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 total for 5 nights

Nov 12 – 17, 2026

The Pilsen Hideaway | Cozy Private Room
The Pilsen Hideaway | Cozy Private Room
The Pilsen Hideaway | Cozy Private Room
The Pilsen Hideaway | Cozy Private Room
The Pilsen Hideaway | Cozy Private Room

The Pilsen Hideaway | Cozy Private Room

1 bedroom·1 bath
Chicago • Illinois

$257.00 USD total for 3 nights

Nov 12 – 15, 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)

$2,333.29 USD $2,014.36 USD total for 3 nights

Nov 12 – 15, 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)

$3,277.47 USD $2,816.88 USD total for 3 nights

Nov 12 – 15, 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)

$2,662.02 USD $2,262.71 USD total for 3 nights

Nov 16 – 19, 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)

$379.00 USD total for 3 nights

Nov 15 – 18, 2026

Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop
Modern Western Logan Square Flat Healy Metra Stop

Modern Western Logan Square Flat Healy Metra Stop

2 bedrooms·1 bath
Chicago • Illinois
4.75(24 reviews)

$499.10 USD total for 3 nights

Nov 12 – 15, 2026

Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace
Sleeps 4 • Stylish Stay with Workspace

Sleeps 4 • Stylish Stay with Workspace

1 bedroom·1 bath
Chicago • Illinois

$887.88 USD total for 3 nights

Nov 12 – 15, 2026

Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace
Sleeps 4 • New Modern 1BR • Workspace

Sleeps 4 • New Modern 1BR • Workspace

1 bedroom·1 bath
Chicago • Illinois

$779.69 USD total for 3 nights

Nov 12 – 15, 2026

Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace
Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace

2 bedrooms·1 bath
Chicago • Illinois

$1,005.48 USD total for 3 nights

Nov 12 – 15, 2026

Hyde Park 2BR UChicago Medical Museums 20% OFF
Main Bedroom
Hyde Park 2BR UChicago Medical Museums 20% OFF
Hyde Park 2BR UChicago Medical Museums 20% OFF
Quick view of upstairs "half kitchen," middle of tile restoral. NOTE there is a microwave and induction burner, NO STOVE.

Hyde Park 2BR UChicago Medical Museums 20% OFF

2 bedrooms·1 bath
Chicago • Illinois
5(4 reviews)
$233/ night(excl. fees & taxes)
Large Cozy 3BR near UChicago Medical Midway Museum
Living Room
Main bedroom from desk area
Second bedroom -- a headboard has been added (didn't get a picture of that yet).
Third bedroom, desk and closet

Large Cozy 3BR near UChicago Medical Midway Museum

3 bedrooms·1 bath
Chicago • Illinois
5(8 reviews)
$349/ night(excl. fees & taxes)
Blue Oasis
Blue Oasis
Blue Oasis
Blue Oasis
Blue Oasis

Blue Oasis

2 bedrooms·1 bath
Chicago • Illinois

$685.71 USD total for 3 nights

Nov 12 – 15, 2026

2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit
2BR w/ Workspace + Coffee Bar • Near Transit

2BR w/ Workspace + Coffee Bar • Near Transit

2 bedrooms·1 bath
Chicago • Illinois

$1,202.89 USD total for 3 nights

Nov 12 – 15, 2026

What a view from my 13th floor!
Stately building entrance
Gallery Hallway looking towards Living Room
Spacious living room
My view of Jackson Harbor and partial Chicago skyline.

Art Collector's Pied-à-terre

2 bedrooms·2 baths
Chicago • Illinois
4.84(247 reviews)

$2,980.00 USD total for 32 nights

Nov 12 – Dec 14, 2026

Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access
Chicago 2Br Condo -Nature Themed Downtown Access

Chicago 2Br Condo -Nature Themed Downtown Access

2 bedrooms·1 bath
Elmwood Park • Illinois
5(2 reviews)

$30,150.00 USD $25,650.00 USD total for 30 nights

Nov 12 – Dec 12, 2026

Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo

Elmwood Park Remodeled Studio Condo

1 bedroom·1 bath
Elmwood Park • Illinois

$4,439.49 USD total for 30 nights

Nov 12 – Dec 12, 2026

Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location
Top Rated Condo • King Bed • Safe Historic Location

Top Rated Condo • King Bed • Safe Historic Location

2 bedrooms·1 bath
Elmwood Park • Illinois

$4,274.48 USD total for 30 nights

Nov 12 – Dec 12, 2026

Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)

Elmwood Park 2 BR Condo (Great for Kids!)

2 bedrooms·1 bath
Elmwood Park • Illinois

$4,348.57 USD total for 30 nights

Nov 12 – Dec 12, 2026

Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR
Top Rated Condo • 65” TV • Family-friendly 2BR

Top Rated Condo • 65” TV • Family-friendly 2BR

2 bedrooms·1 bath
Elmwood Park • Illinois

$4,324.99 USD total for 30 nights

Nov 12 – Dec 12, 2026

Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo

Elmwood Park 2 BR Condo

2 bedrooms·1 bath
Elmwood Park • Illinois

$3,836.71 USD total for 30 nights

Nov 12 – Dec 12, 2026

New Modern 3BR • Gym • Workspace • Quiet Location
New Modern 3BR • Gym • Workspace • Quiet Location
New Modern 3BR • Gym • Workspace • Quiet Location
New Modern 3BR • Gym • Workspace • Quiet Location
New Modern 3BR • Gym • Workspace • Quiet Location

New Modern 3BR • Gym • Workspace • Quiet Location

3 bedrooms·2 baths
Chicago • Illinois

$1,298.30 USD total for 3 nights

Nov 12 – 15, 2026

2BR • Newly Furnished Modern Apt • Near O'Hare
2BR • Newly Furnished Modern Apt • Near O'Hare
2BR • Newly Furnished Modern Apt • Near O'Hare
2BR • Newly Furnished Modern Apt • Near O'Hare
2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare

2 bedrooms·1 bath
Chicago • Illinois

$1,010.18 USD total for 3 nights

Nov 12 – 15, 2026

Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo
Luxurious Remodeled 1BR Condo

Luxurious Remodeled 1BR Condo

1 bedroom·1 bath
Chicago • Illinois

$939.62 USD total for 3 nights

Nov 12 – 15, 2026