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Vacation Rentals with Pools in Highland Park and nearby

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    The following rentals are within 40 kilometres of Highland Park, Lake County, Illinois.

    From
    $197
    / Night
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    1 / 12
    4 of 5 stars (1) Very good
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $338
    / Night
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    1 / 14
    4 of 5 stars (1) Very good
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $3,284
    / Month
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    1 / 40
    4.5 of 5 stars (6) Very good
    Chicago, IL
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    From
    $491
    / Night
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    1 / 6
    2 of 5 stars (1) Poor
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Elevator/Lift access
    • Gym
    • Stereo System
    • Washer
    • Private Indoor Pool
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location. Situated in the heart of Chicago, this lovely building is within walking distance of American Medical Association Headquarters, Wrigley Building, and Tribune Tower. Also nearby are Hancock Tower and Millennium Park. Property Features. The front desk is open 24 hours a day. Guest... View all property information
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    Location Information
    Chicago, Illinois 60654
    2 of 5 stars Reviewed 11 May 2015
    The location is great but the condo needs a lot of touching up & work done to it. All the furniture was " yard sale grade " - very uncomfortable and cheap ! No tables...
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    From
    $338
    / Night
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    1 / 6
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Wi-Fi
    • Linens Provided
    • TV
    • Garage
    • Air Conditioning
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience the best Chicago has to offer with fully furnished serviced apartments located in the heart of the city. Whether staying for business or vacation, our locations allow you to live like a local and enjoy downtown Chicago to the fullest. With locations offering multiple bedrooms, complete... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $338
    / Night
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    1 / 9
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • TV
    • Swingset
    • DVD Player
    • Wi-Fi
    • Pool Table
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Tides at Lakeshore East, embrace a new standard of luxury featuring a modern contemporary feel. Situated in the city's newest neighborhood, LakeShore East, you have Millennium Park and the Lakefront right outside your door, with easy access to the Loop as well. Its a little neighborhood perfect... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $320
    / Night
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    1 / 12
    4 of 5 stars (1) Very good
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Gym
    • Shared Outdoor Pool...
    • DVD Player
    • Water Views
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 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
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    Location Information
    Chicago, Illinois 60654
    4 of 5 stars Reviewed 25 February 2013
    Viaggio in 2 coppie in occasione del congresso RSNA in Novembre. Ho trovato questa società che fitta appartamenti in diversi edifici a Chicago proprio tramite Tripadvisor; ci...
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    From
    $165
    / Night
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    1 / 11
    4.5 of 5 stars (7) Very good
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Stereo System
    • DVD Player
    • Washer
    • Air Conditioning
    • Dryer
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Enquiry
    Location Information
    Chicago, Illinois 60654
    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...
    4 of 5 stars Reviewed 16 October 2013
    An excellent downtown location in a really nice part of town... It was great having my own kitchenette and being able to make my own breakfasts and, sometimes, evening meals...
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    From
    $540
    / Night
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    1 / 32
    5 of 5 stars (27) Excellent
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Sauna
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Deck
    • Shared Indoor Pool
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brand new luxury 2 bedroom 2 bathroom corporate housing suite with panoramic views in a building unlike anything in Chicago!! The Resort is located in Chicago's high end neighborhood, Lakeshore East, where the Chicago River meets Lake Michigan. You will enjoy exclusive access to two full-floors... View all property information
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    Location Information
    Chicago, Illinois 60601
    5 of 5 stars Reviewed 19 May 2015
    We really enjoyed staying here and Nadiya is a great host, nothing but good things that I could say! Clean, well appointed, great location and views... we will return again!
    5 of 5 stars Reviewed 2 September 2013
    We arrived to a great welcome from Nadiya - everything was very straightforward and well organised. The apartment is superb, with terrific lakeside views and is very well...
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    From
    $234
    / Night
    View Details
    1 / 10
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Housekeeping...
    • TV
    • Gym
    • Elevator/Lift access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Chicago’s newest addition to Lakeshore East, Coast creates a coastal retreat on the shores of Lake Michigan. This beautiful property is situated in Chicago’s most desirable location with magnificent views of the River, the Lake and the world famous Chicago Skyline. View all property information
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    Location Information
    Chicago, Illinois 60601
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    From
    $737
    / Night
    View Details
    1 / 11
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Shared Indoor Pool
    • Satellite TV
    • Sauna
    • Gym
    • Central Heating
    • Internet Access
    • Dryer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Welcome to the luxury and tranquility of the Chicago Penthouse Suite, a rental residence with elegant condominium-quality interiors. The suite boasts 9.5' ceilings, floor to ceiling windows, a private balcony with grill, granite bath and kitchen, beautiful cabinetry, and stainless steel kitchen... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $234
    / Night
    View Details
    1 / 9
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • Air Conditioning
    • Elevator/Lift access
    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
    • Dishwasher
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Streeter Place is a remarkable new building designed for those who enjoy the very best that Chicago has to offer. From its progressive architecture to its distinctive lobby décor, Streeter Place offers a unique concept in urban living. Located in trendy Streeterville, Streeter Place is the smart... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $282
    / Night
    Payment Protection
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    1 / 24
    Chicago, IL
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Ocean Views
    • Water Views
    • Sauna
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Pool Table
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy this 36th floor studio in one of the most modern and luxurious skyscrapers in Chicago, The Aqua. The unit is 720 sq ft studio (as large as a 1 bedroom, but with a partial wall separating the living space from bedroom). Granite counter tops, stainless steel appliances, 42 inch flat screen TV... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $369
    / Night
    Payment Protection
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    1 / 23
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Garage
    • Internet Access
    • Patio
    • Air Conditioning
    • Dryer
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The South Loop is classic Chicago. In the South Loop, streets with decades of history come alive as music and life pulse magnetically. Chicago's South Loop is a neighborhood that's buzzing with bars, restaurants and entertainment; it's the perfect place to stay during your time in Chicago. The... View all property information
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    Location Information
    Chicago, Illinois 60616