Fort Washington Railway Room, King Bed, Sofa Bed
Fort Washington Railway Room, King Bed, Sofa Bed
Fort Washington Railway Room, King Bed, Sofa Bed
Fort Washington Railway Room, King Bed, Sofa Bed
Fort Washington Railway Room, King Bed, Sofa Bed

Fort Washington Railway Room, King Bed, Sofa Bed

1 bedroom·2½ baths
Chicago • Illinois

$ 117,00 USD totaal voor 3 nachten

22–25 nov 2026

Cozy private deck with cushioned seating and a stylish fire table
Prime Chicago base—minutes to Mag Mile, Navy Pier, parks & airports.
Bright living room with recliners, fireplace, TV, and abundant natural light
Spa-style jetted soaking tub for a relaxing, luxurious stay
Cozy fire table patio with wine—perfect for relaxing evening nights

Chicago Oasis | Spa Bath, Patio & Fireplace

1 bedroom·1 bath
Chicago • Illinois

$ 609,98 USD totaal voor 3 nachten

3–6 nov 2026

Space for relaxing and a table for everyone
Gourmet chef's kitchen & space for all!
Beautiful space for family vacation, girls getaways
MFL 2 West
MFL 2 West

MFL 2 West

3 bedrooms·2 baths
Chicago • Illinois
4.95(206 reviews)

$ 2.883,29 USD $ 2.450,81 USD totaal voor 3 nachten

6–9 nov 2026

Spacious open 4 bedroom vacation rental loft
MFL 2 East
MFL 2 East
Skyline views
Brick & timber loft with full hight walls for privacy

MFL 2 East

4 bedrooms·3 baths
Chicago • Illinois
4.93(120 reviews)

$ 2.186,67 USD $ 1.889,69 USD totaal voor 3 nachten

3–6 nov 2026

Fab space for the whole group!
MFL 3 East
Fully stocked chef's kitchen
MFL 3 East
MFL 3 East

MFL 3 East

4 bedrooms·4 baths
Chicago • Illinois
4.99(93 reviews)

$ 2.841,00 USD $ 2.445,91 USD totaal voor 3 nachten

3–6 nov 2026

Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home
Walk to Downtown! 6-Bedroom Home

Walk to Downtown! 6-Bedroom Home

6 bedrooms·3 baths
St. Charles • Illinois

$ 1.228,00 USD totaal voor 3 nachten

5–8 nov 2026

4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 bedrooms·2 baths
Chicago • Illinois

$ 1.647,58 USD totaal voor 3 nachten

3–6 nov 2026

Chicago Getaway | Cozy 2BR Near Downtown
Thoughtful extras: coffee bar, games, full cookware & pet-friendly perks
Chicago Getaway | Cozy 2BR Near Downtown
Chicago Getaway | Cozy 2BR Near Downtown
Bright living space with hardwood floors and wall-mounted streaming TV

Chicago Getaway | Cozy 2BR Near Downtown

2 bedrooms·1 bath
Chicago • Illinois

$ 822,95 USD totaal voor 3 nachten

3–6 nov 2026

Spacious Waukegan 3BR • Hot Tub & Deck
Spacious Waukegan 3BR • Hot Tub & Deck
Spacious Waukegan 3BR • Hot Tub & Deck
Spacious Waukegan 3BR • Hot Tub & Deck
Spacious Waukegan 3BR • Hot Tub & Deck

Spacious Waukegan 3BR • Hot Tub & Deck

3 bedrooms·2½ baths
Waukegan • Illinois

$ 1.739,67 USD totaal voor 3 nachten

3–6 nov 2026

Bright 4BR Escape • Near Six Flags & Beach
Bright 4BR Escape • Near Six Flags & Beach
Bright 4BR Escape • Near Six Flags & Beach
Bright 4BR Escape • Near Six Flags & Beach
Bright 4BR Escape • Near Six Flags & Beach

Bright 4BR Escape • Near Six Flags & Beach

4 bedrooms·2 baths
Waukegan • Illinois

$ 2.030,13 USD totaal voor 3 nachten

3–6 nov 2026

Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views
Apartment with breathtaking 360 degree views

Apartment with breathtaking 360 degree views

3 bedrooms·3 baths
Chicago • Illinois

$ 2.090,00 USD totaal voor 5 nachten

3–8 nov 2026

Front of the house
Entrance to the unit
Backyard
Bedroom 1
Bedroom 1

Middle Level of the House with Working Space

2 bedrooms·1 bath
Darien • Illinois
4.73(44 reviews)

$ 494,76 USD totaal voor 4 nachten

3–7 nov 2026

Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown

Stylish & Comfy Stay • Close to Downtown

2 bedrooms·1 bath
Chicago • Illinois

$ 2.913,05 USD totaal voor 31 nachten

3 nov – 4 dec 2026

Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

3 bedrooms·1 bath
Chicago • Illinois

$ 3.072,70 USD totaal voor 31 nachten

3 nov – 4 dec 2026

Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown
Stylish & Comfy Stay • Close to Downtown

Stylish & Comfy Stay • Close to Downtown

2 bedrooms·1 bath
Chicago • Illinois

$ 2.771,40 USD totaal voor 31 nachten

26 jan – 26 feb 2027

Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown
Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

3 bedrooms·1 bath
Chicago • Illinois

$ 2.931,05 USD totaal voor 31 nachten

8 dec 2026 – 8 jan 2027

Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta
Stunning Lake house on peaceful Sta

Stunning Lake house on peaceful Sta

5 bedrooms·2½ baths
Ingleside • Illinois
4.86(22 reviews)

$ 2.256,65 USD totaal voor 5 nachten

3–8 nov 2026

Bright & Cozy 1 Bdrm • Free Parking image 1
Bright & Cozy 1 Bdrm • Free Parking image 2
Bright & Cozy 1 Bdrm • Free Parking image 3
Bright & Cozy 1 Bdrm • Free Parking image 4
Bright & Cozy 1 Bdrm • Free Parking image 5

Bright & Cozy 1 Bdrm • Free Parking

1 bedroom·1 bath
Chicago • Illinois
4.61(64 reviews)

$ 462,00 USD totaal voor 3 nachten

4–7 nov 2026

Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown

Budget-Friendly Room| Free Coffee | Downtown

1 bedroom·2 baths
Chicago • Illinois

$ 415,86 USD totaal voor 3 nachten

3–6 nov 2026

Best Private Room in Downtown | Free Coffee
Best Private Room in Downtown | Free Coffee
Best Private Room in Downtown | Free Coffee
Best Private Room in Downtown | Free Coffee
Best Private Room in Downtown | Free Coffee

Best Private Room in Downtown | Free Coffee

1 bedroom·2 baths
Chicago • Illinois

$ 8.607,15 USD totaal voor 3 nachten

28–31 aug 2027

Private Stay w/Free Coffee | Best Stay in Chicago
Private Stay w/Free Coffee | Best Stay in Chicago
Private Stay w/Free Coffee | Best Stay in Chicago
Private Stay w/Free Coffee | Best Stay in Chicago
Private Stay w/Free Coffee | Best Stay in Chicago

Private Stay w/Free Coffee | Best Stay in Chicago

1 bedroom·2 baths
Chicago • Illinois

$ 556,60 USD totaal voor 3 nachten

3–6 nov 2026

Secure, Quiet, Solo Traveler's Fave, Free Coffee!
Secure, Quiet, Solo Traveler's Fave, Free Coffee!
Secure, Quiet, Solo Traveler's Fave, Free Coffee!
Secure, Quiet, Solo Traveler's Fave, Free Coffee!
Secure, Quiet, Solo Traveler's Fave, Free Coffee!

Secure, Quiet, Solo Traveler's Fave, Free Coffee!

1 bedroom·2 baths
Chicago • Illinois

$ 8.607,15 USD totaal voor 3 nachten

28–31 aug 2027

Morning Brew & Museum Views • Downtown Solo Stay
Morning Brew & Museum Views • Downtown Solo Stay
Morning Brew & Museum Views • Downtown Solo Stay
Morning Brew & Museum Views • Downtown Solo Stay
Morning Brew & Museum Views • Downtown Solo Stay

Morning Brew & Museum Views • Downtown Solo Stay

1 bedroom·2 baths
Chicago • Illinois

$ 8.607,15 USD totaal voor 3 nachten

28–31 aug 2027

Free Coffee & Private Room - Traveler's Favorite!
Free Coffee & Private Room - Traveler's Favorite!
Free Coffee & Private Room - Traveler's Favorite!
Free Coffee & Private Room - Traveler's Favorite!
Free Coffee & Private Room - Traveler's Favorite!

Free Coffee & Private Room - Traveler's Favorite!

1 bedroom·2 baths
Chicago • Illinois

$ 8.607,15 USD totaal voor 3 nachten

28–31 aug 2027