Chicagoland Vacation Rentals in Illinois
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Description
Type
Beds
Baths
Sleeps
Avg. Rate
$99 Per Bedroom* 6br- Family
Whether you are looking for luxury, comfort, or just sheer quality - you will get it all from this beautifully furnished...
Whether you are looking for luxury, comfort, or just sheer quality - you will get it all from this beautifully furnished...
Home
6
5
12
$129 per Bedroom* 4BR- Contemporary
Sleek, new home.... Features include: Italian Cabinetry and Faucets, Professional Grade Stainless Steel apps, Thick granite,...
Sleek, new home.... Features include: Italian Cabinetry and Faucets, Professional Grade Stainless Steel apps, Thick granite,...
Home
4
4
10
This penthouse puts you in the heart
These units have recently been renovated and includes hard wood floors, Granite countertops, Stainless steel appliances...
These units have recently been renovated and includes hard wood floors, Granite countertops, Stainless steel appliances...
Condo
2
2
6
$99 per Bedroom* 4BR- Beautifully
Elegant 3 level home in central Chicago location! This home is ideal for those who wish to explore what the great city of...
Elegant 3 level home in central Chicago location! This home is ideal for those who wish to explore what the great city of...
Home
4
3.5
10
Rent a Mansion in Chicago!
Rent a Mansion in Wrigleyville! Gorgeous four story home with all the elegant charm imaginable. You are guaranteed to not...
Rent a Mansion in Wrigleyville! Gorgeous four story home with all the elegant charm imaginable. You are guaranteed to not...
Home
5
5
12
$637/nt
$3,705/wk
$11,157/mth
$3,705/wk
$11,157/mth
Hip & Happening Ontario Spot
This condo has it all. Nice balcony with gas barbeque, hardwood floors, designer bathroom with jacuzzi, large flat screen...
This condo has it all. Nice balcony with gas barbeque, hardwood floors, designer bathroom with jacuzzi, large flat screen...
Condo
1
1
4
$214/nt
$1,250/wk
$2,500/mth
$1,250/wk
$2,500/mth
$99 per Bedroom* 2BR- Awesome
Step outside and you'll find yourself in Chicago's hottest emerging neighborhood—the trendy Fulton River District embracing...
Step outside and you'll find yourself in Chicago's hottest emerging neighborhood—the trendy Fulton River District embracing...
Condo
2
2
6
$179/nt
Teri's Chicago Guest Houses * Wrigleyv
Chicago Guest House on Lakewood Avenue 1 Stately Graystone with 3 Separate Apartments 1st Fl Wrigley Suite 4bdrm/ 2bth...
Chicago Guest House on Lakewood Avenue 1 Stately Graystone with 3 Separate Apartments 1st Fl Wrigley Suite 4bdrm/ 2bth...
Guesthouse
4
2
8
$495/nt
$3,118/wk
$3,118/wk
Beautiful Classic Brownstone Home-
Enjoy this newly completed high- end renovation of a classic Brownstone home with 5 spacious bedrooms, 3 full baths and home...
Enjoy this newly completed high- end renovation of a classic Brownstone home with 5 spacious bedrooms, 3 full baths and home...
Home
5
3
11
$499/nt
Beautiful Furnished Condo
$150 nightly, Corporate rental or Vacation Condo Beautiful furnished lake Michigan view from the 27th floor, condo 1st...
$150 nightly, Corporate rental or Vacation Condo Beautiful furnished lake Michigan view from the 27th floor, condo 1st...
Condo
2
2
4
$150/nt
$99 per Bedroom*2BR- Spectacular
Fully furnished, 2 bedroom, 2 bathroom condo in the heart of the West Loop/River West/Downtown. Close to public transportatio...
Fully furnished, 2 bedroom, 2 bathroom condo in the heart of the West Loop/River West/Downtown. Close to public transportatio...
Condo
2
2
6
$239/nt
Beautiful Furnished Condo by Lake
Beautiful brick building on Belmont Harbor, 2 Br, 2 Bth Home. 1 1/2 Blk From Lake & Transportation (CTA and EL) Large...
Beautiful brick building on Belmont Harbor, 2 Br, 2 Bth Home. 1 1/2 Blk From Lake & Transportation (CTA and EL) Large...
Condo
2
2
4
$3,600/mth
Beautiful Executive APT.
Thank you for your interest in our vacation condo in Chicago. Our apt is very close to Wrigley field, Very well maintained....
Thank you for your interest in our vacation condo in Chicago. Our apt is very close to Wrigley field, Very well maintained....
Apartment
1
1
6
$136/nt
$850/wk
$2,700/mth
$850/wk
$2,700/mth
Rent a luxurious Condo in Chicago!
Rent a luxurious condo! Gorgeous three story building with all the elegant charm. You are guaranteed that you will not regret...
Rent a luxurious condo! Gorgeous three story building with all the elegant charm. You are guaranteed that you will not regret...
Condo
3
2
8
$185/nt
$1,100/wk
$1,100/wk
Beautiful Getaway Vacation Condo
Stylish and affordable at the same time. This is what you will find in this beautifully furnished 2 bedroom/2bath vacation...
Stylish and affordable at the same time. This is what you will find in this beautifully furnished 2 bedroom/2bath vacation...
Condo
2
2
4
$130/nt
Downtown Mansion - Rent one room or
The Hansen House Mansion was designed in 1886 by a prominent architect, Harald M. Hansen for his own family, and it now...
The Hansen House Mansion was designed in 1886 by a prominent architect, Harald M. Hansen for his own family, and it now...
Guesthouse
4
3.5
10
$150/nt
$99 per Bedroom* 4BR- Gorgeous
This 4- bedroom modern single family home has style and sleek written all over it - from the exterior to the interior! Located...
This 4- bedroom modern single family home has style and sleek written all over it - from the exterior to the interior! Located...
Home
4
3
10
$449/nt
City style fully furnished condo in
Newly built fully furnished loft style condo located just one block north of McCromick Place Convention Center in Downtown...
Newly built fully furnished loft style condo located just one block north of McCromick Place Convention Center in Downtown...
Condo
1
1
3
$155/nt
$975/wk
$2,600/mth
$975/wk
$2,600/mth
Downtown Designer Penthouse
Our 5 star condominium is located just steps from the world's best shopping, dining, culture, and entertainment. 30 East...
Our 5 star condominium is located just steps from the world's best shopping, dining, culture, and entertainment. 30 East...
Condo
2
2
6
$393/nt
A Warm Welcome to my home - Bienvenu
Two bedroom one bath completely re- built in 2006. All new furniture and bright atmosphere conveniently located on the first...
Two bedroom one bath completely re- built in 2006. All new furniture and bright atmosphere conveniently located on the first...
Condo
2
1
4
$2,800/mth
Corporate or Vacation Rental
Features 3 "independent" self catering units in the same building with fully functional kitchens. Coffee, tea, snacks,...
Features 3 "independent" self catering units in the same building with fully functional kitchens. Coffee, tea, snacks,...
Condo
3
1
7
$183/nt
$1,200/wk
$2,900/mth
$1,200/wk
$2,900/mth
Large Executive Studio( Wrigley
The property in our garden apartment has been fully remodeled and was recently converted into two units separated by a door...
The property in our garden apartment has been fully remodeled and was recently converted into two units separated by a door...
Apartment
1
1
6
$136/nt
$850/wk
$2,700/mth
$850/wk
$2,700/mth
Beautiful Condo steps to Gold Coast
Welcome. Chicago Franklin Flat offers this 3 bedroom beautiful vacation rental. You will feel right at home here! In...
Welcome. Chicago Franklin Flat offers this 3 bedroom beautiful vacation rental. You will feel right at home here! In...
Condo
3
1
6
$207/nt
$1,375/wk
$3,800/mth
$1,375/wk
$3,800/mth
The Convenience Of Home Away From
This Beautiful, Spacious Third Floor Walk- Up, 3 Bedroom, 1 Bathroom Accomodation Is Conveniently Located Walking Distance...
This Beautiful, Spacious Third Floor Walk- Up, 3 Bedroom, 1 Bathroom Accomodation Is Conveniently Located Walking Distance...
Apartment
3
1
6
$300/nt
$1,400/wk
$1,400/wk
Chicago Vaction Rental - Great
Tasteful and fully furnished three bedroom condo in desired Edgewater neighborhood. Bright, with understated elegance. This...
Tasteful and fully furnished three bedroom condo in desired Edgewater neighborhood. Bright, with understated elegance. This...
Condo
3
1
6
$175/nt
$1,102/wk
$4,200/mth
$1,102/wk
$4,200/mth