A city skyline at night with reflections in the water.

Oak Brook Vacation Rentals

Q: 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.

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Dates

November 2026

December 2026

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Our top choices for Oak Brook vacation rentals

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

1. LUXE 3 BR, 2 BA + Hot Tub

Elmhurst

Anonymous traveler

￥53,241 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

2. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Westmont

Tomas R.

￥40,560 total

includes taxes & fees

Dec 6 - Dec 7

Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

3. 2 Full Beds | Non-Smoking, Kitchen

Chicago

Anonymous traveler

￥13,328 total

includes taxes & fees

Dec 1 - Dec 2

A modern kitchen with stainless steel appliances, a dining area with a wooden table and chairs, and a large cityscape painting on the wall.

4. Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Villa Park

Robin C.

￥76,611 total

includes taxes & fees

Nov 12 - Nov 13

A modern living room with teal sofas, a coffee table, and a TV.

5. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Northlake

Kaitlyn W.

￥27,464 total

includes taxes & fees

Nov 19 - Nov 20

A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

6. Cozy, Comfortable and Convenient apartment. Close to everything!

Oak Park

Alicia K.

￥44,534 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a blue sofa, a patterned rug, and a television.

7. Great Area Logan Square Apt Games Pets - Sleeps 5

Avondale

Deborah J.

￥29,211 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with a table set for two, a black leather sofa, and a ceiling fan.

8. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Berwyn

Cynthia M.

￥27,765 total

includes taxes & fees

Nov 16 - Nov 17

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

9. Wrigleyville Suites

Lakeview

Michael

￥27,330 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a bed, desk, chair, and a ceiling fan.

10. Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

Chicago

Anonymous traveler

A building with a sign reading 'Hale Street Cantina' and a brick facade.

11. ✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

Laurie R.

￥48,404 total

includes taxes & fees

Nov 11 - Nov 12

12. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Chicago

Sharon R.

￥12,557 total

includes taxes & fees

Dec 3 - Dec 4

A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

13. Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park

Makenna

￥34,280 total

includes taxes & fees

Nov 17 - Nov 18

A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

14. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Lisle

Emily W.

￥48,820 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

15. Vibrant House, Walk to Train, Game Room

Brookfield

Chasity D.

￥101,235 total

includes taxes & fees

Nov 9 - Nov 10

A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

16. King Bed Non-Smoking

Chicago

Anonymous traveler

￥11,935 total

includes taxes & fees

Dec 3 - Dec 4

A rooftop terrace with a brick wall, large windows, and a metal railing.

17. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Uptown

Michael S.

￥39,373 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a white sofa, a decorative vase with a plant, a small wooden figurine, and a gold decorative piece on a white coffee table.

18. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

O'Hare

Megan K.

￥69,226 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

19. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

Carl T.

￥45,407 total

includes taxes & fees

Nov 16 - Nov 17

A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

20. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Rachael

￥68,217 total

includes taxes & fees

Nov 11 - Nov 12

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Find vacation rentals that suit your style

Top Oak Brook Hotel Reviews

An outdoor patio area with tables and chairs, umbrellas, and a fire pit.

Le Méridien Chicago - Oakbrook Center

Oak Brook

10/10 Excellent

john

A modern kitchen with a dishwasher, microwave, and built-in oven. There is a dining area with a large island and bar stools. A flat-screen TV is mounted on the wall.

Hyatt House Chicago Oak Brook

Oak Brook

10/10 Excellent

Edelmira

A large hotel with a central courtyard, a lake, and a bridge.

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

10/10 Excellent

dana

A bar area with a marble countertop, leather bar stools, and shelves stocked with liquor bottles.

The Drake Oak Brook, Autograph Collection

Oak Brook

10/10 Excellent

We have been staying at the Drake Oakbrook for a couple of years now. We really enjoy this hotel for location, service and atmosphere. We love the renovations. We had trouble with cell phone service this last time. The desk clerk did help us with some troubleshooting tips but when still no luck I basically had to insist upon a new room . We will be back. I do feel since the hotel is aware of this issue being up front with people is a must. No service not an option for me.

dawn

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 Chicago by LOTTE

Downtown Chicago

10/10 Excellent

Erin

An indoor swimming pool with clear water, tiled walls, and a tiled floor.

Residence Inn by Marriott Chicago Oak Brook

Oak Brook

10/10 Excellent

Steve

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

blerina

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Jennifer

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

10/10 Excellent

Margaret

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Excellent

We chose this hotel last minute and we were nervous because there were a couple recent negative reviews. There were 4 of us in our family and couldn't find anything negative to say about the hotel. The only disappointing fact was that the rooftop bar was not open but that wasn't a big deal. Everything was very clean. I actually wiped the floor in our room with a wet, white wash cloth, it was clean! There was no hair in the bathroom from a previous guest. There was no hair in the bed from a...

Donna

Arlo Chicago

Downtown Chicago

10/10 Excellent

Arlo Chicago is in the perfect location for walkable access to so many Chicago sights, excellent food (please try the Broken English Taco Pub around the corner!), bars, shopping, etc. It was also very conveniently located to access the L when we needed to get to other parts of the city! The staff was BEYOND accommodating, friendly, and helpful. The room was clean and exceeded all comfort expectations! I also highly recommend the lobby bar for a great happy hour spot!!! Everyone at this hotel...

Lina

The Intercontinental hotel facade with a large American flag and a floral display.

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

10/10 Excellent

Rosemary

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

Sofitel Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Denine

A dining table set for six with a cityscape view through large windows.

Swissotel - Chicago

Downtown Chicago

10/10 Excellent

Brian

Find out more about Oak Brook

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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 Wrigley Field and United Center.

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.

Oak Brook Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oak Brook vacation rentals

1. LUXE 3 BR, 2 BA + Hot Tub

2. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

3. 2 Full Beds | Non-Smoking, Kitchen

4. Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

5. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

6. Cozy, Comfortable and Convenient apartment. Close to everything!

7. Great Area Logan Square Apt Games Pets - Sleeps 5

8. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

9. Wrigleyville Suites

10. Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

11. ✽ Charming Cottage ✽ close to College/Town/Station

12. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

13. Chic Suite/Mins to L Train /Laundry/Free Parking

14. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

15. Vibrant House, Walk to Train, Game Room

16. King Bed Non-Smoking

17. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

18. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

19. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

20. Chic Urban Retreat Near Wrigley Field w/Parking

Find vacation rentals that suit your style

Top Oak Brook Hotel Reviews

Le Méridien Chicago - Oakbrook Center

10/10 Excellent

Find out more about Oak Brook

Frequently Asked Questions

Can I find vacation rentals in Oak Brook?

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

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

What’s a vacation rental in Oak Brook like?