Darien Holiday Rentals

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Holiday Rentals in Darien

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (580)
"Everything was great!"
The price is NZ$295
includes taxes & fees
25 Nov - 26 Nov
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (197)
"Amazing and cant wait to stay here again!!"
The price is NZ$142
includes taxes & fees
3 Dec - 4 Dec
Sonder Market Hall
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (387)
"Clean and well located. We had access to the green and red line trains a few stops away from the loop. Entering the building was easy and convenient. Apartment was clean and spacious!! "
The price is NZ$278
includes taxes & fees
25 Nov - 26 Nov
Sonder South Wabash
The Neighborhood Hotel-Little Italy
3.5 star property
9.6 out of 10, Exceptional, (88)
"Very modern, clean, great window view and walkable. Restaurants below. It is near the colleges so a lot of college students but wasn’t an issue for me."
The Neighborhood Hotel-Little Italy
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (172)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is NZ$244
includes taxes & fees
28 Nov - 29 Nov
Found Chicago powered by Sonder
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (110)
"Excellent property and convenient to Union Station (1/2 block)"
The price is NZ$256
includes taxes & fees
19 Nov - 20 Nov
Sonder The Burnham
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (226)
"It was a nice touch to have Keurig and a selection of coffees, in addition to coffee machine and milk dispensers on the lobby floor."
Kasa South Loop Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (130)
"I so enjoyed staying on jewelers row at the Sonder property In Chicago. It was very close to the places I was visiting so I could walk everywhere. It was noisy because of the L train, yes, but when you’re inside, you Barely hear the train. I felt very safe getting into the building and getting up to my room. It was so well appointed. You thought of everything! I just wish I had longer than three days in Chicago and I hope to come back. I would rent the same apartment again without a doubt!"
The price is NZ$226
includes taxes & fees
25 Nov - 26 Nov
Sonder Jewelers Row
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (98)
"First pick for my first trip to Chicago. I felt safe and I was able to walk to the diner, mall and restaurants. Highly recommend this place!"
The price is NZ$280
includes taxes & fees
7 Nov - 8 Nov
Kasa River North Chicago
Sonder The Plymouth
3.5 star property
8.2 out of 10, Very good, (82)
"Our stay was pleasant and the 3 rooms and 3 bathrooms were perfect for five people."
The price is NZ$350
includes taxes & fees
26 Nov - 27 Nov
Sonder The Plymouth
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
Sonder The Opal
3.5 star property
8.4 out of 10, Very good, (24)
"Stayed here twice - great place to stay when visiting. Easily walkable to shops, attractions and dining! "
The price is NZ$283
includes taxes & fees
26 Nov - 27 Nov
Sonder The Opal
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, (11)
"Easy to check in, good information for parking in the area. The place was clean and nice."
Ground Floor Studios in Chicago by 747 Lofts
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
10.0 out of 10, Exceptional, (211)
"Enjoyed our visit to Chicago. Everything was in walking distances and lots great restaurants and entertainment. The Penthouse was very clean and comfortable and views were amazing."
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Sonder Greektown
3.5 star property
9.0 out of 10, Wonderful, (33)
"Everything was Excellent! The property was beautiful and most of all very CLEAN!!! The way everything was set up on site , to check-in and check-out was a very seamless process. The property was also very spacious, the beds were very big in size, super comfy, and having the three bathrooms in each bedroom was a such a plus. Greek neighborhood was a wonderful and smart location, everything is walking distance: for any coffee connoisseurs: Ground up Coffee is superb, Target is only a couple blocks...
Sonder Greektown
1F Chicago's Little italy Graystone nearDowntown
10.0 out of 10, Exceptional, (116)
"We had the best long weekend at John’s! The property is in such a beautiful neighborhood, we walked to multiple restaurants and coffee shops. Uber rides are short and easy to all the fun touristy things to do in Chicago! Check out is an absolute breeze. We highly recommend his home and we will be back!!! "
1F Chicago's Little italy Graystone nearDowntown
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (210)
"Stayed here while visiting Chicago to see a concert at the united center. It was a very clean and nicely stocked place. Commincationnwaa easy and simple. Four bedrooms nice and coZy!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (34)
"Was a great trip. Was a little further out of thwe city then i thought. But doable with the rail and bus line. Only reason for a 3 star check in process is because the entry door locks need to be replaced. Was hard to get into the building."
Chic Suite/Mins to L Train /Laundry/Free Parking
NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (148)
"Place was great."
NEW LUXURY CONDO WITH PATIO DECK
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 types of properties in Darien you may be interested in

Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8034)
"Good stay "
The price is NZ$267
includes taxes & fees
7 Nov - 8 Nov
Congress Plaza Hotel
River Hotel
4.0 star property
8.6 out of 10, Excellent, (3520)
"Room was very cold and temperature adjustment took all night to be effective. Elevator requires use of key card to operate which was not explained at front desk. "
The price is NZ$230
includes taxes & fees
24 Nov - 25 Nov
River Hotel
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very good, (3168)
"It was perfect. We will be back. "
The price is NZ$232
includes taxes & fees
24 Nov - 25 Nov
Embassy Suites by Hilton Chicago Downtown River North
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.

Frequently asked questions

Can I find a holiday rental in Darien?

Yes, there are holiday rentals close to the most popular sights in Darien, or you can select a more secluded option if you're looking for a relaxing stay. Darien is known for its temples and shopping. Make sure you have time to check out the restaurants and basketball games during your trip.

What are some of the best holiday rentals that Darien has to offer?

The Comfy King Ranch /King Bed/Fast WiFi & Free Parking: This holiday home rental outside of Darien is located next to a golf course, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Darien?

Choose from 7 Expedia holiday rentals in Darien for a memorable holiday.

What can I see and do in Darien?

While exploring the area, visit family-friendly sights like DuPage Children's Museum, or get outside and enjoy nature at Morton Arboretum. In the wider area, you’ll find National Shrine of St. Therese and Burr Ridge Village Center.

What are holiday rentals like in Darien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Darien. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.