Book direct and save up to 15% on service fees

Chicago Area

16 stays across Chicago, Lombard · 3+ bedrooms

AllTampa 6Bradenton 3Largo 4Scottsdale 1Madeira Beach 7Chicago 42Lahaina 1Wailuku 11St. Petersburg 10Hilo 8Haiku-Pauwela 7Elmwood Park 6Los Angeles 6San Miguel 6Vieux Fort 5
Beds:Any1+2+3+4+5+6+8+10+
Sort:DefaultPrice ↑Price ↓BedroomsGuests
4 BR, Theater Room, Gym & Walk to Lincoln Park
from $355/night

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

House

Chicago, Illinois

4 bed · 2 bath · sleeps 12

Near Zoo & Beach & Reading Nook + Parking
from $267/night

Near Zoo & Beach & Reading Nook + Parking

Apartment

Chicago, Illinois

3 bed · 2 bath · sleeps 8

Modern Multi-Unit, Gym & Workspaces
from $884/night

Modern Multi-Unit, Gym & Workspaces

House

Chicago, Illinois

7 bed · 5 bath · sleeps 26

Game Room, Fire-pit, Playground & Gym
from $205/night

Game Room, Fire-pit, Playground & Gym

House

Chicago, Illinois

4 bed · 3 bath · sleeps 10

Gym, Game Room & Theater
from $381/night

Gym, Game Room & Theater

House

Chicago, Illinois

7 bed · 3 bath · sleeps 18

Home with Theater, Game Room & Gym
from $181/night

Home with Theater, Game Room & Gym

House

Chicago, Illinois

4 bed · 2 bath · sleeps 11

Game Room, Gym & Theater
from $332/night

Game Room, Gym & Theater

House

Chicago, Illinois

8 bed · 3 bath · sleeps 18

Near Lakefront + Red Line, Apt & Workspace
from $329/night

Near Lakefront + Red Line, Apt & Workspace

Apartment

Chicago, Illinois

6 bed · 2 bath · sleeps 12

Near Lakefront + Red Line, Apt & Workspace
from $3,000/night

Near Lakefront + Red Line, Apt & Workspace

Apartment

Chicago, Illinois

6 bed · 2 bath · sleeps 12

Walk to the Beach & Private Office
from $221/night

Walk to the Beach & Private Office

Apartment

Chicago, Illinois

5 bed · 2 bath · sleeps 13

Near Lake & Museum, Modern & Game Area
from $156/night

Near Lake & Museum, Modern & Game Area

House

Chicago, Illinois

5 bed · 3 bath · sleeps 12

Arcade, Theater, Gym & Office
from $336/night

Arcade, Theater, Gym & Office

House

Chicago, Illinois

7 bed · 3 bath · sleeps 15

Private Gym and Workspace & in Quiet Location
from $142/night

Private Gym and Workspace & in Quiet Location

Apartment

Chicago, Illinois

3 bed · 2 bath · sleeps 9

New Modern, Gym, Workspace & Quiet Location
from $144/night

New Modern, Gym, Workspace & Quiet Location

Apartment

Chicago, Illinois

3 bed · 2 bath · sleeps 8

Near O'Hare, Office & Coffee Bar
from $179/night

Near O'Hare, Office & Coffee Bar

Apartment

Chicago, Illinois

3 bed · 2 bath · sleeps 9

Cozy Home
from $124/night

Cozy Home

House

Lombard, Illinois

3 bed · 2 bath · sleeps 10