Darien Holiday Rentals

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Holiday Rentals in Darien

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 447 reviews
"Great location and the view was fabulous! We had a very comfortable stay. Communication was excellent."
The price is S$309
per night
2 Jul - 3 Jul
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, 100 reviews
"The property was very clean and I loved the fact that it had a kitchen for you to cook. What I did not like was that there was no market close enough to buy groceries. I also didn't like the fact that the TV was not accesible for us, even though, I payed the late fees for a late check out. "
The price is S$184
per night
10 Jul - 11 Jul
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 319 reviews
"Comfortable to stay"
The price is S$251
per night
2 Jul - 3 Jul
Sonder South Wabash
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Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, 135 reviews
"I loved my stay at Found Chicago! The logistical communication was easy to understand and implement, and I liked that it was contactless. It was nice to use my PIN code for room entrance instead of keeping track of a key. The WiFi was sufficient for remote meetings on my laptop. And all of the amenities (lobby access, luggage locker, and printer) were convenient and easy to use. I highly recommend this hotel, and I'll plan to stay here again. "
The price is S$176
per night
14 Jul - 15 Jul
Found Chicago powered by Sonder
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, 80 reviews
"The stay was straight forward. Login with the passcode and get in. But no one at the reception so some nuances are not easy. For e.g. no early check in even if there are rooms. Also, for long stays, they cant change sheets or towels and no cleaning. It is an interesting concept but not so sure about long term stays like 4-5 days"
The price is S$339
per night
30 Jun - 1 Jul
Sonder The Burnham
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, 38 reviews
"Property was in a safe, walkable area with plenty of food options. It also wasn't far from downtown Chicago/Michigan Ave. The rooms were nice and clean."
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, 191 reviews
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is S$129
per night
20 Jun - 21 Jun
WoodSpring Suites Chicago Addison
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, 70 reviews
"Enjoyed our stay at Kasa River North. Walkable distance to the riverwalk. Easy to check-in. Second time staying in Chicago Kasa and didn’t dissapoint! "
The price is S$268
per night
30 Jun - 1 Jul
Kasa River North Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, 112 reviews
"Loved it "
The price is S$318
per night
7 Jul - 8 Jul
Sonder Jewelers Row
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, 167 reviews
"The location is unbeatable, right in the heart of downtown, making it easy to explore the city. The room was clean and cozy. The air conditioning was a little noisy though. I would recommend staying there."
Kasa South Loop Chicago
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, 68 reviews
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is S$224
per night
15 Jul - 16 Jul
Sonder The Plymouth
Sonder The Opal
3.5 star property
8.2 out of 10, Very good, 15 reviews
"I like that was contactless and easy to access. "
The price is S$329
per night
1 Jul - 2 Jul
Sonder The Opal
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, 29 reviews
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is S$339
per night
2 Jul - 3 Jul
Sonder Greektown
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, 8 reviews
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is S$371
per night
26 Jun - 27 Jun
Ground Floor Studios in Chicago by 747 Lofts
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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.

Other types of properties in Darien you may be interested in

Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, 7,008 reviews
"Close to parks, beach and shopping."
The price is S$216
per night
2 Jul - 3 Jul
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.0 out of 10, Very good, 2,404 reviews
"The hotel offers a free breakfast buffet and free happy hour drinks limit two "
The price is S$289
per night
2 Jul - 3 Jul
Embassy Suites by Hilton Chicago Downtown River North
River Hotel
4.0 star property
8.8 out of 10, Excellent, 2,961 reviews
"Windows are not blocking any of the outside noise "
The price is S$231
per night
3 Jul - 4 Jul
River Hotel
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.

How many holiday rentals are there in Darien?

Choose from 5 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 Galloping Ghost, 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.

Recent reviews of Darien properties
Expedia verified reviews