Holiday Homes in Chicago Grayland Station

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Check prices for these dates

Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Holiday Homes in Chicago Grayland Station

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, (43)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square
Historic 1920s Private Bungalow Near Logan Square!
Fridge, microwave, oven, stovetop

Historic 1920s Private Bungalow Near Logan Square!

9.8 out of 10, Exceptional, (39)
"Could not have been happier with this property! Everything was great!"
Historic 1920s Private Bungalow Near Logan Square!
Gorgeous NEW 5 BDR/ 4BA in Logan Square w/Parking!
Fridge, microwave, oven, stovetop

Gorgeous NEW 5 BDR/ 4BA in Logan Square w/Parking!

9.2 out of 10, Wonderful, (43)
"Overall our stay was so so great! The area of the house was nice, quiet and safe. One thing I would say is that there were ants so we had to make sure to not leave anything around. The host was very responsive and helpful! Other than that the city was close by and there was a lot of shops/ restaurants walking distance too. "
Gorgeous NEW 5 BDR/ 4BA in Logan Square w/Parking!
Single Family Home with 3 Bedrooms + Attic with 2 beds
Private kitchen

Single Family Home with 3 Bedrooms + Attic with 2 beds

10.0 out of 10, Exceptional, (2)
"Like the property very much."
Single Family Home with 3 Bedrooms + Attic with 2 beds
Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
Fridge, microwave, oven, stovetop

Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)

9.0 out of 10, Wonderful, (18)
"Nice, quiet neighborhood with garage parking. Lots of room and Jeff said he would stay here again!!"
Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
Living area

Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!

9.8 out of 10, Exceptional, (6)
"This home worked out perfect for us! Our cosmetology students had a great first trip to Chicago! Thank you!"
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
Stunning 4-Bed 4-Bath Home - Prime Location OHare & Downtown <25-min, Free PRKNG
Fridge, microwave, oven, stovetop

Stunning 4-Bed 4-Bath Home - Prime Location OHare & Downtown <25-min, Free PRKNG

2.0 star property
Stunning 4-Bed 4-Bath Home - Prime Location OHare & Downtown <25-min, Free PRKNG
Stylish 6 Bedroom Home in Trendy Logan Square!
Fridge, microwave, oven, stovetop

Stylish 6 Bedroom Home in Trendy Logan Square!

9.8 out of 10, Exceptional, (53)
"East access to everything we needed, was the perfect size for a large group to move around easily. Would recommend"
Stylish 6 Bedroom Home in Trendy Logan Square!
5 Star Epicurean Experience with Hip, Modern, Gazebo with BBQ Grill & Sleeps 14.
Interior

5 Star Epicurean Experience with Hip, Modern, Gazebo with BBQ Grill & Sleeps 14.

10.0 out of 10, Exceptional, (8)
"Clean home, quiet neighborhood. Plenty of space for our group of six adults"
5 Star Epicurean Experience with Hip, Modern, Gazebo with BBQ Grill & Sleeps 14.
The Logandale: HUGE Mid-Century Home, sleeps 15
Private kitchen

The Logandale: HUGE Mid-Century Home, sleeps 15

9.4 out of 10, Exceptional, (3)
"We had a wonderful stay for a 14 person bachelorette party! Chic property with enough room for everyone, difficult to find in Chicago. Very modern and new updates, easy uber ride to many parts of the city, very close to Logan Square! Would recommend!"
The Logandale: HUGE Mid-Century Home, sleeps 15
BoHo House - A Chic, 1903 Chicago Workers Cottage
Outdoor dining

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (13)
"Highly recommend this property! It’s close to everything, our dog felt at home, and communication with the property owner was top notch! We will definitely stay here again when we find ourselves in Chicago next."
BoHo House - A Chic, 1903 Chicago Workers Cottage
Game Room, Deck & Yard: Chicago Home
Fridge, microwave, oven, stovetop

Game Room, Deck & Yard: Chicago Home

2.0 star property
Game Room, Deck & Yard: Chicago Home
Irving Park/Avondale Updated Vintage Top Unit in 2-Flat
Fridge, microwave, oven, stovetop

Irving Park/Avondale Updated Vintage Top Unit in 2-Flat

10.0 out of 10, Exceptional, (2)
"I stayed here with my adult sons and it was fantastic. Very clean, within walking distance to good restaurants and coffee as well as train and bus lines. We loved it!"
Irving Park/Avondale Updated Vintage Top Unit in 2-Flat
Luxury Charming 3-bedroom house with WiFi, AC in enjoyable Chicago
Private kitchen

Luxury Charming 3-bedroom house with WiFi, AC in enjoyable Chicago

Luxury Charming 3-bedroom house with WiFi, AC in enjoyable Chicago
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
Fridge, microwave, oven, stovetop

LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!

10.0 out of 10, Exceptional, (38)
"Well appointed place and in a good location. Parking pass works great!"
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
Easy city living 2 bed 2 bath with private patio
Property grounds

Easy city living 2 bed 2 bath with private patio

Easy city living 2 bed 2 bath with private patio
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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