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Top Holiday Rentals in Darien

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (661)
"I loved the apartment like hotel rooms. The decor and special touches were really nice! Location and pricing was also great!I just wish they had more elevators, with so many floors elevator waits were a little long. The staff was great as well and answered everything throughly that I needed. Will definitely be back "
The price is ₹9,467
₹13,647 total
includes taxes & fees
27 Jan - 28 Jan
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (419)
"Great place to spend a few days. "
The price is ₹9,511
₹11,165 total
includes taxes & fees
28 Jan - 29 Jan
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (244)
"New. Modern. Cozy.Clean & quiet place. Will book it again!"
The price is ₹5,298
₹6,220 total
includes taxes & fees
17 Feb - 18 Feb
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (132)
"If you are a walker and just want to explore what Chicago has to offer please book this place. You can store your bags before and after checkin/out and the lobby is so nice and quiet. "
The price is ₹10,842
₹12,727 total
includes taxes & fees
9 Feb - 10 Feb
Sonder The Burnham Apartments

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (183)
"It was a Great option, straight and contactless."
The price is ₹10,421
₹12,234 total
includes taxes & fees
18 Feb - 19 Feb
Found Chicago powered by Sonder

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (123)
"This property was so clean and safe with so many options to eat parking was easy with the parking app. I cannot wait to stay here again. I was at peace. No one was loud or obnoxious. It was perfect if you’re second-guessing this property don’t it’s so convenient and very easy to check in and out of Little Italy was the best. Thank you for such a great experience. Oh, and the heater above the door as you walk in is amazing as well. Lol"
The Neighborhood Hotel-Little Italy

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (136)
"Sonder check in experience as a first timer was super easy! Great instructions and no issues entering or exiting the property. Property was in great condition with all the amenities you could need. Only downside was the cigar bar downstairs... you could at certain times of day smell the cigar scent in our room upstairs. Not a huge issue, but if you were sensitive to the smell it would not be ideal."
The price is ₹8,873
₹10,416 total
includes taxes & fees
18 Feb - 19 Feb
Sonder Jewelers Row

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (251)
"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "
Kasa South Loop Chicago

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (118)
"It was nice, comfortable and close to everything downtown."
The price is ₹7,030
₹8,253 total
includes taxes & fees
30 Jan - 31 Jan
Kasa River North Chicago

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (88)
"Loved the location. "
The price is ₹8,955
₹10,512 total
includes taxes & fees
23 Feb - 24 Feb
Sonder The Plymouth

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (28)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is ₹10,717
₹12,580 total
includes taxes & fees
19 Feb - 20 Feb
Sonder The Opal

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (36)
"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "
The price is ₹15,506
₹18,203 total
includes taxes & fees
3 Feb - 4 Feb
Sonder Greektown

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.6 out of 10, Exceptional, (12)
"Overall for solo travel is recommended."
Ground Floor Studios in Chicago by 747 Lofts
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, (8426)
"I appreciated the very convenient location and amenities, I faced no issues with the hotel."
The price is ₹8,019
₹9,413 total
includes taxes & fees
25 Jan - 26 Jan
Congress Plaza Hotel

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3724)
"Enjoyed our stay. The hotel is a no frills hotel but the location is hard to beat right on the river. Our room had a fantastic view and was clean. We stayed two nights and both days housekeeping came around and refreshed towels and cleaned up. Overall we would come back to the River Hotel."
The price is ₹7,360
₹8,640 total
includes taxes & fees
23 Feb - 24 Feb
River Hotel

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1001)
"This is my third visit to the Pendry and I will be returning. I love the boutique feel and the deco architecture. The staff is friendly and its so convenient to the theatre district and museums."
The price is ₹14,245
₹20,270 total
includes taxes & fees
9 Feb - 10 Feb
Pendry Chicago
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 6 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 PGN Jump N' Fun Entertainment, 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.