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Vacation Rentals in Oak Park, IL and nearby

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All 233 Rentals in the Oak Park Area
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From
$1,750
Per Night
1 / 9
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Oak Park
5 Bedrooms, 6 Bathrooms, Sleeps 10
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The following rentals are within 10 miles of Oak Park, Illinois.

From
$140
Per Night
1 / 19
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Chicago
Studio, 1 Bathroom, Sleeps 3
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Details Reviews (1) Make Inquiry
From
$159
Per Night
1 / 11
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
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Details Reviews (1) Make Inquiry
Also consider
Wrigleyville Retreat-  A Chicago Hot Spot!
5 Bedrooms, sleeps 16
$600 / night
Luxurious Vintage Condo on Chicago's North Shore
3 Bedrooms, sleeps 8
$195 - $269 / night
Trifecta!  2 Bedroom Best Location in Lincoln Park
2 Bedrooms, sleeps 6
$200 - $220 / night
***PENTHOUSE** True Penthouse in Chicago 50th Fl.!
3 Bedrooms, sleeps 6
$315 / night
From
$199
Per Night
1 / 9
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed September 29, 2014
The apartment was more spacious and comfty than it appeared in photos. The location was excellent, we had everything we could need at much 2 blocks away (restaurants, bars...
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From
$99
Per Night
1 / 28
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
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4 of 5 stars Reviewed October 2, 2014
Three of us stayed at at Devon property and were thrilled with the accommodations. The location to the local bus and train stops were very convenient. The hosts, Lisa and...
4 of 5 stars Reviewed September 3, 2014
Stayed here with a few friends for the weekend. Had a great time, The location is perfect, its close to everything, yet still residential. Lisa was the main contact, she was...
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From
$85
Per Night
1 / 14
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed September 20, 2014
Hanne was very easy to work with and extremely nice. Nice roomy apt and pretty close to everything. I would definitely stay here again when traveling to Chicago. Very quiet...
5 of 5 stars Reviewed September 11, 2014
Roomy 2 bedroom was in walking distance to great bars and restaurants and was a ten minute drive to many "Lincoln Park" area attractions such as the zoo, aquarium and...
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From
$120
Per Night
1 / 26
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Chicago
Studio, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed November 15, 2014
We had a wonderful time at Brooks's "Urban Oasis". It is well located to see everything around Chicago city. Friendly helpful doormen/women, secure access, great facilities...
5 of 5 stars Reviewed November 15, 2014
Why was staying at Brook's make your trip to Chicago so special: * Immaculate condo with all your comfort needs *Close to everything -Really! *We felt so very comfortable and...
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From
$89
Per Night
1 / 40
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Chicago
Studio, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed July 19, 2014
Beautiful furnished apartments with kitchennete and in the heart of downtown, just a few blocks away from State st and michigan ave. I had a very pleasant and comfortable stay...
5 of 5 stars Reviewed May 7, 2014
The location is so convenient, the blue line train from O'hare airport takes you right to the stop of which is about 5 minutes walk to the building. The unit is clean and with...
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From
$135
Per Night
1 / 37
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Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
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4 of 5 stars Reviewed August 18, 2014
Very strategic location near to major attractions. Very spacious and quiet. The best coffee is just down the building! The only thing was the wifi was extremely slow, me and my...
3 of 5 stars Reviewed July 1, 2014
security was not aware of our check in and had to call and verify. kitchen is not adequately stocked for those who may use knives, forks and wine glasses. it was, however...
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From
$75
Per Night
1 / 16
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed November 14, 2014
My husband and I rented the apartment for 5 days in early November. I was attending a Conference downtown and did not want to pay the high price hotel. This place was perfect...
5 of 5 stars Reviewed November 7, 2014
I visit my son often and have stayed in other condos and hotels all throughout the city and this by far is the best. With dorm style amenities and generous snacks, it's better...
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From
$140
Per Night
1 / 49
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Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed November 13, 2014
Our family of four had an excellent time at this apartment. Bob was very easy to deal with and extremely helpful. Key code access to the apartment was very convenient. A garage...
4 of 5 stars Reviewed September 27, 2014
We were very pleased with our stay at this facility. It isn't in the typical touristy area which we liked as it made our urban experience feel more authentic and any neighbors we...
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From
$80
Per Night
1 / 14
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Chicago
Studio, 1 Bathroom, Sleeps 2
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4 of 5 stars Reviewed September 3, 2014
Great stay, close to the El train and cheaper than a hotel! Able to stay parked out front for free and take the El where ever we wanted to. If you want a great stuffed pizza...
5 of 5 stars Reviewed July 8, 2014
the location of the apartment we stayed was convenient enough:only some min away from the red line train and a min from the bus stop,so getting to downtown is easy.we got a great...
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From
$185
Per Night
1 / 32
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed November 5, 2014
The apartment was great! The hosts were very easy to contact when needed. Even the neighbours were friendly. Good location, away from the busy city Central but still close enough...
5 of 5 stars Reviewed October 29, 2014
21st and Michigan, right on the bus route to go to the Downtown core and to get to the museums. Just blocks away from Chinatown. Market just across the street for meat and eggs...
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From
$160
Per Night
1 / 48
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Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed April 7, 2014
Our family of four (two teens) spent 5 days here during spring break and had an excellent experience. We went downtown every day by catching the red line train at the 35th/Sox...
5 of 5 stars Reviewed May 2, 2012
We couldn’t be more pleased with our stay, everyone had a fantastic time. Our visit took place April 12-15 and there were six of us; my parents (early 50’s), younger brother and...
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From
$200
Per Night
1 / 19
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed July 29, 2014
Beautiful condo with all the amenities. Gym, pool, whirlpool, and a fantastic infinity hot tub on the roof. Great views. Wonderful host. Concierge very friendly and helpful...
4 of 5 stars Reviewed June 12, 2014
The 19th floor condo was clean, serviceable and quiet. Everything works and the washer/dryer were a nice plus. The views from the floor to ceiling windows are not impressive, but...
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From
$99
Per Night
1 / 20
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 6
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4 of 5 stars Reviewed September 3, 2014
This was my first experience using Trip Advisor and renting a private home to stay in. The weekend was great. The apartment was located in a safe neighborhood to walk around in...
5 of 5 stars Reviewed November 11, 2013
From start to finish this rental was perfect. I was hesitant to rent from a private party, however great communication early on helped put me at ease. As a solo traveling female I...
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From
$95
Per Night
1 / 10
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed October 13, 2014
My wife and I spent 3 night here in Sept 2014. The owner was very friendly and helpful. This studio is located in a nice quiet neighborhood, close to restaurants and shops, and...
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From
$197
Per Night
1 / 7
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Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$200
Per Night
1 / 8
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Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
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5 of 5 stars Reviewed August 17, 2014
Nice apartment for up to 6 people, around $20 taxi ride from the Airport. Close to a large park, bus, and train stations. We purchased 7 days CTS passes for $33 each with...
4 of 5 stars Reviewed March 29, 2014
Bed was a little uncomfortable and broke often. Parking was difficult. Clean apartment, ideal for a large family
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From
$95
Per Night
1 / 11
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
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5 of 5 stars Reviewed October 24, 2014
We loved it! Great location, we came into town for a concert series at the Metro (about a 10 minute ride away), there were great restaurants nearby and downtown was also easily...
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From
$79
Per Night
1 / 14
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Chicago
Studio, 1 Bathroom, Sleeps 2
Bookings
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5 of 5 stars Reviewed September 20, 2014
The place is immaculate. Super clean and fully equipped. The location is great. You have the subway blue line (to downtown) in a short walk from the house to the station. The...
5 of 5 stars Reviewed September 1, 2014
I enjoyed my stay here and the hosts are warm, friendly and welcoming people. Hanne is just the sweetest person and I feel as if I have known her for many years. She always made...
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From
$89
Per Night
1 / 7
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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From
$250
Per Night
1 / 15
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
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From
$199
Per Night
1 / 15
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
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4 of 5 stars Reviewed September 20, 2012
We rented a one-bedroom apartment in this six-apartment building for the entire summer, so we could experience Chicago without exhausting ourselves. Cozy apartment, comfortably...
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From
$250
Per Night
1 / 23
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed September 21, 2014
The apartment is in a great location and very well appointed with facilities and access to the rooftop spa area. We thoroughly enjoyed it. Paul is a good guy.
5 of 5 stars Reviewed September 7, 2014
We spent 7 nights at unit in floor 25. The building is very fancy and has very nice services: full gym, pool, spa, hot tub at rooftop, 4 high speed elevators, nice view, etc. The...
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From
$225
Per Night
1 / 11
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 5
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4 of 5 stars Reviewed July 28, 2014
Close to transit & grocery. Lots of space. Communication with Andy was great. He answered any questions we had before the trip in a timely manner. Easy check in and out...
4 of 5 stars Reviewed July 2, 2014
The house was great, clean and comfortable with everything we needed. The neighborhood was great and walking distance to Wrigley Field. The train was close as well. The only down...
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From
$90
Per Night
1 / 6
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 2
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4 of 5 stars Reviewed September 16, 2014
The accommodations were not real fancy but well suited for a busy stay in Chicago! Excellent location for the price. Wrigley and other top sites are easily accessible. If you are...
3 of 5 stars Reviewed June 15, 2014
Ok so if you're expecting a pretty little getaway in Chicago with views and a location then this place isn't for you. The apartment is located atop of a commercial building that's...
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From
$199
Per Night
1 / 14
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Chicago
3 Bedrooms, 2 Bathrooms, Sleeps 5
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3 of 5 stars Reviewed September 17, 2014
Nice place, only one bed and couldn't use the garage as advertised. Parking is a bit tricky, had to park several blocks away on Hubbard, but when rush hour ends it is good. No...
4 of 5 stars Reviewed July 10, 2014
This was a beautiful condo in a great location in Chicago. We rented the condo for one day for a video shoot and the couple renting it to us were so helpful and flexible with our...
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From
$115
Per Night
1 / 23
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
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2 of 5 stars Reviewed October 14, 2014
I felt like I was being punked! When I booked this place it advertised access to the spa at the bath house. When we arrived the curt "receptionist" said access was only for one...
3 of 5 stars Reviewed June 15, 2014
This apartment in Wicker Park is enormous and very nice! It's in a pretty sweet location above a bathhouse and next to a great breakfast place called Milk & Honey. The el is about...
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From
$249
Per Night
1 / 17
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$169
Per Night
1 / 16
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$110
Per Night
1 / 7
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$159
Per Night
1 / 7
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Chicago
Studio, 1 Bathroom, Sleeps 2
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From
$397
Per Night
1 / 18
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Lincolnwood
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$300
Per Night
1 / 50
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Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$350
Per Night
1 / 33
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Chicago
2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$185
Per Night
1 / 26
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Chicago
1 Bedroom, 1 Bathroom, Sleeps 3
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From
$395
Per Night
1 / 8
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Chicago
3 Bedrooms, 1 Bathroom, Sleeps 6
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From
$167
Per Night
1 / 13
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$275
Per Night
1 / 9
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Chicago
2 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability

  • Wheelchair access (59)
  • Elder access (104)
  • Suitable for children (114)
  • Pet friendly (53)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (140)
  • Internet (137)
  • Other outdoor space (101)
  • Washer/Dryer (93)
  • Parking (66)
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Book Online(171)

Suitability

  • Wheelchair access (59)
  • Elder access (104)
  • Suitable for children (114)
  • Pet friendly (53)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (140)
  • Internet (137)
  • Other outdoor space (101)
  • Washer/Dryer (93)
  • Parking (66)
  • View all amenities