Darien Holiday Rentals

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Holiday Rentals in Darien

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (932)
"The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. "
The price is AU$394
includes taxes & fees
5 Oct - 6 Oct
Sentral Michigan Avenue

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.0 out of 10, Very good, (371)
"Great stay!"
The price is AU$243
includes taxes & fees
19 Oct - 20 Oct
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (354)
"It was a really nice and secure property. "
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (230)
"Great location and lovely amenities. "
The price is AU$334
includes taxes & fees
18 Oct - 19 Oct
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.6 out of 10, Excellent, (665)
"Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again."
The price is AU$357
includes taxes & fees
2 Oct - 3 Oct
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (204)
"This place was perfect "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very good, (51)
"Place was in a great location close to good restaurants "
The price is AU$304
includes taxes & fees
19 Oct - 20 Oct
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (169)
"This place has everything for a multi-night stay."
Kasa River North Chicago

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very good, (180)
"Great location!!!"
The price is AU$334
includes taxes & fees
22 Oct - 23 Oct
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
Art Villa

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (138)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is AU$380
includes taxes & fees
22 Oct - 23 Oct
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is AU$367
includes taxes & fees
6 Oct - 7 Oct
Stylish 1BR in West Loop

Cozy Studio in Hyde Park-Walk to Lake & University

9.0 out of 10, Wonderful, (6)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is AU$274
includes taxes & fees
1 Oct - 2 Oct
Cozy Studio in Hyde Park-Walk to Lake & University

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.6 out of 10, Excellent, (63)
"loved our stay there. close to UIC and Greektown. will stay again"
The price is AU$339
includes taxes & fees
28 Sept - 29 Sept
Sonder by Marriott Bonvoy Greektown Apartments

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.4 out of 10, Exceptional, (18)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is AU$386
includes taxes & fees
2 Oct - 3 Oct
Ground Floor Studios in Chicago by 747 Lofts

Twice as Nice: Chic 2BR Stay with Style & Space

9.2 out of 10, Wonderful, (7)
" The location was excellent and very convenient. The room was spacious and clean, which we really appreciated. The soundproofing could be improved, as traffic noise and the AC unit sometimes disturbed our sleep. Check-in was a bit challenging since we arrived later than planned and had to wait about 20 minutes for a response by email, but once resolved, everything went smoothly. Overall, a good stay with some room for improvement. "
The price is AU$371
includes taxes & fees
6 Oct - 7 Oct
Twice as Nice: Chic 2BR Stay with Style & Space

Stylish Apartment near Chicago Downtown

2.0 star property
The price is AU$384
includes taxes & fees
30 Sept - 1 Oct
Stylish Apartment near Chicago Downtown

2BR Traveler`s Favorite • Modern and Clean

10.0 out of 10, Exceptional, (2)
"Clean, comfortable, and secure"
The price is AU$548
includes taxes & fees
7 Oct - 8 Oct
2BR Traveler`s Favorite • Modern and Clean

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

6.8 out of 10, (3)
"Only issue was the water pressure in the bathroom was very very low. "
The price is AU$525
includes taxes & fees
10 Oct - 11 Oct
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Bright & Roomy 3BR in Pilsen

8.0 out of 10, Very good, (11)
The price is AU$442
includes taxes & fees
1 Oct - 2 Oct
Bright & Roomy 3BR in Pilsen
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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Top Darien Hotel Reviews

Find out more about Darien

Find out more about Darien

Everything you need to know about Darien holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Darien holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Darien holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Darien holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Darien. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Darien holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Darien holiday rentals we have selected for you start as low as AU$243 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Darien rentals

At Expedia, we put the best Darien holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Darien rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Darien holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Darien. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

2BR Traveler`s Favorite • Modern and Clean: This holiday home rental outside of Darien offers a garden, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 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.