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Oakbrook Terrace Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Oakbrook Terrace vacation rentals

Exterior

Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (1 review)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
The price is AED 574
AED 733 total
includes taxes & fees
28 Jun - 29 Jun
Fully-Equipped Suite | Gym Access
Exterior

Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
9.0 out of 10, Wonderful, (4 reviews)
"Sufficient for a quick overnight stay. Hotel was undergoing renovations."
United States
Anonymous traveler
The price is AED 574
AED 740 total
includes taxes & fees
28 Jun - 29 Jun
Air-Conditioned King Suite | Complimentary Breakfast
Exterior

Fully-Equipped Suite | Complimentary Breakfast

Fully-Equipped Suite | Complimentary Breakfast
York Center
2.0 out of 10, (1 review)
"Hotel staff were great. “Suite” was a total disaster. Carpets were at least 10 years old with holes and furniture was as old and very uncomfortable. Never would have rented this “Suite” if we knew the true condition. Online pictures paint a very different picture."
United States
Paul S.
The price is AED 506
AED 644 total
includes taxes & fees
19 Jul - 20 Jul
Fully-Equipped Suite | Complimentary Breakfast
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,195 reviews)
"Great location"
United States
JAVIER
The price is AED 640
AED 859 total
includes taxes & fees
5 Jul - 6 Jul
Sentral Michigan Avenue
Fridge, microwave, oven, stovetop

Smart Simple and Spacious 4BR Apt

Smart Simple and Spacious 4BR Apt
Near South Side
8.0 out of 10, Very Good, (11 reviews)
"Some issues checking in, but otherwise a fantastic stay!"
United States
James B.
The price is AED 848
AED 1,978 total
includes taxes & fees
30 Jun - 1 Jul
Smart Simple and Spacious 4BR Apt
TV, offices

Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago Stay with Free In & Out Parking 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Perfect Stay!"
United States
Miyauna G.
The price is AED 1,183
AED 2,534 total
includes taxes & fees
19 Jul - 20 Jul
Downtown Chicago Stay with Free In & Out Parking 3
TV, offices

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is AED 1,179
AED 1,570 total
includes taxes & fees
28 Jun - 29 Jun
LIVN Millennium Park Downtown Chicago 2BR
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (797 reviews)
"Great place to stay."
United States
Benedictine
The price is AED 1,547
AED 2,032 total
includes taxes & fees
24 Jun - 25 Jun
Kasa Magnificent Mile Chicago
Desk, iron/ironing board, travel crib, WiFi

Gold Coast Hideaway | Vintage & Inviting Studio

Gold Coast Hideaway | Vintage & Inviting Studio
Downtown Chicago
The price is AED 404
AED 784 total
includes taxes & fees
30 Jun - 1 Jul
Gold Coast Hideaway | Vintage & Inviting Studio
Pool

South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
The price is AED 1,469
AED 2,933 total
includes taxes & fees
17 Jul - 18 Jul
South Loop Rooftop With In and Out Parking 2
TV, offices

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is AED 834
AED 1,825 total
includes taxes & fees
15 Jul - 16 Jul
River North Rooftop With In and Out Parking 1
Fridge, microwave, oven, stovetop

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is AED 1,036
AED 2,097 total
includes taxes & fees
9 Jul - 10 Jul
River North Rooftop With In and Out Parking 5
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (495 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
The price is AED 860
AED 1,101 total
includes taxes & fees
29 Jun - 30 Jun
Level Chicago – Old Town
TV, offices

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.2 out of 10, Wonderful, (7 reviews)
"The parking situation is pretty rough. You have to park a half a mile away from the property. The room looks very luxurious in the pictures. However, once you get there, it does show some age and you can hear the other guest from above and below at all night not to mention that the city sounds are in full effect horns and traffic all night long and it’s difficult to get the room dark"
United States
Robert
The price is AED 1,197
AED 1,596 total
includes taxes & fees
28 Jun - 29 Jun
LIVN West Loop Chicago 2 BR City View
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is AED 764
AED 1,320 total
includes taxes & fees
6 Jul - 7 Jul
Chicago-Themed 1BR in a Central Spot near Downtown
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
8.0 out of 10, Very Good, (3 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AED 676
AED 1,198 total
includes taxes & fees
2 Jul - 3 Jul
Sunlit 1BR Apartment | Warm & Welcoming Space
TV, offices

Ideal 1-Bedroom Stay

Ideal 1-Bedroom Stay
Lakeview
9.8 out of 10, Exceptional, (11 reviews)
"Loved staying here! Perfect location. Great communication from owner. Hope to stay here again the next time we travel to Chicago."
United States
Michael S.
The price is AED 470
AED 898 total
includes taxes & fees
25 Jun - 26 Jun
Ideal 1-Bedroom Stay
TV, offices

Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 4
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Amazing accommodation"
United States
Jiri N.
Modern West Loop Gem-City Views & Prime Location 4
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 Oakbrook Terrace Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Nice property right near everything"
Steven 1-night trip
Posted 3 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Can I find vacation rentals in Oakbrook Terrace?

Yes, we offer vacation rentals close to popular attractions in Oakbrook Terrace, or you can go with a secluded option if you're looking for relaxation. Tourists like the array of shops and top-notch restaurants in Oakbrook Terrace. Leave some time to check out the zoo and entertainment venues during your trip.

What are some of the best vacation home rentals that Oakbrook Terrace has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Oakbrook Terrace vacation home rental. It is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Oakbrook Terrace?

While exploring the area, visit family-friendly sights like Addison Ice Arena, or get outside and enjoy nature at Morton Arboretum. Oakbrook Center Mall and Drury Lane Theater are other places to visit while you're in town.

What’s a vacation rental in Oakbrook Terrace like?

Vacation rentals are private properties you can stay in for short or long periods in Oakbrook Terrace. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.