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

8.607,15 $ USD gesamt für 3 Nächte

28.–31. Aug. 2027

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

8.607,15 $ USD gesamt für 3 Nächte

28.–31. Aug. 2027

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

8.607,15 $ USD gesamt für 3 Nächte

28.–31. Aug. 2027

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

8.607,15 $ USD gesamt für 3 Nächte

28.–31. Aug. 2027

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

8.607,15 $ USD gesamt für 3 Nächte

28.–31. Aug. 2027

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)

456,00 $ USD gesamt für 3 Nächte

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

771,00 $ USD gesamt für 3 Nächte

26.–29. Okt. 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

870,00 $ USD gesamt für 3 Nächte

26.–29. 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

1.063,00 $ USD gesamt für 3 Nächte

26.–29. 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

26. Okt. – 25. Nov. 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

945,00 $ USD gesamt für 3 Nächte

26.–29. Okt. 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

1.166,00 $ USD gesamt für 3 Nächte

26.–29. Okt. 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)
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/ Nacht(zzgl. Gebühren & Steuern)