We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Elder Access Holiday Rentals in Chicago, IL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    €0
    €200 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Neighbourhood
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Chicago are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    Clear All
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 21
    5 of 5 stars (2) Excellent
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 32
    5 of 5 stars (4) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 7
    4 of 5 stars (7) Very good
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed 10 August 2015
    Stayed in the LPA location this past weekend and enjoyed the area tremendously. You have a park across the street and zoo just mins. down the road. The apartment itself is a cozy...
    4 of 5 stars Reviewed 13 July 2015
    Located across from Lincoln Park Zoo & Conservatory, this is an ideal location for a couple, or a family of 3. The apartment is on the 4th floor and features a large living room...
    See all reviews
    DePaul, Lincoln Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    PLEASE NOTE: This is not a new property. We have recently left our previous management company, which had been managing this and our other 6 properties for 2+ years. Please see photos for past reviews! Our historic Lincoln Park apartment features: 4 bedrooms and 2 baths Sleeping for 8 Premier... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 20
    4.5 of 5 stars (6) Very good
    DePaul
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    • Outdoor Dining Area
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    NOTE This calendar is updated weekly not daily. . Please also note that holiday weeks and special event weeks are at higher rates and require longer bookings. Please email to inquire. For over 20 years, this family-run building, Blarney's Brownstone, has been offering quality rentals. Located... View all property information
    Location Information
    Chicago, Illinois 60614
    4 of 5 stars Reviewed 18 November 2015
    we stayed at this garden apartment during my last visit to Chicago to attend a conference. The location could not be better, close to CTA and wholefood market. nice neighborhood...
    5 of 5 stars Reviewed 18 July 2012
    We first stayed at this holiday rental last summer when visting our son at Depaul university. The location of the rental is good for exploring the lincoln park area and an...
    See all reviews
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Porch
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Chicago, Illinois 60618
    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Grill
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in the vibrant and historic Andersonville, our spacious apartments are ideal for guests looking for a special getaway. Unit includes gourmet kitchen with breakfast bar, king size bed, and balcony... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed 28 May 2016
    We frequently visit Chicago and find ourselves staying in the northern suburbs. This apartment rental was a find! Very classy and comfortable, room to spread out, a well stocked...
    See all reviews
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    TWO-BEDROOM SUITES WITH BALCONY Open gourmet kitchen with stainless appliances Granite breakfast bar Bright and sunny living room with 10' ceilings Private balcony complete with gas grill and patio furniture King-sized bed in the master bedroom Spa-like bathroom with glass shower Two Bedroom... View all property information
    Location Information
    Chicago, Illinois 60640
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Terrace
    • Washer
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    3 bedrooms, 2 full bathrooms, Balcony with Grill, sleeps 8. Kid Friendly<BR><BR>Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in a family-owned boutique building in the vibrant and historic Andersonville neighborhood, our Chicago vacation... View all property information
    Location Information
    Chicago, Illinois 60640
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Northwest Side
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two bedrooms, two 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 6 people. FREE Wireless internet access. FREE parking on public street in front of the building. Bus... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 20
    4 of 5 stars (1) Very good
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Brand New Renovation, Hardwood floors Throughout , New fully stocked Kitchen and brand new Bath. Leave your troubles behind and escape to a clean, Modern, Cozy and Comfortable Apartment. We have Fresh Linens, Clean Soft Towels, coffee and tea as well as everything you need to cook for a longer... View all property information
    Location Information
    Chicago, Illinois 60657
    4 of 5 stars Reviewed 4 April 2016
    Pros: Ideal for 1-2 people traveling. I think there's an inflatable mattress or something to set up in living room for more. Nicely updated apartment. Walk to Wrigley...
    See all reviews
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo, located on Lake Shore Dr. is in the prestigious east Lincoln Park and hip Lakeview area. It has scenic views of Lake Michigan and Belmont Harbor from both the bedroom and living room. A few blocks away from Broadway Street and its stretch of restaurants, bistros, and nightlife. Steps... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 26
    5 of 5 stars (1) Excellent
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Hot Tub
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Unit not available for daily rental in July 4th Holiday !<BR><BR><BR>*Prices may vary depending on the season. Premium months are between April and September. <BR>*Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay.<BR><BR><BR>Michigan Avenue... View all property information
    Location Information
    Chicago, Illinois 60616
    5 of 5 stars Reviewed 9 December 2014
    The view really is amazing and the apartment is well-equipped. After a little trouble getting in (which was solved by friendly staff right away), we found everything we...
    See all reviews
    1 / 10
    5 of 5 stars (3) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district and the Art Institute of Chicago. Located on the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the... View all property information
    Location Information
    Chicago, Illinois 60601
    5 of 5 stars Reviewed 14 March 2016
    We recently stayed here for an extended weekend vacation and were very happy with this hotel. The location was perfect! Rooms were very spacious and clean! We even ordered...
    5 of 5 stars Reviewed 10 June 2015
    From the time that we checked in to the time that we left, everything was great. The staff and service was first rate. The rooms were clean and well kept. The front desk was very...
    See all reviews
    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Andersonville, Edgewater, Loyola's campus and great restaurants, like Uncommon Ground, are a block away. Shopping and the lakefront are less than a 5 min walk away. There's no need for a car here, it's a short walk to the red line. The Space This is a large, bright, happy space. The apartment is... View all property information
    Location Information
    Chicago, Illinois 60660
    5 of 5 stars Reviewed 18 June 2016
    This is a fabulous flat, exceptionally clean, comfortable, well equipped and well decorated! John is an extremely thoughtful host, providing fresh flowers in every room, fresh...
    See all reviews
    1 / 17
    5 of 5 stars (42) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Balcony
    • Washer
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Terrace
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    City of Chicago Vacation LICENSE NO.: 2087699 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville. Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed 19 April 2016
    I would highly recommend staying in this residence. Paul was excellent in my dealings with him--timely and detailed. The 2nd floor apartment with 3 bedrooms were perfect for our...
    5 of 5 stars Reviewed 20 March 2016
    What a lovely place for a holiday visit! It's peaceful, historic and filled with antiques - spotlessly clean, and everything one could need for a home away from home feel. The...
    See all reviews
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Hot Tub
    • Shared Indoor Pool
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This 60-story sleek skyscraper in the loop is very classy and chic. It is located in the downtown loop area, and borders the Chicago River. The beautiful new skyscraper is situated next to numerous restaurants, nightlife spots, and shopping. This full 1br condo has a modern and clean feel, and... View all property information
    Location Information
    Chicago, Illinois 60601
    Lakeview
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our updated Lakeview/Lincoln Park apartment features: 4 bedrooms and 2 baths Sleeping for 10 Premier location near shopping, dining and parks Gourmet-inspired kitchen with full appliance package Recently furnished with modern appointments Classic meets contemporary interior WiFi and cable Linens... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • DVD Player
    • Balcony
    • Grill
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our suite features Two Bedrooms/Two Bathrooms with a pull out couch and can accommodate six guests. Suite also contains fully equipped gourmet kitchen and is perfect for families or individuals, traveling for business or pleasure. Guests can enjoy their individual balconies with gas grill as well... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed 26 August 2015
    This apartment is specious, clean and luxurious. the living seating area has a comfortable couches and big TV. The kitchen is elegant and fully equipped. The staff are really...
    See all reviews
    Get the List
    1 / 11
    4.5 of 5 stars (8) Very good
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Balcony
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    1 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
    Location Information
    Chicago, Illinois 60654
    3 of 5 stars Reviewed 5 August 2015
    This place was in a great location, right around the corner from Grand Station on the red line. There is a grocery store Jewel-Osco on the block and quite a few restaurants...
    5 of 5 stars Reviewed 26 June 2014
    My husband and I stayed in a 1 bedroom apartment on the 34th floor of the AMLI River North building for 3 weeks. We rented the unit through Manilow Suites, a short term corporate...
    See all reviews
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a one bedroom loft with the living-room converted into a second bedroom. It has two beds in the bedroom and the living-room has a bunk bed.<BR>800 square feet<BR><BR>32″ Flat-screen TV<BR>Wireless Internet-5 MPBS<BR><BR>This luxury condominium is conveniently located one block to McCormick... View all property information
    Location Information
    Chicago, Illinois 60616
    3 Bedrooms, 1 Bathroom, Sleeps 14 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    beautiful three bedroom apt with a vintage feel. 1 bathrooms, a beautiful kitchen, stainless steel and black appliances, fridge, microwave, stove, with a beautiful ceramic breakfast bar. , perfect for a group of people traveling together yet rooms are spacious and separate from each other to... View all property information
    Location Information
    Chicago, Illinois 60612
    DePaul, Lincoln Park
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    PLEASE NOTE: This is not a new property. We have recently left our previous management company, which had been managing this and our other 6 properties for 2+ years. Please see photos for past reviews! Our historic Lincoln Park apartment features: 4 bedrooms and 2 baths Sleeping for 8 Premier... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 15
    5 of 5 stars (2) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Patio
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. The apartment is in an ideal location to come and explore Chicago. Stroll 2 blocks through... View all property information
    Location Information
    Chicago, Illinois 60657
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ENTIRE SPACE This is an ideal location for visitors. This is modest but nice and completely private studio condo in the Gold Coast located near Water Tower Place, the Hancock Tower, and the Museum of Contemporary Art. It’s 1/2 block from the public transportation stop ( trains and buses), 4 blocks... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 30
    5 of 5 stars (37) Excellent
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Chicago, Illinois 60625
    5 of 5 stars Reviewed 2 weeks ago
    I absolutely loved this place, from the emails I sent to Cheryl ( with her quick responses) to the condo itself. Everything was as advertised. The place was spotless, the little...
    5 of 5 stars Reviewed 19 August 2015
    The owner thought to provide everything you might need. Little things like a few snacks and a fan in the bedroom made the place welcoming from start to finish. Large den space...
    See all reviews
    1 / 37
    4 of 5 stars (7) Very good
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Studio Apartment Downtown Chicago Millennium Park <BR><BR>walking distance most attractions <BR><BR>close to public transportation... View all property information
    Location Information
    Chicago, Illinois 60611
    4 of 5 stars Reviewed 15 June 2016
    The 2 bedroom apartment (#2005) in this classic building was perfect for our weekend watching the America's Cup qualifying round. The apartment's furnishings are a bit tired, but...
    4 of 5 stars Reviewed 18 August 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...
    See all reviews
    1 / 9
    4 of 5 stars (1) Very good
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic Mattresses, Cleaning Service... View all property information
    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed 29 September 2014
    The apartment was more spacious and comfty than it appeared in photos. The location was excellent, we had everything we could need at much 2 blocks away (restaurants, bars...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 7 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Great for groups or for just the two of you. Steps from the beach, nightlife, restaurants, and tourist attractions. Located in Old Town. This rental comes with local discounts, 24 hour fitness center, rooftop deck with hot tub, and much more!! Inside the loft are 2 queen size beds, one giant... View all property information
    Location Information
    Chicago, Illinois 60423
    1 / 38
    4 of 5 stars (2) Very good
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Patio
    • Shared Garden
    • Internet Access
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic Mattresses, Cleaning Service... View all property information
    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed 14 September 2015
    We recently stayed here for 1 week. Location is perfect, safe, close to Lincoln Park, train, the lake and much more. John was very attentive to our needs and responded always in...
    4 of 5 stars Reviewed 20 September 2012
    We rented a one-bedroom apartment in this six-apartment building for the entire summer, so we could experience Chicago without exhausting ourselves. Cozy apartment, comfortably...
    See all reviews
    Lakeview
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Lakeview neighborhood is an incredible Chicago experience! We live 3 blocks from the Brown Line stop, just a 7 minute walk from Wrigley field, right next door to some amazing Southport Corridor shopping, and terrifically close to a lot of other amazing venues. This apartment is completely... View all property information
    Location Information
    Chicago, Illinois 60657
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Exclusive tower location, feet from The Bean and the Loop L Train! Local guidebook telling you what to hit and skip! We're from Chicago. We live here. We know the place, and we have an opinion! This is your best option for an amazing base to explore Chicago, with 7 others! This is the BEST... View all property information
    Location Information
    Chicago, Illinois 60602
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Satellite TV
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Stunning, contemporary and flawlessly designed single family home in Chicago’s Lakeview neighborhood. The residence boasts 5000 sq feet of indoor and outdoor living, featuring top of the line finishes and furnishings, including granite and stainless steel in a gorgeous chef’s kitchen with Viking... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 33
    5 of 5 stars (1) Excellent
    Near North Side
    Studio, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Terrace
    • Washer
    • Outdoor Dining Area
    • DVD Player
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience our amazing, over sized, fully furnished “Old Town Chicago” studio with private balcony designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic... View all property information
    Location Information
    Chicago, Illinois 60610
    5 of 5 stars Reviewed 6 June 2015
    This was our first time renting instead of booking a hotel, but John was extremely helpful with this experience. I especially appreciated his timeliness in answering any questions...
    See all reviews
    1 / 27
    4.5 of 5 stars (6) Very good
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    1 KING SIZE Bed in the masteroom and 1 full size bed in the second and air-mattress available for more than 5 people 1600 square feet Sleeps 6 2 Flatscreen TVs Clean freshly-washed white sheets and white Towels waiting for you. Coffee maker now available. Private garage parking in the... View all property information
    Location Information
    Chicago, Illinois 60605
    4 of 5 stars Reviewed 29 May 2015
    I actually rented this place for the "bike the drive" cycle ride over Memorial Day. The pictures are accurate. Tee was always available for questions, checking in, etc. a short...
    5 of 5 stars Reviewed 7 November 2014
    The Condo was a great place for rest and relaxation between all the excitement we found in Chicago. Outstanding views of the Chicago skyline, great location, comfortable beds and...
    See all reviews
    West Town, Wicker Park / Bucktown
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Remember John Cusack's movie, High Fidelity? This would have been his dream Wicker Park apartment - right above Reckless Records, in the best part of the neighborhood - steps from the best bars, restaurants, shopping, the Blue Line el. Gorgeously appointed, a full European steam shower. This... View all property information
    Location Information
    Chicago, Illinois 60622
    4 Bedrooms, 1 Bathroom, Sleeps 17 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Room type: Entire home/apt Property type: Apartment Accomodate: 12+ Bedrooms: 3 Bathrooms: 1 Beds: 5 Check In: 3:00 PM Check Out: 12:00 PM Amenities Wifi Parking Kitchen utensils Price Extra People: $18 / night after the first guest . Cancellation level? Cleaning Fee: None Security Deposit:... View all property information
    Location Information
    Chicago, Illinois 60608
    1 / 8
    3.5 of 5 stars (4) Average
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautifully furnished Studio/ 1 BA apartment sits in downtown Chicago's premiere location, right on Michigan Avenue, as well as steps from all the best shopping, restaurants, and entertainment Chicago has to offer. This apartment has a queen-sized, single bed, and a large sofa to comfortably... View all property information
    Location Information
    Chicago, Illinois 60605
    3 of 5 stars Reviewed 9 June 2016
    This studio is on the 34th floor with great views of Michigan Av. You can walk to the ART Institute and other downtown sites. The decor of this apartment lacks any personality...
    5 of 5 stars Reviewed 5 April 2016
    Great place. perfect location, it is walking distance to anywhere your heart desires. my girlfriend and i enjoyed our time there. very clean and very safe building. Brandon (the...
    See all reviews
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Newly built apartment close to Michigan Avenue,Millennium Park, Chicago Theatre,The Art Institute ,Shopping,Movie Theater,Bars and Restaurants. You’ll love my place because of Wonderful view of city living,nice quiet neighborhood, , the comfy bed, the kitchen and the coziness.. My place is good for... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 18
    4 of 5 stars (1) Very good
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation... View all property information
    Location Information
    Chicago, Illinois 60602
    1 / 21
    5 of 5 stars (55) Excellent
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    <div id="FK_Excellence_Badge532128b15b46b"> <a href="http://www.flipkey.com/"><img alt="flipkey" src="http://www.flipkey.com//img/FK-logo-90x14.png"/></a> <script src="http://www.flipkey.com//widgets/badges/excellence/32950/532128b15b46b/72129/"></script> </div> Located... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed 13 October 2015
    A nice roomy 2-bedroom flat on the third floor. I was well-decorated and furnished. The owner was easy and responsive -- in fact, one of the easiest that I have ever dealt. We...
    5 of 5 stars Reviewed 6 August 2013
    We had the best weekend here. What a great place to call home for a long weekend. It is walking distance to everything in Wrigleyville and less than a $10 cab ride down town. I...
    See all reviews
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Modern luxury One bedroom with queen size bed Location, Location, Location Hotel type amenities. Queen size bed in your private room 900 square feet space Sleeps 4 Flatscreen TV in the livingroom Wireless Internet is not available Clean freshly-washed white sheets and white Towels waiting for... View all property information
    Location Information
    Chicago, Illinois 60616
    1 / 21
    5 of 5 stars (2) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Sauna
    • Patio
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    5 of 5 stars Reviewed 3 weeks ago
    My husband and I stayed here for 5 weeks while visiting with family in Chicago. The apartment was super clean as was the rest of the building. We could not have been happier...
    5 of 5 stars Reviewed 4 weeks ago
    We rented the apartment at 215 w washington for 5 weeks. The building is very luxurious and the apartment was perfect.Very clean and has anything you can ever imagine. The...
    See all reviews
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Terrace
    • Balcony
    • Hot Tub
    • Sauna
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Take in views of the entire city from this massive Iconic skyscraper in downtown Chicago. Experience elite luxury and comfort from your own perch overlooking the Chicago skyline. This building is equipped with full gym, indoor outdoor pools and hot tubs, dry and wet saunas, and on-site 5-star... View all property information
    Location Information
    Chicago, Illinois 60601
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This historic turn of the century home has been recently remodeled while paying homage to original and period details like crown moldings and stained glass. Fresh, clean and sparkling with drop dead mid century décor. Both comfortable, roomy and stylish. There is a large fully stocked kitchen with... View all property information
    Location Information
    Chicago, Illinois 60625
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Satellite TV
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Phoenix Golden Property 23 is close to The Beach, The golf court. You’ll love my place because of Authenticity , the coziness, the views, the location, the people, the high ceilings. My place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry... View all property information
    Location Information
    Chicago, Illinois 53211
    Lakeview
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This unit is an officially licensed Chicago Vacation Rental. License #2438048 There’s nothing average about this 4-bedroom, 3-bath apartment in Lakeview. Whether it’s the vast interior with plenty of elbow room for 11 people, the premier location in one of Chicago’s most vibrant neighborhoods or... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 51
    3.5 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Sauna
    • Satellite TV
    • Internet Access
    • Patio
    • Shared Outdoor Pool...
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Unit not available for daily rental in July 4th Holiday ! 1 week minimum<BR><BR><BR>*Prices may vary depending on the season. Premium months are between April and September. <BR>*Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your... View all property information
    Location Information
    Chicago, Illinois 60601
    5 of 5 stars Reviewed 30 July 2014
    The rental was exactly like the write up. Magnificent view of the skyline and centrally located to enjoy downtown Chicago. It was clean and well set up for our 5 day stay. Easy...
    5 of 5 stars Reviewed 1 July 2014
    This was a lovely condo in a fabulous building, and in a truly great location! Central to public transport, shopping, museums, restaurants and Millennium Park---can't think of a...
    See all reviews
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A rare opportunity to stay in Chicago's most prominent neighborhood! This fabulous apartment features 2 bedrooms and 1 bathroom, bright and spacious living room with a designated dining room. The kitchen comes fully equipped with dinnerware, flatware, pots and pans, french press coffee makers,... View all property information
    Location Information
    Chicago, Illinois 60610