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a coffee bar.

A backyard with a fire pit, four Adirondack chairs, and a house in the background.

A modern kitchen with white cabinets, a glass dining table, and stainless steel appliances.

18. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen

Bolingbrook

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"Excellent just what we were looking for"

Sue B.

The price is AED 2,075

AED 2,075

AED 3,686 total

includes taxes & fees

25 Oct - 26 Oct

River Park Paradise w/ Fire Pit & Chef's Kitchen

A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

A bedroom with a checkered bedspread, a tufted headboard, and a door with a white frame.

A living room with a brick fireplace, a black leather sofa, a round ottoman, and a flat-screen TV mounted on the wall.

A two-story house with a stone facade, a front porch, and a black front door.

19. 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, (24 reviews)

9.6/10

Exceptional

(24 reviews)

"Great place Great location "

Josh W.

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

A two-story house with a garage, solar panels, and a red car parked in front.

A modern bathroom with a large sink, toilet, and bathtub.

A single-story house with a front door, a small window, and a trash can.

A bedroom with a bed, a dresser, a mirror, and a window with blinds.

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

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

Lombard

The price is AED 456

AED 456

AED 1,414 total

includes taxes & fees

21 Oct - 22 Oct

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

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

10/10 Excellent

"Room was great. They are doing some remodeling. Could not find a thermostat in my room."

Jason 1-night trip

Posted less than an hour ago

Congress Plaza Hotel

The Godfrey Hotel Chicago

10/10 Excellent

"Everything! Great staff!"

Eliot 2-night trip

Posted less than an hour ago

The Godfrey Hotel Chicago

Hilton Chicago

10/10 Excellent

"Great!!"

Donna 1-night trip

Posted 1 hour ago

Hilton Chicago

L7 Chicago by LOTTE

10/10 Excellent

"What a great hotel, and in a great location in Chicago. Super Clean and cool vibe."

Peter 1-night trip

Posted 1 hour ago

L7 Chicago by LOTTE

Hotel Riu Plaza Chicago

10/10 Excellent

"By far the BEST EVER!! This is where I choose every time! Jesus has been on the team here since it opened and is by far the friendliest most hard working person I know!!"

Cynthia 7-night trip

Posted 2 hours ago

Hotel Riu Plaza Chicago

Eurostars Magnificent Mile

8/10 Good

"Great location, rooms were a little small for what I expected. Service was good, facilities were clean."

Matthew Edward 2-night trip

Posted 7 hours ago

Eurostars Magnificent Mile

citizenM Chicago Downtown

10/10 Excellent

"La habitación un poco pequeña pero está buena limpia"

GUSTAVO 3-night trip

Posted 20 hours ago

citizenM Chicago Downtown

Fairmont Chicago at Millennium Park

10/10 Excellent

"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."

elvin 2-night trip

Posted 2 days ago

Fairmont Chicago at Millennium Park

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Had a great night in a great room!"

Sherron 1-night trip

Posted 2 days ago

Hotel Saint Clair- Magnificent Mile

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Search Vacation Homes in Orland Park

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Orland Park vacation homes

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

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

3. Entire home in Lockport, Illinois

4. 3-bedroom house in lovely Matteson with cool AC breeze

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

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

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

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

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

10. 5-minute walk to the largest old school arcade in America! Family friendly.

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

12. 4BR Tudor • Wooded Lot • 10 Min to Downtown

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

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

15. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

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

17. Vibrant House, Walk to Train, Game Room

18. River Park Paradise w/ Fire Pit & Chef's Kitchen

19. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

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

Find vacation rentals that suit your style

Top Orland Park Hotel Reviews

Congress Plaza Hotel

Explore a world of travel with Expedia

13. The Heron House, King Bed Suite, Spacious Remodeled House