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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 583 Vacation Homes in Oakbrook Terrace with updated reviews, rates, and availability.

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Interior

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Living area

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (85)
"We rented this house so that two families could stay for the weekend in Chicago to celebrate our kids engagement. The house is great, it's pet friendly, it's in a great location, the garage is very useful for parking cars, etc. However, you really, really need to read the owner's rules. If you read the listing's first part "great place for your friends and family gathering", "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Eddy House, Roscoe Village Hideaway
Living area

Eddy House, Roscoe Village Hideaway

10.0 out of 10, Exceptional, (5)
"Great house . "
Eddy House, Roscoe Village Hideaway
Your Next Vacation Home
Dining

Your Next Vacation Home

9.8 out of 10, Exceptional, (30)
"Very clean, extremely nice home. "
The price is AED 624
AED 1,128 total
includes taxes & fees
10 Feb - 11 Feb
Your Next Vacation Home
Breathtaking home close to Schaumburg, Chicago
Exterior

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (48)
"This home was clean, comfortable, spacious and inviting. Michael met us to provide key and a review of all the home offered. Spacious pantry and kitchen had everything we needed for entertaining. The large dining table and comfy couches were perfect for enjoying the football game Everone complimented the home’s beauty and lovely backyard setting. Would highly recommend and we will be back. Thank you!"
Breathtaking home close to Schaumburg, Chicago
Entire house 1 city block from Wrigley Field.
Interior

Entire house 1 city block from Wrigley Field.

9.8 out of 10, Exceptional, (19)
"Very comfortable home close to Wrigley and to restaurants, coffee shop and shopping."
Entire house 1 city block from Wrigley Field.
Luxury Home Away From Your Home
Exterior

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home
Cheerful 4 bedroom smart home w/ indoor fireplace
Room

Cheerful 4 bedroom smart home w/ indoor fireplace

7.8 out of 10, Good, (12)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Living area

3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY

10.0 out of 10, Exceptional, (73)
"This property is in a great location that is quiet and convenient. The property was extremely clean and had essentials for our stay. This property was a great option for our family to stay together and there was plenty of room for all 6 of us adults. Fantastic place. Most definitely would stay again!!!"
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Interior

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

10.0 out of 10, Exceptional, (36)
"First of all, this property was sooooo easy to travel to. I dont mind city driving, but I do get nervous driving downtown. It was so SIMPLE, literally fool proof!! Conveniently located a few blocks from 41 made for a stress-free 15 minute drive to Shedd Aquarium.The house is absolutely beautiful and in a great neighborhood. The property was very secure, neighbors were friendly, and tons of great places within walking distance. Gorgeous original architecture, built ins and stained glass. The...
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Spacious open concept home w/ game room + firepit
Dining

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit
Cheery 2+bedroom home with free parking on premises
Living area

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (33)
"Third time staying at this property. Great property and location. "
Cheery 2+bedroom home with free parking on premises
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
"Home Decor","Indoors","Furniture","Table","Ceiling Fan"

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.8 out of 10, Exceptional, (6)
"Great location so convenient to everything! Great to have a garage to park. Also, great to have the 2 bedrooms with their own bathrooms! Property met our needs. It was not dirty but was not as clean as it could have been. (Mainly the floors) Overall the house worked great for us! "
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Berwyn Beauty
Living room

Berwyn Beauty

10.0 out of 10, Exceptional, (12)
"Perfect for visiting family by with more space than an hotel. A nice neighborhood. Away from the hustle and bustle of downtown but an easy drive for vacationers. "
Berwyn Beauty
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Living area

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

10.0 out of 10, Exceptional, (16)
"In a quiet part of town, very spacious and clean"
The price is AED 1,833
AED 3,508 total
includes taxes & fees
26 Jan - 27 Jan
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
Living area

LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

9.4 out of 10, Exceptional, (3)
"Good stay. "
LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
Stunning 4-bedroom 4-bath building in Wicker Park! + Parking
Living area

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Exterior

4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

9.4 out of 10, Exceptional, (8)
"Excellent home, plenty of room, very clean."
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Interior

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
LUXE 3 BR, 2 BA + Hot Tub
Dining

LUXE 3 BR, 2 BA + Hot Tub

9.0 out of 10, Wonderful, (20)
"Everything was nice and cleaned.Will stay again "
The price is AED 551
AED 1,150 total
includes taxes & fees
26 Jan - 27 Jan
LUXE 3 BR, 2 BA + Hot Tub
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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Other property types in Oakbrook Terrace

Sentral Michigan Avenue
Pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (662)
"Amazing stay!"
The price is AED 403
AED 581 total
includes taxes & fees
26 Jan - 27 Jan
Sentral Michigan Avenue
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (421)
"Great place to spend a few days. "
The price is AED 363
AED 426 total
includes taxes & fees
28 Jan - 29 Jan
Sonder South Wabash
Sonder Market Hall
Living area

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (245)
"New. Modern. Cozy.Clean & quiet place. Will book it again!"
The price is AED 218
AED 256 total
includes taxes & fees
17 Feb - 18 Feb
Sonder Market Hall
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.