Vacation rentals in Oak Park, IL

90 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Oak Park, IL

Chicago - Pilsen Studio apartment - Unit B - Oak Park, IL

Chicago - Pilsen Studio apartment - Unit B

Apartment, Oak Park

Chicago - Pilsen Studio apartment - Unit B is a apartment in Oak Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Chicago - Pilsen Studio apartment - Unit B

Chicago - Pilsen Studio apartment - Unit B is a apartment in Oak Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,153.

From$138/night
Show
\"Restored\" Speak Easy from the 1920s - Oak Park, IL

\"Restored\" Speak Easy from the 1920s

Apartment, Oak Park

\"Restored\" Speak Easy from the 1920s is a apartment in Oak Park. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About \"Restored\" Speak Easy from the 1920s

\"Restored\" Speak Easy from the 1920s is a apartment in Oak Park. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,068.

From$153/night
Show
Comfy One Bed Apartment in Forest Park - Oak Park, IL

Comfy One Bed Apartment in Forest Park

Apartment, Oak Park

Comfy One Bed Apartment in Forest Park is a apartment in Oak Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Comfy One Bed Apartment in Forest Park

Comfy One Bed Apartment in Forest Park is a apartment in Oak Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, street parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,365.

From$164/night
Show
Stylish Garden-Level 2BR: Close to O'Hare & Downtown - Oak Park, IL

Stylish Garden-Level 2BR: Close to O'Hare & Downtown

Apartment, Oak Park

Stylish Garden-Level 2BR: Close to O'Hare & Downtown is a apartment in Oak Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Stylish Garden-Level 2BR: Close to O'Hare & Downtown

Stylish Garden-Level 2BR: Close to O'Hare & Downtown is a apartment in Oak Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,204.

From$172/night
Show

Vacation rentals with parking in Oak Park, IL

Find vacation rentals that make arriving by car easier.

Chicago style apt/Near Hosp/ORD/MDW/DT - Oak Park, IL

Chicago style apt/Near Hosp/ORD/MDW/DT

Apartment, Oak Park

Chicago style apt/Near Hosp/ORD/MDW/DT is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Chicago style apt/Near Hosp/ORD/MDW/DT

Chicago style apt/Near Hosp/ORD/MDW/DT is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,335.

From$191/night
Show
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP - Oak Park, IL

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Apartment, Oak Park

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,472.

From$210/night
Show
The King's Corner / Ground Level / Train Access - Oak Park, IL

The King's Corner / Ground Level / Train Access

Apartment, Oak Park

The King's Corner / Ground Level / Train Access is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The King's Corner / Ground Level / Train Access

The King's Corner / Ground Level / Train Access is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,684.

From$241/night
Show
Cozy Extended Stay: King Bed/Fully Equipped/Train - Oak Park, IL

Cozy Extended Stay: King Bed/Fully Equipped/Train

Apartment, Oak Park

Cozy Extended Stay: King Bed/Fully Equipped/Train is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Cozy Extended Stay: King Bed/Fully Equipped/Train

Cozy Extended Stay: King Bed/Fully Equipped/Train is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,689.

From$241/night
Show

Pet-friendly vacation rentals in Oak Park, IL

Bring your pet along with stays that welcome four-legged travelers.

Mins from O'Hare • Safe Location • Private Parking - Oak Park, IL

Mins from O'Hare • Safe Location • Private Parking

Apartment, Oak Park

Mins from O'Hare · Safe Location · Private Parking is a apartment in Oak Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare · Safe Location · Private Parking is a apartment in Oak Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $932.

From$133/night
Show
Private Workspace • Sleeps4 • Modern Stylish Stay - Oak Park, IL

Private Workspace • Sleeps4 • Modern Stylish Stay

Apartment, Oak Park

Private Workspace · Sleeps4 · Modern Stylish Stay is a apartment in Oak Park, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace · Sleeps4 · Modern Stylish Stay is a apartment in Oak Park, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,075.

From$154/night
Show
Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6 - Oak Park, IL

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

Apartment, Oak Park

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6 is a apartment in Oak Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

Read more

About Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6 is a apartment in Oak Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,605.

From$229/night
Show
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park - Oak Park, IL

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

Apartment, Oak Park

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park is a apartment in Oak Park, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

Read more

About Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park is a apartment in Oak Park, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,918.

From$274/night
Show

Vacation rentals with a kitchen in Oak Park, IL

Compare stays with kitchen access for longer trips and easier meals.

Modern Condo • Safe Chicago Stay Near O’Hare - Oak Park, IL

Modern Condo • Safe Chicago Stay Near O’Hare

Apartment, Oak Park

Modern Condo · Safe Chicago Stay Near O’Hare is a apartment in Oak Park, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo · Safe Chicago Stay Near O’Hare is a apartment in Oak Park, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,116.

From$159/night
Show
Luxurious, Cozy Beauty 10 min from Downtown Chicago - Oak Park, IL

Luxurious, Cozy Beauty 10 min from Downtown Chicago

Apartment, Oak Park

Luxurious, Cozy Beauty 10 min from Downtown Chicago is a apartment in Oak Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Luxurious, Cozy Beauty 10 min from Downtown Chicago

Luxurious, Cozy Beauty 10 min from Downtown Chicago is a apartment in Oak Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,201.

From$172/night
Show
Luxury Villa 10 minutes to Downtown - Oak Park, IL

Luxury Villa 10 minutes to Downtown

Apartment, Oak Park

Luxury Villa 10 minutes to Downtown is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Luxury Villa 10 minutes to Downtown

Luxury Villa 10 minutes to Downtown is a apartment in Oak Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,241.

From$177/night
Show
Comfy 2-bedroom apartment with AC, WiFi in Oak Park - Oak Park, IL

Comfy 2-bedroom apartment with AC, WiFi in Oak Park

Apartment, Oak Park

Comfy 2-bedroom apartment with AC, WiFi in Oak Park is a apartment in Oak Park, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

Read more

About Comfy 2-bedroom apartment with AC, WiFi in Oak Park

Comfy 2-bedroom apartment with AC, WiFi in Oak Park is a apartment in Oak Park, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,016.

From$288/night
Show

Family-friendly vacation rentals in Oak Park, IL

Plan a trip with stays that give families more room to spread out.

The Oak Park Loft - Oak Park, IL

The Oak Park Loft

Apartment, Oak Park

The Oak Park Loft is a apartment in Oak Park, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About The Oak Park Loft

The Oak Park Loft is a apartment in Oak Park, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and family friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,036.

From$240/night
Show
Family Home in Chicago-O'Hare - Oak Park, IL

Family Home in Chicago-O'Hare

Holiday Home, Oak Park

Family Home in Chicago-O'Hare is a holiday home in Oak Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Family Home in Chicago-O'Hare

Family Home in Chicago-O'Hare is a holiday home in Oak Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,594.

From$371/night
Show
Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar - Oak Park, IL

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar

Holiday Home, Oak Park

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar is a holiday home in Oak Park, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable…

Read more

About Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar is a holiday home in Oak Park, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,125.

From$1,304/night
Show
The Polo Inn Bridgeport U.S.A. - Oak Park, IL

The Polo Inn Bridgeport U.S.A.

B & B, Oak Park

The Polo Inn Bridgeport U.S.A. is a b & b in Oak Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About The Polo Inn Bridgeport U.S.A.

The Polo Inn Bridgeport U.S.A. is a b & b in Oak Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, kids friendly, kids meal, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,845.

From$360/night
Show