Title: Oak Park Vacation Rentals from $130: Search Short-Term Rentals | Expedia.com

[Oak Park Travel Guide](https://expedia.com/Oak-Park.dx9228)[Hotels in Oak Park](https://expedia.com/Oak-Park-Hotels.d9228.Travel-Guide-Hotels)[Flights to Oak Park](https://expedia.com/Cheap-Flights-To-Oak-Park.d9228.Travel-Guide-Flights)[Things to do in Oak Park](https://expedia.com/Things-To-Do-In-Oak-Park.d9228.Travel-Guide-Activities)[Car Rentals in Oak Park](https://expedia.com/Car-Rentals-In-Oak-Park.d9228.Car-Rental-Guide)[Oak Park Vacation Packages](https://expedia.com/Oak-Park.d9228.Destination-Travel-Guides)

![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)

## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=9228&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=9228&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=9228&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=9228&startDate=2026-06-05&endDate=2026-06-07&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)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.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.com/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.

$186 nightly

$213 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/d6df8cf6.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)

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

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

Oak Park

9.8/10

Exceptional

(72 reviews)

"Glad to have found this gem in Oak Park for a two-night stay with friends. Booking and checking in was easy and seamless. Free street parking was a huge bonus. The space was super cute and comfortable. We enjoyed walking around the neighborhood and getting into the city was super easy (we chose to use Lyft instead of the train, but there are train stations within walking distance. Would definitely book this property again the next time I come to Chicago."

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

Emily B.

$259 nightly

$297 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Cozy.h45886096.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)

![Dining](https://images.trvl-media.com/lodging/100000000/99670000/99665400/99665339/w908h683x58y0-c6e60f75.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)

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

### Oak Park Queen

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

Oak Park

8.2/10

Very Good

(32 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.

$194 nightly

$222 total

Feb 16 - Feb 17

Total with taxes and fees

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

![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)

![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88060000/88052100/88052040/646461c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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.

$321 nightly

$367 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Spacious.h88052040.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)

![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.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)

![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/94169926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oak Park Victorian by FLW Studio

[](https://www.expedia.com/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.

$433 nightly

$496 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](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) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/515455d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/023c5e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/167883c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak Park Loft

[](https://www.expedia.com/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

$224 nightly

$257 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90695700/90695615/eb993dac.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)

![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.com/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.

$284 nightly

$325 total

Feb 16 - Feb 17

Total with taxes and fees

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

![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)

![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)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/w3000h1869x0y131-9607ee5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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.

$179 nightly

$205 total

Feb 28 - Mar 1

Total with taxes and fees

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

![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)

![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)

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

[](https://www.expedia.com/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

$241 nightly

$276 total

Feb 23 - Feb 24

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/a541fdcd.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.com/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.

$244 nightly

$279 total

Feb 18 - Feb 19

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/aa9396b3.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.com/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.

$483 nightly

$553 total

Feb 23 - Feb 24

Total with taxes and fees

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

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

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/95000000/94690000/94688500/94688477/50d0dd4a.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)

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

[](https://www.expedia.com/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.

$298 nightly

$332 total

Feb 16 - Feb 17

Total with taxes and fees

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

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

![Interior](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/e36b2442.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)

### New! 10-min to Downtown

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

Oak Park

$795 nightly

$840 total

Feb 16 - Feb 17

Total with taxes and fees

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

![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)

![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)

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

[](https://www.expedia.com/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.

$182 nightly

$208 total

Feb 20 - Feb 21

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/76000000/75630000/75623200/75623115/28a3876e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75630000/75623200/75623115/a6c58ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75630000/75623200/75623115/11f5b77b.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/76000000/75630000/75623200/75623115/8a2371c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Top floor of Historic Oak Park Home /2 Car Garage

[](https://www.expedia.com/Chicago-Hotels-Top-Floor-Of-Historic-Oak-Park-Home-2-Car-Grge.h75623115.Hotel-Information)

Oak Park

9.6/10

Exceptional

(23 reviews)

"Our stay was wonderful. The location with parking was perfect."

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

Joan W.

$267 nightly

$297 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Top-Floor-Of-Historic-Oak-Park-Home-2-Car-Grge.h75623115.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)

![3 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/30a811e5.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)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88074600/88074505/e884edf1.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.com/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.

$596 nightly

$682 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264683/b405a8ec.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)

![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)

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

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

Oak Park

10/10

Exceptional

(1 review)

"Great"

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

Ayden R.

$880 nightly

$932 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Miscellaneous](https://images.trvl-media.com/lodging/89000000/88180000/88173500/88173402/df6e2a2c.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)

### Historic Oak Park Home

[](https://www.expedia.com/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

$235 nightly

$269 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74120000/74114800/74114795/0767e113.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)

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

[](https://www.expedia.com/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.

$492 nightly

$563 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Beautiful.h74114795.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)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/a3a06b44.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)

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

### The Oak Park Loft, Including Garage

[](https://www.expedia.com/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

$271 nightly

$301 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-The-Oak-Park-Loft.h109663067.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.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&regionId=9228&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Oak+Park%2C+Illinois%2C+United+States+of+America&regionId=9228&latLong=41.884533%2C-87.783569&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=RESIDENCE)

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Save an average of 15% on thousands of hotels when you're signed in

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## Top Oak Park Hotel Reviews

![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

"The staff were very kind and helpful"

[](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.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

"Rooms were great and breakfast was delicious "

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

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

### Eurostars Magnificent Mile

10/10 Excellent

"Very nice"

[](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.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

"The location and the cleanliness "

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

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg)

### theWit Chicago, a Hilton Hotel

10/10 Excellent

"It was a great place to stay, food was great, staff was great. Prices were moderately high. I did like that we were able to use the resort fee towards food in drinks. "

[](https://expedia.com/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Clean, safe, affordable! "

[](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.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 a nice time. Ill be bringing my dog next time"

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

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"👍"

[](https://expedia.com/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"Service, history, "

[](https://expedia.com/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

## Find out more about Oak Park

**Everything you need to know about Oak Park vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Oak Park vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Oak Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oak Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $130 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Oak Park rentals**

At Expedia, we put the best Oak Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oak Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

## Frequently asked questions

### Are there vacation rentals in Oak Park?

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

### How many vacation rentals are there in Oak Park?

### What’s there to see and do in Oak Park?

### What’s a vacation rental in Oak Park like?

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- [Hotels in Bolingbrook](https://expedia.com/Bolingbrook-Hotels.d55064.Travel-Guide-Hotels)
- [Hotels in Elmhurst](https://expedia.com/Elmhurst-Hotels.d7836.Travel-Guide-Hotels)
- [Hotels in Orland Park](https://expedia.com/Orland-Park-Hotels.d9270.Travel-Guide-Hotels)

Cars

- [Car rentals in Naperville](https://expedia.com/Car-Rentals-In-Naperville.d9009.Car-Rental-Guide)
- [Car rentals in Arlington Heights](https://expedia.com/Car-Rentals-In-Arlington-Heights.d6231.Car-Rental-Guide)
- [Car rentals in Des Plaines](https://expedia.com/Car-Rentals-In-Des-Plaines.d7863.Car-Rental-Guide)
- [Car rentals in Schaumburg](https://expedia.com/Car-Rentals-In-Schaumburg.d8107.Car-Rental-Guide)
- [Car rentals in Bolingbrook](https://expedia.com/Car-Rentals-In-Bolingbrook.d55064.Car-Rental-Guide)
- [Car rentals in Orland Park](https://expedia.com/Car-Rentals-In-Orland-Park.d9270.Car-Rental-Guide)

Activities

- [Things to do in Schaumburg](https://expedia.com/Things-To-Do-In-Schaumburg.d8107.Travel-Guide-Activities)