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Compare 156 Vacation Homes in Matteson with updated reviews, rates, and availability.

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (10)
"The property has lots of space and a game room, ideal for a fun getaway with a large group. Close to bus stops and Metra station (different from metro station, we learned this the hard way). Walking distance from the U of Chicago."
Woodlawn Oasis...10 Minutes to Dining & Downtown

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

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

10.0 out of 10, Exceptional, (20)
"I really enjoyed our stay at this location. It had good appliances and was very clean. Owners made it a point to communicate throughout! "
The price is AED 613
AED 1,375 total
includes taxes & fees
23 Dec - 24 Dec
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Full Luxurious Modern House Near Chicago

3.4 out of 10, (6)
"I stayed in this home for two nights. It was cold as ever. The heat did not work at all, no matter how high I turned it up and I couldn’t even heat up my food in the microwave because that didn’t work either. My food was not getting warm no matter how long I put it on in the microwave me and my company was cold For both nights."
Full Luxurious Modern House Near Chicago

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

8.2 out of 10, Very Good, (20)
"We really love the home and the setup."
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

Super comfy King beds with King pillows & high speed internet

10.0 out of 10, Exceptional, (52)
"Working with Ami was great, property was nice and fit the 8 of us well."
The price is AED 580
AED 907 total
includes taxes & fees
29 Dec - 30 Dec
Super comfy King beds with King pillows & high speed internet

Rest like royalty with two king size beds, one queen bed and one queen air bed.

10.0 out of 10, Exceptional, (43)
"The house was perfect for us and the location was where we needed to be! Very clean property and beds were very comfortable. I will be staying here again when we are in the area! "
The price is AED 419
AED 713 total
includes taxes & fees
7 Jan - 8 January 2025
Rest like royalty with two king size beds, one queen bed and one queen air bed.

Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean in a safe neighborhood. I would stay here again"
The price is AED 584
AED 802 total
includes taxes & fees
24 Dec - 25 Dec
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

Cozy Home Sweet Homewood.

10.0 out of 10, Exceptional, (15)
"We were in Homewood for a wedding and this was a perfect location. Besides its proximity to the wedding venue, we walked to the train station for a day in the city. The house is exactly as listed. It was very clean, organized and comfortable. Everything we needed was supplied. My husband especially liked the TVs. 😊 Since we were there on Halloween, we had the added bonus of seeing a truly family-oriented neighborhood in action. Lots of happy trick-or-treaters showed up accompanied by lots of...
Cozy Home Sweet Homewood.

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

8.6 out of 10, Excellent, (4)
"Overall it was a great experience and I’ll be coming back sooner"
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Cedar Sunrise-1 BR Lake House

10.0 out of 10, Exceptional, (14)
"…for me. Clean, cozy, close to everything, quiet and well appointed. This was my second stay and I will continue to return for my family holiday visits. Comfy bed with great pillow’s! "
Cedar Sunrise-1 BR Lake House

Renovated Griffith Family Home in Chicagoland Area

10.0 out of 10, Exceptional, (18)
"House was a perfect place for our family (and dog:) to stay for our son’s wedding in Munster. Loved the kitchen area to gather with our family. Snacks, fruit and water upon arrival were a nice bonus. Great communication with host."
Renovated Griffith Family Home in Chicagoland Area

Cedar Sunset On the Lake

10.0 out of 10, Exceptional, (11)
"We thoroughly enjoyed our stay at Cedar Sunset on the Lake! The home was extremely clean and provided every necessity that you could ever need! The bed and furnishings were extremely comfortable and by far the best I’ve experienced in a rental property. The lake was right out the back door and we spent a lot of time on the dock while the kids were always in the lake and provided paddle board. The home was also in close proximity to Crown Point, but the town of Cedar Lake offered everything...
Cedar Sunset On the Lake

Staycation Retreat

2.0 star property
9.0 out of 10, Wonderful, (2)
"Had a great time with my girls."
The price is AED 430
AED 893 total
includes taxes & fees
3 Jan - 4 January 2025
Staycation Retreat

Luxury 4-bedroom home in beautiful Willowbrook Forest Preserve area with AC WiFi

2.0 star property
10.0 out of 10, Exceptional, (4)
"This updated home is immaculate and had all the items necessary to move in and enjoy a family vacation for 3 days. The kitchen is well appointed with a gas range and all cookware that is needed. The bathrooms are well stocked with towels. Check in and checkout was easy. We appreciated finding this place to stay close to family who live in the area."
Luxury 4-bedroom home in beautiful Willowbrook Forest Preserve area with AC WiFi

Charming 3-bedroom house in Calumet City with WiFi and AC

10.0 out of 10, Exceptional, (1)
"It was pretty fun and a good place it had a lot of space for everyone and could get around it."
The price is AED 551
AED 1,057 total
includes taxes & fees
24 Dec - 25 Dec
Charming 3-bedroom house in Calumet City with WiFi and AC

Cozy 2-bedroom house with huge gated yard in enjoyable Homewood Illinois

2.0 star property
Cozy 2-bedroom house with huge gated yard in enjoyable Homewood Illinois

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

9.6 out of 10, Exceptional, (44)
"In town for daughters wedding. We came from Texas. Property very easy to find. Had friends and family from Texas and Illinois. Couldn't have asked for a more perfect spot for wedding and reception location. Place was more than we could have asked for. Very clean. Fenced in back yard was more than perfect for the little mutt. Highly recommend for any occasion. James the Host, was the best. Very professional and asked if we were OK and if we needed anything. The only downfall, and that is on...
The price is AED 584
AED 1,295 total
includes taxes & fees
12 Jan - 13 January 2025
The Comfy King Ranch - King Bed/Spacious Home/Fast WiFi/Free Parking

Cozy, king and queen bed Indiana home!

9.0 out of 10, Wonderful, (12)
"We all enjoyed our stay."
Cozy, king and queen bed Indiana home!

Spacious Family Glenwood Estates Home w/ Hot Tub!

9.4 out of 10, Exceptional, (14)
"Place was perfect! I grew up in the suburbs of Chicago and wanted to come back to honor my grandmother's 90th birthday. This place was perfect. It had a piano and the pastor was able to serinate her in playing church hymnals. Of course, her famiy, fch family, family and friends were all able to show"
Spacious Family Glenwood Estates Home w/ Hot Tub!
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 Matteson

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

8.2 out of 10, Very Good, (20)
"We really love the home and the setup."
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (9)
"The owner definitely pays attention to details. It had towels laid out in these cute little baskets a well stocked kitchen in terms of tools and the decor was very charming. The only reason I didn't give 5 stars is because it is an older building so the water pressure in the shower was low, there's no dishwasher and it is a 2 flat and the upstairs unit controlled the heat and we were on the first floor."
Cozy 2- bedroom w/ patio mins from Midway Airport
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.