Darien Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Darien has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line : This holiday home rental outside of Darien is located in the city centre, and has a balcony, a BBQ 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 that you can cook with friends or family.

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Our top choices for Darien holiday 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.

Westmont

Tomas R.

HK$2,020 total

includes taxes & fees

9 Nov - 10 Nov

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

Emily W.

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

3. 2 Full Beds | Non-Smoking, Kitchen

Chicago

Anonymous traveller

HK$690 total

includes taxes & fees

1 Dec - 2 Dec

A modern building with the name 'SENIORAL' prominently displayed on the facade.

4. Sentral Michigan Avenue

Downtown Chicago

Rosa

HK$1,245 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

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

Brookfield

Ryan S.

HK$4,043 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a dining area, white walls, a cityscape painting, and a view through large windows.

6. PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Lombard

Brian H.

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

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

Lombard

Jack W.

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

Anonymous traveller

HK$2,778 total

includes taxes & fees

3 Nov - 4 Nov

A stone building with a covered entrance, benches, and potted plants.

9. Air-Conditioned King Suite | Complimentary Breakfast

York Center

Jeffery R.

HK$1,547 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

10. Vibrant House, Walk to Train, Game Room

Brookfield

Chasity D.

HK$5,958 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a stone facade, a large TV in the living room, a ping pong table, a bathtub, and a patio with outdoor seating.

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

Westchester

Carl M.

HK$4,182 total

includes taxes & fees

8 Nov - 9 Nov

A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Oak Park

Alicia K.

HK$2,227 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Chicago

Sharon R.

HK$656 total

includes taxes & fees

1 Dec - 2 Dec

A modern living room with teal sofas, a coffee table, and a TV.

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

Northlake

Kaitlyn W.

HK$1,368 total

includes taxes & fees

3 Nov - 4 Nov

A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

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

Bolingbrook

Sue B.

HK$7,009 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a grey sofa, two chairs, a coffee table, and a small side table.

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

Brighton Park

Rachel

HK$1,952 total

includes taxes & fees

10 Nov - 11 Nov

A white house with a garden featuring purple flowers and a birdbath.

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

Wheaton

Laurie R.

HK$2,403 total

includes taxes & fees

8 Nov - 9 Nov

A corner room with a green upholstered chair, a small round table with a potted plant, and a framed picture on the wall.

18. Cozy Urban View Retreat Near Downtown - Sleeps 7

Lawndale

HK$1,561 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Lockport

Teresa S.

HK$2,435 total

includes taxes & fees

18 Nov - 19 Nov

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Top Darien Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"Best hotel sleep in years, which is wild given the central location in a busy city. In-room amenities like the steamer, robe, kettle and yoga mat really elevated my stay. No onsite food except that expensive restaurant downstairs, but there’s an amazing pub literally across the street that’s huge, reasonable and open late. Free coffee in lobby was nice too. Only drawback was the lack of a desk chair in the room. There was a lounger and a table but trying to work from it for more than a few hours was a little rough in my back. I’d definitely stay again."

Arlo Chicago

10/10 Excellent

"Arlo Chicago was perfect! If you are in a wheelchair, the ADA King room was fully accessible with a low sitting bed, walk-in shower, open sinks, and enough space to get around room. It was quiet with electric blinds making it easy to open/close. The location is within walking distance of just about anything, or a bus stop and train station right out front or a block down to access train. The famous Bean site was a 2 minute walk, the Riverwalk about 5 minutes, and so much more. The parking was so easy. You pull right at back door & unload, and the parking garage is literally at the end of that alley. That was my biggest concern being my first overnight stay in a wheelchair where I must transfer in/out my chair. There is a bar and restaurant inside the hotel, drinks (for a fee) already in the room, a refrigerator, alcohol, water, soda, coffee machine, toiletries, robes, etc. The view was awesome. Thank you for the amazing staff who were so kind & helpful...especially Terell who was more than accommodating in helping us register with parking garage online. The room was clean, common areas welcoming, and I will only stay at this location in the future. My only criticism is that the ADA room had a heavy door and was a sharp right angle to enter, which could potentially be an issue for an electric wheelchair user if they were traveling alone...but the staff would have helped. Be prepared financially, but our room was worth the rate & reasonable for all the amenities."

Find out more about Darien

Search for holiday rentals in Darien on Expedia! You can easily find your home rentals, villas, holiday apartments in Darien using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Darien?

Yes, there are holiday rentals close to the most popular sights in Darien, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Darien has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Darien is located in the city centre, and has a balcony, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Darien?

Choose from 7 Expedia holiday rentals in Darien for a memorable holiday.

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 wider area, you’ll find National Shrine of St. Therese and Burr Ridge Village Center.

What are holiday rentals like in Darien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Darien. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Darien holiday rentals

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

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

3. 2 Full Beds | Non-Smoking, Kitchen

4. Sentral Michigan Avenue

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

6. PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

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

8. LUXE 3 BR, 2 BA + Hot Tub

9. Air-Conditioned King Suite | Complimentary Breakfast

10. Vibrant House, Walk to Train, Game Room

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

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

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

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

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

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

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

18. Cozy Urban View Retreat Near Downtown - Sleeps 7

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

Find holiday rentals that suit your style

Top Darien Hotel Reviews

L7 Chicago by LOTTE

The Allegro Royal Sonesta Hotel Chicago Loop

citizenM Chicago Downtown

Arlo Chicago

The Chicago Hotel Collection River North

LondonHouse Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Find out more about Darien

Frequently asked questions

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