Oak Park Vacation Rentals
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5 mi
125 rentals in Oak Park.
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
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1BR Apartment - Walk to Shops - Downtown OAK PARK
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A quiet stay while you are away
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Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago
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Family-friendly, stylish Chicago Apartment in Logan Square
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Top floor of Historic Oak Park Home / 2 Car Grge
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Luxe Ranch & Spa House Retreat! Pets Welcome
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2BR 2 BATH MINUTES FROM DOWNTOWN
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Chicago-Style, Vintage, Tv NFL PASS
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Spacious brand new condo - 15 mins from downtown Chicago! Sleeps 4
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, Comfortable and Convenient apartment. Close to everything!
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Retro 2 bedroom bungalow in Chicago's Avondale neighborhood
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Rockin' 2BR Apartment in the Heart of Oak Park
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BEAUTIFUL COZY APARTMENT
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!
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Historic Oak Park Apartment ~ 8 Mi to Downtown
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FREE PARKING! Desirable Logan Square Location with Modern Touches and Beautiful
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Spacious, lovely 2bed 1bath with free parking
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8 MILES FROM DOWNTOWN CHICAGO!!!
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INSTA-WORTHY Loft+Condo, FREE Parking, Near Downtown Chicago
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Top floor of Historic Oak Park Villa / 2 Car Grge
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Picture Perfect 3Bed Steps from Train and FLW
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
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Charming 3 beds 2 baths close 15 min Chicago walk to trains hold 6 pp parking
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Classic Oak Park Home, 11 Mi to Downtown Chicago!
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Chic 3bed 2bath Home with free parking close to United Center
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Modern Victorian Vibes ❤️ | Character & Charm
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NEW in 2022! The CHICAGO GAME ROOM
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H&H 1896 - Free Parking, Fully Stocked, & Spacious - 15 mins to downtown
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Chicago Home- 4 bd 3 ba- 1 spot in the garage. 30 mins to downtown.
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Oak Park 3000 sq ft, sleep 16
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Restful Retreat Perfectly Located by Train+Shops
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy 3 Bdrm. Apt. sleeps 5 guests in the historic neighborhood of Oak Park IL
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Logan Square :The place to be in Chicago.Spacious & sunny 2-Br apt.Free parking
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chic 2-bedroom apartment in fabulous Chicago with AC, WiFi
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
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Jumbo 3bd In Hot Logan Square!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Oak Park Pleasant Charming 2-bedroom town home
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
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Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Single Family Home in Logan w/ 2 Car Garage
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Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit
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Oak Park Queen
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Home away from home. Family-oriented neighborhood.
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Modern and Stylish Private1BR Garden Apt in Logan Square With Free Parking
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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First floor of Historic Oak Park Villa / 2Car Grge
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Charming apartment king bed with AC, WiFi
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Award-winning, charming, 1-bedroom apartment with AC, WiFi in Pleasant Oak Park
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Relaxing Oak Park Home
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Cozy Two-Bedroom Full Private 2nd Floor Apartment with AC, WiFi in Chicago
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 125
Frequently Asked Questions about Oak Park
- Yes, here are some popular vacation rentals in Oak Park that have a pool:
- Stylish Luxe King bed w/Free Parkng near DT Oak Pk
- 1BR Apartment - Walk to Shops - Downtown OAK PARK
- A quiet stay while you are away
- Yes, here are some popular vacation rentals in Oak Park that have internet access:
- Stylish Luxe King bed w/Free Parkng near DT Oak Pk
- 1BR Apartment - Walk to Shops - Downtown OAK PARK
- A quiet stay while you are away
- Some of the most popular kid friendly rentals in Oak Park are:
- Stylish Luxe King bed w/Free Parkng near DT Oak Pk
- 1BR Apartment - Walk to Shops - Downtown OAK PARK
- A quiet stay while you are away
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