Darien Vacation Rentals

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Check prices for these dates

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Jul 12 - Jul 13
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Jul 13 - Jul 14
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Jul 18 - Jul 20
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Jul 25 - Jul 27

Vacation Rentals in Darien

Sentral Michigan Avenue
Relax in a spacious area with comfortable seating and lush greenery.

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (817)
"Great stay!"
The price is ￥28,464
￥37,704 total
includes taxes & fees
Jul 16 - Jul 17
Sentral Michigan Avenue
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Enjoy a minimalist retreat with a large bed, desk, and compact kitchenette.

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.4 out of 10, Very Good, (321)
"Super cool spot in a great part of the city."
The price is ￥26,175
￥30,727 total
includes taxes & fees
Jul 13 - Jul 14
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Enjoy a city view from the large window, with a comfortable sofa and potted plant adding to the inviting atmosphere.

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (562)
"Great place and location. "
The price is ￥31,204
￥36,631 total
includes taxes & fees
Jul 25 - Jul 26
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Kasa South Loop Chicago
Enjoy the city view from this balcony with a comfortable Adirondack chair and a small table.

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (317)
"Great stay"
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Relax in style with plush armchairs and a natural centerpiece, surrounded by a contemporary design.

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (194)
"Fantastically located snd brilliantly appointed aparthotel. Absolutely perfect for our stay, where we were competing at the HYROX world championships. The room was super spacious and had all amenities you could wish for. "
The price is ￥33,710
￥39,573 total
includes taxes & fees
Jul 26 - Jul 27
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Enjoy the city view from this stylish balcony with a sofa, chair, and table.

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.2 out of 10, Very Good, (111)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is ￥21,230
￥24,924 total
includes taxes & fees
Aug 12 - Aug 13
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
The Neighborhood Hotel-Little Italy
Welcome to The Neighborhood Hotel, where guests enter through a distinctive black brick facade with the hotel's name prominently displayed.

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (173)
"Great spot. "
The Neighborhood Hotel-Little Italy
Kasa River North Chicago
Meetings take place around a large, rectangular table surrounded by six chairs with chrome legs.

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (154)
"Great stay, clean room!"
Kasa River North Chicago
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Relax in this stylish living room with a sofa, armchair, and coffee table, offering a view of the city outside.

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (167)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ￥25,978
￥30,496 total
includes taxes & fees
Aug 6 - Aug 7
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Sonder by Marriott Bonvoy The Opal Apartments River North
Enjoy a panoramic city view from this rooftop terrace, featuring a round table, wicker chairs, and a sofa with a throw blanket.

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (42)
"Our stay was amazing. "
The price is ￥29,100
￥34,160 total
includes taxes & fees
Jul 13 - Jul 14
Sonder by Marriott Bonvoy The Opal Apartments River North
Sonder by Marriott Bonvoy Greektown Apartments
Relax in this stylish living space with a sofa, armchair, and dining area.

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (55)
"Great location, easy stay!"
The price is ￥32,193
￥37,792 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy Greektown Apartments
Huge Projector and Designated Workspace - Near Wrigley!
Restful retreat with a neatly made bed and a bedside lamp.

Huge Projector and Designated Workspace - Near Wrigley!

Huge Projector and Designated Workspace - Near Wrigley!
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
8 bedrooms, desk, iron/ironing board, travel crib

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

The price is ￥23,272
￥133,389 total
includes taxes & fees
Jul 14 - Jul 15
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (122)
"Property manager was very responsive and the communication was clear and helpful. The house was very clean. Although the neighborhood was very concerning, dirty with a lot of people standing on the block, no one was threatening and nothing happened during our stay. Parking on street was safe. "
Luxury Home Away From Your Home
Experience Chicago living near United Center
Enjoy cooking in this well-equipped kitchen with a central island, white cabinetry, and granite countertop.

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (16)
"The place was amazing. The area is questionable but we didn't experience any problems while we stayed. "
Experience Chicago living near United Center
Spacious 3-bedroom apartment near downtown, FREE PARKING
Enjoy cooking in this kitchen with a central island, microwave, and coffee maker.

Spacious 3-bedroom apartment near downtown, FREE PARKING

10.0 out of 10, Exceptional, (1)
"Extremely clean space that was perfect for our group. We didn't spend a lot of time in the home during our stay, but when we did it was fantastic. Only minor gripe would be the upstairs neighbors, they were occasionally quite loud and woke us up a few times in the middle of the night. Would absolutely stay here again, if/when we come back to the area."
The price is ￥17,986
￥62,006 total
includes taxes & fees
Jul 22 - Jul 23
Spacious 3-bedroom apartment near downtown, FREE PARKING
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!
Two single beds with white comforters and throw blankets, flanked by dark wood headboards and bedside tables with lamps.

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

The price is ￥33,633
￥42,180 total
includes taxes & fees
Jul 16 - Jul 17
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Interior

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Terrace/patio

Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

2.0 star property
9.0 out of 10, Wonderful, (7)
"We got all the help and instructions needed to easily find this clean, well-supplied apartment with lovely outdoor space attached. And with the Pink Line just a few minutes walk and The Loop just 6 stops away, it was the perfect home base for getting to all that Chicago has to offer!"
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
4BR Retreat w/ Theater, Game Room & Backyard
Enjoy meals in this dining area with a wooden table, white chairs, and a large mirror.

4BR Retreat w/ Theater, Game Room & Backyard

10.0 out of 10, Exceptional, (2)
"Comfy beds and a great house for kids and adults."
The price is ￥20,093
￥88,279 total
includes taxes & fees
Jul 22 - Jul 23
4BR Retreat w/ Theater, Game Room & Backyard
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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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 Retreat w/ Theater, Game Room & Backyard: This vacation home near Darien offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Ty Warner 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.