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Darien Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Darien vacation rentals

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

1. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.6 out of 10, Exceptional, (7 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AED 624
AED 907 total
includes taxes & fees
9 Nov - 10 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

2. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
The price is AED 274
AED 303 total
includes taxes & fees
6 Dec - 7 Dec
2 Full Beds | Non-Smoking, Kitchen
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

3. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"This was a perfect spot for our trip, good location, clean and quiet."
United States
Emily W.
The price is AED 456
AED 1,043 total
includes taxes & fees
9 Nov - 10 Nov
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A hotel room with a bed, desk, chair, and a ceiling fan.

4. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, Excellent, (33 reviews)
"Clean, secure, good parking. Mattress side closest to the bathroom had a sag and woke up with a sore back."
United States
Sharon R.
The price is AED 260
AED 287 total
includes taxes & fees
6 Dec - 7 Dec
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
A hotel room with a bed, desk, chair, and a ceiling fan.

5. Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Chicago
9.8 out of 10, Exceptional, (28 reviews)
"Great staff clean rooms"
United States
Anonymous traveler
The price is AED 323
AED 358 total
includes taxes & fees
9 Nov - 10 Nov
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
A stone building with a covered entrance, benches, and potted plants.

6. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (3 reviews)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
The price is AED 533
AED 621 total
includes taxes & fees
22 Nov - 23 Nov
Fully-Equipped Suite | Gym Access
A dining area with a round wooden table, four upholstered chairs, a vase with white flowers, and two wall-mounted light fixtures.

7. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
The price is AED 181
AED 965 total
includes taxes & fees
17 Nov - 18 Nov
Studio Near Wrigley • Sleeps 4 • Games • Fireplace
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

8. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is AED 264
AED 648 total
includes taxes & fees
16 Nov - 17 Nov
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

9. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AED 397
AED 1,039 total
includes taxes & fees
18 Nov - 19 Nov
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern living room with a blue sofa, a patterned rug, and a television.

10. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is AED 220
AED 678 total
includes taxes & fees
9 Nov - 10 Nov
Great Area Logan Square Apt Games Pets - Sleeps 5
A modern living room with a grey sofa, a round wooden coffee table, and a patterned rug.

11. Laundry Room Access, Near Hwy, Convenient Parking Just A Few Feet Away

Laundry Room Access, Near Hwy, Convenient Parking Just A Few Feet Away
Lockport
The price is AED 391
AED 962 total
includes taxes & fees
12 Nov - 13 Nov
Laundry Room Access, Near Hwy, Convenient Parking Just A Few Feet Away
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

12. 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, (75 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
The price is AED 317
AED 780 total
includes taxes & fees
17 Nov - 18 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

13. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is AED 231
AED 837 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

14. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (64 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
The price is AED 661
AED 1,242 total
includes taxes & fees
9 Nov - 10 Nov
LUXE 3 BR, 2 BA + Hot Tub
A living room with a blue sofa, a fireplace, a painting, and a window with blinds.

15. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (75 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AED 661
AED 1,129 total
includes taxes & fees
11 Nov - 12 Nov
✽ Charming Cottage ✽ close to College/Town/Station
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

16. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
The price is AED 239
AED 554 total
includes taxes & fees
12 Nov - 13 Nov
Hyde Park Trendy Studio Apartment in Good Spot
A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

17. 5-minute walk to the largest old school arcade in America! Family friendly.

5-minute walk to the largest old school arcade in America! Family friendly.
Brookfield
8.6 out of 10, Excellent, (9 reviews)
"A nice house that easily slept 4 kids and 4 adults. There were ants in the house, then than that it was very nice, it was easy to get to the train into Chicago from here."
United States
Ryan S.
The price is AED 810
AED 1,892 total
includes taxes & fees
10 Nov - 11 Nov
5-minute walk to the largest old school arcade in America! Family friendly.
A modern building with the name 'SENIORAL' prominently displayed on the facade.

18. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,405 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is AED 467
AED 548 total
includes taxes & fees
7 Dec - 8 Dec
Sentral Michigan Avenue
A modern living room with teal sofas, a coffee table, and a TV.

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

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (27 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is AED 551
AED 613 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A modern bedroom with a large bed, white bedding, and a view of a forest through the window.

20. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (7 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is AED 335
AED 1,581 total
includes taxes & fees
9 Nov - 10 Nov
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
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

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"I had the best stay here. Beautiful rooms and amazing room service! Also right next door to the hello kitty cafe."
Nia 2-night trip
Posted 1 hour ago
LondonHouse Chicago, Curio Collection by Hilton

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 Willowbrook Community 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.