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Darien Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
$254 nightly
The price is $269
Oct 27 - Oct 28
Total with taxes and fees
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
$70 nightly
The price is $77
Oct 30 - Oct 31
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A hotel room with a bed, desk, chair, and a ceiling fan.

3. 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.
$66 nightly
The price is $73
Oct 30 - Oct 31
Total with taxes and fees
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

4. 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)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
$308 nightly
The price is $326
Oct 15 - Oct 16
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
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
$77 nightly
The price is $85
Nov 2 - Nov 3
Total with taxes and fees
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

6. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
$183 nightly
The price is $195
Oct 17 - Oct 18
Total with taxes and fees
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

7. 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.
$169 nightly
The price is $180
Oct 14 - Oct 15
Total with taxes and fees
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

8. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.8 out of 10, Exceptional, (23 reviews)
"Parking was free and right out front. Great apartment and the host was great with accommodations."
United States
Travis C.
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
A modern living room with a large white table, grey sofa, and a flat-screen TV mounted on the wall.

9. 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, (10 reviews)
"Adorable place to stay, decor is done so cute. Very comfortable family room to relax"
United States
Teresa S.
$256 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

10. 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
$333 nightly
The price is $356
Oct 14 - Oct 15
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

11. 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.
$262 nightly
The price is $300
Oct 26 - Oct 27
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern living room with a grey sectional sofa, a black coffee table, and two framed pictures on the wall.

12. Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Lombard
9.4 out of 10, Exceptional, (23 reviews)
"The place was clean and wonderfull. Love the area."
United States
Jack W.
$342 nightly
The price is $362
Nov 1 - Nov 2
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
A modern living room with a blue sofa, a patterned rug, and a television.

13. 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.
Great Area Logan Square Apt Games Pets - Sleeps 5
A hotel room with a bed, a wall-mounted mirror, a television displaying a space-themed image, and a window with curtains.

14. Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"The apartment was just as described, modern, comfortable, very clean and perfect for two people for our five night stay. Very comfortable bed and we especially appreciated the easy entry lock. Great location. Good communication with property manager but we had zero complaints. We would stay again!"
United States
Margaret N.
$246 nightly
The price is $291
Oct 14 - Oct 15
Total with taxes and fees
Private Workspace • Sleeps4 • Modern Stylish Stay
A building with a sign reading 'Hale Street Cantina' and a brick facade.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
$303 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

16. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
8.8 out of 10, Excellent, (5 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
$402 nightly
The price is $426
Oct 15 - Oct 16
Total with taxes and fees
Entire home in Lockport, Illinois
A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

17. Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.2 out of 10, Wonderful, (41 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

18. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.0 out of 10, Wonderful, (9 reviews)
"Great location and easy on street parking. "
United States
Lori A.
$264 nightly
The price is $313
Oct 27 - Oct 28
Total with taxes and fees
Sleeps 7 • Huge Projector • Designated Workspace
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, (25 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
$150 nightly
The price is $160
Oct 14 - Oct 15
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

20. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (15 reviews)
"Excellent just what we were looking for"
United States
Sue B.
$761 nightly
The price is $807
Oct 14 - Oct 15
Total with taxes and fees
River Park Paradise w/ Fire Pit & Chef's Kitchen
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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Great staff. Perfect downtown location!"
Travis 2-night trip
Posted 6 hours ago
Hotel Felix River North/Magnificent Mile

Find out more about Darien

Everything you need to know about Darien vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Darien vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Darien vacation 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 low season months. For more hustle and bustle, you may prefer to visit Darien in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Darien rentals

At Expedia, we put the best Darien vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.