Search Vacation Homes in Grand 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 Grand Station

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!
Spacious 5-bedroom house great for large groups
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house great for large groups

Spacious 5-bedroom house great for large groups
Spacious and Sleek 4BD/2.5BA - Logan Square!
Fridge, microwave, oven, stovetop

Spacious and Sleek 4BD/2.5BA - Logan Square!

9.2 out of 10, Wonderful, (22)
"Overall, we had a great time in Chicago. The area was perfect and it’s located right across a school so it made it a bit more entertaining when seating out in the balcony. The home had all we looked for and was very much pretty clean. Nice place to stay and will definitely reconsider for our next stay. "
Spacious and Sleek 4BD/2.5BA - Logan Square!
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Exterior

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.2 out of 10, Wonderful, (17)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover
Fridge, microwave, oven, dishwasher

Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover

9.0 out of 10, Wonderful, (6)
"Very convenient to the Metra blue line, lots of bars and restaurants in the neighborhood. "
Wicker Park 6bd/4ba, Steps from CTA, Parking Incl by AllSet Turnover
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Terrace/patio

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (90)
"We stayed at the property for a bachelorette party weekend. The house was very nice and the host was so accommodating! The coffee maker was also a big plus. Highly, highly recommend for a large group! Great stay! "
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Charming 3-bedroom house in marvelous Ukrainian village Chicago
Living area

Charming 3-bedroom house in marvelous Ukrainian village Chicago

6.0 out of 10, (2)
"We enjoyed our stay, especially the location of the neighborhood."
Charming 3-bedroom house in marvelous Ukrainian village Chicago
Wicker Park Haven. 3-Levels. 12Beds.10min walk to Train. Rooftop+Spa Bath+Garage
Beach nearby

Wicker Park Haven. 3-Levels. 12Beds.10min walk to Train. Rooftop+Spa Bath+Garage

10.0 out of 10, Exceptional, (23)
"Nancy was a great host and she place was even better!"
Wicker Park Haven. 3-Levels. 12Beds.10min walk to Train. Rooftop+Spa Bath+Garage
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
Fridge, microwave, oven, stovetop

EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE

9.8 out of 10, Exceptional, (19)
"Beautifully maintained property in residential neighborhood proximate to fantastic food and beverage / public transportation and quick cab ride from all major Chicago attractions. "
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
MODERN DOWNTOWN 5-LEVEL-HOME WITH ROOFTOP AND 360-DEGREES SKYLINE VIEWS
Property grounds

MODERN DOWNTOWN 5-LEVEL-HOME WITH ROOFTOP AND 360-DEGREES SKYLINE VIEWS

8.6 out of 10, Excellent, (7)
"For friends traveling to Chicago this is the perfect layout for privacy, modern amenities and a wonderful place to relax. Highly recommend for its location and accommodation."
MODERN DOWNTOWN 5-LEVEL-HOME WITH ROOFTOP AND 360-DEGREES SKYLINE VIEWS
Chic and Spacious Bi-level 3BD in Bucktown!
Microwave, toaster, cookware/dishes/utensils

Chic and Spacious Bi-level 3BD in Bucktown!

2.0 star property
10.0 out of 10, Exceptional, (6)
"This house was in a really convenient location - relatively close to the airport and within walking distance of downtown Bucktown. The home was very clean, the beds were really comfortable (not always the case in vacation rentals!), the communication was thorough and quick. It was perfect for me and my 3 friends!"
Chic and Spacious Bi-level 3BD in Bucktown!
Private Historic Coach House Wicker Park
Fridge, microwave, oven, stovetop

Private Historic Coach House Wicker Park

10.0 out of 10, Exceptional, (62)
"Highly recommend this stay. Was spotless, professionally stocked and overall an amazing experience. Mark and Joanne were responsive to our needs and we had a great stay. "
Private Historic Coach House Wicker Park
5 BR / 3.5 BA Newly Built Home in Logan Square!
Fridge, microwave, oven, stovetop

5 BR / 3.5 BA Newly Built Home in Logan Square!

8.4 out of 10, Very Good, (15)
"The house was in a great location for accessing great restaurants and entertainment in Chicago. The house was clean and had a well-functioning kitchen."
5 BR / 3.5 BA Newly Built Home in Logan Square!
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Interior

Spacious 4-Level/4-Bedroom Townhouse in West Loop

10.0 out of 10, Exceptional, (57)
"Excellent property, excellent location, excellent host!"
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Exterior detail

Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops

9.8 out of 10, Exceptional, (34)
"We had a great time at this property!"
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Fantastic Home in Wicker Park
Fridge, microwave, oven, stovetop

Fantastic Home in Wicker Park

10.0 out of 10, Exceptional, (12)
"Beautiful house in a lively neighborhood, had a great time."
Fantastic Home in Wicker Park
Stunning 4-bedroom 4-bath building in Wicker Park! + Parking
Terrace/patio

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

10.0 out of 10, Exceptional, (2)
"Spacious and clean property in a great location. "
Stunning 4-bedroom 4-bath building in Wicker Park! + Parking
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Fridge, microwave, oven, stovetop

Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly

10.0 out of 10, Exceptional, (3)
"Charming home in the Old Town area. Close to so many great restaurants and bars. Very spacious and clean. Our host Inna was so welcoming and helpful with recommendations!"
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
Property grounds

Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train

10.0 out of 10, Exceptional, (16)
"We had a great stay here. Really added to our enjoyment of Chicago. Marco is a great host. The place is very comfortable."
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
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