Cute 2 br with King and Queen

Cute 2 br with King and Queen

2 bedrooms·1 bath
4.95(20 reviews)
$119 – $199/ night(excl. fees & taxes)
Charming Getaway in Homewood Near Chicago

Charming Getaway in Homewood Near Chicago

3 bedrooms·1½ baths
$191 – $626/ night(excl. fees & taxes)
Large Cozy 3BR near UChicago Medical Midway Museum

Large Cozy 3BR near UChicago Medical Midway Museum

3 bedrooms·1 bath
5(8 reviews)
$89 – $899/ night(excl. fees & taxes)
Hyde Park 2BR UChicago Medical Museums 20% OFF

Hyde Park 2BR UChicago Medical Museums 20% OFF

2 bedrooms·1 bath
5(4 reviews)
$79 – $889/ night(excl. fees & taxes)
Spacious Home with 4 Full Baths

Spacious Home with 4 Full Baths

4 bedrooms·4 baths
$273 – $993/ night(excl. fees & taxes)
★ "This Airbnb is a gem! I’d highly recommend this spot—100%!"

LUXE Vintage Green Loft 10min to Downtown, Beach

3 bedrooms·3 baths
$210 – $1,526/ night(excl. fees & taxes)
Vintage King Suite in 3-BED APT (10min to DT)

Vintage King Suite in 3-BED APT (10min to DT)

1 bedroom·1 bath
$80 – $384/ night(excl. fees & taxes)
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

5 bedrooms·2 baths
$181 – $1,570/ night(excl. fees & taxes)
Luxury Balcony 3BR • Spa Retreat • 10 Min Downtown

Luxury Balcony 3BR • Spa Retreat • 10 Min Downtown

3 bedrooms·2 baths
$200 – $285/ night(excl. fees & taxes)
Stylish & Comfy Stay • Close to Downtown

Stylish & Comfy Stay • Close to Downtown

2 bedrooms·1 bath
$88 – $93/ night(excl. fees & taxes)
Chic & Cozy Chicago Stay • Close to Downtown

Chic & Cozy Chicago Stay • Close to Downtown

3 bedrooms·1 bath
$93 – $98/ night(excl. fees & taxes)
Exterior

Chic 2-bedroom apartment in beautiful Chicago. 30+ Day Stays Only

2 bedrooms·2 baths
$134/ night(excl. fees & taxes)
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

3 bedrooms·2 baths
$159 – $1,548/ night(excl. fees & taxes)
Front of the house

Middle Level of the House with Working Space

2 bedrooms·1 bath
4.73(44 reviews)
$93/ night(excl. fees & taxes)
Living Room

Ruby’s Retreat - 4BD/3BA+Office in Western Springs

4 bedrooms·3 baths
$185/ night(excl. fees & taxes)
Make smores while you relax around a cozy fire!

NEW Comfy Suburban Chicago Oasis w/ River Access!

5 bedrooms·2½ baths
5(8 reviews)
$363 – $1,025/ night(excl. fees & taxes)
Desirable chic home in a Prime Location!

Desirable chic home in a Prime Location!

4 bedrooms·2 baths
$242 – $830/ night(excl. fees & taxes)
Rustic Charm Meets Modern Luxury

Rustic Charm Meets Modern Luxury

3 bedrooms·2 baths
$248 – $787/ night(excl. fees & taxes)