EscapeStays

Preparing your escape…

Checking live availability. This may take a moment.

EscapeStaysPowered by Luxury Lodging

Curated vacation stays with direct booking, personal support, and more room in your budget for the trip itself.

Book vacation homes, apartments and private rooms directly with EscapeStays, powered by Luxury Lodging.

Payments secured by Stripe

Chicago stays | EscapeStays

Your dates. Your people. Your place.

Where

Check in

Select date

Check out

Select date

Guests

Chicago Area

35 stays in Chicago · 47 bookable units

Add dates to see the full price of each stay

BedroomsSort by

Amenities

Counts are for 35 stays in the Chicago area

Free parking (27)Wi-Fi (35)Kitchen (34)Washer (34)Pets allowed (33)

4 BR, Theater Room, Gym & Walk to Lincoln Park

House↗

Lincoln Park · Chicago, Illinois

4 BR, Theater Room, Gym & Walk to Lincoln Park

4 bedrooms · 2 bath · sleeps 12

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

House↗

Belmont Cragin · Chicago, Illinois

Game Room, Fire-pit, Playground & Gym

4 bedrooms · 3 bath · sleeps 10

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

House↗

Irving Park · Chicago, Illinois

Modern Multi-Unit, Gym & Workspaces

7 bedrooms · 5 bath · sleeps 26

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Irving Park · Chicago, Illinois

Fitness Pad & Private Gym

2 bedrooms · 1 bath · sleeps 7

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Irving Park · Chicago, Illinois

Huge Projector & Designated Workspace

2 bedrooms · 1 bath · sleeps 7

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Irving Park · Chicago, Illinois

Private Workspace & Modern Stylish Stay

1 bedroom · 1 bath · sleeps 4

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Irving Park · Chicago, Illinois

New Modern & Private Workspace

1 bedroom · 1 bath · sleeps 4

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Studio↗

Irving Park · Chicago, Illinois

Studio Near Wrigley & Games + Fireplace

0 bedrooms · 1 bath · sleeps 4

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

House↗

Austin · Chicago, Illinois

Gym, Game Room & Theater

7 bedrooms · 3 bath · sleeps 18

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Belmont Cragin · Chicago, Illinois

w/ Workspace, Coffee Bar & Near Transit

2 bedrooms · 1 bath · sleeps 5

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Belmont Cragin · Chicago, Illinois

Coffee Station & Backyard w/ Grill

2 bedrooms · 1 bath · sleeps 7

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

Apartment↗

Belmont Cragin · Chicago, Illinois

Traveler's Favorite & Modern and Clean

2 bedrooms · 1 bath · sleeps 5

Pets allowed

Add dates for your total, cleaning, fees and taxes included↗

1 / 3Next →