Cottage Crafts Room - Free Parking, 1 block to CTA
Cottage Crafts Room - Free Parking, 1 block to CTA
Cottage Crafts Room - Free Parking, 1 block to CTA
Cottage Crafts Room - Free Parking, 1 block to CTA
Cottage Crafts Room - Free Parking, 1 block to CTA

Cottage Crafts Room - Free Parking, 1 block to CTA

1 bedroom·2½ baths
Chicago • Illinois

$ 187,00 USD totaal voor 3 nachten

3–6 nov 2026

Florence Room - 3min to CTA, Free Parking, Roomy
Florence Room - 3min to CTA, Free Parking, Roomy
Florence Room - 3min to CTA, Free Parking, Roomy
Florence Room - 3min to CTA, Free Parking, Roomy
Florence Room - 3min to CTA, Free Parking, Roomy

Florence Room - 3min to CTA, Free Parking, Roomy

1 bedroom·2½ baths
Chicago • Illinois

$ 157,00 USD totaal voor 3 nachten

3–6 nov 2026

"Wine" Room - 1 block from train, Victorian Charm
"Wine" Room - 1 block from train, Victorian Charm
"Wine" Room - 1 block from train, Victorian Charm
"Wine" Room - 1 block from train, Victorian Charm
"Wine" Room - 1 block from train, Victorian Charm

"Wine" Room - 1 block from train, Victorian Charm

1 bedroom·2½ baths
Chicago • Illinois

$ 187,00 USD totaal voor 3 nachten

3–6 nov 2026

Green Room, Free Parking, King Bed, 1 Block to CTA
Green Room, Free Parking, King Bed, 1 Block to CTA
Green Room, Free Parking, King Bed, 1 Block to CTA
Green Room, Free Parking, King Bed, 1 Block to CTA
Green Room, Free Parking, King Bed, 1 Block to CTA

Green Room, Free Parking, King Bed, 1 Block to CTA

1 bedroom·2½ baths
Chicago • Illinois

$ 187,00 USD totaal voor 3 nachten

3–6 nov 2026

Vintage Airline - Close to Train, Full Size Bed
Vintage Airline - Close to Train, Full Size Bed
Vintage Airline - Close to Train, Full Size Bed
Vintage Airline - Close to Train, Full Size Bed
Vintage Airline - Close to Train, Full Size Bed

Vintage Airline - Close to Train, Full Size Bed

1 bedroom·2½ baths
Chicago • Illinois

$ 157,00 USD totaal voor 3 nachten

3–6 nov 2026

Celestial Room - 20 Min to Downtown, Free parking
Celestial Room - 20 Min to Downtown, Free parking
Celestial Room - 20 Min to Downtown, Free parking
Celestial Room - 20 Min to Downtown, Free parking
Celestial Room - 20 Min to Downtown, Free parking

Celestial Room - 20 Min to Downtown, Free parking

1 bedroom·2½ baths
Chicago • Illinois

$ 187,00 USD totaal voor 3 nachten

3–6 nov 2026

Teal Room - King Bed, near CTA, 20min to Downtown
Teal Room - King Bed, near CTA, 20min to Downtown
Teal Room - King Bed, near CTA, 20min to Downtown
Teal Room - King Bed, near CTA, 20min to Downtown
Teal Room - King Bed, near CTA, 20min to Downtown

Teal Room - King Bed, near CTA, 20min to Downtown

1 bedroom·2½ baths
Chicago • Illinois

$ 157,00 USD totaal voor 3 nachten

3–6 nov 2026

Garden Room - King Bed, Sofa Bed, 1 Block to Train
Garden Room - King Bed, Sofa Bed, 1 Block to Train
Garden Room - King Bed, Sofa Bed, 1 Block to Train
Garden Room - King Bed, Sofa Bed, 1 Block to Train
Garden Room - King Bed, Sofa Bed, 1 Block to Train

Garden Room - King Bed, Sofa Bed, 1 Block to Train

1 bedroom·2½ baths
Chicago • Illinois

$ 157,00 USD totaal voor 3 nachten

3–6 nov 2026

Egyptian Room - Free Parking, 1 block to CTA
Egyptian Room - Free Parking, 1 block to CTA
Egyptian Room - Free Parking, 1 block to CTA
Egyptian Room - Free Parking, 1 block to CTA
Egyptian Room - Free Parking, 1 block to CTA

Egyptian Room - Free Parking, 1 block to CTA

1 bedroom·2½ baths
Chicago • Illinois

$ 187,00 USD totaal voor 3 nachten

3–6 nov 2026

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

Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn
Modern Boho Entire Home in Glen Ellyn

Modern Boho Entire Home in Glen Ellyn

4 bedrooms·2 baths
Glen Ellyn • Illinois

$ 766,00 USD totaal voor 3 nachten

3–6 nov 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

$ 607,99 USD totaal voor 3 nachten

3–6 nov 2026

Near O'hare • Personal Gym & Balcony • Safe Area
Near O'hare • Personal Gym & Balcony • Safe Area
Near O'hare • Personal Gym & Balcony • Safe Area
Near O'hare • Personal Gym & Balcony • Safe Area
Near O'hare • Personal Gym & Balcony • Safe Area

Near O'hare • Personal Gym & Balcony • Safe Area

1 bedroom·1 bath
Chicago • Illinois

$ 702,21 USD totaal voor 4 nachten

3–7 nov 2026

Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood
Luxurious Condo in Top Rated Neighborhood

Luxurious Condo in Top Rated Neighborhood

1 bedroom·1 bath
Chicago • Illinois
4.46(28 reviews)

$ 3.600,00 USD totaal voor 30 nachten

3 nov – 3 dec 2026

Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood
Chicago Condo · Luxurious Condo in Top Rated Neighborhood

Chicago Condo · Luxurious Condo in Top Rated Neighborhood

1 bedroom·1 bath
Chicago • Illinois

$ 680,90 USD totaal voor 4 nachten

3–7 nov 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

$ 706,78 USD totaal voor 3 nachten

3–6 nov 2026

Imagine enjoying your Chicago vacation in this comfortably furnished living room, equipped with a 80-inch smart TV, you will be able to enjoy movie nights, sports games, and more with family & friends. Comes with Netflix included.
Central | BBQ Deck | Family-Friendly Pueblo Magíco
Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!
Central | BBQ Deck | Family-Friendly Pueblo Magíco
Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!

Central | BBQ Deck | Family-Friendly Pueblo Magíco

5 bedrooms·2 baths
Chicago • Illinois

$ 1.051,00 USD totaal voor 3 nachten

3–6 nov 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)

$ 485,42 USD totaal voor 3 nachten

3–6 nov 2026

Epicurean experience home
Epicurean experience home
Epicurean experience home
Epicurean experience home
Epicurean experience home

Epicurean experience home

6 bedrooms·4 baths
Chicago • Illinois

$ 3.600,00 USD totaal voor 3 nachten

3–6 nov 2026

Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

8 bedrooms·3 baths
Chicago • Illinois

$ 2.030,72 USD totaal voor 3 nachten

3–6 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

Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!
Movie Room, Garden Oasis in Central Manor
Send us a message to pair this with a SUV Rental for half off! Traveling in groups > 12? Send us a message to book our other vacation homes close by at a discount! If you send us a message, we probably will work out a deal that fits your budget! TY!
check out what people are saying!
Enjoy the natural light, and artwork while enjoying your stay in Chicago!

Movie Room, Garden Oasis in Central Manor

3 bedrooms·2 baths
Chicago • Illinois

$ 804,00 USD totaal voor 3 nachten

3–6 nov 2026

★ "This Airbnb is a gem! I’d highly recommend this spot—100%!"
LUXE Vintage Green Loft 10min to Downtown, Beach
[Bedroom #2] Queen bed, workspace & baby play pen
LUXE Vintage Green Loft 10min to Downtown, Beach
[Bedroom #1] King bed, stocked mini fridge & baby crib

LUXE Vintage Green Loft 10min to Downtown, Beach

3 bedrooms·3 baths
Chicago • Illinois

$ 1.095,00 USD totaal voor 3 nachten

3–6 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