Oak Brook Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Oak Brook vacation rentals

Property grounds

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.8 out of 10, Exceptional, (10 reviews)
The price is ￥103,831
￥184,920 total
includes taxes & fees
Jun 25 - Jun 26
ENVITAE Hotel, 4BR Luxury Modern Apartments
TV, offices

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (28 reviews)
"The apartment is in a good location, close to restaurants and bars. There is a nice park not far away and we had a lovely stay. "
United States
shayna j.
The price is ￥148,103
￥248,983 total
includes taxes & fees
Jun 26 - Jun 27
3BR Luxury Suite w/Gym and Balcony
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (17 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥111,497
￥193,490 total
includes taxes & fees
Jun 18 - Jun 19
Spacious 4BR Central Apartment w/ Skyline Views
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 ￥76,724
￥102,869 total
includes taxes & fees
Jun 1 - Jun 2
LIVN Millennium Park Downtown Chicago 2BR
Interior

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is ￥123,419
￥212,234 total
includes taxes & fees
Jun 26 - Jun 27
Premium Urban 4BR - Perfect Mix of Comfort & Location
TV, offices

River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
The price is ￥51,438
￥98,957 total
includes taxes & fees
May 31 - Jun 1
River North Private Balcony With In and Out Parking
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, (484 reviews)
"Staff was amazing and the apartment building was phenomenally clean!"
United States
Seke
The price is ￥60,120
￥74,505 total
includes taxes & fees
Jun 22 - Jun 23
Level Chicago – Old Town
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,176 reviews)
"Everything was great and I’d stay there again!"
United States
Luis E.
The price is ￥35,059
￥45,831 total
includes taxes & fees
Jun 29 - Jun 30
Sentral Michigan Avenue
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (23 reviews)
"Everything was walking distance and had everything needed for a comfortable stay "
United States
Daniel
The price is ￥48,094
￥121,468 total
includes taxes & fees
Jun 28 - Jun 29
Modern West Loop Gem-City Views & Prime Location 6
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, (4 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is ￥39,335
￥81,860 total
includes taxes & fees
Jun 10 - Jun 11
River North Rooftop With In and Out Parking 5
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, (4 reviews)
"Perfect Stay!"
United States
Miyauna G.
The price is ￥73,414
￥139,734 total
includes taxes & fees
Jun 21 - Jun 22
Downtown Chicago Stay with Free In & Out Parking 3
TV, offices

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Super clean, great communication! Thanks for a great stay."
United States
Tracey L.
The price is ￥43,953
￥59,066 total
includes taxes & fees
Jun 3 - Jun 4
LIVN West Loop Chicago 2 BR City View
TV, offices

LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"We loved the location."
United States
Nicoll M.
The price is ￥75,325
￥101,009 total
includes taxes & fees
Jun 3 - Jun 4
LIVN Millennium Park Downtown Chicago Superior 2 BR
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful place to gather for our annual corporate operations retreat. A great place to disconnect and focus. "
United States
Jennifer A.
The price is ￥40,115
￥94,055 total
includes taxes & fees
Jun 2 - Jun 3
Oak Park Victorian by FLW Studio
Smart TV, fireplace, books, video library

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (37 reviews)
"Our host Craig did a great job of being available and the home worked perfectly for our visit with grandkids"
United States
Nancy S.
The price is ￥71,503
￥133,566 total
includes taxes & fees
Jun 9 - Jun 10
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
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 ￥48,094
￥94,044 total
includes taxes & fees
Jun 10 - Jun 11
River North Rooftop With In and Out Parking 1
Outdoor dining

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (32 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is ￥71,519
￥173,347 total
includes taxes & fees
Jun 1 - Jun 2
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Fridge, microwave, oven, stovetop

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.6 out of 10, Exceptional, (62 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 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 ￥22,614
￥43,337 total
includes taxes & fees
Jun 3 - Jun 4
Sunlit 1BR Apartment | Warm & Welcoming Space
Interior

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.4 out of 10, Exceptional, (34 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
The price is ￥27,808
￥50,194 total
includes taxes & fees
Jun 3 - Jun 4
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
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 Brook Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"rooftop"
Tanayah 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Oak Brook

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

Frequently asked questions

Can I find vacation rentals in Oak Brook?

Yes, you can find vacation rentals close to top points of interest in Oak Brook, or you can choose a more remote option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Oak Brook. Leave time to check out the forests and entertainment venues during your visit.

What are some of the best vacation home rentals that Oak Brook has to offer?

ENVITAE Hotel, 4BR Luxury Modern Apartments: Visitors like this Oak Brook vacation home rental. It is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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 Oak Brook?

Enjoy the outdoors at Mayslake Forest Preserve Dog Park and York Woods County Forest Preserve, or simply take in cultural attractions like Graue Mill and Museum and Lizzadro Museum of Lapidary Art. Other popular places to visit in the area include Wrigley Field and Michigan Avenue.

What’s a vacation rental in Oak Brook like?

Vacation rentals are private properties you can stay in for a couple days or more in Oak Brook. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge 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 a popular option for family trips or small group gatherings.