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
$2.000/ Nacht(zzgl. Gebühren & Steuern)
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

586,15 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

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

638,90 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Solo Explorer’s Nest | Walk to Museums & Parks
Solo Explorer’s Nest | Walk to Museums & Parks
Solo Explorer’s Nest | Walk to Museums & Parks
Solo Explorer’s Nest | Walk to Museums & Parks
Solo Explorer’s Nest | Walk to Museums & Parks

Solo Explorer’s Nest | Walk to Museums & Parks

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Budget-Friendly Stay and Free Coffee | Downtown
Budget-Friendly Stay and Free Coffee | Downtown
Budget-Friendly Stay and Free Coffee | Downtown
Budget-Friendly Stay and Free Coffee | Downtown
Budget-Friendly Stay and Free Coffee | Downtown

Budget-Friendly Stay and Free Coffee | Downtown

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests
Work, Explore, Rest | Ideal for Solo Guests

Work, Explore, Rest | Ideal for Solo Guests

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
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
$2.000/ Nacht(zzgl. Gebühren & Steuern)
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
$2.000/ Nacht(zzgl. Gebühren & Steuern)
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
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Clean & Modern • Central Location • Free Coffee!
Clean & Modern • Central Location • Free Coffee!
Clean & Modern • Central Location • Free Coffee!
Clean & Modern • Central Location • Free Coffee!
Clean & Modern • Central Location • Free Coffee!

Clean & Modern • Central Location • Free Coffee!

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Secure, Private, Free Wi-Fi and Coffee, Accessible
Secure, Private, Free Wi-Fi and Coffee, Accessible
Secure, Private, Free Wi-Fi and Coffee, Accessible
Secure, Private, Free Wi-Fi and Coffee, Accessible
Secure, Private, Free Wi-Fi and Coffee, Accessible

Secure, Private, Free Wi-Fi and Coffee, Accessible

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
All Ease Private Stay |Traveler's Top Fave!!
All Ease Private Stay |Traveler's Top Fave!!
All Ease Private Stay |Traveler's Top Fave!!
All Ease Private Stay |Traveler's Top Fave!!
All Ease Private Stay |Traveler's Top Fave!!

All Ease Private Stay |Traveler's Top Fave!!

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
TOP PICK: Solo/Group, Private Rooms, Free Coffee!
TOP PICK: Solo/Group, Private Rooms, Free Coffee!
TOP PICK: Solo/Group, Private Rooms, Free Coffee!
TOP PICK: Solo/Group, Private Rooms, Free Coffee!
TOP PICK: Solo/Group, Private Rooms, Free Coffee!

TOP PICK: Solo/Group, Private Rooms, Free Coffee!

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Traveler’s Favorite: Private Room Near Attractions
Traveler’s Favorite: Private Room Near Attractions
Traveler’s Favorite: Private Room Near Attractions
Traveler’s Favorite: Private Room Near Attractions
Traveler’s Favorite: Private Room Near Attractions

Traveler’s Favorite: Private Room Near Attractions

1 bedroom·2 baths
Chicago • Illinois
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Chicago Stay *Steps to Viral La Catedral Café* image 1
Chicago Stay *Steps to Viral La Catedral Café* image 2
Chicago Stay *Steps to Viral La Catedral Café* image 3
Chicago Stay *Steps to Viral La Catedral Café* image 4
Chicago Stay *Steps to Viral La Catedral Café* image 5

Chicago Stay *Steps to Viral La Catedral Café*

2 bedrooms·1 bath
Chicago • Illinois
$140/ Nacht(zzgl. Gebühren & Steuern)
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

2.491,00 $ USD gesamt für 3 Nächte

14.–17. Sept. 2026

Arlington Heights Home
Arlington Heights Home
Arlington Heights Home
Arlington Heights Home
Arlington Heights Home

Arlington Heights Home

1 bedroom·1 bath
Arlington Heights • Illinois

806,76 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Kostenlose Stornierung
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 gesamt für 31 Nächte

27. Okt. – 27. Nov. 2026

Kostenlose Stornierung
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

2.964,55 $ USD gesamt für 31 Nächte

14. Sept. – 15. Okt. 2026

Exterior
Living area
Living area
Interior
Room

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

2 bedrooms·2 baths
Chicago • Illinois

4.170,00 $ USD gesamt für 30 Nächte

7. Sept. – 7. Okt. 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

972,00 $ USD gesamt für 3 Nächte

7.–10. Sept. 2026

Luxury 3BR w/ Balcony • Spa Bath • 10 Min Downtown
Luxury 3BR w/ Balcony • Spa Bath • 10 Min Downtown
Luxury 3BR w/ Balcony • Spa Bath • 10 Min Downtown
Luxury 3BR w/ Balcony • Spa Bath • 10 Min Downtown
Luxury 3BR w/ Balcony • Spa Bath • 10 Min Downtown

Luxury 3BR w/ Balcony • Spa Bath • 10 Min Downtown

3 bedrooms·2 baths
Chicago • Illinois

989,00 $ USD gesamt für 3 Nächte

7.–10. Sept. 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

1.201,00 $ USD gesamt für 3 Nächte

7.–10. Sept. 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/ Nacht(zzgl. Gebühren & Steuern)