Search Vacation Homes in Oak Park

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Oak Park holiday homes

Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is HK$755
HK$1,851 total
includes taxes & fees
20 Apr - 21 Apr
A quiet stay while you are away
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
The price is HK$1,411
HK$3,902 total
includes taxes & fees
14 Apr - 15 Apr
Oak Park Victorian by FLW Studio
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
The price is HK$1,428
HK$4,075 total
includes taxes & fees
13 Apr - 14 Apr
Vintage Urban Retreat
Dining

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (2 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is HK$1,255
HK$2,388 total
includes taxes & fees
4 May - 5 May
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Interior

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (18 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is HK$1,763
HK$5,311 total
includes taxes & fees
9 Apr - 10 Apr
Chic 3bed 2bath Home with free parking close to United Center
TV, table football

New! 10-min to Downtown

New! 10-min to Downtown
Oak Park
The price is HK$2,743
HK$6,381 total
includes taxes & fees
12 Apr - 13 Apr
New! 10-min to Downtown
Interior

Elevated Gem | Sleeps 12 | 20 mins to Downtown Chicago

Elevated Gem | Sleeps 12 | 20 mins to Downtown Chicago
Oak Park
10.0 out of 10, Exceptional, (2 reviews)
"Property was great for the entire family. Kids really enjoyed their stay and activities within the home. "
United States
Chucky B.
The price is HK$2,743
HK$6,381 total
includes taxes & fees
12 Apr - 13 Apr
Elevated Gem | Sleeps 12 | 20 mins to Downtown Chicago
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
9.4 out of 10, Exceptional, (58 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
The price is HK$1,136
HK$2,498 total
includes taxes & fees
13 Apr - 14 Apr
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Fridge, microwave, oven, stovetop

Spacious 5-bedroom bungalow with AC, WiFi in welcoming Berwyn

Spacious 5-bedroom bungalow with AC, WiFi in welcoming Berwyn
Berwyn
10.0 out of 10, Exceptional, (2 reviews)
"We had an excellent stay. Our host was responsive & accommodated an extremely early check-in request for us. This helped tremendously. Instructions were clear to get in & the home was spacious & clean. The location was great & easily accessible to restaurants. We would stay here again. "
United States
Sarah H.
The price is HK$1,422
HK$2,469 total
includes taxes & fees
21 Apr - 22 Apr
Spacious 5-bedroom bungalow with AC, WiFi in welcoming Berwyn
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (61 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is HK$1,332
HK$2,417 total
includes taxes & fees
14 Apr - 15 Apr
✽ Charming Cottage ✽ close to College/Town/Station
Interior

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.6 out of 10, Exceptional, (4 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is HK$1,023
HK$4,032 total
includes taxes & fees
14 Apr - 15 Apr
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Fridge, microwave, oven, stovetop

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Bensenville
10.0 out of 10, Exceptional, (1 review)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is HK$1,166
HK$4,200 total
includes taxes & fees
9 Apr - 10 Apr
Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
TV

Modern 4BR Retreat Near MDW | LCP Collection

Modern 4BR Retreat Near MDW | LCP Collection
Burbank
8.6 out of 10, Excellent, (7 reviews)
"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "
United States
Stephanie S.
The price is HK$1,442
HK$3,589 total
includes taxes & fees
12 Apr - 13 Apr
Modern 4BR Retreat Near MDW | LCP Collection
Fridge, microwave, oven, stovetop

4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection
Schaumburg
8.4 out of 10, Very good, (5 reviews)
"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."
United States
Randy G.
The price is HK$1,458
HK$4,048 total
includes taxes & fees
12 Apr - 13 Apr
4BR Near Woodfield Mall & Metra | LCP Collection
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (40 reviews)
"Nice place, alot of space. Great host"
United States
Devonta J.
The price is HK$776
HK$2,121 total
includes taxes & fees
9 Apr - 10 Apr
LUXE 3 BR, 2 BA + Hot Tub
Smart TV

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very good, (23 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is HK$1,164
HK$2,352 total
includes taxes & fees
14 Apr - 15 Apr
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Interior

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is HK$940
HK$4,557 total
includes taxes & fees
14 Apr - 15 Apr
Near Lake and Museum • Modern • Game Area
TV, offices

Cozy Westchester Retreat Near Chicago & Parks

Cozy Westchester Retreat Near Chicago & Parks
Westchester
Cozy Westchester Retreat Near Chicago & Parks
Smart TV, video games, table football, ping pong

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
Brookfield
10.0 out of 10, Exceptional, (8 reviews)
"This house is a 5 star VRBO!The amenities are amazing! Coffee barsGames for kidsComfortable spacesNice kitchenGreat beddingOur host was very responsive and flexible. "
United States
Barbara R.
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
Paper towels, dining tables

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is HK$1,119
HK$3,088 total
includes taxes & fees
9 Apr - 10 Apr
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Park Hotel Reviews

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

6/10 Okay
"No one came to clean our room or take our trash out. Also usually they check in but they didnt this time."
Kiara 3-night trip
Posted 2 hours ago
DoubleTree by Hilton Chicago - Magnificent Mile

Find out more about Oak Park

Oak Park Vacation Homes information

Number of reviews
271
Accommodation
640 Vacation Homes
Lowest Price
HK$1,851
Highest Price
HK$6,381

Explore a world of travel with Expedia