An aerial view of a park with a lake, walking paths, tennis courts, and surrounding greenery.

Oak Brook Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Oak Brook vacation rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,219 reviews)
"Clean room, great staff, family-friendly, pet-friendly, and great rooms with a kitchen and wonderful showers. Great location!"
United States
Alessandra
The price is ￥24,571
￥33,613 total
includes taxes & fees
Aug 17 - Aug 18
Sentral Michigan Avenue
3 bedrooms, desk, iron/ironing board, WiFi

Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.4 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is ￥79,576
￥148,913 total
includes taxes & fees
Aug 9 - Aug 10
Downtown Chicago Stay with Free In & Out Parking 4
TV, offices

LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
The price is ￥59,763
￥79,582 total
includes taxes & fees
Jul 24 - Jul 25
LIVN Millennium Park Downtown Chicago Superior 1BR
Fitness facility

South Loop Rooftop With In & Out Parking 1

South Loop Rooftop With In & Out Parking 1
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
The price is ￥43,036
￥98,012 total
includes taxes & fees
Jul 29 - Jul 30
South Loop Rooftop With In & Out Parking 1
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is ￥43,036
￥98,213 total
includes taxes & fees
Aug 19 - Aug 20
River North Rooftop With In and Out Parking 3
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, (504 reviews)
The price is ￥46,041
￥58,052 total
includes taxes & fees
Aug 17 - Aug 18
Level Chicago – Old Town
1 bedroom, iron/ironing board, travel crib, WiFi

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
LIVN West Loop Chicago King Studio
Interior

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is ￥90,681
￥177,497 total
includes taxes & fees
Jul 30 - Jul 31
Modern West Loop Gem-City Views & Prime Location 3
Property grounds

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (17 reviews)
"The property was clean and the location was great."
United States
Steven C.
ENVITAE Hotel, 4BR Luxury Modern Apartments
Interior

Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.0 out of 10, Wonderful, (2 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
Cozy Studio Suite, Steps from River North & Shops
Exterior

Cabin 101 by 747 Lofts

Cabin 101 by 747 Lofts
West Town
9.6 out of 10, Exceptional, (17 reviews)
"The loft was clean and perfect for short term stay. Great neighborhood and so close to CTA blue line. Would stay there again."
United States
VIVI T.
The price is ￥34,785
￥59,813 total
includes taxes & fees
Jul 23 - Jul 24
Cabin 101 by 747 Lofts
TV

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.4 out of 10, Exceptional, (25 reviews)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
United States
Vince K.
The price is ￥61,591
￥153,612 total
includes taxes & fees
Jul 26 - Jul 27
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Fireplace

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (31 reviews)
"This place was perfect for our quick weekend getaway!"
United States
Kate P.
The price is ￥77,790
￥178,156 total
includes taxes & fees
Jul 29 - Jul 30
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
1 bedroom, desk, iron/ironing board, WiFi

Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Uptown
8.4 out of 10, Very Good, (10 reviews)
"Great location and great place! "
United States
Ryinne P.
The price is ￥44,628
￥76,353 total
includes taxes & fees
Jul 30 - Jul 31
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Interior

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Uptown
9.2 out of 10, Wonderful, (17 reviews)
"I don’t know if I recommend that place! ends up charging fees that make the total cost much higher than the nightly room rate."
United States
flor
The price is ￥16,771
￥50,918 total
includes taxes & fees
Jul 28 - Jul 29
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Exterior

Expertly designed 2BR Art Deco sanctuary.

Expertly designed 2BR Art Deco sanctuary.
Lakeview
10.0 out of 10, Exceptional, (9 reviews)
"Location was perfect and super convenient for Wrigley Field area activities. Hosts were super friendly and helpful with all of our questions."
United States
Lynne V.
The price is ￥25,274
￥86,116 total
includes taxes & fees
Aug 11 - Aug 12
Expertly designed 2BR Art Deco sanctuary.
TV, video games

5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly

5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly
Lakeview
9.6 out of 10, Exceptional, (7 reviews)
"This was a wonderful stay! The apartment was clean, well furnished, and the communication with the manager was wonderful. My son and I really enjoyed the video games, especially golden tee. The location is fantastic, giving us access to most everything in the Lincoln Park area, as well as Wrigley Field. I can’t recommend this enough. We had a wonderful time!"
United States
Matthew B.
The price is ￥33,315
￥69,678 total
includes taxes & fees
Jul 27 - Jul 28
5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly
Smart TV, fireplace, offices

Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (56 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is ￥32,825
￥83,866 total
includes taxes & fees
Aug 11 - Aug 12
Chic Urban Retreat Near Wrigley Field w/Parking
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (87 reviews)
"It was small and cozy and perfect for a weekend trip in Chicago"
United States
Lilly L.
The price is ￥19,745
￥34,392 total
includes taxes & fees
Aug 16 - Aug 17
Cozy studio in Andersonville Chicago
Smart TV, fireplace

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.
Rogers Park
10.0 out of 10, Exceptional, (15 reviews)
"Great location, quiet, lovely apartment "
United States
Tera F.
The price is ￥46,764
￥120,479 total
includes taxes & fees
Aug 18 - Aug 19
This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.
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

Omni Chicago Hotel

Omni Chicago Hotel

10/10 Excellent
"Thank you"
LeeAnn 1-night trip
Posted less than an hour ago
Omni Chicago Hotel

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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Oak Brook 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 Oak Brook?

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

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.