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Vacation Rentals in Oak Park, IL
Vacation Rentals
USA
Illinois (IL)
Vacation Rentals in Oak Park, IL
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Internet or Wifi (124)
Air Conditioning (115)
Washer/Dryer (84)
Other outdoor space (46)
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Suitability
Kid friendly (118)
Pet friendly (37)
Smoking allowed (4)
Wheelchair access (0)
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Property type
Condominium/Apartment (89)
Vacation Rental House (36)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (1)
Private Chef (0)
Private Beach (0)
Ski In/Ski Out (0)
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Neighborhood
North Side (2)
Logan Square (2)
Distance from
5 mi
Frank Lloyd Wright Home and Studio
Frank Lloyd Wright's Unity Temple
Wright Plus Architectural Housewalk
Oak Park Conservatory
Ernest Hemingway Birthplace Museum
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125 rentals
in Oak Park.
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
30
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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1BR Apartment - Walk to Shops - Downtown OAK PARK
17
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
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A quiet stay while you are away
18
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago
9
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Family-friendly, stylish Chicago Apartment in Logan Square
24
Condo/Apartment in North Side, Logan Square
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3 bedrooms
1 bathroom
Sleeps 7
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Top floor of Historic Oak Park Home / 2 Car Grge
13
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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Luxe Ranch & Spa House Retreat! Pets Welcome
1
Rental Home
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3 bedrooms
1 bathroom
Sleeps 10
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2BR 2 BATH MINUTES FROM DOWNTOWN
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Charming Chicago-Style, Vintage, Tv NFL PASS
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Spacious brand new condo - 15 mins from downtown Chicago! Sleeps 4
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Cozy, Comfortable and Convenient apartment. Close to everything!
21
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Retro 2 bedroom bungalow in Chicago's Avondale neighborhood
1
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Rockin' 2BR Apartment in the Heart of Oak Park
10
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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BEAUTIFUL COZY APARTMENT
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
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Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!
20
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Historic Oak Park Apartment ~ 8 Mi to Downtown
5
Condo/Apartment
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4 bedrooms
1 bathroom
Sleeps 4
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FREE PARKING! Desirable Logan Square Location with Modern Touches and Beautiful
1
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Spacious, lovely 2bed 1bath with free parking
5
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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8 MILES FROM DOWNTOWN CHICAGO!!!
18
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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INSTA-WORTHY Loft+Condo, FREE Parking, Near Downtown Chicago
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 11
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Top floor of Historic Oak Park Villa / 2 Car Grge
2
Condo/Apartment
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4 bedrooms
1 bathroom
Sleeps 8
Match:
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Picture Perfect 3Bed Steps from Train and FLW
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
5
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Charming 3 beds 2 baths close 15 min Chicago walk to trains hold 6 pp parking
1
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
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Classic Oak Park Home, 11 Mi to Downtown Chicago!
10
Rental Home
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6 bedrooms
2 bathrooms
Sleeps 8
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Chic 3bed 2bath Home with free parking close to United Center
6
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Modern Victorian Vibes ❤️ | Character & Charm
14
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
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NEW in 2022! The CHICAGO GAME ROOM
2
Condo/Apartment
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4 bedrooms
2 bathrooms
Sleeps 8
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H&H 1896 - Free Parking, Fully Stocked, & Spacious - 15 mins to downtown
2
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 16
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Chicago Home- 4 bd 3 ba- 1 spot in the garage. 30 mins to downtown.
1
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 2
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Oak Park 3000 sq ft, sleep 16
3
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 16
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Restful Retreat Perfectly Located by Train+Shops
Condo/Apartment
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4 bedrooms
2 bathrooms
Sleeps 7
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Cozy 3 Bdrm. Apt. sleeps 5 guests in the historic neighborhood of Oak Park IL
1
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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Logan Square :The place to be in Chicago.Spacious & sunny 2-Br apt.Free parking
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Chic 2-bedroom apartment in fabulous Chicago with AC, WiFi
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
7
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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Jumbo 3bd In Hot Logan Square!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 7
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Oak Park Pleasant Charming 2-bedroom town home
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
11
Rental Home
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4 bedrooms
1 bathroom
Sleeps 6
Match:
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Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 9
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Single Family Home in Logan w/ 2 Car Garage
4
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 15
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Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit
1
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 7
Match:
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Oak Park Queen
5
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Home away from home. Family-oriented neighborhood.
13
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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Modern and Stylish Private1BR Garden Apt in Logan Square With Free Parking
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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First floor of Historic Oak Park Villa / 2Car Grge
15
Condo/Apartment
View on map
4 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Charming apartment king bed with AC, WiFi
Rental Home
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1 bedroom
1 bathroom
Sleeps 3
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Sleeps
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Award-winning, charming, 1-bedroom apartment with AC, WiFi in Pleasant Oak Park
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Relaxing Oak Park Home
19
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
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Cozy Two-Bedroom Full Private 2nd Floor Apartment with AC, WiFi in Chicago
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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1
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Showing results 1-50 of 125
Frequently Asked Questions about Oak Park
Do any vacation rentals in Oak Park have a pool?
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
See all vacation rentals with a pool in Oak Park on Tripadvisor
Do any vacation rentals in Oak Park have internet access?
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
See all vacation rentals in Oak Park on Tripadvisor
What are the best pet friendly rentals in Oak Park?
The best pet friendly rentals in Oak Park are:
1BR Apartment - Walk to Shops - Downtown OAK PARK
Luxe Ranch & Spa House Retreat! Pets Welcome
2BR 2 BATH MINUTES FROM DOWNTOWN
See all pet friendly vacation rentals in Oak Park on Tripadvisor
What are some great rentals in Oak Park that are kid friendly?
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
See all kid friendly vacation rentals in Oak Park on Tripadvisor
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