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Vacation Rentals in Bloomingdale, IL and nearby

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All 297 Rentals in the Bloomingdale Area
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The following rentals are within 25 miles of Bloomingdale, DuPage County, Illinois.

From
$159
Per Night
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1 / 11
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
From
$195
Per Night
View Details
1 / 15
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
From
$65
Per Night
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1 / 14
Payment Protection
Chicago, IL
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (9) Make Inquiry
From
$85
Per Night
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1 / 14
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (8) Make Inquiry
Amenities & Details
  • Stove
  • Satellite TV
  • Air Conditioning
  • TV
  • Microwave
  • Washer
  • Fireplace
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is a nice place on a quiet street, close to transportation and many restaurants. Very close to I 94. View all property information
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5 of 5 stars Reviewed January 12, 2015
The rental was EXCEPTIONAL! The Hannn was so nice and the unit couldn't have been better! My family absolutely loved it! Thanks again!
5 of 5 stars Reviewed December 3, 2014
Booking this flat was so, so much better than a hotel. It was less expensive, for a start, especially for a group of four. It was great to have multiple rooms so some could...
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From
$75
Per Night
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1 / 18
Payment Protection
Chicago, IL
Studio, 1 Bathroom, Sleeps 2
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Stove
  • Dishwasher
  • TV
  • Air Conditioning
  • Refrigerator
  • Wi-Fi
  • Elevator/Lift access
  • Central Heating
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation... View all property information
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4 of 5 stars Reviewed August 20, 2014
Tr`es bien situé, propre et bien équipé. Personnel de l'immeuble bien chaleureux. Pitsfield's café `a ne pas manqué au rez-de-chaussée. Calme , bien insonorisé...`a l'exeption de...
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From
$321
Per Night
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1 / 32
Chicago, IL
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --128 Reviews on TRIPADVISOR Ranked #1 of 51 Specialty Lodging in Chicago! ************************* Beautiful & spacious--filled with charm and character! A Vintage Beauty With All the Modern Comforts & Amenities.... View all property information
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5 of 5 stars Reviewed July 26, 2014
What a perfect place for a family get away. The Clark Suite was perfect for our family of 7 adults. The kitchen was immaculate and well equipped with anything you needed. I...
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From
$120
Per Night
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1 / 49
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Chicago, IL
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (30) Make Inquiry
Amenities & Details
  • Stove
  • Refrigerator
  • Grill
  • DVD Player
  • Dishwasher
  • Hot Tub
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
We have two really incredible vacation rental apartments. We are offering great special off season rates for our Winter Months through March. These specials range from $110 per night to $195 per night and as low as $875 per week.. The best rates are for longer rentals and some dates will have... View all property information
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5 of 5 stars Reviewed November 13, 2014
Our family of four had an excellent time at this apartment. Bob was very easy to deal with and extremely helpful. Key code access to the apartment was very convenient. A garage...
4 of 5 stars Reviewed September 27, 2014
We were very pleased with our stay at this facility. It isn't in the typical touristy area which we liked as it made our urban experience feel more authentic and any neighbors we...
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From
$99
Per Night
View Details
1 / 7
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Stove
  • Refrigerator
  • Air Conditioning
  • Internet Access
  • Washer
  • Microwave
  • Dryer
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$503
Per Night
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1 / 35
Chicago, IL
6 Bedrooms, 3 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Central Heating
  • Internet Access
  • Porch
  • Shared Yard
  • Air Conditioning
  • Linens Provided
  • Balcony
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --128 Reviews on TRIPADVISOR Ranked #1 of 51 Specialty Lodging in Chicago! ************************* Beautiful & Spacious--Filled With Charm & Character! The Guest House on Newport Avenue has two apartments in the... View all property information
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From
$120
Per Night
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1 / 48
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (13) Make Inquiry
Amenities & Details
  • Refrigerator
  • Dryer
  • Dishwasher
  • Hot Tub
  • Stove
  • Garage
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
We have two really incredible vacation rental apartments. We are offering great special off season rates for our Winter Months through March. These specials range from $110 per night to $195 per night and as low as $875 per week.. The best rates are for longer rentals and some dates will have... View all property information
Make Inquiry
5 of 5 stars Reviewed April 7, 2014
Our family of four (two teens) spent 5 days here during spring break and had an excellent experience. We went downtown every day by catching the red line train at the 35th/Sox...
5 of 5 stars Reviewed May 2, 2012
We couldn’t be more pleased with our stay, everyone had a fantastic time. Our visit took place April 12-15 and there were six of us; my parents (early 50’s), younger brother and...
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From
$125
Per Night
View Details
1 / 37
Payment Protection
Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Central Heating
  • Refrigerator
  • Washer
  • Satellite TV
  • Water Views
  • TV
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation... View all property information
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4 of 5 stars Reviewed August 18, 2014
Very strategic location near to major attractions. Very spacious and quiet. The best coffee is just down the building! The only thing was the wifi was extremely slow, me and my...
3 of 5 stars Reviewed July 1, 2014
security was not aware of our check in and had to call and verify. kitchen is not adequately stocked for those who may use knives, forks and wine glasses. it was, however...
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From
$195
Per Night
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1 / 16
Payment Protection
Forest Park, IL
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Gorgeous and newly remodeled, single family home in Forest Park, minutes from Downtown Chicago, brand new kitchen with granite counters, stainless steel appliances, custom cabinets, marble bathrooms, lots of details throughout, full finished lower level. Enclosed back yard with a play set and a... View all property information
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From
$80
Per Night
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1 / 6
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Franklin Park, IL
5 Bedrooms, 4 Bathrooms, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Safe
  • Microwave
  • TV
  • Grill
  • Stove
  • Deck
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Big House with two extra fully equipped Bedrooms for rent Both rooms on second floor (1 King size Bed) (1 Queen size w private balcony and Bath) 3 Miles from Major Chicago Airport, 2 Person per room 5 minutes ride from O'Hare Airport, Great location, 5/10 Minutes driving distance to all... View all property information
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From
$199
Per Night
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1 / 34
Payment Protection
Chicago, IL
5 Bedrooms, 5 Bathrooms, Sleeps 12
Bookings
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Garage
  • Dishwasher
  • Microwave
  • Fireplace
  • Washer
  • Parking
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Huge 5 Bedroom-4.5 Bathroom home, 4 fire places, completely remodeled, fully furnished. Equipped kitchen with large breakfast island, separate dining room seating 8-10. Family room off the kitchen with fire place, huge deck and private back yard. Huge master bedroom with decorative fire place,... View all property information
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From
$275
Per Night
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1 / 17
Chicago, IL
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
30 Day Minimum Rental You'll leave your stay in this beautiful 4-bedroom feeling like a true Chicagoan. Stay in the friendly confines of this north side neighborhood a short walk from Wrigleyville and the bars and energy of America's most famous ballpark. Check out cutting edge live music at the... View all property information
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From
$1,000
Per Week
View Details
1 / 7
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 3
Details Make Inquiry
Amenities & Details
  • Satellite TV
  • Ceiling Fans
  • Porch
  • Air Conditioning
  • Stove
  • Stereo System
  • Refrigerator
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Perfect for short term stays in a great neighborhood. Available For weekly or monthly rentals Furnished for comfort and design, price includes all utilities and everything you need This completely furnished apartment is 1/2 block from the chicago avenue bus line, which runs straight to the blue... View all property information
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From
$80
Per Night
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1 / 6
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Washer
  • Grill
  • Dishwasher
  • Refrigerator
  • Dryer
  • Wi-Fi
  • Porch
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
1100 sq feet of your own space! Lots of room to stretch out here, two bedrooms, 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 mattress if needed. Free... View all property information
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From
$2,995
Per Week
View Details
1 / 27
Payment Protection
Park City, IL
3 Bedrooms, 8 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • En Suite Rooms (2)
  • Air Conditioning
  • Linens Provided
  • TV
  • Shared Yard
  • Towels Provided
  • Terrace
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Luxury Direct Oceanfront, Just 1 mile to Lincoln Road. New 2007 Construction. Large 2000 sft, 3 bedroom, 3 bathroom Luxury condo. Two huge balconies. Gorgeous Ocean views of Miami skyline views from both balconies! Walls of glass, with windows on 3 sides of condo!! Luxury 3br $2 million... View all property information
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From
$65
Per Night
View Details
1 / 12
Payment Protection
Chicago, IL
Studio, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Fireplace
  • Ceiling Fans
  • City Getaway
  • Air Conditioning
  • Hairdryer
  • Guest Count
  • Dining Seats (4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$70
Per Night
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1 / 8
Payment Protection
Algonquin, IL
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Inquiry
Amenities & Details
  • Grill
  • Refrigerator
  • Microwave
  • Washer
  • TV
  • Dryer
  • Fax
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
PEACEFUL, BEAUTIFUL,SPACIOUS PRIVATE UPSTAIRS ROOM WITH 2 COMFY BEDS, 1 QUEEN & 1 TWIN bed. Full Private Bath,Small Fridge,Table,Dresser, Desk. Across from Fox River. Walk to wonderful restaurants - including Cucina Bella. Bike and walking trails. Train to city from nearby towns. Chicago,one hour... View all property information
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From
$199
Per Night
View Details
1 / 16
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stove
  • Ceiling Fans
  • TV
  • Washer
  • Dishwasher
  • Deck
  • Grill
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Village is a very family friendly neighborhood. This warm and welcoming first floor unit features a high end kitchen equipped with stainless appliances & granite countertops, 1 King... View all property information
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From
$120
Per Night
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1 / 23
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Guest Count
  • Dining Seats (3)
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$110
Per Night
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1 / 7
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Central Heating
  • Hairdryer
  • Safe
  • Stereo System
  • Stove
  • Internet Access
  • Air Conditioning
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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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From
$395
Per Night
View Details
1 / 8
Payment Protection
Chicago, IL
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • Safe
  • Garage
  • Refrigerator
  • Parking
  • TV
  • Washer
  • Grill
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
HISTORY: Aster House has been renting since 1891, and under the present owners since 1982. We've had guests return as long as 18 years, so you may be assured of a safe secure visit. NEIGHBORHOOD: Aster House is on a quiet residential street in Lincoln Park, Chicago's most upscale downtown... View all property information
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From
$35
Per Night
View Details
1 / 9
Payment Protection
Plainfield, IL
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Wi-Fi
  • Towels Provided
  • Grill
  • Safe
  • Linens Provided
  • Highchair
  • Air Conditioning
  • Private Yard
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Beautifully maintained 3 bed, 1-1/2 bath home. 3 Nice bedrooms upstairs with pergo flooring throughout. Professionally landscaped backyard with patio and lake view. This property is located in a nice, quiet safe neighborhood of Lakewood Falls, Plainfield, IL. It is near major highways (I-55, route... View all property information
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From
$69
Per Night
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1 / 7
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Internet Access
  • Stove
  • Microwave
  • Refrigerator
  • Air Conditioning
  • Linens Provided
  • Soap/Shampoo...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Wireless Internet Flat Screen TV in bedroom and living room Cable Clean sheets and towels Silverware, pots & pans Very large bedroom and living room Wall unit AC's in bedroom and living room Washer & Dryer is downstairs on first floor This is an ideal location for visitors. Nice restaurants... View all property information
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4 of 5 stars Reviewed January 18, 2015
This was our second time staying here. It is less than 5 minutes from our daughter's apartment. and the perfect Lincoln Park location. The apartment was clean, the bed...
4 of 5 stars Reviewed September 29, 2014
The unit is very nice: in a great neighborhood, within walking distance of a huge park, free (world class) zoo, free (world class) conservatory, and very nice business area full...
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From
$139
Per Night
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1 / 14
Payment Protection
Chicago, IL
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • DVD Player
  • Dryer
  • Refrigerator
  • Central Heating
  • Stove
  • Outdoor Dining Area
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome! Welcome! Our single family brick house is located in a rare semi-private block about 5 miles West of Downtown. It has 3 Bedrooms, 1 Bathroom, Living Room, Dining Room and Full Kitchen. If you enjoy a quiet home with newer beds, clean sheets and towels, spaces, privacy, kitchen, laundry,... View all property information
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5 of 5 stars Reviewed July 18, 2014
Nice location. Everyone got their own beds. Easy to downtown. Kitchen and free laundry. Free Tide detergent too (not expected). Will stay again.
3 of 5 stars Reviewed May 7, 2014
The location of this property was great. It was about 12-15 minutes from downtown, which is where we wanted to be. There was plenty of on-street parking right in front of the...
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From
$149
Per Night
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1 / 10
Payment Protection
Chicago, IL
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Internet Access
  • Dryer
  • Refrigerator
  • Safe
  • Air Conditioning
  • Stove
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
This is a 3 Bed Room apartment of a two flat brick building in Andersonville area of Chicago. This apt has: 3 bedrooms, sleeps 8 Air Conditioners Free cell phone for international guests (plus deposit) Eat-in Kitchen Living Room Full size fridge Free parking Free laundry Complete kitchen Living... View all property information
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4 of 5 stars Reviewed July 10, 2014
I really enjoyed staying here. A great property. The sink did break while we were there but Jackie was right on getting it fixed for us! Great place, big enough for our group!
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From
$99
Per Night
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1 / 20
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Patio
  • Parking
  • Dishwasher
  • Dryer
  • Refrigerator
  • Microwave
  • Central Heating
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Plenty of free street parking is available on our block. This apt is very big and had a has a lot of natural sunlight. Located on the first floor of our building. We live upstairs in a completely separate apt so we are very close if you have any questions or concerns, but your privacy is assured.... View all property information
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4 of 5 stars Reviewed September 3, 2014
This was my first experience using Trip Advisor and renting a private home to stay in. The weekend was great. The apartment was located in a safe neighborhood to walk around in...
5 of 5 stars Reviewed November 11, 2013
From start to finish this rental was perfect. I was hesitant to rent from a private party, however great communication early on helped put me at ease. As a solo traveling female I...
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From
$375
Per Night
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1 / 20
Payment Protection
Lemont, IL
4 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • Patio
  • Stove
  • Washer
  • Dryer
  • Stereo System
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located in Lemont, IL, home of the famous Cog Hill Golf Course, this home (circa 1868) has over 4000 S.F. and is now available to rent. The history of this home includes the Singer Family ( Inventors of the Singer Sewing Machine). The Singer Mansion was recently featured in the popular 'Chicago... View all property information
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5 of 5 stars Reviewed November 5, 2012
We were blown away when we first entered The Singer Mansion and I just loved my husbands face as we entered - it was everything we dreamed of and more-the photographs prepared us...
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From
$80
Per Night
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1 / 14
Payment Protection
Chicago, IL
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Highchair
  • Wi-Fi
  • Internet Access
  • Washer
  • Stove
  • TV
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Furnished Studio. Double bed, full bath, and full kitchen. Unique location. You don't need a car living here. Plenty of transit options. A couple of blocks to Red line train station. Direct express bus to Chicago downtown stops right around the corner. 20 minutes to the city center by public... View all property information
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4 of 5 stars Reviewed September 3, 2014
Great stay, close to the El train and cheaper than a hotel! Able to stay parked out front for free and take the El where ever we wanted to. If you want a great stuffed pizza...
5 of 5 stars Reviewed July 8, 2014
the location of the apartment we stayed was convenient enough:only some min away from the red line train and a min from the bus stop,so getting to downtown is easy.we got a great...
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From
$575
Per Night
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1 / 23
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Chicago, IL
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • VCR
  • TV
  • Safe
  • Microwave
  • Dishwasher
  • Garage
  • Washer
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Spacious Bright Loft in the Heart of Everything Chicago 2 -10 adults, up to 12 with children Our funky warehouse & former tavern turned costume factory turned fabulous Lincoln Park home can be your home away from home in Chicago. Located in Chicago's newest neighborhood - 'SONO', at the... View all property information
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5 of 5 stars Reviewed November 24, 2014
We stayed during the Chicago marathon. The apartment is very conveniently located to the subway so that we could get everywhere we needed to during our stay. My favorite part of...
5 of 5 stars Reviewed November 24, 2014
My friends made all the arrangements on where to stay and they couldn't have picked a better place. I loved the location and the living space we had. I am not much of a writer...
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From
$129
Per Night
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1 / 13
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Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Ceiling Fans
  • Safe
  • Stove
  • Dishwasher
  • Air Conditioning
  • Washer
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
This beautifully updated 1 Bedroom, 1 Bathroom loft in Lakeview has all you'll need during your stay in Chicago! Conveniently located only 1 block from the lake shore, only 3 blocks from Wrigley Field, & close downtown, shopping, dining and more! Lakeview is one of the hearts of Chicago. The unit... View all property information
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From
$165
Per Night
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1 / 22
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Chicago, IL
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The Space Beautiful 2 Floor Duplexapartment near Foster and Damen on the North Side of Chicago. •3 bedrooms 2 Full Bathrooms •Full modern kitchen •Wireless internet •Cable with Smart TV have access to your Netflix and Hulu Accounts • Large Outdoor Deck w/ BBQ •Laundry in Unit The apartment... View all property information
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From
$234
Per Night
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1 / 13
Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Hairdryer
  • Guest Count
  • Linens Provided
  • Safe
  • # Of Bathrooms
  • Ceiling Fans
  • Number Of Bedrooms
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This two queen room overlooks the city. The pillowtop bed and blackout drapes/curtains help ensure a restful night. The private bathroom has complimentary toiletries. Complimentary wireless Internet access keeps you connected, and the 37-inch plasma TV and iPod docking station are offered for your... View all property information
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From
$169
Per Night
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1 / 16
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Satellite TV
  • DVD Player
  • Air Conditioning
  • Stove
  • Safe
  • Dishwasher
  • Refrigerator
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This is a spacious 1 bedroom 1 bath that hosts large windows and updated appliances with comfortable shabby chic decor. The apartment is located in the center of it all in the lively neighborhood of Lakeview, bordering Lincoln Park. There are tons of restaurants and activities within a few blocks,... View all property information
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From
$550
Per Night
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1 / 18
Payment Protection
Chicago, IL
4 Bedrooms, 4 Bathrooms, Sleeps 24
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Amenities & Details
  • Grill
  • Dishwasher
  • Fireplace
  • Washer
  • Parking
  • Stove
  • Refrigerator
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Temporarily live in the best neighborhood in Chicago in an amazing Furnished Custom Single Family Home. This home is 15 blocks from Wrigley Field, 5 blocks to the Kennedy Expressway, 6 blocks to the EL, 2 blocks to grocery stores, etc, etc. Everything you need is here! This is a top of the line... View all property information
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From
$175
Per Night
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1 / 22
Payment Protection
Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Stove
  • TV
  • Patio
  • Dryer
  • Microwave
  • DVD Player
  • Hot Tub
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Enjoy all that Chicago has to offer and then come home and relax on the huge (20 x20) deck with the best skyline views in the city. This is a charming Condo in the perfect location. Have the neighborhood feel with dozens of great places to go for a bite to eat within a couple blocks, and also... View all property information
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From
$125
Per Night
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1 / 6
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 3
Details Reviews (1) Make Inquiry
Amenities & Details
  • Satellite TV
  • Microwave
  • Dryer
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Stereo System
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is an English Garden apartment...3 steps down... in an extra wide Greystone building, this charming two bedroom offers plenty of light, lots of closet space, hardwood floors and private entrance with vestibule & foyer... kitchen w/dishwasher & microwave. Fully furnished, utilities included... View all property information
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4 of 5 stars Reviewed August 17, 2014
I rented the garden unit of this house just north of Chicago. I was traveling with my 13-yr.old grandson and wanted separate bedrooms. The apartment was very clean and fully...
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From
$350
Per Night
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1 / 33
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Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
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Amenities & Details
  • Grill
  • Gym
  • Dishwasher
  • Refrigerator
  • Washer
  • Pool Table
  • Hot Tub
  • Ping Pong Table
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. Michigan Avenue at 21st street 2BR /... View all property information
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From
$99
Per Night
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1 / 28
Payment Protection
Chicago, IL
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
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Amenities & Details
  • Stove
  • Satellite TV
  • Stereo System
  • TV
  • Refrigerator
  • DVD Player
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This listing is for a private 2-bedroom apartment in the Rogers Park neighborhood of Chicago. The apartment is over 1200 square feet (111 sq meters) and has tall 9.5' ceilings (2.9 meters), a marble bath, and hardwood floors throughout. There is also a charmingly retro yet fully functional kitchen... View all property information
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5 of 5 stars Reviewed January 1, 2015
Lisa and Caitlin did such an amazing job making the home comfortable and I loved the books about Chicago and the Book they had made with so much helpful information! The location...
4 of 5 stars Reviewed October 2, 2014
Three of us stayed at at Devon property and were thrilled with the accommodations. The location to the local bus and train stops were very convenient. The hosts, Lisa and...
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From
$215
Per Night
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1 / 10
Payment Protection
Chicago, IL
3 Bedrooms, 1 Bathroom, Sleeps 5
Details Reviews (1) Make Inquiry
Amenities & Details
  • Deck
  • Dryer
  • Dishwasher
  • DVD Player
  • Washer
  • TV
  • Refrigerator
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Just a quick walk to Chicago's Brown Line 'L'...take the train downtown...or to Wrigley Field (you can walk, too) from this North Center location. Comfy & inviting. Private entrance, private deck, plenty of space in this 3 bedroom unit. Updated kitchen, stainless Maytag appliances (built-in... View all property information
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5 of 5 stars Reviewed August 4, 2014
We had a wonderful stay on Belle Plaine Ave. Victoria was very accommodating to our needs and the apartment is beautiful. The neighborhood is also great, quiet but with walking...
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From
$265
Per Night
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1 / 9
Payment Protection
Chicago, IL
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Satellite TV
  • Deck
  • Ceiling Fans
  • Refrigerator
  • Dryer
  • Stove
  • Dishwasher
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3 bedroom unit located in the North Center neighborhood. Just 2 blocks from the train... Convenience is Key! A quick walk to Chicago's Brown Line 'L'...take the train downtown...or to Wrigley Field (you can walk, too) from this North Center location... Walk to everything...restaurants... Sola,... View all property information
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4 of 5 stars Reviewed July 3, 2014
Maison excellente !!!! Très propre, très fonctionnelle. Elle convient très bien pour être entre amis ou une famille. Clim, lave vaisselle, lave linge, sèche linge : tout est super...
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From
$205
Per Night
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1 / 12
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Microwave
  • Air Conditioning
  • TV
  • Refrigerator
  • DVD Player
  • Stove
  • Fireplace
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy this fabulous Chicago brownstone vacation rental located in the heart of the exclusive Gold Coast neighborhood. This downtown vacation rental gives you access to all the amazing features of downtown Chicago. Enjoy the shopping, eateries and entertainment that you can only find here. A... View all property information
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5 of 5 stars Reviewed September 28, 2014
Excellent contact with owner throughout the booking period and a good service overall. Really liked this old Brownstone building. The apartment was spacious, comfortable and...
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1 / 1
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Chicago, IL
Studio, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Housekeeping...
  • Central Heating
  • Elevator/Lift access
  • Hairdryer
  • Washer
  • Internet Access
  • Safe
  • Towels Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Hello, we are currently looking to FLIPKEY our studio for the month of December and January 2015. This particular unit is on the 9th floor with phenomenal city views. The building's location is off of Belmont and Broadway. 500 West Belmont is a modern, elevator-equipped 9-story apartment building... View all property information
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From
$205
Per Night
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1 / 12
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Porch
  • Stereo System
  • Microwave
  • Stove
  • Dishwasher
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
First Class Chicago vacation rentals by owner gives you the loveliest choice in Chicago Brownstone vacation rentals. Located in the Gold Coast neighborhood, these brownstones will surpass your expectations for quality and comfort. You will never want for a Magnificent Mile hotel as First Class... View all property information
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From
$75
Per Night
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1 / 16
Payment Protection
Chicago, IL
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Local Guides/Maps
  • Central Heating
  • Linens Provided
  • Microwave
  • Internet Access
  • Dryer
  • Air Conditioning
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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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From
$305
Per Night
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1 / 12
Payment Protection
Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Microwave
  • Stove
  • Stereo System
  • DVD Player
  • Air Conditioning
  • Satellite TV
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Apartment - 2 Bedrooms + Convertible bed(s) - 2 Baths - (Sleeps 4-8) Another First Class Chicago property! City of Chicago Vacation Rental License #2125365. Rent Legally! You've found it! Location, Location, Location! An historic 1890's brownstone in the heart of the exclusive Gold Coast where... View all property information
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2 of 5 stars Reviewed August 24, 2014
I waited a while to write this review to ensure it gave the landlord a chance to answer some of the issues that I had with this property however after 3 weeks I have still...
1 of 5 stars Reviewed May 12, 2014
We had very high hopes for a First Class stay during our four-day trip to Chicago over Easter at the 2-bedroom unit in the Gold Coast area to celebrate two special occasions...
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From
$149
Per Night
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1 / 16
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Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located a block north of the Chicago River this property features a prime location just steps from Michigan Avenue. Amenities include gym, pool, and hot tub. Two queen size beds and a fold out sleeper sofa make it possible to sleep six. Chicago's premier downtown Streeterville neighborhood grants... View all property information
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From
$150
Per Night
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1 / 14
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Chicago, IL
2 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Stove
  • DVD Player
  • Safe
  • VCR
  • TV
  • Ceiling Fans
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Modern 3BD 2Bth Brick-Style Ranch! Sleeps 10!! ASK ABOUT OUR PRICE MATCHING OPTION!! Very affordable home in west suburb that offers easy access to the city. Sleeps up to 10 people. -3 Bedrooms -2 Bathroom -Hardwood Floors -Tiled Bathroom -Centrally controlled Heat and Air -Big back yard... View all property information
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  • Wheelchair access (64)
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  • Air Conditioning (160)
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