Darien Holiday Rentals

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Holiday Rentals in Darien

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (681)
"This is a great hotel. The rooms have a kitchenette and the staff is wonderful! Beautiful hotel, great amenities. "
The price is NZ$275
includes taxes & fees
24 Feb - 25 Feb
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (433)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is NZ$194
includes taxes & fees
23 Mar - 24 Mar
Sonder South Wabash

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (186)
"It was a Great option, straight and contactless."
The price is NZ$274
includes taxes & fees
5 Mar - 6 Mar
Found Chicago powered by Sonder

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (257)
"wonderful easy accessible ideal for people have stsycation"
The price is NZ$231
includes taxes & fees
24 Mar - 25 Mar
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (141)
"My unit was very nice and more than perfect for my needs. It was spacious and quiet. There is little going on in the area in the evenings which I found a bit unnerving as an older adult. You know - there's safety in numbers! "
The price is NZ$257
includes taxes & fees
11 Mar - 12 Mar
Sonder The Burnham Apartments

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (132)
The Neighborhood Hotel-Little Italy

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (259)
"Super nice place and reasonable price. Suitable for5-6 people traveling."
Kasa South Loop Chicago

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (138)
"Loved it Had to leave early but loved "
The price is NZ$233
includes taxes & fees
24 Feb - 25 Feb
Sonder Jewelers Row

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (125)
"Loved the view, and the proximity to restaurants and to the L-train"
The price is NZ$178
includes taxes & fees
25 Feb - 26 Feb
Kasa River North Chicago

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 NZ$220
includes taxes & fees
25 Feb - 26 Feb
Sonder The Opal

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very good, (90)
"Great apartment, we were given an extra bedroom which we used as a wardrobe. Well equipped, modern and well decorated. Full cooker, fridge freezer, microwave. We were provided with tablets for laundry and dishwasher. Washing up.liquids, towels and toilet roll. Great shower. Loved the location. We enjoy cities and walking. Trains a very short walks (several L stations). Target was a 15 minute walk, great independent coffee shop 2 mins from entrance. We will use Sonder again. "
The price is NZ$295
includes taxes & fees
27 Feb - 28 Feb
Sonder The Plymouth

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (40)
"The openness of the property, it was a really nice feeling. "
The price is NZ$258
includes taxes & fees
25 Mar - 26 Mar
Sonder Greektown

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (23)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (222)
"I’ve stayed at this host’s properties several times, and the places are all lovely and welcoming with lots of extra touches and conveniences!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

8.8 out of 10, Excellent, (23)
"Great place to stay, close to downtown. Clean comfortable beds. "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (155)
"We love this well stocked condo. The location, off street parking and amenities make it a great home away from home for us. "
NEW LUXURY CONDO WITH PATIO DECK

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (167)
"Was in a great location. Everything seemed new and put together well. Great stay and was nice to watch it's snow, from inside! "
NEW LUXURY PENTHOUSE CONDO

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Beautiful apartment! We really enjoyed our time in Chicago. We ended up just parking across the street. It was easier, and there was always a spot available. There are many stairs leading up to the third floor apartment, so keep that in mind if you have mobility issues. The host texts you right back if you have concerns or questions."
Remodeled West Loop Apartment Near United Center

ART Downtn RoofDeck-Private Grg-3 bdrm HOME-EVTesla -Sleeps 10-Pets

10.0 out of 10, Exceptional, (1)
"My family and I had a wonderful weekend in Chicago, all thanks to your beautiful home. We comfortably slept four people and enjoyed the ample space. The house is filled with stunning natural light during the day, thanks to the full windows on the second floor and a skylight in the stairwell leading to the third floor. One of the features we loved the most was the parking and the use of the garage. The kitchen was easy to navigate, and we appreciated the selection of coffee available."
ART Downtn RoofDeck-Private Grg-3 bdrm HOME-EVTesla -Sleeps 10-Pets

Chic Chicago Retreat 2 Bedroom Home by RedAwning

3.0 star property
Chic Chicago Retreat 2 Bedroom Home by RedAwning
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

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3805)
"I loved everything the beds were amazing view was beautiful loved what was around us food wise "
The price is NZ$167
includes taxes & fees
9 Mar - 10 Mar
River Hotel

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8536)
"Just a easy place to stay at "
The price is NZ$175
includes taxes & fees
24 Feb - 25 Feb
Congress Plaza Hotel

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1676)
"It was a great experience "
The price is NZ$296
includes taxes & fees
24 Feb - 25 Feb
L7 Chicago by LOTTE
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?

Chic Chicago Retreat 2 Bedroom Home by RedAwning: This holiday home rental outside of Darien offers a private garden, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a coffee maker.

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 Galloping Ghost, or get outside and enjoy nature at Ty Warner Park. 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.