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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 588 Vacation Homes in Darien with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (30)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Aerial view

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (166)
"Great place for our large group. Lots of room for the bridal girls to get ready for the wedding. "
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Cozy Home Sweet Homewood.
Fridge, microwave, oven, stovetop

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (23)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (77)
"Great spacious place to stay with a large family. "
Furnished Private home in Aurora sleeps 9 guests
Cozy 3-bedroom house in family-oriented Melrose Park.
Interior

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (9)
Cozy 3-bedroom house in family-oriented Melrose Park.
Updated Forest Park 3 BR Bungalow
Fridge, microwave, oven, stovetop

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (103)
"This Forest Park bungalow was perfect for our ladies weekend. It is clean, comfortable, updated, charming, well stocked with supplies, has off-street parking, and is convenient to the city. I highly recommend this lovely home."
Updated Forest Park 3 BR Bungalow
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
Fridge, microwave, oven, stovetop

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (4)
"This property was great for our group! It was clean and ready to use when we got there. There was even snacks left out for us! "
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
Charming ModernRetro Home!
Smart TV

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (14)
"The property was great, there were plenty of beds and the neighborhood was alive and vibrant. Would highly recommend a stay here."
Charming ModernRetro Home!
Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Fridge, microwave, oven, dishwasher

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (12)
"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!
Fridge, microwave, oven, stovetop

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.4 out of 10, Exceptional, (18)
"Property in a nice neighborhood. Nice location near a lot amenities. Easy checkin. Plenty space as needed. "
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!
Berwyn Beauty
Fridge, microwave, oven, stovetop

Berwyn Beauty

10.0 out of 10, Exceptional, (15)
"Very nice place to stay"
Berwyn Beauty
BoHo House - A Chic, 1903 Chicago Workers Cottage
Outdoor dining

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (10)
"Perfect location! A+ for all the little details and cleanliness. "
BoHo House - A Chic, 1903 Chicago Workers Cottage
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Fridge, microwave, oven, stovetop

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

9.0 out of 10, Wonderful, (24)
"Everything was nice and cleaned.Will stay again "
The price is AED 1,010
AED 1,673 total
includes taxes & fees
5 May - 6 May
LUXE 3 BR, 2 BA + Hot Tub
Private Home Awaits
Fridge, microwave, oven, stovetop

Private Home Awaits

10.0 out of 10, Exceptional, (2)
"Very convenient to all my activities for my 55th Birthday "
Private Home Awaits
Spacious 5-bedroom house with movie room, game room and more!
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (3)
"We had an amazing stay everything was nice abd very well maintained. If I’m ever in the area again will stay again "
Spacious 5-bedroom house with movie room, game room and more!
House with garage, outdoor dining and basement bar
Fridge, microwave, oven, dishwasher

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar
Spacious and Sleek 4BD/2.5BA - Logan Square!
Fridge, microwave, oven, stovetop

Spacious and Sleek 4BD/2.5BA - Logan Square!

9.4 out of 10, Exceptional, (18)
"Our stay was very comfortable for 3 days while we explored Chicago with friends. Bedrooms are very functional and property manager is very responsive to needs or issues that need immediate attention. "
Spacious and Sleek 4BD/2.5BA - Logan Square!
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House
Private kitchen

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

10.0 out of 10, Exceptional, (30)
"Clean, spacious, easy living for parents and in laws during the holiday."
The price is AED 729
AED 1,348 total
includes taxes & fees
2 May - 3 May
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House
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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Other property types in Darien

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (739)
"Great family place to stay. "
The price is AED 528
AED 727 total
includes taxes & fees
26 May - 27 May
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (486)
"Great stay "
The price is AED 412
AED 483 total
includes taxes & fees
26 May - 27 May
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (277)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is AED 469
AED 550 total
includes taxes & fees
26 May - 27 May
Sonder Market Hall
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.