Darien Holiday Rentals from NZ$194: Search Short-Term Rentals

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Holiday Rentals in Darien

"We love coming here and we come at least once a year. My only thing is we always get the lake side and this time we did not. Still a nice chicago skyline view but if you can get the lake side it’s gorgeous!"

includes taxes & fees

1 Apr - 2 Apr

Superior Apartment, 1 Bedroom, Balcony, City View | Living area

"As advertised. Would stay again. "

includes taxes & fees

20 Apr - 21 Apr

"It was good. Booking, arrival, and departure were easy. Bed was ok. Everything was clean and smelled nice. Parking was not easy and had to walk quite a distance. I don’t recall seeing that being the case when booking. "

includes taxes & fees

21 Apr - 22 Apr

"Amazing place to go relax and get peace. Definitely a must "

includes taxes & fees

1 Apr - 2 Apr

Free toiletries, hair dryer, towels, soap

"The property itself is great, and had a great view of the city. No complaints there. It should be noted that the train is very close and will be loud as it passes by, not an huge issue for us, and the property did include earplugs and white noise machines. One quirk we encountered was the fan in the bed room would randomly turn to full speed and the light would turn on in the middle of the night, this did wake us up when it would happen, and we couldn't trace as to why this was...

includes taxes & fees

30 Mar - 31 Mar

Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | City view

"Unfortunately, this will not give you a bunch of information regarding the property, but you should feel safe walking around the area alone at dark."

50-inch Smart TV with satellite channels

"The room we stayed in was very nice and comfortable. Like your own cozy apartment. It has some very good food choices near by and i would definitely stay again. "

"This is the best Sonder property we've ever stayed at!! The location is perfect for Chicago. We had a few different questions during our stay and we always received immediate and thorough answers by using the chat button in the app. Would definitely stay here again!"

includes taxes & fees

23 Apr - 24 Apr

"I loved this property!! Excellent views, centrally located and very accommodating."

includes taxes & fees

31 Mar - 1 Apr

"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. "

includes taxes & fees

21 Apr - 22 Apr

40-inch flat-screen TV with digital channels, TV

"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. "

includes taxes & fees

20 Apr - 21 Apr

"We had a wonderful time in Chicago over the weekend and this home was exactly what we needed. Communication with Natasha was fantastic and she answered any questions promptly. There is plenty of room and the location is perfect. We drove or took the train into the city every day. The rooftop deck was great and the view amazing. We only wish it would have been a little warmer so we could have enjoyed it more."

"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!"

"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "

"This property was is in a good neighborhood nice and clean I really enjoy myself Thanks"

includes taxes & fees

6 Apr - 7 Apr

"This property is very clean and very cozy. The location is great, except at night, I was able to hear the train and highway traffic. My husband wasn't bothered at all. We still liked it and suited our needs. The amenities were excellent. There's plenty of parking. "

"It was a Great option, straight and contactless."

"Liked very much"

"I lived in Chicago for years and this was the first time I brought my son. It was exactly what I was hoping for. Walk up in an old building, restaurant on the bottom floor, transit a quick walk away."

"This was the perfect place for my boyfriend and I to stay for our little 48 hour trip. Every thing was perfectly explained in detail and that helped so much because we got there later at night. It is right outside the city and has great options located all around as well. I will recommend this place to anyone traveling to the Chicago area. "

includes taxes & fees

2 Apr - 3 Apr

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"Comfortable, helpful staff, great additions like the happy hour and hot breakfast!"

includes taxes & fees

13 Apr - 14 Apr

"The location is best as everything is closeby and public transport is just a few minutes away. Room are clean and bed are comfortable. Will not hesitate to book again in the future. Only regrets is being located in a room with no view."

includes taxes & fees

13 Apr - 14 Apr

"This hotel exceeded my expectations. It is in a lovely area of Chicago's Greektown, a very safe area with many options for food and dining. The hotel staff were all extremely friendly and accommodating. My room was clean, comfortable, and quiet. Everything was wonderful. "

includes taxes & fees

6 Apr - 7 Apr

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 favorite 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 depends 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 NZ$194 per night. Entering your travel dates in the search wizard you might find 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.

Recent reviews of Darien properties

The Allegro Royal Sonesta Hotel Chicago Loop

5/5 Excellent

"Beautiful hotel with everything in walking distance."

A verified traveller stayed at The Allegro Royal Sonesta Hotel Chicago Loop

Posted 8 hours ago

5/5 Excellent

"This hotel is wonderful! The staff are all friendly and accommodating. The rooms are very clean, spacious and well appointed. The hotel amenities are nice. The lobby is very mod and vibey. The location was very convenient and walkable to our favorite restaurants, bars and cafes as well as to the L. We will definately stay here again. "

A verified traveller stayed at L7 Chicago by LOTTE

Posted 10 hours ago

5/5 Excellent

Good hotel with a few quibbles

"Excellent stay, great location, good service. A little disappointing that a hotel of this caliber doesn’t offer room service, and a little annoyed to be charged for pickup coffee at the restaurant when it’s free in the lobby. These are details but irritating ones. Otherwise, I would definitely stay again!"

A verified traveller stayed at The Royal Sonesta Chicago River North

Posted 2 days ago

5/5 Excellent

"This hotel exceeded my expectations. It is in a lovely area of Chicago's Greektown, a very safe area with many options for food and dining. The hotel staff were all extremely friendly and accommodating. My room was clean, comfortable, and quiet. Everything was wonderful. "

A verified traveller stayed at Crowne Plaza Chicago West Loop by IHG

Posted 2 days ago

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?

Cozy Home Sweet Homewood. : This holiday home rental outside of Darien is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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.

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Darien Holiday Rentals

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Check prices for these dates

Holiday Rentals in Darien

Sentral Michigan Avenue

Sentral Michigan Avenue

Sonder South Wabash

Sonder South Wabash

Sonder Market Hall

Sonder Market Hall

Sonder The Burnham Apartments

Sonder The Burnham Apartments

Sonder Jewelers Row

Sonder Jewelers Row

Kasa South Loop Chicago

Kasa South Loop Chicago

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

Sonder The Plymouth

Sonder The Plymouth

Kasa River North Chicago

Kasa River North Chicago

Sonder The Opal

Sonder The Opal

Sonder Greektown

Sonder Greektown

ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK

ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK

Luxury Home Away From Your Home

Luxury Home Away From Your Home

NEW LUXURY CONDO WITH PATIO DECK

NEW LUXURY CONDO WITH PATIO DECK

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub

Chic, Cozy home, by Blue Line Train Stop + Free parking

Chic, Cozy home, by Blue Line Train Stop + Free parking

Found Chicago powered by Sonder

Found Chicago powered by Sonder

Cozy Home Sweet Homewood.

Cozy Home Sweet Homewood.

Classic Lincoln Park 2 bedroom condo- parking included

Classic Lincoln Park 2 bedroom condo- parking included

Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking

Other types of properties in Darien you may be interested in

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

River Hotel

River Hotel

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

Find out more about Darien

Find out more about Darien

Recent reviews of Darien properties

Recent reviews of Darien properties

The Allegro Royal Sonesta Hotel Chicago Loop

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Trending destinations on Expedia.co.nz

Frequently asked questions