Darien Vacation Rentals from $86: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Darien vacation rentals

Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

1. 2 Full Beds | Non-Smoking, Kitchen

Chicago

Anonymous traveler

$78 nightly

Sep 18 - Sep 19

Total with taxes and fees

A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

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

Lisle

Ella A.

$284 nightly

Aug 31 - Sep 1

Total with taxes and fees

A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

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

Hickory Hills

Ralph

$185 nightly

Sep 9 - Sep 10

Total with taxes and fees

A hotel room with a bed, desk, chair, and a ceiling fan.

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

Chicago

Anonymous traveler

$74 nightly

Sep 18 - Sep 19

Total with taxes and fees

A modern living room with a large white table, grey sofa, and a flat-screen TV mounted on the wall.

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

Lockport

Juan S.

$252 nightly

Aug 30 - Aug 31

Total with taxes and fees

A modern living room with a grey sectional sofa, a black coffee table, and two framed pictures on the wall.

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

Lombard

Jack W.

$357 nightly

Sep 22 - Sep 23

Total with taxes and fees

A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

7. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Westchester

Carl M.

$406 nightly

Sep 1 - Sep 2

Total with taxes and fees

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

8. LUXE 3 BR, 2 BA + Hot Tub

Elmhurst

Jeff

$349 nightly

Sep 2 - Sep 3

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Darien Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"clean and new"

Hotel Felix River North/Magnificent Mile

8/10 Good

"I enjoyed my stay here. Clean room, great bed. Slept great. My room was adjoined to the room next door and I could hear the neighbors pretty clearly. The phone also was not working when I tried to dial for the front desk to ask a question. Despite these little issues, I really enjoyed my stay. Very friendly staff, nice amenities (gym, fun lobby) and amazing location. Would recommend and stay again."

Palmer House a Hilton Hotel

10/10 Excellent

"The Palmer house is a beautiful hotel that is located conveniently in downtown Chicago. It is in walking distance to many attractions. The inside of the hotel has old world charm. From the moment my family and I walked through the door, the staff was welcoming and extremely helpful. They kept my room pristine, got rides for me and made great reccomendations for eating. The next time I go to Chicago, I will stay there again."

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"This was one of my favorite stays in Chicago. The rooms are clean, they have a coffee shop and full bar available and the staff was super helpful and friendly. The pool was okay. I would’ve wished for it to be outdoors but my little one loved it no matter what. Breakfast, great. Couldn’t have asked for anything more."

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 $86 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

Things to do in Chicago

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.

Room 1

Check prices for these dates