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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Oak Lawn 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 826
AED 1,195 total
includes taxes & fees
29 Oct - 30 Oct
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

2. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is AED 845
AED 2,612 total
includes taxes & fees
9 Nov - 10 Nov
Vibrant House, Walk to Train, Game Room
A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

3. 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 793
AED 1,980 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 grey sofa, a blue bench, and a white door leading to another room.

4. 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 modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

5. 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 826
AED 1,933 total
includes taxes & fees
8 Nov - 9 Nov
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

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

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AED 455
AED 1,093 total
includes taxes & fees
2 Nov - 3 Nov
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

7. 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 1,531 total
includes taxes & fees
29 Oct - 30 Oct
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
A wooden deck with a railing, a staircase, and a window with a wreath.

8. 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
1 Nov - 2 Nov
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern kitchen with stainless steel appliances, a marble countertop, and grey cabinetry.

9. 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.
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
A modern kitchen with grey cabinets, a stainless steel microwave, a black refrigerator, and a dishwasher.

10. Quiet Area - Revamped Basement

Quiet Area - Revamped Basement
Belmont Cragin
9.0 out of 10, Wonderful, (2 reviews)
"Excellent apartment very clean and comfortable. "
United States
Albert
The price is AED 411
AED 1,629 total
includes taxes & fees
29 Oct - 30 Oct
Quiet Area - Revamped Basement
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

11. 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)
"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."
United States
Christine M.
The price is AED 444
AED 1,062 total
includes taxes & fees
29 Oct - 30 Oct
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A dining area with a wooden table, chairs, a vase with flowers, a bottle of wine, and a coffee machine.

12. Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
Portage Park
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful night, boys loved the arcade area."
United States
Anonymous traveler
The price is AED 558
AED 3,444 total
includes taxes & fees
2 Nov - 3 Nov
Sleeps 18 • 8BR • Game Room • Gym • Theater
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.

13. 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.
3-bedroom house in lovely Matteson with cool AC breeze
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

14. 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, (35 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is AED 545
AED 1,118 total
includes taxes & fees
2 Nov - 3 Nov
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern living room with a dining area, a sofa set, and a television mounted on the wall.

15. Arcade • Theater • Gym • Office • Sleeps 15

Arcade • Theater • Gym • Office • Sleeps 15
Portage Park
9.0 out of 10, Wonderful, (4 reviews)
"Good place for a large group or family."
United States
Daniel J.
The price is AED 558
AED 2,934 total
includes taxes & fees
2 Nov - 3 Nov
Arcade • Theater • Gym • Office • Sleeps 15
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

16. 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 604
AED 1,427 total
includes taxes & fees
29 Oct - 30 Oct
Entire home in Lockport, Illinois
A building with a sign reading 'Hale Street Cantina' and a brick facade.

17. ✽ 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 modern living room with a grey sofa, a white armchair, a coffee table, and a TV. There is a kitchen area in the background with a dining table and chairs.

18. Cozy Home | King Bed | 10P | Metra |Chicago Suburb

Cozy Home | King Bed | 10P | Metra |Chicago Suburb
Highland Hills
9.4 out of 10, Exceptional, (3 reviews)
"I booked this property because I was told (before I made the reservation) that the bedroom and one of the bathrooms were on the main floor. I specifically inquired whether my mother-in-law would need to use stairs to access a bedroom and bathroom. In the words of the host, "the main living area, kitchen, two bedrooms and a full bathroom are on the main floor. Only the basement requires the use of steps ". This was not the case. The two bedrooms and a full bathroom are up a flight of 5...
United States
Denise G.
The price is AED 364
AED 1,454 total
includes taxes & fees
18 Nov - 19 Nov
Cozy Home | King Bed | 10P | Metra |Chicago Suburb
Step into a bright, airy space where comfort and style flow seamlessly from the cozy living area into a chic dining room. Whether you're curled up on the sectional with a blanket and coffee or gathering around the modern wood table for a meal with fr

19. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (7 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is AED 345
AED 2,094 total
includes taxes & fees
29 Oct - 30 Oct
Theater • Game Room • Gym • Firepit • 4BR Home
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

20. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (13 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveler
The price is AED 1,432
AED 1,741 total
includes taxes & fees
2 Nov - 3 Nov
Romantic Escape - Adult Playhouse with Exotic Dungeon
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 Oak Lawn Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Good location"
john 1-night trip
Posted 1 hour ago
Hilton Chicago

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