Search Holiday Rentals in Darien

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Top Holiday Rentals in Darien

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (729)
"Large sunny rooms with excellent amenities and views. "
The price is ₹9,362
₹13,496 total
includes taxes & fees
21 Apr - 22 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (473)
"It was clean and neat place! We love the location and easy to park on the street!! However!!!! You can hear the train all night long… I can barely sleep.."
The price is ₹9,789
₹11,491 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"The property arranged an early check in for me when I arrived sick. They were super accommodating getting us into our room early. The apartment was very comfortable and had more than enough space for the three of us. Being just a block off the green and pink line trains also helped."
The price is ₹9,780
₹11,480 total
includes taxes & fees
21 Apr - 22 Apr
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (159)
"We loved the proximity to Union Station as well as Willis Tower and St. Patrick's Church. Casual dining options were very close and convenient. The apt was very clean. The view was of an alley which as expected had trash around dumpsters. It was brightly lit at night. A number of panhandlers in the area, which wasn't a complete surprise considering it's a city. The loveseat was the worst part... extremely uncomfortable and worn out. That being said, we would stay there again, because the check...
The price is ₹9,753
₹11,448 total
includes taxes & fees
21 Apr - 22 Apr
Sonder The Burnham Apartments

Sonder Jewelers Row

3.5 star property
8.4 out of 10, Very good, (146)
"This was the perfect stay for us this past weekend "
The price is ₹13,215
₹15,513 total
includes taxes & fees
20 Apr - 21 Apr
Sonder Jewelers Row

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (275)
"We had a great time"
Kasa South Loop Chicago

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (147)
"Very clean property, very convenient area offering restaurants, bars, groceries within walkin distance. Staff/owners very helpful. Answered all our questions promptly. Overall very pleased with our stay and I highly recommend this hotel when visiting Chicago."
The Neighborhood Hotel-Little Italy

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (97)
"The apartment was perfect. Location made everything walkable. Super clean. Bright rooms. Bed was super comfy. I can’t say enough good things about this place. I loved it and would stay here again on my next trip to Chicago "
The price is ₹12,185
₹14,304 total
includes taxes & fees
12 May - 13 May
Sonder The Plymouth

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (33)
"Very very cozy and clean! All messages and questions were answered promptly, and checking in and out was smooth! getting into the building was easy, everything was perfect. "
The price is ₹8,242
₹9,676 total
includes taxes & fees
11 May - 12 May
Sonder The Opal

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (136)
"Wow was the word we all exclaimed when we walked in the door. Beautiful corner rooms, light and airy, wonderful experience. "
The price is ₹10,179
₹11,949 total
includes taxes & fees
21 Apr - 22 Apr
Kasa River North Chicago

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (47)
"I was in the mood to walk, so I put on my sneakers and did just that. The property is a little off the beaten track, and I was not that impressed with Greek Town, but I would stay again because the property itself was quite nice. "
The price is ₹11,955
₹14,033 total
includes taxes & fees
20 Apr - 21 Apr
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."
The price is ₹16,486
₹26,586 total
includes taxes & fees
18 May - 19 May
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.
Don't see what you're looking for?
See all available properties in Darien
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Darien you may be interested in

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (3905)
"We loved the breakfast staff was great will be returning "
The price is ₹13,575
₹15,936 total
includes taxes & fees
20 Apr - 21 Apr
Embassy Suites by Hilton Chicago Downtown River North

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1019)
"Nice "
The price is ₹10,587
₹12,428 total
includes taxes & fees
20 Apr - 21 Apr
Crowne Plaza Chicago West Loop by IHG

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8693)
"The hotel was perfect, very convenient considering we went to the hwassa concert right across the street at the auditorium. Will definitely be staying here again."
The price is ₹8,545
₹10,030 total
includes taxes & fees
20 Apr - 21 Apr
Congress Plaza 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 8 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.