Title: Oak Park Vacation Rentals from CA $177: Short-Term Rentals for 2026 | Expedia.ca

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![www.alamy.com](https://images.trvl-media.com/place/9228/8aa55e4b-7308-4358-afcc-4ab6897c20e0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/9228/8aa55e4b-7308-4358-afcc-4ab6897c20e0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=9228&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oak Park vacation rentals

![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/64fce148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/cf096b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A quiet stay while you are away

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

Oak Park

9.8/10

Exceptional

(34 reviews)

"great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

matt R.

CA $104

CA $295 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

![Apartment, Private Bathroom | Lounge](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/75db7b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/a3594234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/d23bf6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/b9d0f86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### At Home in Oak Park

[](https://www.expedia.ca/Chicago-Hotels-Home-In-Oak-Park.h75609586.Hotel-Information)

Oak Park

9.4/10

Exceptional

(9 reviews)

"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathryn

CA $174

CA $351 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Home-In-Oak-Park.h75609586.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/074854f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/a1935af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/715ba83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/b2e3ba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, Comfortable and Convenient apartment. Close to everything!

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h45886096.Hotel-Information)

Oak Park

9.8/10

Exceptional

(71 reviews)

"My husband, daughter and I went to Chicago for a weekend getaway and this place was clean, cute and so close to transit. Great place for a small family to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy A.

CA $148

CA $407 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h45886096.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/f8b770f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/822df8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/8b428166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/ef7d4602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information)

Oak Park

9.6/10

Exceptional

(58 reviews)

"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Travis S.

CA $109

CA $293 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information)

![Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge](https://images.trvl-media.com/lodging/89000000/88180000/88173500/88173402/8abcd27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88180000/88173500/88173402/a6832f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Interior](https://images.trvl-media.com/lodging/89000000/88180000/88173500/88173402/7547fb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/89000000/88180000/88173500/88173402/df6e2a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Oak Park Home

[](https://www.expedia.ca/Chicago-Hotels-Historic-Oak-Park-Home.h88173402.Hotel-Information)

Oak Park

10/10

Exceptional

(5 reviews)

"Wanted a house in oak park and this was such a pleasant, comfortable and convenient place. Really comfortable beds too. Even a lovely piano. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

judith

CA $164

CA $340 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-Historic-Oak-Park-Home.h88173402.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594910/e1163a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594910/d3866ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594910/0f4bc8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594910/db0ae7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

[](https://www.expedia.ca/Chicago-Hotels-Restful-Comfy-Retreat-W-Free-Parking-With-Laundry-And-Close-To-Downtown-Chicago.h92594910.Hotel-Information)

Oak Park

8.8/10

Excellent

(28 reviews)

"Very good communication by the host, well located, clean and comfortable, everything you need!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Maxime L.

CA $98

CA $288 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Restful-Comfy-Retreat-W-Free-Parking-With-Laundry-And-Close-To-Downtown-Chicago.h92594910.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/d71c19e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/0db05817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/dc065fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/f6296973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Luxe King bed w/Free Parkng near DT Oak Pk

[](https://www.expedia.ca/Chicago-Hotels-Stylish-2BDR.h71469533.Hotel-Information)

Oak Park

9.6/10

Exceptional

(98 reviews)

"The kitchen was fully equipped and the whole apartment was very comfortable. I especially liked the two very clean bathrooms. There were even curling and flat irons for me to do my hair. Wow! So thoughtful!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Masooma

CA $166

CA $377 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Stylish-2BDR.h71469533.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/793bb6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/cb5bf3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/0900c857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oak Park Victorian by FLW Studio

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

Oak Park

10/10

Exceptional

(29 reviews)

"Great location and walkable to restaurants. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura B.

CA $209

CA $664 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/33378924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/c4f6c687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/3f6e4959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/699d0fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Urban Retreat

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information)

Oak Park

10/10

Exceptional

(14 reviews)

"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas P.

CA $185

CA $632 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d658c7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d30bfd55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d0b74272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/3081c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

[](https://www.expedia.ca/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information)

Oak Park

10/10

Exceptional

(1 review)

"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Willow M.

CA $192

CA $385 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99665400/99665339/w904h683x60y0-0a03c909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99665400/99665339/w904h683x60y0-fd8eb476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99665400/99665339/w507h683x259y0-1739d42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99670000/99665400/99665339/w908h683x58y0-c6e60f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oak Park Queen

[](https://www.expedia.ca/Chicago-Hotels-Oak-Park-Queen.h99665339.Hotel-Information)

Oak Park

8.2/10

Very good

(31 reviews)

"The property was very clean and comfortable. Good location. The owner was responsive."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan S.

CA $122

CA $309 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Oak-Park-Queen.h99665339.Hotel-Information)

![Design Apartment, Private Bathroom (The Oak Park Loft)](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/dfb80f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft)](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/023c5e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/733d465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft)](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/515455d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak Park Loft

[](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

Oak Park

10/10

Exceptional

(5 reviews)

"Good location, nice neighborhood, restaurants close"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

CA $153

CA $327 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/ece2de18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/w1440h1084x0y1-ffc49b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/d9698aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/ccf16232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious, lovely 2bed 1bath with free parking

[](https://www.expedia.ca/Chicago-Hotels-Spacious.h88052040.Hotel-Information)

Oak Park

9.6/10

Exceptional

(19 reviews)

"Very nice place and neighborhood."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles R.

CA $128

CA $389 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-Spacious.h88052040.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/75000000/74120000/74114800/74114795/02a2e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74120000/74114800/74114795/72411915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74120000/74114800/74114795/e7b65c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74120000/74114800/74114795/a1cf4ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful, cozy stay in Historic Frank Lloyd Wright District

[](https://www.expedia.ca/Chicago-Hotels-Beautiful.h74114795.Hotel-Information)

Oak Park

9.0/10

Wonderful

(2 reviews)

"This clean, cozy upper level apartment in a duplex was absolutely perfect for our family trip to visit relatives in Oak Park. The neighborhood setting and off-street parking were really convenient, and it was a comfortable (just less than a mile) walk to the downtown area. We will definitely book here for our next trip. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathryn W.

CA $239

CA $797 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Chicago-Hotels-Beautiful.h74114795.Hotel-Information)

![TV, foosball](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/3e0812ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/2be32007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/9aabc31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/d1688764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! 10-min to Downtown

[](https://www.expedia.ca/Chicago-Hotels-New-10-Min-To-Downtown.h124264681.Hotel-Information)

Oak Park

CA $342

CA $1,157 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-New-10-Min-To-Downtown.h124264681.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/2e5468d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/e884edf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/8d14c28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/58422f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 3bed 2bath Home with free parking close to United Center 

[](https://www.expedia.ca/Chicago-Hotels-Urban-Chic-Home-With-Free-Parking.h88074505.Hotel-Information)

Oak Park

9.8/10

Exceptional

(18 reviews)

"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica T.

CA $308

CA $939 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Urban-Chic-Home-With-Free-Parking.h88074505.Hotel-Information)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/62c74d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/4548313d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/a21ea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/2aac5b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### First floor of Historic Oak Park Villa, Grge:2Cars

[](https://www.expedia.ca/Chicago-Hotels-First-Floor-Of-Historic-Oak-Park-Villa-2Car-Grge.h90695615.Hotel-Information)

Oak Park

9.6/10

Exceptional

(26 reviews)

"Very clean, comfortable and nicely located!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve P.

CA $164

CA $387 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-First-Floor-Of-Historic-Oak-Park-Villa-2Car-Grge.h90695615.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264683/015b8fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264683/4ba125eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264683/ae6531c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264683/cf015c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elevated Gem | Sleeps 12 | 20 mins to Downtown Chicago

[](https://www.expedia.ca/Chicago-Hotels-Elevated-Gem-Sleeps-12-20-Mins-To-Downtown-Chicago.h124264683.Hotel-Information)

Oak Park

CA $444

CA $1,282 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Chicago-Hotels-Elevated-Gem-Sleeps-12-20-Mins-To-Downtown-Chicago.h124264683.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/cd55e7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/aba1171e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/d0784781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/a3a06b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak Park Loft, Including Garage

[](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h109663067.Hotel-Information)

Oak Park

10/10

Exceptional

(10 reviews)

"Private, historic, well, equipped, comfortable, and the owners were very friendly and accessible."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $157

CA $367 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h109663067.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94690000/94688500/94688477/0b376a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/95000000/94690000/94688500/94688477/d3a56bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94690000/94688500/94688477/b36cebb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94690000/94688500/94688477/57a99aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Top floor of Historic Oak Park Villa /Grge: 2Cars

[](https://www.expedia.ca/Chicago-Hotels-Top-Floor-Of-Historic-Oak-Park-Villa-2-Car-Grge.h94688477.Hotel-Information)

Oak Park

10/10

Exceptional

(5 reviews)

"The property was beautiful, spacious, warm, and very charming!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah S.

CA $164

CA $376 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Top-Floor-Of-Historic-Oak-Park-Villa-2-Car-Grge.h94688477.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=9228&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=RESIDENCE)

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## Top Oak Park Hotel Reviews

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"The staff was very nice. Hotel is located in a good spot so walking or the bus was sufficient. Very helpful and considerate. I would stay here again if I ever return to this city. "

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Awesome quite hotel beds are amazing great location "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Everything was amazing! View ambience service "

[](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Yes room was spotless "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f_y.jpg)

### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Absolutely stunning views as stated, very clean. Overall my go to place for any future stays in Chicago!"

[](https://expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"it was good"

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"Clean room, professional staff, and great location"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"Nice"

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Holiday Inn Chicago Dwtn - The Mart by IHG](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg)

### Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"Some may find this hotel a little "old school", but it's dependable, clean, efficient, and well located. There are so many reviews of hotels in the downtown area that are all over the place...we went back here in 2025 after staying there in 2016, and they were on top of everything. Room could have been a tiny bit bigger, but hey, it's downtown Chicago...view was nice, room was clean and quiet, restaurant/bar area was clean and breakfast buffet was nice, and check in/out was simple. YMMV, but for \*our\* mileage, we'll always stay here when were in DT Chicago."

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

## Find out more about Oak Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oak Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Apartments in Oak Park ](https://expedia.ca/Oak-Park-Apartments.d9228-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Oak Park ](https://expedia.ca/Oak-Park-Private-Vacation-Homes.d9228-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Oak Park ](https://expedia.ca/Oak-Park-Condos.d9228-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Oak Park ](https://expedia.ca/Oak-Park-Apart-Hotels.d9228-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Oak Park ](https://expedia.ca/Oak-Park-Motels.d9228-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Oak Park ](https://expedia.ca/Oak-Park-Cottages.d9228-aaCottages.Travel-Guide-Accommodation)
- [B&B in Oak Park ](https://expedia.ca/Oak-Park-Bed-And-Breakfast.d9228-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Oak Park ](https://expedia.ca/Oak-Park-Guest-Houses.d9228-aaGuestHouses.Travel-Guide-Accommodation)
- [Hostels in Oak Park ](https://expedia.ca/Oak-Park-Hostels.d9228-aaHostels.Travel-Guide-Accommodation)
- [Villas in Oak Park ](https://expedia.ca/Oak-Park-Villas.d9228-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Oak Park ](https://expedia.ca/Oak-Park-Resort-Hotels.d9228-aaResortHotels.Travel-Guide-Accommodation)
- [Houseboats in Oak Park ](https://expedia.ca/Oak-Park-Houseboats.d9228-aaHouseboats.Travel-Guide-Accommodation)
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- [Cabin Rentals in Oak Park ](https://expedia.ca/Oak-Park-Cabins.d9228-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

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### What are some of the best vacation rentals that Oak Park has to offer?

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