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Northwest Side Vacation Rentals

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    All 29 Rentals in Northwest Side
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    From
    $99
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    1 / 14
    5 of 5 stars (10) Excellent
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $197
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    1 / 7
    4.5 of 5 stars (2) Very good
    Northwest Side
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    1 / 14
    5 of 5 stars (9) Excellent
    Northwest Side
    Studio / 1 Bathroom / Sleeps 2
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    1 / 7
    5 of 5 stars (1) Excellent
    Northwest Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Air Conditioning
    • Dryer
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
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    About this property
    If you are looking for a private, cozy, and comfortable place then this is just right for you. Here you can relax and lay back in a newly renovated unit with a private entrance for your convenience. Let the travel stress behind you and enjoy your stay in that great City we call HOME, Chicago We... View all property information
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    $165
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    1 / 23
    2.5 of 5 stars (4) Poor
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    The Chicago Bathhouse Corporate Residences are located on the 2nd floor of a 2 story building in Wicker Park Chicago. This vacation rentals are 2 bedrooms, 1 bathroom, 10 minutes from Chicago downtown. Close to restaurants, cafes. 5 min walk to Blue Line which takes you Downtown in 10 min... View all property information
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    2 of 5 stars Reviewed October 14, 2014
    I felt like I was being punked! When I booked this place it advertised access to the spa at the bath house. When we arrived the curt "receptionist" said access was only for one...
    3 of 5 stars Reviewed June 15, 2014
    This apartment in Wicker Park is enormous and very nice! It's in a pretty sweet location above a bathhouse and next to a great breakfast place called Milk & Honey. The el is about...
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    1 / 10
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Internet Access
    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
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    About this property
    Our modern apartment is newly renovated and stylishly furnished. Be one of the first to stay at our apartment. The apartment is mainly used as a guest home for our family. We live on the first floor so will be available if there are any need during your stay. Furnished with new Crate and Barrel... View all property information
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    1 / 23
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Live like a native in this artist-owned, artist-occupied vintage building located between the leading edge of the trendy Logan Square restaurant nexus and the old Polish neighborhood. Furnished in rustic Modern finds, it's on the Blue Line with easy access to the Loop and O'Hare. The unit has two... View all property information
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    1 / 15
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Internet Access
    • Safe
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy a great urban experience staying in the Ukrainian Village of Chicago! -- 2 bedroom flat perfect for short term stays. Convenient to shops, grocery, restaurants, library, bars, gym, swimming pool! THE SPACE: This main floor apartment includes the following amenities: Two comfortable bedrooms... View all property information
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    $199
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    1 / 17
    Northwest Side
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy the entire house for a fraction of any hotel. Our house is a 10 room, 4 Bedroom, 3.5 Bathroom. Completely remodeled with huge fully equipped kitchen open to family room, perfect for entertaining, two story master suite with steam shower, double marble vanity, huge Jacuzzi, two walk in... View all property information
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    $79
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    1 / 12
    Northwest Side
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Air Conditioning
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
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    • x
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    About this property
    This studio is situated in the garden of the property. Very quiet and peaceful setting. It has a Murphy bed and a jacuzzi. View all property information
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    From
    $167
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    1 / 13
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Two bedrooms, one bathroom condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 8 people. FREE Wireless internet access. FREE parking on public street in front of the building. Bus... View all property information
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    $85
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    1 / 16
    5 of 5 stars (32) Excellent
    Northwest Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    A big thank you to my guests for their great reviews. I'm so honored to have earned a 2014 Certificate of Excellence from tripadvisor! Very comfortable, private lower level of duplex. Perfect for a business traveler who doesn't want to be downtown, or a couple visiting the city for pleasure.... View all property information
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    4 of 5 stars Reviewed December 10, 2014
    Cheryl's apartment worked perfectly as a home base for my husband and me during a long weekend's visit to Chicago. We spent much of our time in and around the Loop, but found the...
    5 of 5 stars Reviewed November 14, 2014
    My husband and I rented the apartment for 5 days in early November. I was attending a Conference downtown and did not want to pay the high price hotel. This place was perfect...
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    $200
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    1 / 8
    4.5 of 5 stars (2) Very good
    Northwest Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dryer
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This very affordable two bedroom, two bathroom apartment can sleep up to six guests. There are queen sized beds in each bedroom and a pull out couch in the living room. With features including: a breakfast table in the well-appointed kitchen; dining room; comfortable living room; a balcony;... View all property information
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    5 of 5 stars Reviewed August 17, 2014
    Nice apartment for up to 6 people, around $20 taxi ride from the Airport. Close to a large park, bus, and train stations. We purchased 7 days CTS passes for $33 each with...
    4 of 5 stars Reviewed March 29, 2014
    Bed was a little uncomfortable and broke often. Parking was difficult. Clean apartment, ideal for a large family
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    $550
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    1 / 13
    Northwest Side
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
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    • Elder access
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    About this property
    Available ONLY 12/23/14- 12/29/14 We normally take 2 long vacations and are willing to rent our place. This house is fully furnished with a fully operational kitchen and full use of cooking utensils. Seating for up to 10 at dining room table. This house is best for someone looking to get their... View all property information
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    $140
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    1 / 15
    Northwest Side
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We created this new construction apartment to fit our family as a second home. We live in Arkansas but are from Chicago with friends and family all here. When we visit it is perfect for our family of 5 with a crib, bunk bed, and queen bed. A twin blow up air mattress can be available upon... View all property information
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    $125
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    1 / 16
    Northwest Side
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Dryer
    • Internet Access
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Space Private one-bedroom apartment in the heart of historic Bucktown. Three blocks to the El for super easy access to downtown and O'Hare airport. Just a few blocks from Wicker Park's 'six corners.' Close to Divy bikes (bike sharing). Easy street parking available. The apartment is on the... View all property information
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    $100
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    1 / 17
    5 of 5 stars (1) Excellent
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    1100 sq feet of your own space! Lots of room to stretch out here, two bedrooms with queen-sized beds, an office, living room, den, full kitchen, one bathroom, laundry in unit, back deck, backyard with apple tree (apples!!!), Keurig coffee maker, and parking right out front! Queen sized air... View all property information
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    5 of 5 stars Reviewed February 8, 2015
    This is a two bedroom apartment on the first floor on a quiet street two blocks from Humboldt Park. We arrive in two days after the big blizzard, and the sidewalk was nicely...
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    $999
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    1 / 55
    Northwest Side
    3 Bedrooms / 5 Bathrooms / Sleeps 6
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Architecturally significant single family home in Chicago's best neighborhood, Wicker Park. This home has been featured in design magazines and is ideal for entertaining. Filled with mid-mod furnishings throughout. Forbes rated Wicker Park #4 in the country for hippest neighborhoods, and this home... View all property information
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    $225
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    1 / 11
    Northwest Side
    3 Bedrooms / 3 Bathrooms / Sleeps 12
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Hello and thank you viewing my condo's listing. My name is Bogdan and I am the property owner of this duplex. I'm a business professional and proud Chicagoan. If you are looking for comfortable, clean and modern accommodations, you've come to the right place. My duplex is located in the historic... View all property information
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    $120
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    1 / 7
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
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    1 / 11
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
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    $139
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    1 / 3
    Northwest Side
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Dishwasher
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our Blue Line Studio is as an efficiency apartment. It has a queen-sized bed, a full kitchen, plus an in-suite bath. It also has a private, rear entrance and outdoor seating area. Breakfast is not provided as you would have your own kitchen to prepare meals. Dishes and pans are provided. This... View all property information
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    $99
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    1 / 11
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • x
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    About this property
    Unique 2 Bedroom apartment with brand new hardwoods floors, updated kitchen and spacious living area. Located in one the trendiest neighborhoods in Chicago, Bucktown has world class restaurants, bars and shops. All are located within walking distance of our home. Bucktown is one of best and... View all property information
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    $160
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    1 / 8
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 2
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    • Suitable for children
    • x
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    • x
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    About this property
    Come & enjoy one of the neighborhoods of Chicago, visit the amazing dining & parks in the area. Plenty of bars, restaurants & shopping within walking distance. The bedroom comes with a full size bed & an air mattress is available for the office. Guest Access: There is laundry available downstairs... View all property information
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    1 / 23
    5 of 5 stars (1) Excellent
    Northwest Side
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Gorgeous, Luxury Oak Park area Townhome…corner unit…completely furnished….close proximity (2 min.) to the historic Oak Park area…home of Frank Lloyd Wright and Ernest Hemingway! Beautiful landscaping, total 2,000 sq. ft. , alarm system, central air. Stunning designer furnishings in every room!... View all property information
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    5 of 5 stars Reviewed October 24, 2014
    We recently stayed at this property for a ladies weekend in the Chicago area. There were 6 of us and the townhouse was just the perfect choice for us. We had plenty of room and...
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    $109
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    1 / 9
    Northwest Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is a 2 bedroom, 2 bathrooms, vintage building that has been rehabbed. This Chicago vacation rental apartment is located on Kedzie Blvd in Chicago, near the blue line. The apartment has washer/dryer in unit, stainless steal appliance, granite counter tops, Beds: 2 Queen Beds View all property information
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    1 / 8
    Northwest Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • x
    • x
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    • Elder access
    • x
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    About this property
    Vintage Mansion on Kedzie Blvd - Vacation Rental License xxxxxx property. This apartment is located on the 3rd floor of a Historic Mansion, overlooking Kedzie Blvd. in the city of Chicago. The apartment is very spacious, approximately 1200 sq ft of space, large living room, dinning and... View all property information
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    1 / 21
    Northwest Side
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Our 3 bedroom cozy house feels like a cottage in the middle of the popular Avondale Neighborhood. It's perfect place for a family up to 8, we are a block from a park, Target and the river. Enjoy restaurants and a craft brewery all within in 3 blocks. Entire house with 2 bedrooms and bath... View all property information
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    $299
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    1 / 21
    Northwest Side
    2 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The space is fresh and open and can sleep 8 on beds and 10 if you use the blow up mattress in the small 3rd bedroom. There are 2 living rooms which makes it easy to get away from your mates when one wants to have some quiet time or giving you plenty of space for entertaining. The outdoor deck... View all property information
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