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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 746 Vacation Homes in Oak Park with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (27)
"The neighborhood was very cute, but parking was an issue. We also realized the second day that the windows in the front room were not locked, and one of them was open. The curtains had them covered so we didn’t think to check the first night in. Also, i think the vacant apartment upstairs was being actively shown, so when we were at the property, there were several different folks coming in and out. Overall, it was comfy for the two nights we stayed."
Great 3 bedroom rental unit near Logan Square
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Aerial view

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

10.0 out of 10, Exceptional, (164)
"Great location, lots of space for gathering and hanging out. Tons of sleeping areas, air mattresses couches, futons, etc. Great for large groups of adults. Caution: Lots of stairs."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Cozy 3-bedroom house in family-oriented Melrose Park.
Interior

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

10.0 out of 10, Exceptional, (5)
"We stayed on Valentine's weekend. Used the fireplace and the hot tub as these were must haves for us. Everything was very clean, so I felt a little bad dirtying the fireplace up. The owner was super responsive and accommodating. Would definitely consider staying again if we find ourselves in that area again."
Cozy 3-bedroom house in family-oriented Melrose Park.
Updated Forest Park 3 BR Bungalow
Fridge, microwave, oven, stovetop

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (100)
"The home is warm and inviting just like the pictures. Parking in the back of the house was easy. We cooked several times, pans, spices and dishes are available. The neighborhood is only about 20 minutes from downtown Chicago. The fenced in yard was perfect for our dog. We enjoyed our stay "
Updated Forest Park 3 BR Bungalow
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
Fridge, microwave, oven, stovetop

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (2)
"This is a very beautiful and amazing place. Great for family stay or group . Clean house , everything listed online is exactly as it is. Food and malls nearby. Overall great accommodation. Will definitely visit again anytime I’m in Chicago. Thank you !"
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Fridge, microwave, oven, stovetop

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (87)
"We traveled to Chicago for a 3 day visit - this house was in a quiet neighborhood and walking distance to several coffee shops and diners. The house fit our family well and was warm and cozy."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Charming ModernRetro Home!
Smart TV

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (13)
"Brittany was absolutely amazing. Her home was gorgeous and cozy. Served our needs exact. We will be coming back! "
Charming ModernRetro Home!
Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (163)
"everything about this house was wonderful. The beds were comfortable. Everything was clean. The family had a lot of fun. We were able to invite other family members over to visit. My daughter loved playing the piano, just made the mini family reunion perfect. Thank you for sharing your amazing home."
Historic home with easy access to Chicago
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Fridge, microwave, oven, dishwasher

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (10)
"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
3 Bed Wrigley home w/view & party deck - 3rd Fl
Fridge, microwave, oven, stovetop

3 Bed Wrigley home w/view & party deck - 3rd Fl

3.0 star property
9.8 out of 10, Exceptional, (27)
"Can’t get a better location if you want to be near wrigley! Nicole was great to deal with and we loved it. Will be back."
3 Bed Wrigley home w/view & party deck - 3rd Fl
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!
Fridge, microwave, oven, stovetop

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.2 out of 10, Wonderful, (15)
"Great quiet place. "
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!
Berwyn Beauty
Fridge, microwave, oven, stovetop

Berwyn Beauty

10.0 out of 10, Exceptional, (14)
"Communication was amazing. Home was very welcoming, clean, and well prepared. Had a wonderful stay! "
Berwyn Beauty
BoHo House - A Chic, 1903 Chicago Workers Cottage
Outdoor dining

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (9)
"Highly recommend this property! It’s close to everything, our dog felt at home, and communication with the property owner was top notch! We will definitely stay here again when we find ourselves in Chicago next."
BoHo House - A Chic, 1903 Chicago Workers Cottage
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Fridge, microwave, oven, stovetop

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

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (23)
"This property was is in a good neighborhood nice and clean I really enjoy myself Thanks"
The price is AED 735
AED 1,354 total
includes taxes & fees
3 Apr - 4 Apr
LUXE 3 BR, 2 BA + Hot Tub
Spacious 5-bedroom house with movie room, game room and more!
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!
House with garage, outdoor dining and basement bar
Fridge, microwave, oven, dishwasher

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar
Spacious and Sleek 4BD/2.5BA - Logan Square!
Fridge, microwave, oven, stovetop

Spacious and Sleek 4BD/2.5BA - Logan Square!

9.2 out of 10, Wonderful, (17)
"The unit is spacious but we only found 3 bedrooms not 4 as advertised. However it had 4 queen beds in 3 bedrooms. The bathrooms and carpet were not as clean as I like to see. The towels were small & thin with no extras to be found. The kitchen is nice but had little stock. The owner communicated well before the booking. The neighborhood is just ok. We were rarely at the unit except to sleep and get ready as the 5 of us were in town for a family wedding so lots of family events to attend. "
Spacious and Sleek 4BD/2.5BA - Logan Square!
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Exterior

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (8)
"The house is located in a neighborhood that is easily walkable and has anything you need within walking distance. Metro is located within a few blocks of the house and makes getting around easy."
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Fridge, microwave, oven, stovetop

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.6 out of 10, Exceptional, (16)
"Home was in a quiet & friendly neighborhood with easy access to everything."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
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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Other property types in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking
Miscellaneous

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (37)
"This was the perfect place for my boyfriend and I to stay for our little 48 hour trip. Every thing was perfectly explained in detail and that helped so much because we got there later at night. It is right outside the city and has great options located all around as well. I will recommend this place to anyone traveling to the Chicago area. "
The price is AED 278
AED 677 total
includes taxes & fees
1 Apr - 2 Apr
Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park Queen
Exterior

Oak Park Queen

9.4 out of 10, Exceptional, (13)
"This was a great place to stay! "
The price is AED 496
AED 946 total
includes taxes & fees
2 Apr - 3 Apr
Oak Park Queen
Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (706)
"We love coming here and we come at least once a year. My only thing is we always get the lake side and this time we did not. Still a nice chicago skyline view but if you can get the lake side it’s gorgeous!"
The price is AED 465
AED 654 total
includes taxes & fees
20 Apr - 21 Apr
Sentral Michigan Avenue
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.