Oak Park Vacation Rentals

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Check prices for these dates

In two weeks
Sep 26 - Sep 28
In one month
Oct 10 - Oct 12
In two months
Nov 7 - Nov 9
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Dec 5 - Dec 7

Vacation Rentals in Oak Park

Our top choices for Oak Park vacation rentals

Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (914)
"This area is perfect we will definitely be back."
The price is ₩222,719
₩302,130 total
includes taxes & fees
Sep 22 - Sep 23
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (496)
"It was a great property to stay at, definitely would book again! "
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property - evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (351)
"Pool area was great "
The price is ₩405,843
₩507,364 total
includes taxes & fees
Sep 22 - Sep 23
Level Chicago – Old Town
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (651)
"Loved this apartment style stay near everything we wanted to visit in Chicago. "
The price is ₩234,503
₩275,284 total
includes taxes & fees
Sep 22 - Sep 23
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (195)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very Good, (356)
"Great stay!"
The price is ₩234,503
₩275,284 total
includes taxes & fees
Oct 5 - Oct 6
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Lobby

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (212)
"Ease of use. Storage of bags prided pre and post stay."
The price is ₩269,855
₩316,783 total
includes taxes & fees
Oct 5 - Oct 6
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (338)
"Easy parking. Close to El. Nice condo."
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Opal Apartments River North
1 bedroom, individually furnished, desk, iron/ironing board

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very Good, (47)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
The price is ₩234,503
₩275,284 total
includes taxes & fees
Oct 5 - Oct 6
Sonder by Marriott Bonvoy The Opal Apartments River North
The Gem Museum Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (88)
"Super nice hotel and staff "
The price is ₩285,728
₩327,101 total
includes taxes & fees
Sep 23 - Sep 24
The Gem Museum Suites
Kasa River North Chicago
Business center

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (167)
"This place has everything for a multi-night stay."
The price is ₩298,206
₩488,398 total
includes taxes & fees
Sep 12 - Sep 13
Kasa River North Chicago
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
50-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (178)
"Great location!!!"
The price is ₩269,855
₩316,783 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (19)
"Excellent location and very clean! Would stay again!"
The price is ₩114,790
₩204,071 total
includes taxes & fees
Sep 9 - Sep 10
Wrigleyville Suites
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Property amenity

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (135)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is ₩282,817
₩331,997 total
includes taxes & fees
Oct 7 - Oct 8
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is ₩1,039,770
₩1,719,675 total
includes taxes & fees
Sep 9 - Sep 10
Art Villa
Sonder by Marriott Bonvoy Greektown Apartments
Apartment, 1 Bedroom | Living room | 40-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.6 out of 10, Excellent, (59)
"loved our stay there. close to UIC and Greektown. will stay again"
The price is ₩293,423
₩344,449 total
includes taxes & fees
Sep 28 - Sep 29
Sonder by Marriott Bonvoy Greektown Apartments
Ground Floor Studios in Chicago by 747 Lofts
Exterior

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.4 out of 10, Exceptional, (17)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is ₩103,104
₩213,888 total
includes taxes & fees
Sep 30 - Oct 1
Ground Floor Studios in Chicago by 747 Lofts
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.
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Top Oak Park Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Everything just fantastic at the Palmer house! A must place to stay in Chicago!"
Rodney 1-night trip
Posted 3 days ago
Palmer House a Hilton Hotel

Find out more about Oak Park

Find out more about Oak Park

Search for Vacation rentals in Oak Park on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Oak Park using one of the methods below:

  • View our selection of featured Vacation rentals in Oak Park
  • Use the map to find apartments and other Vacation homes in the Oak Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Oak Park while they last

Look no further and take a look at our great range of rental properties in Oak Park!

Frequently asked questions

Are there vacation rentals in Oak Park?

Yes, we have vacation rentals in Oak Park close to Oak Park Conservatory, or you can choose a secluded option if you're looking for extra privacy while you relax. Tourists like the array of shops and top-notch restaurants in Oak Park. While you're here, grab a bite or have a drink at the cafes.

How many vacation rentals are there in Oak Park?

With 31 Expedia vacation rentals, you're sure to find just the right place for your Oak Park stay.

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

Cultural attractions include Ernest Hemingway Museum and House and Madison Street Theatre, whereas Oak Park Conservatory and Mills Park are a couple of picturesque spots to enjoy the outdoors. Other popular places to visit in the area include Wrigley Field and Michigan Avenue.

What’s a vacation rental in Oak Park like?

Vacation rentals are private properties you can stay in for several days or longer in Oak Park. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.