House
10.0(1 Review)
2 Bedrooms
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $299/Night
7 Nights - CA $2,095
Oak Lawn Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Oak Lawn
10.0
Apartment
10.0(2 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
CA $406/Night
7 Nights - CA $2,839
House
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $641/Night
7 Nights - CA $4,489
Apartment
5.6(5 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $301/Night
7 Nights - CA $2,105
Apartment
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
View- Air Conditioner
CA $210/Night
7 Nights - CA $1,467
Apartment
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $363/Night
7 Nights - CA $2,540
Condo
1 Bedroom
4 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
CA $151/Night
7 Nights - CA $1,058
Hotel
8.0(1 Review)
- Parking
Pool- Balcony/Terrace
- Kitchen
CA $185/Night
7 Nights - CA $1,296
Hotel
2.0(1 Review)
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $204/Night
7 Nights - CA $1,424
Luxury Holiday Rentals in Oak Lawn
Over 92+ Luxury Holiday Rentals in or Near Oak Lawn
House
4 Bedrooms
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $915/Night
7 Nights - CA $6,408
CA $888/Night
7 Nights - CA $6,218
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $822/Night
7 Nights - CA $5,757
House
9.4(63 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $816/Night
7 Nights - CA $5,710
House
8.8(3 Reviews)
4 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $749/Night
7 Nights - CA $5,241
Apartment
1.0(1 Review)
1 Bedroom
2 Guests
- Parking
- View
- Air Conditioner
- Internet
CA $719/Night
7 Nights - CA $5,030
House
2.0(1 Review)
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
CA $615/Night
7 Nights - CA $4,304
CA $599/Night
7 Nights - CA $4,192
House
8.0(1 Review)
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
CA $537/Night
7 Nights - CA $3,759
Top-Rated Holiday Rentals with a Pool in Oak Lawn
Over 8+ The Best Private Villas and Holiday Rentals in Oak Lawn with a Pool
CA $238/Night
7 Nights - CA $1,664
CA $206/Night
7 Nights - CA $1,444
Hotel
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $204/Night
7 Nights - CA $1,424
Hotel
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $185/Night
7 Nights - CA $1,296
Hotel
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $182/Night
7 Nights - CA $1,275
Hotel
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $182/Night
7 Nights - CA $1,274
Hotel
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $174/Night
7 Nights - CA $1,217
Hotel
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $172/Night
7 Nights - CA $1,206
Pet-Friendly Holiday Rentals in Oak Lawn
Over 27+ Pet-Friendly Holiday Rentals in or Near Oak Lawn
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $301/Night
7 Nights - CA $2,106
Apartment
3 Bedrooms
4 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
CA $387/Night
7 Nights - CA $2,712
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $227/Night
7 Nights - CA $1,586
CA $339/Night
7 Nights - CA $2,374
House
9.6(28 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $315/Night
7 Nights - CA $2,208
House
9.6(23 Reviews)
3 Bedrooms
5 Guests
Hot Tub- Parking
Ocean View- Balcony/Terrace
CA $298/Night
7 Nights - CA $2,084
House
8.0(1 Review)
3 Bedrooms
6 Guests
- Air Conditioner
- Pet Friendly
- Child Friendly
Laundry
CA $298/Night
7 Nights - CA $2,087
House
3 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
CA $395/Night
7 Nights - CA $2,766
House
10.0(1 Review)
3 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
CA $519/Night
7 Nights - CA $3,631
Large Holiday Rentals and Private Villas in Oak Lawn
Over 7+ Large Holiday Rentals and Private Villas in or Near Oak Lawn
CA $654/Night
7 Nights - CA $4,575
House
4 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $347/Night
7 Nights - CA $2,426
CA $347/Night
7 Nights - CA $2,426
House
2.0(1 Review)
3 Bedrooms
93 Guests
- Hot Tub
Spa- Kitchen
- Air Conditioner
CA $211/Night
7 Nights - CA $1,479
CA $576/Night
7 Nights - CA $4,028
CA $456/Night
7 Nights - CA $3,195
CA $410/Night
7 Nights - CA $2,870
Wheelchair Accessible Holiday Homes in Oak Lawn
Over 8+ Wheelchair Accessible Holiday Homes in or Near Oak Lawn
Hotel
7.9(488 Reviews)
- Parking
- Air Conditioner
- Internet
- Pet Friendly
CA $204/Night
7 Nights - CA $1,429
Hotel
7.0(1001 Reviews)
Breakfast- Parking
- Kitchen
- Air Conditioner
CA $311/Night
7 Nights - CA $2,178
Hotel
7.5(245 Reviews)
- Parking
- Balcony/Terrace
- View
- Air Conditioner
CA $137/Night
7 Nights - CA $959
CA $156/Night
7 Nights - CA $1,095
CA $122/Night
7 Nights - CA $855
Hotel
5.8(666 Reviews)
- Parking
- Air Conditioner
- Internet
- Pet Friendly
CA $136/Night
7 Nights - CA $952
CA $160/Night
7 Nights - CA $1,119
Hotel
4.9(65 Reviews)
- Parking
- Air Conditioner
- Internet
- Child Friendly
CA $187/Night
7 Nights - CA $1,309
Oak Lawn Private Villas and Holiday Homes Under $200
Over 32+ Oak Lawn Private Villas and Holiday Homes Under $200
Apartment
10.0(50 Reviews)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $268/Night
7 Nights - CA $1,875
Apartment
3 Bedrooms
6 Guests
- Parking
- Internet
Security/Safety
Guest Services
CA $204/Night
7 Nights - CA $1,430
CA $132/Night
7 Nights - CA $923
Apartment
6.2(10 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $234/Night
7 Nights - CA $1,636
CA $137/Night
7 Nights - CA $962
House
6.0(1 Review)
1 Bedroom
2 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
CA $197/Night
7 Nights - CA $1,379
Apartment
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Laundry
Wellness Facilities
CA $241/Night
7 Nights - CA $1,688
Condo
2 Bedrooms
5 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
CA $194/Night
7 Nights - CA $1,361
House
10.0(32 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $282/Night
7 Nights - CA $1,973
Instantly Bookable Holiday Homes in Oak Lawn
Over 21+ Instantly Bookable Holiday Homes in or Near Oak Lawn
House
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
CA $521/Night
7 Nights - CA $3,646
New
House
10.0(1 Review)
1 Bedroom
- Air Conditioner
- Internet
- Child Friendly
- Laundry
CA $479/Night
7 Nights - CA $3,355
New
House
1 Bedroom
- Child Friendly
CA $340/Night
7 Nights - CA $2,381
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
CA $794/Night
7 Nights - CA $5,561
House
9.6(10 Reviews)
3 Bedrooms
9 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
CA $618/Night
7 Nights - CA $4,324
House
9.0(6 Reviews)
3 Bedrooms
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $366/Night
7 Nights - CA $2,564
House
9.0(2 Reviews)
3 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $319/Night
7 Nights - CA $2,235
House
7.8(8 Reviews)
4 Bedrooms
8 Guests
- Child Friendly
CA $766/Night
7 Nights - CA $5,361
House
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $388/Night
7 Nights - CA $2,718
Book a Last Minute Place to Stay in Oak Lawn
About Casai's Private Villas and Holiday Rentals in Oak Lawn
Discover more than 101 vacation rentals available in Oak Lawn. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oak Lawn.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oak Lawn, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oak Lawn. On average, places to stay near Oak Lawn offer 343.79 ft², with nightly prices averaging CA $327.
With Casai, finding and comparing holiday rentals in Oak Lawn is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Oak Lawn, IL
There are 101 Oak Lawn, IL Holiday Rentals
- Prices for a holiday home in Oak Lawn start at CA $89
- Top rated vacation home in Oak Lawn is Spacious 3BR Home Near Chicago Free Parking Near Midway
- Most popular short term in Oak Lawn is Hilton Chicago/Oak Lawn
- Cheapest place to stay in Oak Lawn is WoodSpring Suites Chicago Midway
- Most expensive holiday rental in Oak Lawn is Comfortable and cozy 4BA, 2BA Home in Worth
Recently Booked Holiday Rentals in Oak Lawn
- Modern 2BR Oak Lawn Home - Easy Commute to Chicago, Perfect for Longer Stays
- Beautifully furnished one bedroom loft located in Chicago's South suburb of Alsip
- The Comfy King Ranch - Enjoyable 3-bedroom house with AC in charming Worth!
- Comfy 2 bedroom condo with 75” smart TV
- Beautiful 32' RV located in south Chicago suburb
Frequently Asked Questions About Oak Lawn?
What are the top holiday rentals in Oak Lawn?
With numerous options available in Oak Lawn, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oak Lawn:
- Spacious 3BR Home Near Chicago Free Parking Near Midway
- Grade A Working Class Safe Neighborhood 3BR up to 6 guests. Updated & Best Price
- 4BR/1.5BA+Fenced Backyard +Near MDW+One Level
- Beautifully furnished one bedroom loft located in Chicago's South suburb of Alsip
- Love: A charming 3 BR-2.5 BA house in Burbank!
- Beautifully furnished one bedroom loft located in Chicago's South side suburb
- Modern 2BR Oak Lawn Home - Easy Commute to Chicago, Perfect for Longer Stays
- Spacious Family Home in Oak Lawn
- Beautiful 32' RV located in south Chicago suburb
- Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
Which holiday homes in Oak Lawn are best for families?
If you're searching for a family-friendly holiday home in Oak Lawn, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oak Lawn:
How many Casai.ca holiday rentals are available in Oak Lawn?
As of 2026, Casai boasts over 101 properties listed in the Oak Lawn area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oak Lawn.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Mount Greenwood Vacation Rentals in Chicago, Illinois | 70 |
