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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 457 Vacation Homes in Darien with updated reviews, rates, and availability.

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

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

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Your Next Vacation Home
Dining

Your Next Vacation Home

9.8 out of 10, Exceptional, (31)
"It was great! close to a lot. "
The price is SAR 563
SAR 1,064 total
includes taxes & fees
24 Feb - 25 Feb
Your Next Vacation Home
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Exterior

Gorgeous historic mansion on UChicago campus. Renovation with original detail.

10.0 out of 10, Exceptional, (3)
"I wish we came across this property 4 years ago when we dropped off our daughter at the UofC campus. Location is amazing, 7 minutes walk to the campus. The house is spacious and accommodates a large group of people. Very clean and what was really appreciated it was so well stocked - nice shampoos and lotions in all bathrooms, paper towels in the kitchen, a welcome bottle of bubbly wine from the hosts. The check-in and out process was also incredibly easy, and the hosts were very welcoming and...
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Luxury Home Away From Your Home
Exterior

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home
Spacious open concept home w/ game room + firepit
Dining

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Living area

3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY

10.0 out of 10, Exceptional, (73)
"This property is in a great location that is quiet and convenient. The property was extremely clean and had essentials for our stay. This property was a great option for our family to stay together and there was plenty of room for all 6 of us adults. Fantastic place. Most definitely would stay again!!!"
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Interior

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

"The house was suitable for our team of 9 that was in Chicago for a training. The location was close to downtown, but parking in front of the house was impossible - the street was full for blocks. The alley spot was small and we had to do multiple moves to get one vehicle into the concrete pad. There was no option to park in the garage as garbage cans and piles of garbage were in front of the door. One of the upstairs bathrooms had a tub that would hardly drain and the other had a handle that...
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Living area

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (16)
"In a quiet part of town, very spacious and clean"
The price is SAR 1,871
SAR 3,566 total
includes taxes & fees
24 Feb - 25 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
"Home Decor","Indoors","Furniture","Table","Ceiling Fan"

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (7)
"Stayed here for a week while attending a festival and central downtown location was good. Having the garage was very helpful but suggest you have a small car as the garages are very shallow. Common area with kitchen and TV is very spacious for lounging"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Berwyn Beauty
Living room

Berwyn Beauty

10.0 out of 10, Exceptional, (13)
"Amazing... location, price, amenities, etc."
Berwyn Beauty
Stunning 4-bedroom 4-bath building in Wicker Park! + Parking
Living area

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
Living area

LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

9.4 out of 10, Exceptional, (3)
"Good stay. "
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
Stunning / Spacious 6BD Home + garage - Bucktown!
Private kitchen

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (30)
"Location is great, size of the house is great with queen beds in all room and even one with a King bed. Basement was very cold, ( it’s winter) so that bedroom was not used but wasn’t needed anyways. The house needs a really good cleaning especially the kitchen especially the cabinets. Also coffee maker is tiny, doesn’t make sense considering the size of the house. Ironing board had no cover just metal frame, kitchen was not stocked properly for the size of the house. Loved the fact there was...
Stunning / Spacious 6BD Home + garage - Bucktown!
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
Room

The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

9.6 out of 10, Exceptional, (46)
"The home was updated and very clean. The kitchen was large and was well stocked. The owner provided everything you would need to cook. The fenced in yard was a bonus as we traveled with our dog. The neighborhood is older and safe. The neighboring homes are well maintained. The street in front of the house is busy during rush hour, but didn't create an issue pulling out into traffic. We did not experience noise from the traffic. We had one small glitch which was taken care of quickly. The...
The price is SAR 608
SAR 1,326 total
includes taxes & fees
18 Mar - 19 Mar
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Living area

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

10.0 out of 10, Exceptional, (163)
"Great location, lots of space for gathering and hanging out. Tons of sleeping areas, air mattresses couches, futons, etc. Great for large groups of adults. Caution: Lots of stairs."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Interior

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (3)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Great 3 bedroom rental unit near Logan Square
Interior

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (23)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square
LUXE 3 BR, 2 BA + Hot Tub
Dining

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (21)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is SAR 416
SAR 1,004 total
includes taxes & fees
25 Feb - 26 Feb
LUXE 3 BR, 2 BA + Hot Tub
Spacious 5-bedroom house with movie room, game room and more!
Living area

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

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!
Furnished Private home in Aurora sleeps 9 guests
Living room with reclining sofas.

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (73)
"Our party came to town to visit relatives during Christmas holidays. The house was in good working order and met our needs. Beds were comfortable with easy check- in/ check- out."
Furnished Private home in Aurora sleeps 9 guests
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
Pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (681)
"This is a great hotel. The rooms have a kitchenette and the staff is wonderful! Beautiful hotel, great amenities. "
The price is SAR 411
SAR 593 total
includes taxes & fees
24 Feb - 25 Feb
Sentral Michigan Avenue
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (433)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is SAR 356
SAR 418 total
includes taxes & fees
23 Mar - 24 Mar
Sonder South Wabash
Found Chicago powered by Sonder
Room

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (186)
"It was a Great option, straight and contactless."
The price is SAR 503
SAR 590 total
includes taxes & fees
5 Mar - 6 Mar
Found Chicago powered by Sonder
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.