Darien Vacation Rentals

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Vacation Rentals in Darien

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (543)
"Wonderful place "
The price is CA $206
CA $282 total
includes taxes & fees
Sep 30 - Oct 1
Sentral Michigan Avenue
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (370)
"Great place to stay in the South Loop area. Super nice. Super clean. Super quiet."
The price is CA $266
CA $312 total
includes taxes & fees
Oct 21 - Oct 22
Sonder South Wabash
Sonder Market Hall
3.5 star property
8.8 out of 10, Excellent, (161)
"We were really impressed with the location from the green/ pink line. Shopping was a casual 15-20 minutes walk. 2 pubs across the road. Nice safe environment about the location "
The price is CA $160
CA $188 total
includes taxes & fees
Oct 22 - Oct 23
Sonder Market Hall
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (105)
"Great appartment. Nice to have the kitchen when you do not want to go eat outside. Super well remodeled and well decorated historical building. "
The price is CA $240
CA $281 total
includes taxes & fees
Sep 29 - Sep 30
Sonder The Burnham
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (160)
"Id like to clean rooms and more comunicate with desk personal"
The price is CA $184
CA $216 total
includes taxes & fees
Oct 2 - Oct 3
Found Chicago powered by Sonder
The Neighborhood Hotel-Little Italy
3.5 star property
9.6 out of 10, Exceptional, (75)
"Thank you for being such an affordable and amazing place to stay. I’ll definitely be staying here in the future!"
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (220)
"Mucho olor a marihuana, y que no limpian las habitaciónes solo si pagas adicional y allí dice que cada 14 días limpian y solo es si pagas debería ser un derecho por estar alojado allí por lo menos una vez a la semana no te dan cambio de sábanas ni toallas "
The price is CA $122
CA $129 total
includes taxes & fees
Sep 24 - Sep 25
WoodSpring Suites Chicago Addison
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (92)
"Great place to stay while visiting our son in Chicago. Apartment was clean, safe and front desk staff was friendly and helpful. Close to transportation and plenty of dining options within walking distance. Only let down was furniture in living room was small and a bit uncomfortable for two. "
The price is CA $304
CA $357 total
includes taxes & fees
Sep 30 - Oct 1
Kasa River North Chicago
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (196)
"This location was in the middle of everything, which made our time there more about US, and.less about travel time. "
Kasa South Loop Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (129)
"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 CA $239
CA $281 total
includes taxes & fees
Sep 30 - Oct 1
Sonder Jewelers Row
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (75)
"We loved being in the loop, and next to the L. Although we had a car, we never used it. We either walked or used CTA. The 4 beds and 3 baths were great for our family of 6, plus the kitchen and washer/dryer in unit were great. We had one small issue, and Sonder handled it quickly."
The price is CA $352
CA $414 total
includes taxes & fees
Oct 14 - Oct 15
Sonder The Plymouth
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (114)
"Definitely gently used but was comfortable. Ms. Linnie, the host, is very responsive and accommodating. Was missing hair dryers and flat sheets on beds but did not negatively affect our visit."
Luxury Home Away From Your Home
Lovely 2 Bed. 3 Miles from DT w/ Free Parking
8.8 out of 10, Excellent, (18)
"The property was in good condition. Exactly how we expected it to be. This was a last minute trip & the price was overall good. "
The price is CA $157
CA $452 total
includes taxes & fees
Oct 2 - Oct 3
Lovely 2 Bed. 3 Miles from DT w/ Free Parking
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (10)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is CA $127
CA $232 total
includes taxes & fees
Oct 15 - Oct 16
Ground Floor Studios in Chicago by 747 Lofts
Sonder The Opal
3.5 star property
8.4 out of 10, Very good, (19)
"Great location. Good amenities with full kitchen and laundry facilities. "
The price is CA $294
CA $346 total
includes taxes & fees
Oct 16 - Oct 17
Sonder The Opal
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
10.0 out of 10, Exceptional, (210)
"Well maintained and comfortable property, great central location, easy walk to the riverfront, museums, and downtown activities and restaurants. Fantastic city views from the huge balcony (unit 5107), although there's no furniture out there to sit on."
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sonder Greektown
3.5 star property
9.0 out of 10, Wonderful, (32)
"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 CA $302
CA $354 total
includes taxes & fees
Oct 16 - Oct 17
Sonder Greektown
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (28)
"This was the 2nd time we stayed there. It works perfectly for our family. It's in a nice location and close to shops. We'll definitely stay there again. "
Cozy modern unit w/ easy access to downtown Chi
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.4 out of 10, Exceptional, (11)
"The property was clean. The house was very responsive and nice. However, the location is a little skeptical people from out of town would have no idea until they get there like myself."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
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
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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, (7870)
"Great stay!"
The price is CA $185
CA $217 total
includes taxes & fees
Oct 1 - Oct 2
Congress Plaza Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (3423)
"Very clean room, shower water pressure was actually amazing, and really helpful after my 21 hour day! Pedro at the front desk was very helpful, super polite, great first impression for this hotel! Would definitely recommend this hotel!"
The price is CA $166
CA $195 total
includes taxes & fees
Sep 29 - Sep 30
River Hotel
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very good, (2994)
"The place is beautiful the rooms are so spacious and loved the microwave and the fridge in the room I loved the breakfast it was amazing plus their two free drink voucher and snacks every day But the sirens of the city kept me up it is very loud but then it is a city "
The price is CA $236
CA $278 total
includes taxes & fees
Oct 2 - Oct 3
Embassy Suites by Hilton Chicago Downtown River North
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 vacation rental in Darien?

Yes, we give you a choice of vacation rentals close to top local attractions in Darien, or you can go with a secluded option if you want a relaxing place to 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's the top vacation rental in Darien?

Luxury Home Away From Your Home: This vacation home rental near Darien is equipped with a barbecue grill, air-conditioning, and cable TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Darien?

Choose from 7 Expedia vacation rentals in Darien for a memorable vacation.

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 larger area, you’ll find National Shrine of St. Therese and Burr Ridge Village Center.

What are vacation rentals like in Darien?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Darien. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip.