Search Vacation Homes in Oak Lawn

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Oak Lawn

Stylish 3bd w/ backyard patio mins from Downtown!

2.0 star property
8.8 out of 10, Excellent, (3)
"Very comfortable home. Location was great. Owners were very responsive and helpful. A storm on our last day unfortunately left us without power, owner was great at keeping us informed of status. Already went to book for our next trip but someone beat us to it. "
Stylish 3bd w/ backyard patio mins from Downtown!

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (14)
"This is a great place and very pet friendly. Only negatives were lack of hashtags (only one in the home), no hair dryer when it advertised it had one, and no TV in any of the bedrooms. The home was clean, spacious, fireplace and hot tub are a great bonus."
Cozy 3-bedroom house in family-oriented Melrose Park.

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (38)
"The property is as described and was perfect for our stay. David answered all of our questions promptly. Would definitely recommend this host and property."
Great 3 bedroom rental unit near Logan Square

Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square

9.8 out of 10, Exceptional, (10)
"Lots of good food and close to transit! Amazing little spot."
Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Charming 3-bedroom house with WiFi in peaceful Hazel Crest

9.4 out of 10, Exceptional, (3)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is SARĀ 867
SARĀ 1,622 total
includes taxes & fees
22 Jun - 23 Jun
Charming 3-bedroom house with WiFi in peaceful Hazel Crest

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

9.8 out of 10, Exceptional, (9)
"The house worked perfectly for our stay. Lots of seating options and a beautiful kitchen for home prepped meals. The house also gets amazing natural light with the abundance of windows."
Cozy Home | King Bed | 10P | Metra | Chicago Suburb

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (43)
"The place was located right down the street from where the concert was at. Cute place, better than a hotel, parking right outside the place. "
Belmont House, Classy & Chic/walk to Wrigley Field

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.2 out of 10, Wonderful, (5)
"Everything was as it was described. Very nice "
Walk to the Beach! Theater-Coffee Bar-Games-Gym

The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

9.6 out of 10, Exceptional, (165)
"Great location. Has everything we needed. Great host. Have already recommended it to others who visit Chicago frequently and will definitely stay there again. "
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

4.0 star property
9.4 out of 10, Exceptional, (40)
"Numerous problems that owner tried to fix-no wi-fi, no ac, broken upstairs dishwasher, basement flooded when we used downstairs washing machine. Place had not been cleaned prior to check in, trash sack in entry way, litter on floor, mop on back steps. Great location."
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton

10.0 out of 10, Exceptional, (2)
"The area is quiet and the apartment is close to a dog park which is open to non-residents. There is a paved walkway right by the park that’s nice so I was able to walk my dog in the morning. The property manager immediately replied to any questions I had and the apartment was fully stocked in the kitchen, etc. I booked this because of the cost. I was in town to see the Indiana Dunes. I would stay here again."
The price is SARĀ 465
SARĀ 621 total
includes taxes & fees
14 Jul - 15 Jul
Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton

Relaxing hot and beautiful 4 bed, 2 baths in peaceful area

2.0 out of 10, (1)
"Here is a condensed version of the document, aiming for around 1500 characters:Review of rental: Communication was good, but the house was problematic. It looked abandoned with overgrown shrubs and a "Beware of Dog" sign. Jessica, the host, was finishing cleaning upon arrival due to a late checkout. The living room had an 85" TV but only one lamp with no shade. One couch was broken. The dining room had a table and a makeshift hutch. The kitchen was odd with mismatched items; no coffee pot for...
Relaxing hot and beautiful 4 bed, 2 baths in peaceful area

Lincoln Park Living - Suite 1

9.4 out of 10, Exceptional, (24)
"Great location in a beautiful part of town. Walk to Wrigley. Place was great for 2 families to hang out. "
Lincoln Park Living - Suite 1

Relaxing Oak Park Home

9.8 out of 10, Exceptional, (77)
"Kitchen, dining room, living room, bathroom, and bedrooms were all spacious and well-appointed. Beds were comfortable. House was warm and cozy. "
Relaxing Oak Park Home

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

8.0 out of 10, Very Good, (3)
"We enjoyed this stay very much. Thanks!"
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

Quiet Stay - Perfect for Family

Quiet Stay - Perfect for Family

3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

6.0 out of 10, (1)
"We had a couple of challenges but the host was very attentive. Plenty of room and property was clean. "
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

Lincoln Park Living - Suite 2!

9.4 out of 10, Exceptional, (31)
"Great space, good location. Very easy check out process."
Lincoln Park Living - Suite 2!

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (169)
"Great place for our large group. Lots of room for the bridal girls to get ready for the wedding. "
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
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.
Save an average of 15% on thousands of hotels when you're signed in