Holiday rentals in Willowbrook

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Top-rated holiday rentals in Willowbrook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Wood Dale

4.9 out of 5 average rating, 425 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

19–26 Oct

$163 SGD per night

Guest favourite

Home in Montgomery

4.84 out of 5 average rating, 107 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

18–25 Aug

$138 SGD per night

Guest favourite

Apartment in Clarendon Hills

5.0 out of 5 average rating, 41 reviews

Apartment in Clarendon Hills.

Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet, private bathroom/shower. Bedroom 2 - queen bed, closet. Bedroom 3 - size bed, closet. Living room has a pull-out sofa bed. Family room with gas fireplace, access to deck/outdoor area. Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

25 Sep – 2 Oct

$281 SGD per night

Guest favourite

Flat in Hillside

4.84 out of 5 average rating, 147 reviews

Easy, Cool, safe place to stay.

17 mins Ohare airport 25 mins to downtown Chicago Being closer isn't always better I want you to enjoy your stay, and I don't have rules other than basic ones like noise and guest limit. Have Fun Very safe and quiet 420 might be ok, please message me* 3 Queen-size beds. One is self-iflating inside the middle closet. Well stocked kitchen 2 Private parking lot spaces. Kreuger coffee Smart TV Netflix There is no smoking in the unit or inside building* Coin laundry is available

1–8 May

$157 SGD per night

Guest favourite

Home in Darien

5.0 out of 5 average rating, 26 reviews

Cheerful 3- bedroom home with fireplace - Peloton

Bring the whole family to this great place with lots of room for fun. Centrally located off I-55, I-355 and 294 major highways. Few miles away from Waterfall Glen and Carriage Greens Golf Course. Q-bar is also within walking distance for some night fun. Downtown Chicago is 30 mins away. This 3 bedroom house has a 2 car garage attached with private entry and a decent size backyard. Very spacious. Several workout equipments including a Peloton. Thank you and Looking forward to seeing you.

27 Nov – 4 Dec

$437 SGD per night

Guest favourite

Guest suite in Carol Stream

4.94 out of 5 average rating, 282 reviews

Hot Tub, Pool Table, Bar, fishing & Kayak on Lake!

Very large entire basement w/3 separate areas. Great for friends traveling together! (entrance thru main part of house Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! *entrance thru the main part of house. This is just for the basement apartment but you have complete privacy down there. Read through entire listing & look through pictures to see all our home has to offer!

$134 SGD per night

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 291 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

19–26 Dec

$132 SGD per night

Guest favourite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 238 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

2–9 Nov

$153 SGD per night

Guest favourite

Flat in Lemont

4.96 out of 5 average rating, 23 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . One bedroom apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting.

19–26 Jun

$104 SGD per night

Guest favourite

Flat in Cicero

4.98 out of 5 average rating, 200 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

19–26 Jan

$167 SGD per night

Guest favourite

Flat in Naperville

4.87 out of 5 average rating, 145 reviews

Comforts of home in downtown Naperville

Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.

30 Jun – 7 Jul

$158 SGD per night

Guest favourite

Home in Justice

4.95 out of 5 average rating, 192 reviews

3 Kings | 1 Queen | 1 Full | 3 air beds | 2 Pack 'n Plays No charge for cleaning, extra people, or any other hidden fees. 20% weekly discount applied to 7+ nights. Minutes to I-294, I-55. 30 mins to Chicago & O'Hare Airport. 20 mins to Midway Airport. 5 mins to Cook County’s forest preserves w/ bike, walking, and horse trails.

7–14 Dec

$610 SGD per night