Darien Vacation Rentals from ￥16,843: Search Short-Term Rentals

Q: What's the top vacation rental in Darien?

ENVITAE Hotel, 4BR Luxury Modern Apartments : This vacation home rental near Darien is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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In two weeks

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Our top choices for Darien vacation rentals

Sentral Michigan Avenue

Downtown Chicago

JAVIER

￥38,118 total

includes taxes & fees

Jul 1 - Jul 2

Modern West Loop Gem-City Views & Prime Location 3

Downtown Chicago

Tina Y.

￥99,878 total

includes taxes & fees

Jul 8 - Jul 9

River North Rooftop With In and Out Parking 5

Downtown Chicago

Jacob

River North Rooftop With In and Out Parking 3

Downtown Chicago

Jennifer M.

￥95,917 total

includes taxes & fees

Jun 28 - Jun 29

1 bedroom, iron/ironing board, travel crib, WiFi

LIVN West Loop Chicago Queen Superior Studio

Downtown Chicago

Michelle R.

￥48,064 total

includes taxes & fees

Jun 21 - Jun 22

West Loop Living – Bright 1BR

Downtown Chicago

Hannah C.

￥49,819 total

includes taxes & fees

Jun 22 - Jun 23

1 Queen Bed | Non-Smoking, Kitchen

Chicago

Anonymous traveler

￥16,843 total

includes taxes & fees

Jun 30 - Jul 1

Sunlit 1BR Apartment | Warm & Welcoming Space

Downtown Chicago

Tyler B.

￥53,980 total

includes taxes & fees

Jun 21 - Jun 22

Chicago-Themed 1BR in a Central Spot near Downtown

Downtown Chicago

Melissa M.

￥53,573 total

includes taxes & fees

Jun 30 - Jul 1

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Northlake

Yafeat D.

￥29,143 total

includes taxes & fees

Jun 21 - Jun 22

Spacious 4BR Central Apartment w/ Skyline Views

Near North Side

valerie h.

￥111,523 total

includes taxes & fees

Jul 5 - Jul 6

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

Oak Park

Erin

Iron/ironing board, travel crib, WiFi, bed sheets

Homey Hyde Park Studio Near UChicago

Hyde Park

Meg D.

￥29,712 total

includes taxes & fees

Jun 22 - Jun 23

Trendy & Comfy Studio Unit

Portage Park

Griffin

￥31,965 total

includes taxes & fees

Jun 24 - Jun 25

1BR Modern Luxe Apt with In-Unit Laundry

Downtown Chicago

ShowtimeFam1

￥42,648 total

includes taxes & fees

Jun 22 - Jun 23

Quiet 2 Bedroom Escape Steps from Downtown Joliet

Joliet

￥52,286 total

includes taxes & fees

Jun 16 - Jun 17

ENVITAE Hotel, 4BR Luxury Modern Apartments

Near North Side

Emeline B.

￥115,081 total

includes taxes & fees

Jul 8 - Jul 9

Premium Urban 4BR - Perfect Mix of Comfort & Location

Near North Side

Zach L.

￥161,155 total

includes taxes & fees

Jul 9 - Jul 10

2BR Fitness Pad • Private Gym • Sleeps 7

Irving Park

￥50,413 total

includes taxes & fees

Jun 21 - Jun 22

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

Nancy F.

￥51,626 total

includes taxes & fees

Jul 6 - Jul 7

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Top Darien Hotel Reviews

Travelodge by Wyndham Downtown Chicago

2/10 Terrible

"First night there was no hot water. I called downstairs to ask if there is a hot water guy said: “Yeah, we sometimes don't have a hot water, anything else?”"

Congress Plaza Hotel

8/10 Good

"It was an awesome location, clean, and vintage, which I really loved. Walking you will have to go north to everything which is no more than a 20 minute walk. I didn’t use the bar so I can’t rate that. I didn’t like that there wasn’t a pool but overall service was great. I would definitely stay again and recommend to others. No ghosts!"

Holiday Inn Chicago Dwtn - The Mart by IHG

4/10 Poor

"This hotel is on the brink, and it could go either up or down. The location is absolutely wonderful, right across the street from the Merchandise Mart, the beautiful RiverWalk, 1 block from some good restaurants and fun pubs. The waitstaff at the restaurant were excellent! However, in the room... broken towel bar. Repaired, but then drywall was left all over the bathroom and not cleaned, and they used our room towels (!!) while doing the repairs. So then we didn't have any clean towels, and had to keep calling over and over again, trying to get the room cleaned and fresh clean towels. Broken front door to the hotel, rather inconvenient esp with luggage. Thankfully the ADA compliant door worked well. Carpet was very sticky and the room smelled quite damp and musty. The furnishings were nicely updated, the bed linens were nice and clean, good pillows. The rooms and hallways were not well lit and felt gloomy. Beautiful views, but the windows were so dirty it was hard to see through them."

Hilton Chicago

6/10 Okay

"I think the biggest drawback was the time to receive a service here. One night it took 4.5 hours for the service desk to connect to house cleaning to provide fresh bedding thus delaying our ability to get a good night’s sleep. The check-in line at night could be up to two hours to get checked in for new guests. We had to find our own clean towels daily."

Freehand Chicago

4/10 Poor

"My A/C was broke (and I was here in June), which I noticed as soon as I entered room. I notified desk on night 1, who said maintenance would address on day 2. Nothing was done day 2, so I went to front desk again. They said to come back day 3 morning and also gave me manager email for any complaints. I emailed manager and also went in day 3 morning to ask again if my A/C could be addressed, which they assured me it would. Yet again, when I came back to hotel day 3 evening it was not working. At this point I have up on the matter as it seemed to be a futile effort. Also, the manager never responded to my email from what is now about 4-5 days ago. No partial refund was given to me either for this issue."

Find out more about Darien

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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?

ENVITAE Hotel, 4BR Luxury Modern Apartments: This vacation home rental near Darien is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Darien?

Choose from 6 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.

Darien Vacation Rentals

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Check prices for these dates

Our top choices for Darien vacation rentals

Sentral Michigan Avenue

Modern West Loop Gem-City Views & Prime Location 3

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 3

LIVN West Loop Chicago Queen Superior Studio

West Loop Living – Bright 1BR

1 Queen Bed | Non-Smoking, Kitchen

Sunlit 1BR Apartment | Warm & Welcoming Space

Chicago-Themed 1BR in a Central Spot near Downtown

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Spacious 4BR Central Apartment w/ Skyline Views

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

Homey Hyde Park Studio Near UChicago

Trendy & Comfy Studio Unit

1BR Modern Luxe Apt with In-Unit Laundry

Quiet 2 Bedroom Escape Steps from Downtown Joliet

ENVITAE Hotel, 4BR Luxury Modern Apartments

Premium Urban 4BR - Perfect Mix of Comfort & Location

2BR Fitness Pad • Private Gym • Sleeps 7

✽ Charming Cottage ✽ close to College/Town/Station

Find vacation rentals that suit your style

Top Darien Hotel Reviews

Travelodge by Wyndham Downtown Chicago

Find out more about Darien

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