Waterfall Glen Forest Preserve view in Illinois

Darien Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Darien vacation rentals

Interior

9 Mi to Downtown! Pet-Friendly Unit Near UChicago

9 Mi to Downtown! Pet-Friendly Unit Near UChicago
Woodlawn
10.0 out of 10, Exceptional, (2 reviews)
"Great host very accommodating."
United States
Kali P.
The price is AED 305
AED 1,189 total
includes taxes & fees
24 Jun - 25 Jun
9 Mi to Downtown! Pet-Friendly Unit Near UChicago
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
8.0 out of 10, Very Good, (3 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AED 683
AED 1,207 total
includes taxes & fees
2 Jul - 3 Jul
Sunlit 1BR Apartment | Warm & Welcoming Space
TV, offices

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is AED 823
AED 1,806 total
includes taxes & fees
15 Jul - 16 Jul
River North Rooftop With In and Out Parking 1
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is AED 646
AED 1,159 total
includes taxes & fees
1 Jul - 2 Jul
Chicago-Themed 1BR in a Central Spot near Downtown
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,196 reviews)
"Great location"
United States
JAVIER
The price is AED 609
AED 822 total
includes taxes & fees
1 Jul - 2 Jul
Sentral Michigan Avenue
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.8 out of 10, Excellent, (3 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AED 489
AED 938 total
includes taxes & fees
30 Jun - 1 Jul
1BR Modern Luxe Apt with In-Unit Laundry
TV, offices

LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
The price is AED 613
AED 811 total
includes taxes & fees
28 Jun - 29 Jun
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, iron/ironing board, travel crib, WiFi

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is AED 676
AED 884 total
includes taxes & fees
25 Jun - 26 Jun
LIVN West Loop Chicago Queen Superior Studio
Private kitchen

Quiet 2 Bedroom Escape Steps from Downtown Joliet

Quiet 2 Bedroom Escape Steps from Downtown Joliet
Joliet
The price is AED 444
AED 1,271 total
includes taxes & fees
24 Jun - 25 Jun
Quiet 2 Bedroom Escape Steps from Downtown Joliet
3 bedrooms, iron/ironing board, travel crib, WiFi

Relaxing 3BR Getaway Close to Dining & Shopping

Relaxing 3BR Getaway Close to Dining & Shopping
Portage Park
9.6 out of 10, Exceptional, (5 reviews)
"Great stay for a family weekend - we were within easy uber distance of our family and downtown - where we went to watch the Chicago marathon."
United States
Surya B.
The price is AED 400
AED 950 total
includes taxes & fees
24 Jun - 25 Jun
Relaxing 3BR Getaway Close to Dining & Shopping
Fridge, microwave, oven, stovetop

Beautiful Unit CHI in Prime River North - 2

Beautiful Unit CHI in Prime River North - 2
Downtown Chicago
8.6 out of 10, Excellent, (25 reviews)
"Great place to stay for our girls weekend. Very convenient to everything in the city! We had the second unit and just to know this is a walk up with about 40-45 stairs to get to the unit. "
United States
Dawn P.
Beautiful Unit CHI in Prime River North - 2
TV

Portage Park 1BR Retreat

Portage Park 1BR Retreat
Portage Park
9.0 out of 10, Wonderful, (6 reviews)
"Great stay. Very good instructions along with video for entry. Clean and comfortable! Enjoyed our stay. Great Colombian coffee shop right downstairs to the right of the entrance."
United States
Ann F.
The price is AED 283
AED 679 total
includes taxes & fees
24 Jun - 25 Jun
Portage Park 1BR Retreat
Paper towels

Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
10.0 out of 10, Exceptional, (16 reviews)
"Great place! "
United States
Isabella T.
The price is AED 496
AED 935 total
includes taxes & fees
24 Jun - 25 Jun
Just remodeled apartment close to airport and mall
Fridge, microwave, oven, stovetop

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.6 out of 10, Exceptional, (62 reviews)
"Our stay was very comfortable. Communication was fantastic and super timely. The kitchen was well stocked. The house was very clean and spacious. Would definitely stay there again!"
United States
Erin B.
The price is AED 702
AED 1,473 total
includes taxes & fees
9 Jul - 10 Jul
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
TV, offices

Downtown Chicago Stay with Free In & Out Parking 5

Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"This VRBO was perfect for our family as we visited our college student in downtown Chicago. Plenty of space, sparkling clean, comfy beds. Only two things that I think could be improved/better communicated: only one key card is provided, and the beds are full size not queen (but they were SUPER comfortable!!!)"
United States
Gina C.
Downtown Chicago Stay with Free In & Out Parking 5
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (68 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is AED 661
AED 1,176 total
includes taxes & fees
24 Jun - 25 Jun
✽ Charming Cottage ✽ close to College/Town/Station
Interior

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay. The property was nicely decorated-very modern and cute. The location was good for us-close to the friends and family we wanted to visit. We felt it was a very safe area. Stores and restaurants were close by. Definitely recommend and will stay there again!"
United States
Denise K.
The price is AED 396
AED 809 total
includes taxes & fees
30 Jun - 1 Jul
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Smart TV, books

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (64 reviews)
"This was a very cute apartment in a really nice neighborhood! We got a little confused about check-in because the parking space and the lockbox are not clearly marked. A couple of big, comfy couches in the living room would have made it a little more comfortable for 2 adults and 2 tall teenagers. Otherwise it was perfect and we would definitely stay again."
United States
Erin
The price is AED 479
AED 1,028 total
includes taxes & fees
25 Jun - 26 Jun
Chic Suite/Mins to L Train /Laundry/Free Parking
Iron/ironing board, travel crib, WiFi, bed sheets

Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit
Portage Park
9.4 out of 10, Exceptional, (8 reviews)
"Nice clean space"
United States
Griffin
The price is AED 353
AED 724 total
includes taxes & fees
30 Jun - 1 Jul
Trendy & Comfy Studio Unit
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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Cool place in primetime real estate of Chicago. I would stay again!"
Menwon 4-night trip
Posted 2 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Darien is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease 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 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 The Forge: Lemont Quarries Adventure Park. 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.