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Vacation Rentals in Chicago, Illinois

At Home Inn Chicago photos
At Home Inn Chicago
Chicago / Illinois / United States
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At Home Inn Chicago is an apartment rental service with numerous locations throughout the city, including apartments in Lincoln Park, downtown Chicago, Printer's Row, the Gold Coast, Old Town, Bucktown and Wrigleyville. It provides access to an array of privately-owned, fully-furnished apartments that come in different styles and layouts. Basic amenities are included with rentals, though other services, such as pre-arrival grocery shopping, in-room massages, a limousine service and corporate programs and rates all can be arranged.

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Pittsfield Apartments + Suites photos
Pittsfield Apartments + Suites, Chicago
Chicago / Illinois / United States
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Located in the heart of the Chicago city center Pittsfield Apartments + Suites features free WiFi in every room. Millennium Park can be reached in 5 minutes’ walk. A microwave and refrigerator are included in every apartment at Pittsfield Apartments + Suites along with coffee-making facilities and a toaster. Cable TV with satellite channels is also provided. Launderette facilities are available on site at the property. Guests can also enjoy the convenience of bicycle storage during their stay. Shopping and dining on the Magnificent Mile can be reached in 10 minutes’ walk from this property. Navy Pier is 2 miles away.
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Janus Travel photos
Janus Travel, Chicago
Chicago / Illinois / United States
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VacayHome Connect photos
VacayHome Connect, Chicago
Chicago / Illinois / United States
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Chicagos Best Vacation Rentals photos
Chicagos Best Vacation Rentals
Chicago / Illinois / United States
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We have 2 large and very comfortable vacation rental apartments. Both apartments have 3 queen beds and sleep up to 6 persons. You will love our hot tub, our deck with an amazing skyline view of Chicago, and our huge walk in steambath shower with Grohe body sprays. Our guests say its like a massage. We offer deep discounts and specials for our Winter months of January and February.Our rentals are highly reviewed. We have over 150 guest comments and they are all very positive. That is why we decided to name our business as Chicagos Best Vacation Rentals. Our rentals are located just a short 10-15 minute drive or cab ride or a short train ride from our downtown city center and all of the great attractions of Chicago. We are also less than 10 minutes from McCormick Place, our convention center, which is 3 miles away. About half of our guests come here for conferences and trade shows at McCormick Place and other locations.
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Lang House Chicago photos
Lang House Chicago
Chicago / Illinois / United States
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Villa Dubois photos
Villa Dubois, Chicago
Chicago / Illinois / United States
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First Class Chicago photos
First Class Chicago
Chicago / Illinois / United States
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Experience a unique Chicago vacation like a local in an historic brownstone apartment or one-of-a-kind highrise condo just steps from the Magnificent Mile and Lake Michigan.
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Room Lender Chicago photos
Room Lender Chicago
Chicago / Illinois / United States
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SpecialtiesVacation rentals, vacation home rentals agency, furnished apartments, hotel, lodging, real estate agency, travel agency, condo rentals, guesthouse rentalsMore and more apartments and condos turned into corporate and vacation rentals and the demand stayed high until winter froze both Chicago and the bookings.Room Lender strives to become the meeting place of choice for travelers and hosts worldwide.
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CuddlyNest photos
CuddlyNest, Chicago
Chicago / Illinois / United States
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CuddlyNest is a leading booking site in vacation rental industry that makes booking a private home or condo as easy as booking a hotel. It is managed by a Chicago-based Skiphotel LLC company. CuddlyNest makes it easier for travelers to find and book ultimate vacation rentals for holidays. With the distinctive and disruptive Artificial intelligence (AI) technology, CuddlyNest makes homes and private accommodations far more visible, affordable and rentable. With our competitive and unbeatable booking rates for both guests and homeowners, we guarantee complete satisfaction of luxury and travelling convenience.
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Chicago Guest House photos
Chicago Guest House
Chicago / Illinois / United States
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Short-term stay or a vacation get-away--Chicago Guest House is the PERFECT lodging choice for business & leisure travelers looking for a Home Away From Home There are three Chicago Guest House Locations in Wrigleyville--6 Apartments in All. 3715 N Lakewood Ave / 3 Blocks From Wrigley Field 1st Floor Wrigley Suite (5b-2bath) 2nd Floor Shoreline Suite (3b-2bath) 3rd Floor Lakeview Suite (3b-2bath) 1216 W Newport / 4 Blocks from Wrigley Field 1st Floor Clark Suite (3b-2bath) 2nd Floor Addison Suite (3b-2bath) 1330 W Henderson / 6 Blocks from Wrigley Field 1st Floor Belmont Suite (2b-1bath) Each of the six apartments are distinctive, warm & inviting. Comfortably furnished, fully equipped and guaranteed to exceed your expectations; my promise. Located approximately 4 miles north of the heart of downtown in Lakeview / Wrigleyville, one of Chicagos many amazing, lively and very family friendly neighborhoods. I have no doubt youll love it here. Year round the neighborhood is known for its wonderful restaurants, local theatres and unique shops & boutiques. Come April, the crowds flock in to enjoy a baseball game at the historic Wrigley Field--home to our beloved Chicago Cubs and 2016 World Series Champions. Bring your family & friends; share a unique & unforgettable experience at Chicago Guest House. Youll be glad you did. City of Chicago License Numbers: 2209309 / 2209310/ 2209311 / 2209312 / 2209313 / 2209314 / 2209315
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Stay Alfred on State Street photos
Stay Alfred on State Street, Chicago
Chicago / Illinois / United States
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Located in Chicago just a 9-minute walk from Michigan Avenue Stay Alfred on State Street provides accommodations with a seasonal outdoor swimming pool a fitness center and free WiFi. The property is a 15-minute walk from 360 Chicago and one mile from Millennium Park. The air-conditioned apartment consists of 2 separate bedrooms 1 bathroom with a hairdryer and free toiletries and a seating area. Theres a dining area and a kitchen complete with a dishwasher a microwave and a fridge. A sun terrace is available for guests at the apartment to use. Popular points of interest near Stay Alfred on State Street include Shops at Northbridge Water Tower Chicago and Chicago Museum of Contemporary Art. The nearest airport is Midway International Airport 10 miles from the accommodation.
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Stay Alfred at The Seneca photos
Stay Alfred at The Seneca, Chicago
Chicago / Illinois / United States
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Located in Chicago just a 5-minute walk from 360 Chicago Stay Alfred at The Seneca has accommodations with a fitness center a shared lounge barbecue facilities and free WiFi. This apartment is a 15-minute walk from Shops at Northbridge and 1.4 miles from Millennium Park. The air-conditioned apartment is composed of 2 separate bedrooms a living room a fully equipped kitchen with a dishwasher and microwave and 1 bathroom. A flat-screen TV with cable channels is offered. A terrace is available for guests to use at the apartment. Popular points of interest near Stay Alfred at The Seneca include Water Tower Chicago Michigan Avenue and Chicago Museum of Contemporary Art. The nearest airport is Midway International Airport 11 miles from the accommodation.
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Stay Alfred at Park Michigan photos
Stay Alfred at Park Michigan, Chicago
Chicago / Illinois / United States
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In the South Loop district of Chicago close to Field Museum of Natural History Stay Alfred at Park Michigan has barbecue facilities free WiFi and a washing machine. This apartment is a 19-minute walk from Chicago Symphony Orchestra and 1.1 miles from Adler Planetarium & Astronomy Museum. The air-conditioned apartment is composed of 2 separate bedrooms a living room a fully equipped kitchen with a dishwasher and microwave and 2 bathrooms. A flat-screen TV with cable channels is offered. A terrace is available for guests to use at the apartment. Popular points of interest near Stay Alfred at Park Michigan include Grant Park DePaul University and Art Institute of Chicago. The nearest airport is Midway International Airport 9 miles from the accommodation.
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Bucktown House photos
Bucktown House, Chicago
Chicago / Illinois / United States
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Kind Rental Management photos
Kind Rental Management, Chicago
Chicago / Illinois / United States
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PelicanStay Chicago photos
PelicanStay Chicago
Chicago / Illinois / United States
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Becky’s Team photos
Becky’s Team, Chicago
Chicago / Illinois / United States
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Vacations by Lorna photos
Vacations by Lorna, Chicago
Chicago / Illinois / United States
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The Wrigley Flats photos
The Wrigley Flats, Chicago
Chicago / Illinois / United States
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THE WRIGLEY FLATS Vacation Rentals in Chicagos Most Sought After Neighborhood--Wrigleyville! Are you looking for a vacation rental home that is near Wrigley Field? Then you have found the right place! The Wrigley Flats are located in Wrigleyville; three blocks south of the ball park. We have two beautifully furnished and fully equipped apartments---each with three bedroom | one bath. They can be rented for a weekend getaway, a week-long vacation or a longer extended stay. Vacation Rentals in Chicagos Most Sought After Neighborhood--Wrigleyville! Because of Wrigleyville’s close proximity to Chicago’s lakefront, the vibrant nightlife and the eclectic dining scene; it’s no wonder visitors are flocking here to get a taste of something amazing! What makes Wrigleyville most unique is that it is home to our beloved Chicago Cubs and historic Wrigley Field. The 2nd oldest ballpark in the America is situated right smack dab in the middle of our neighborhood! One minute you’re strolling down beautiful tree-lined streets surrounded by historic Greystone homes and then you turn the corner to come face to face with the iconic red Wrigley Field marquee; it’s really quite the sight!
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