Search Vacation Homes in Chicago Healy Station

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

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 Sep - 7 Sep

Vacation Homes in Chicago Healy 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
Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square
Terrace/patio

Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square

10.0 out of 10, Exceptional, (12)
"Lots of good food and close to transit! Amazing little spot."
Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Fridge, microwave, oven, stovetop

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

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Private kitchen

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

8.0 out of 10, Very Good, (5)
"The space - number of rooms and bathrooms - was great for a big group. We were able to sleep multiple families comfortably with no issues getting ready with the number of bathrooms. There was plenty of free street parking close, so we also didn't have any problems finding parking for all our cars. Some more specific instructions on how to use the key pad (to enter and lock) would be helpful, but otherwise no complaints! I would recommend this Vrbo! "
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
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!
4BR Home with Game Room: Chicago Leisure Escape
Terrace/patio

4BR Home with Game Room: Chicago Leisure Escape

4BR Home with Game Room: Chicago Leisure Escape
Spacious 4BR Home. Your Cozy Home Away from Home
Fridge, microwave, oven, stovetop

Spacious 4BR Home. Your Cozy Home Away from Home

10.0 out of 10, Exceptional, (1)
"What a luxury to have a full-sized house in urban Chicago! Everyone was able to have their own bedroom and bathroom and there was a full kitchen, dining, and living space so no one ever felt cramped or crowded. Plus all of the beds were queen or king sized! We also had access to a private garage behind the house, so finding parking was never an issue! The communication with the host was stellar and any question or concern was handled promptly. Two things to note: there are tenants living in...
Spacious 4BR Home. Your Cozy Home Away from Home
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Aerial view

Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

10.0 out of 10, Exceptional, (39)
"Nice place, good location."
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
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
Southwestern Escape in Logan Square that sleeps 12 with grill and backyard patio
4 bedrooms, desk, iron/ironing board, travel crib

Southwestern Escape in Logan Square that sleeps 12 with grill and backyard patio

9.8 out of 10, Exceptional, (12)
"Nice, clearn place; great location"
Southwestern Escape in Logan Square that sleeps 12 with grill and backyard patio
The Grand Kimball Lodge, Logan Square, Sleeps 14
Fridge, microwave, oven, stovetop

The Grand Kimball Lodge, Logan Square, Sleeps 14

10.0 out of 10, Exceptional, (6)
"Lots of comfortable beds and penty of room to hang out."
The Grand Kimball Lodge, Logan Square, Sleeps 14
Quiet Area - Revamped Basement
Fridge, microwave, oven, stovetop

Quiet Area - Revamped Basement

10.0 out of 10, Exceptional, (1)
Quiet Area - Revamped Basement
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
Outdoor dining

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

10.0 out of 10, Exceptional, (11)
"Great host "
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
NEW! Large/Beautiful Home with 6BDS/4BTHS + Garage!
Interior

NEW! Large/Beautiful Home with 6BDS/4BTHS + Garage!

2.0 star property
10.0 out of 10, Exceptional, (5)
"The property was great, plenty of space, parking available and everything was easy. I would recommend this spot to anybody looking for a space around Chicago."
NEW! Large/Beautiful Home with 6BDS/4BTHS + Garage!
Bright 4 bed family home in Logan Sq w/private backyard & grill.Free parking
Terrace/patio

Bright 4 bed family home in Logan Sq w/private backyard & grill.Free parking

9.6 out of 10, Exceptional, (7)
"Great location! Lots to walk to and plenty of street parking."
Bright 4 bed family home in Logan Sq w/private backyard & grill.Free parking
Greystone, 3500 sq ft, Rooftop Access, Sleeps 16
Property grounds

Greystone, 3500 sq ft, Rooftop Access, Sleeps 16

10.0 out of 10, Exceptional, (1)
"Great property for a large group. Host was quick to answer questions. "
Greystone, 3500 sq ft, Rooftop Access, Sleeps 16
Updated Chicago Bungalow on a Beautiful and Calm Neighborhood Greenway Boulevard
Smart TV

Updated Chicago Bungalow on a Beautiful and Calm Neighborhood Greenway Boulevard

10.0 out of 10, Exceptional, (2)
"N̈ice and cozy, home like"
Updated Chicago Bungalow on a Beautiful and Calm Neighborhood Greenway Boulevard
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
Southwestern Penthouse in Logan Square that sleeps 12 + grill & backyard patio
Outdoor dining

Southwestern Penthouse in Logan Square that sleeps 12 + grill & backyard patio

10.0 out of 10, Exceptional, (10)
"This was our second time staying at a Chicago Bangtel and probably won’t be our last. Easy checkin/checkout, great location, clean apartment. Thanks for a great weekend with friends!"
Southwestern Penthouse in Logan Square that sleeps 12 + grill & backyard 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free