Darien Holiday Rentals

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Holiday Rentals in Darien

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (592)
"We stayed stayed at the Sentral for a business/family trip. This hotel is beautiful and accommodating. Sandra at the front desk was the sweetest and made check in a breeze, even allowing us to check in early. The room was clean, however there was a burn mark on the kitchen floor and it appeared as it was not vacuumed. Otherwise the room was wonderful, we would definitely stay here again! "
The price is NZ$265
includes taxes & fees
24 Nov - 25 Nov
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is NZ$112
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (395)
"Nice"
The price is NZ$241
includes taxes & fees
19 Dec - 20 Dec
Sonder South Wabash
The Neighborhood Hotel-Little Italy
3.5 star property
9.6 out of 10, Exceptional, (101)
"Excellent place to stay! "
The Neighborhood Hotel-Little Italy
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (176)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is NZ$232
includes taxes & fees
19 Dec - 20 Dec
Found Chicago powered by Sonder
Sonder The Burnham Apartments
3.5 star property
8.8 out of 10, Excellent, (114)
"The room is really cute and has all the amenities (including washing machine and dishwasher). Staying for business though I could hear quite a lot of noise from other rooms which made sleeping difficult at night "
The price is NZ$252
includes taxes & fees
16 Dec - 17 Dec
Sonder The Burnham Apartments
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (233)
"Amazing stay!"
Kasa South Loop Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (132)
"I so enjoyed staying on jewelers row at the Sonder property In Chicago. It was very close to the places I was visiting so I could walk everywhere. It was noisy because of the L train, yes, but when you’re inside, you Barely hear the train. I felt very safe getting into the building and getting up to my room. It was so well appointed. You thought of everything! I just wish I had longer than three days in Chicago and I hope to come back. I would rent the same apartment again without a doubt!"
The price is NZ$269
includes taxes & fees
15 Dec - 16 Dec
Sonder Jewelers Row
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (100)
"First pick for my first trip to Chicago. I felt safe and I was able to walk to the diner, mall and restaurants. Highly recommend this place!"
The price is NZ$161
includes taxes & fees
8 Dec - 9 Dec
Kasa River North Chicago
Sonder The Plymouth
3.5 star property
8.2 out of 10, Very good, (83)
"Our stay was pleasant and the 3 rooms and 3 bathrooms were perfect for five people."
The price is NZ$225
includes taxes & fees
23 Dec - 24 Dec
Sonder The Plymouth
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home
Sonder The Opal
3.5 star property
8.4 out of 10, Very good, (25)
"Stayed here twice - great place to stay when visiting. Easily walkable to shops, attractions and dining! "
The price is NZ$256
includes taxes & fees
23 Dec - 24 Dec
Sonder The Opal
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
10.0 out of 10, Exceptional, (212)
"A big, beautiful, immaculate, wonderfully furnished space 51 floors above the city. Everything in the owner's description is true. Watching the sun rise over the lake from that height was a treat. Also being able to walk to restaurants, Navy Pier, river tours, great blues clubs, plus hop the subway just a few doors away. The door staff was very helpful in stashing our luggage on both sides of our stay (be sure to "show them some kindness" for that service). "
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Experience Chicago living near United Center
9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center
Sonder Greektown
3.5 star property
9.0 out of 10, Wonderful, (33)
"Everything was Excellent! The property was beautiful and most of all very CLEAN!!! The way everything was set up on site , to check-in and check-out was a very seamless process. The property was also very spacious, the beds were very big in size, super comfy, and having the three bathrooms in each bedroom was a such a plus. Greek neighborhood was a wonderful and smart location, everything is walking distance: for any coffee connoisseurs: Ground up Coffee is superb, Target is only a couple blocks...
The price is NZ$291
includes taxes & fees
12 Dec - 13 Dec
Sonder Greektown
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
Chic Suite/Mins to L Train /Laundry/Free Parking
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, (11)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
Ground Floor Studios in Chicago by 747 Lofts
NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (151)
"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "
NEW LUXURY CONDO WITH PATIO DECK
Stay in “STYLE” Apartment, close to CHI downtown
9.8 out of 10, Exceptional, (69)
"Clean space. Neighborhood felt safe. Beds are super hard though so not ideal for everyone. Also the blinds in the bedrooms don’t block out light very well so be prepared to be up when the sun is up if you stay here"
Stay in “STYLE” Apartment, close to CHI downtown
1F Chicago's Little italy Graystone nearDowntown
10.0 out of 10, Exceptional, (118)
"Great location walking distance of restaurants and some nightlife. Good neighborhood very safe college kids walking the streets not occasion. Are you really lazy lots of amenities more than usual in places like this and enjoyed our state would stay there again"
1F Chicago's Little italy Graystone nearDowntown
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, (8136)
"It is an old building so We were very pleased with how clean the rooms were. Tub drained slowly but did not affect our shower schedules. Radiator was a little confusing but it didn’t bother is because the weather was beautiful. Will stay again"
The price is NZ$172
includes taxes & fees
24 Nov - 25 Nov
Congress Plaza Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (3549)
"Booked: two bedroom suite Condition: bed was very comfy and linens felt lovely. Bathroom was well appointed. Spotlessly clean. Rooms could use a remodel and a spruce up, BUT it was not offensively outdated and I have NO complaints on the quality of the space. Microwave also functions as a convection oven. Plates, cups, utensils, cooktop, pots and pans included. Refrigerator is fairly generously sized. Love the water bottle filler across from the elevator. Staff were fantastic, helpful and fun!...
The price is NZ$199
includes taxes & fees
23 Dec - 24 Dec
River Hotel
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3264)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."
The price is NZ$192
includes taxes & fees
22 Dec - 23 Dec
Club Quarters Hotel, Central Loop, 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.
Beautiful view of the beach with palm trees

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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?

The Comfy King Ranch /King Bed/Fast WiFi & Free Parking: This holiday home rental outside of Darien is located next to a golf course, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 DuPage Children's Museum, 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.