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Top vacation rentals in Oak Park

Historic Oak Park Home

Historic Oak Park Home

2 out of 5
421 N Oak Park Avenue Oak Park IL
Free WiFi in public areas and a computer station are available at this apartment.
10/10 Exceptional! (5 reviews)
Opens in a new windowHistoric Oak Park Home
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE Chicago IL
This aparthotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A garden, express check-in, and express check-out are also on offer.
9.2/10 Wonderful! (1,036 reviews)
Opens in a new windowSentral Michigan Avenue
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street Chicago IL
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
9/10 Wonderful! (408 reviews)
Opens in a new windowLevel Chicago – Old Town
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Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
A gym, self parking, and a virtual front desk are featured at this aparthotel. WiFi in public areas is free. Express check-out is also provided.
9.2/10 Wonderful! (667 reviews)
Opens in a new windowKasa Magnificent Mile Chicago
Kasa South Loop Chicago

Kasa South Loop Chicago

4 out of 5
900 S Clark Street Chicago IL
This aparthotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a terrace, and express check-out are also offered.
9.4/10 Exceptional! (394 reviews)
Opens in a new windowKasa South Loop Chicago
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
This aparthotel features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.
9.6/10 Exceptional! (27 reviews)
Opens in a new windowWrigleyville Suites
The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

4 out of 5
1431 W Taylor St Chicago IL
This aparthotel features free WiFi in public areas, luggage storage, and laundry facilities. A virtual front desk are provided for your convenience.
9.6/10 Exceptional! (227 reviews)
Opens in a new windowThe Neighborhood Hotel-Little Italy
The Gem Museum Suites

The Gem Museum Suites

3.5 out of 5
1555 Oak Avenue Evanston IL
This aparthotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.
9.4/10 Exceptional! (103 reviews)
Opens in a new windowThe Gem Museum Suites
Kasa River North Chicago

Kasa River North Chicago

4 out of 5
808 N Wells St Chicago IL
This aparthotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the 24-hour business center. There's a rooftop terrace on site, and concierge services and a virtual front desk are also offered.
9.4/10 Exceptional! (182 reviews)
Opens in a new windowKasa River North Chicago
Clean & Equipped 1BR Apt

Clean & Equipped 1BR Apt

Chicago IL
This apartment features laundry facilities.
9/10 Wonderful! (43 reviews)
Opens in a new windowClean & Equipped 1BR Apt
NEW LUXURY PENTHOUSE CONDO

NEW LUXURY PENTHOUSE CONDO

Chicago IL
A rooftop terrace is featured at this condo, along with a terrace and a garden. Laundry facilities are provided for your convenience.
10/10 Exceptional! (202 reviews)
Opens in a new windowNEW LUXURY PENTHOUSE CONDO
Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space

Chicago IL
This apartment features laundry facilities.
9.6/10 Exceptional! (19 reviews)
Opens in a new windowTwice as Nice: Chic 2BR Stay with Style & Space
Lakeview 2BR Apartment

Lakeview 2BR Apartment

Chicago IL
This apartment features laundry facilities.
9.2/10 Wonderful! (28 reviews)
Opens in a new windowLakeview 2BR Apartment
55-56 Mag Mile Penthouse

55-56 Mag Mile Penthouse

Chicago Illinois
A gym is featured at this apartment, along with laundry facilities and barbecue grills.
9.8/10 Exceptional! (162 reviews)
Opens in a new window55-56 Mag Mile Penthouse
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Blue Island IL
A garden is available at this apartment.
7.6/10 Good! (4 reviews)
Opens in a new windowCharming 2-bedroom apartment in marvelous Blue Island with WiFi
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.

The Best Way to Find your Vacation Rentals in Oak Park

How cheap can a vacation rental in Oak Park be?

You can find vacation rentals in Oak Park for as low as $158 per night.

How do you look for the best vacation rental deals in Oak Park with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Oak Park so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Oak Park can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Oak Park?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Oak Park vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Oak Park?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Oak Park vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Oak Park?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Oak Park vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.

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