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Compare 363 Vacation Homes in Dolton with updated reviews, rates, and availability.

Cozy Midway Home
2.0 star property
9.8 out of 10, Exceptional, (10)
"Place was nice, neighborhood was nice, and it was close to the airport. "
Cozy Midway Home
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
9.8 out of 10, Exceptional, (12)
"Before and throughout the trip the hosts were very responsive and helpful. We fully booked the house and there was plenty of room for us in the common areas and backyard. The neighborhood around also has an excellent coffee shop, bar, and food areas within walking distance. Next time I bring a group to the Bridgeport area I’ll definitely try to book this property again "
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
10.0 out of 10, Exceptional, (2)
"As good as advertised. Plenty of room for our group. Definitely recommend. "
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Wicker Park Entire House, Private Yard and Parking!
10.0 out of 10, Exceptional, (6)
"A Lovely, comfortable home, well-situated off of Division. Only a few minutes walk to coffee houses, restaurants, bars, and shops, and the L. The beds are comfortable, the bedrooms and closets spacious. The layout of the home is fun with its spiral staircase. The backyard is an added treat with nice sized grill, seating areas and lights. The kitchen is stocked well with anything needed to bake or cook. Yet it is missing the basics food stuffs; sugar, olive oil or spices. Lastly, the...
Wicker Park Entire House, Private Yard and Parking!
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (80)
"Was perfect for our needs. Isn’t high end home- but is decorated nicely, inside was clean and housed our large party. Close walking distance to many great spots. Cute backyard add porch. Near the train, but we enjoyed seeing it pass by and the noise didn’t bother us much. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Casa Blanca in Miller Beach!
9.8 out of 10, Exceptional, (65)
"The whole family enjoyed our stay and loved the location to the beach. We had a wonderful time."
Casa Blanca in Miller Beach!
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.6 out of 10, Exceptional, (79)
"This Old Town property was an excellent base for walking exploration of Lincoln Park (Saturday Farmer's Market was fantastic!) and Old Town itself (lively, with very good food, residential neighborhoods, shops, and entertainment), and had easy access to CTA trains to the Loop, Riverwalk, Millennium Park, and much more, had we had time. 7 adults (seniors) spent four nights, and found the four bedrooms, four bathrooms, large fully-equipped kitchen, and living/dining room/patio provided plenty of...
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Spacious 5 BR / King Size Beds + Private Parking!
9.6 out of 10, Exceptional, (8)
"My coworkers and I came to Chicago for a conference and this was the perfect place to stay for it. The rooms were well separated so noise didn't travel between them, and the house was clean and comfortable. The host was extremely accommodating, and it was only a short distance from downtown Chicago."
Spacious 5 BR / King Size Beds + Private Parking!
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (13)
"My mom and I live in Huntsville Alabama and came to visit family and friends in the area and the Homewood house was the perfect location to stay. I miss home so much. It was very comfortable and cute. I will definitely make reservations for next year. Forget staying in a hotel. 😉😅"
Cozy Home Sweet Homewood.
Pet-Friendly Lake Getaway: 1 Block to Beach!
10.0 out of 10, Exceptional, (34)
"Property was very clean and photos accurate. Check in process was easy and we enjoyed a quick fall weekend get away to hike the Dunes. Good communication from owner. Thanks!"
Pet-Friendly Lake Getaway: 1 Block to Beach!
Nestled just behind Marquette Park. 5 minute walk to beach.
10.0 out of 10, Exceptional, (9)
"Could not be more thankful for her prompt replies and accommodations."
Nestled just behind Marquette Park. 5 minute walk to beach.
5 minutes from Midway Int'l Airport Single Family Home.
9.2 out of 10, Wonderful, (5)
"Good area super easy process "
5 minutes from Midway Int'l Airport Single Family Home.
4 Mi to Dtwn Chicago: Modern Home w/ Outdoor Space
2.0 star property
4.0 out of 10, (1)
"This place looks nice in photos but is not ready for renting. It does not have a stocked kitchen or other basic amenities. Owner had to send glasses, silverware, hangers, iron, ironing board via Target on the second day of our stay. The dishwasher doesn’t work. Many of the drawers are broken. The deadbolt front door doesn’t lock from outside. "
4 Mi to Dtwn Chicago: Modern Home w/ Outdoor Space
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
2.0 star property
9.8 out of 10, Exceptional, (6)
"Perfect location outside of Chicago. We were visiting friends in nearby Hinsdale. Place is better than the photos. Easy check in process, great communication with host. Place is perfect, spotless and clean, seems brand new. Comfy beds. Keurig coffee was great. Would stay again. Highly recommend! ! "
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
Beautiful, Remodeled Penthouse Unit in Old Town!
9.2 out of 10, Wonderful, (16)
"I loved the space and our location to the attractions we visited. There was room for everyone. Dan was very responsive and handled all of my issues. The stairwell had an odor and the alley did not feel safe, but those are things out of Dan’s control. What he could handle he did very well. I would actually stay here again. Just have to prepare myself for the stairs :)"
Beautiful, Remodeled Penthouse Unit in Old Town!
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
8.6 out of 10, Excellent, (32)
"We enjoyed our stay at Sandhill Flat. The check in process was easy and communication was clear. The place is spacious, clean and stocked well. I was impressed they provided some coffee and sugar packets. We enjoyed the spacious backyard, grill and hot tub in the evenings. We were close to the park and beach . We would return."
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
9.2 out of 10, Wonderful, (43)
"The building is in a great spot! There are challenges though. The biggest things: 4th floor walk up - no elevator. Old building so tromping up and down the stairs is loud and we worried about disturbing the neighbors. For such a large place, seating is sparse. Master bedroom has no usable closet and the en suite shower is missing a glass door so it’s impossible to keep water from getting on the floor. "
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
10.0 out of 10, Exceptional, (87)
"The house was simply beautiful, and the hosts were very communicative and on top of things. Would stay here again"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Beautiful and updated place to stay in a quiet neighborhood of Munster Indiana.
10.0 out of 10, Exceptional, (13)
"We had an excellent experience at this property. The home is very cute and has everything you need. Attentive management. We will definitely come back!"
Beautiful and updated place to stay in a quiet neighborhood of Munster Indiana.
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 Dolton

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (580)
"Love the location and the amenities "
The price is SAR 522
SAR 723 total
includes taxes & fees
12 Nov - 13 Nov
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (197)
"Amazing and cant wait to stay here again!!"
The price is SAR 272
SAR 319 total
includes taxes & fees
3 Dec - 4 Dec
Sonder Market Hall
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (387)
"Clean and well located. We had access to the green and red line trains a few stops away from the loop. Entering the building was easy and convenient. Apartment was clean and spacious!! "
The price is SAR 531
SAR 623 total
includes taxes & fees
25 Nov - 26 Nov
Sonder South Wabash
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.