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Check prices for these dates

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

Browse Select Dolton Condo Rentals

NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (176)
"Beautiful, well appointed condo! Very clean, comfortable, and well stocked. Luxurious! Great for entertaining. Lovely view. Host is very accessible and nice."
NEW LUXURY PENTHOUSE CONDO
Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Interior

Historic Gold Coast Condo - Half Block From Beach & Major Attractions

Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Experience Chicago living near United Center -
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center -

9.2 out of 10, Wonderful, (24)
"overall place is good, the only bad thing is the location!"
Experience Chicago living near United Center -
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.2 out of 10, Wonderful, (15)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center
Gorgeous 3BR River North Condo - Free Parking
Fridge, microwave, oven, stovetop

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (13)
"We had an absolutely amazing experience at this property! From the moment we arrived, everything exceeded our expectations. The home was spotless, beautifully decorated, and stocked with everything —from a fully equipped kitchen to cozy linens and thoughtful extras(coffee and tea).The location was ideal—close enough to great restaurants, shops, and attractions. We would return in a heartbeat and highly recommend this place to anyone looking for a top-notch stay."
Gorgeous 3BR River North Condo - Free Parking
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (158)
"It was an amazing weekend with family and friends. The space was perfect for the occasion. Enough space for everyone to be comfortable. The open concept was everything!! I’ll definitely rent again!"
NEW LUXURY CONDO WITH PATIO DECK
Spacious Wicker Park Hideaway with Parking!
Fridge, microwave, oven, stovetop

Spacious Wicker Park Hideaway with Parking!

8.6 out of 10, Excellent, (7)
"We had an amazing time in Chicago! Communication was great, and getting in the apartment was just as described. It was amazing to have a parking spot along with our apartment. We were within 10-15 minute walking distance of so many stores and restaurants. We will definitely revisit! "
Spacious Wicker Park Hideaway with Parking!
Luxuriant, Foodie, Culture,
Property grounds

Luxuriant, Foodie, Culture,

9.4 out of 10, Exceptional, (11)
"Great property! Great kitchen for making our Thanksgiving feast. Loved the quiet area and ease of getting to places. Tall windows in the living room let in a lot of light - could use some sort of light filtering shades. Additionally - beds had only a sheet and a thin blanket. Glad that we brought an extra blanket with. "
Luxuriant, Foodie, Culture,
Tranquil 2-bedroom condo in charming Chicago with WiFi, AC
Terrace/patio

Tranquil 2-bedroom condo in charming Chicago with WiFi, AC

8.0 out of 10, Very good, (1)
"Stayed here with my spouse, son, father and his partner to visit my brother who lives in Chicago. We wanted someplace close to Shed Aquarium. This location checked that box (shed was about 17 minutes from this spot)! The co-host was friendly and responsive when we had some issues with finding the correct entrance. Area is decent, lots of sirens and near the L train but you can mostly only hear that when you are outside on the back deck (also I feel like this is normal Chicago noise). My son...
Tranquil 2-bedroom condo in charming Chicago with WiFi, AC
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
Property grounds

♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!

10.0 out of 10, Exceptional, (16)
"Loved our stay! The property was beautiful, with comfortable furnishings that made us feel right at home. Everything was clean and well-maintained. We’ll definitely rent again!"
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center
Fridge, microwave, oven, stovetop

Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center

Stylish & Comfy 2BR/2.5BTH condo w/ Pool and Poker table near Med/United Center
1-bedroom condo next to Chicago Midway International Airport
Fridge, microwave, oven, stovetop

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (3)
"super nice place!"
1-bedroom condo next to Chicago Midway International Airport
Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover
Fridge, microwave, oven, dishwasher

Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover

8.0 out of 10, Very good, (1)
"One of the best places I’ve ever stayed in in Chicago. The listing was spot on. Only downside is, it has one TV"
Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Fridge, microwave, coffee/tea maker, dining tables

3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

9.6 out of 10, Exceptional, (22)
"Pics didn’t really line up with the place, but that’s okay. Area was pretty safe, easy to drive around. Hard to get ahold of owners at times, but besides that, it was a good time."
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Smart TV

Penthouse Condo in Chicago featuring Zero Gravity Massage Chair

10.0 out of 10, Exceptional, (18)
"The property was very clean and in a nice neighborhood. Keeva was very responsive. Check in/out communications was perfect. When we come back to Chicago we will search out this property again. "
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Fridge, microwave, oven, stovetop

4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

9.6 out of 10, Exceptional, (12)
"They were responsive when there was a couple problems that came up and they resolved the "
4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Gorgeous N. Kenwood/Hyde Park
Fridge, microwave, oven, stovetop

Gorgeous N. Kenwood/Hyde Park

2.0 star property
10.0 out of 10, Exceptional, (2)
"We are not far from Chicago, but we wanted to stay near for a 3 day event in the area. Our code did not work at check-in but the property manager was very quick to respond so that we could get inside. We did not have any issues with the property; the location was central to where we needed to go and eat, the property was clean and it was quiet around the unit. We did have 4 children under 10 with us and were told the day of check-in that there was an older man that lived below and not to run...
Gorgeous N. Kenwood/Hyde Park
The Upscale Getaway Near Downtown
Fridge, microwave, oven, stovetop

The Upscale Getaway Near Downtown

9.8 out of 10, Exceptional, (85)
"We rented this vacation home for a girls’ weekend in Chicago and truly enjoyed staying there. It was clean and comfortable. The only issue we encountered was taxi drivers would not drop us at the rear alley entrance to the building (the entrance we were instructed to use) citing ‘safety concerns’, so we would have to walk around the building to get to the rear entrance. We never felt threatened while staying there so I’m not sure where they were coming from. All in all we would not hesitate to...
The Upscale Getaway Near Downtown
MAG MILE MEGA Entire Floor 4BD 4BA +Rooftop&Gym
View from property

MAG MILE MEGA Entire Floor 4BD 4BA +Rooftop&Gym

9.6 out of 10, Exceptional, (24)
"Went by too fast! Great location for walking in beautiful Chicago. "
MAG MILE MEGA Entire Floor 4BD 4BA +Rooftop&Gym
Trendy West Town Flat - 2 bed / 1.5 bath with parking
Fridge, microwave, oven, stovetop

Trendy West Town Flat - 2 bed / 1.5 bath with parking

10.0 out of 10, Exceptional, (20)
"Great location, close to many great restaurants. Big blue couch was super comfortable for just hanging out!"
Trendy West Town Flat - 2 bed / 1.5 bath with parking
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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