Rental Partner
Basic Information
  • Room Type:Entire Apartment
  • Bedrooms:1
  • Bathrooms:1
  • Max Guests:4
  • Min Stay:3
  • Pets Allowed:No
  • dining area
  • satellite / cable
  • dvd player
  • parking
  • wireless internet
  • elevator
  • covered parking
  • air conditioning
  • linens provided
  • washing machine
  • clothes dryer
  • dishwasher
  • refrigerator
  • microwave
  • kitchen
  • cooking utensils
  • ice maker
  • outdoor grill
  • communal pool
  • pets not allowed
  • non smoking only
  • shopping
  • boating
  • sight seeing
  • dining
  • books
  • game room
  • pool table
  • television
  • stereo
  • internet
  • towels provided
  • fitness room / equipment
  • garage
  • fireplace
  • heating
  • hair dryer
  • iron & board
  • living room
  • dishes & utensils
  • pantry items
  • stove
  • coffee maker
  • toaster
  • chauffeur
  • private chef
  • concierge
  • staff
  • balcony
  • deck / patio
  • heated pool
  • hot tub
  • sauna
  • minimum age limit for renters
  • wheelchair accessible
  • children welcome
  • long-term renters welcome
  • bicycles
    FROM: $260 $1820 $7800
    1% above rentals in the area

    Penthouse #5 - WOW, This place is FABULOUS!



    This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with dramatic floor to ceiling window in the living areas and exquisite fireplace, this Penthouse gives you the ultimate in city …


      This is an awesome property, with spectacular views of the city and the lake, even better than the pictures. Location in River North is convenient to everything downtown, with the train stop right outside the front door. Condo is extremely well furnished, very clean and comfortable. And the fireplace is a real bonus, especially in the winter. Building is very comfortable with business center and library, and the gym is nice. The owners have thought of everything. The kitchen is equipped with every appliance and amenity imaginable. Bathroom is stocked with personal supplies that are nicer than many hotels. The owners are responsive to any issue, and are available to help with any questions. This is definitely a five star experience, and I would certainly stay here again.
      My wife and I spent a week in the unit. We were impressed with all aspects. The location is perfect, the unit is as advertised, the owners very pleasant to work with, a fair price and maybe the most outstanding feature is having access to the parking structure. We did not use the car much, but when we did, it was so nice to be able to come and go with ease. Not to mention the price - a small number included in the rental fee. We stayed in Manhattan the next week and paid 65$ per day, with no seven day discount ! September was a great time to visit the City!
      This is a great penthouse with exceptional views, spotless and perfectly maintained!!! And the location couldn't have been better. Booking was easy and the stay was relaxing and stress free from start to finish. We stayed nearly 3 weeks and loved every minute of it. We will definitely be back. As an added bonus, the Jewel-Osco grocery store is basically in the building so shopping is a breeze and all you will need to buy is food/beverages as the owners have thought of everything else. The kitchen is very well stocked and you will even find things like foil, saran, ziplock bags, garbage bags, dishwashing soap, etc. often not found in home stay type accommodations.
      We stayed here during our visit to Chicago. We arrived before check-in time, but the doorman was very accommodating with holding our luggage until the apartment was ready so we could go out to grab some breakfast. The first thing we noticed upon entering was... THE VIEW. It is so extraordinary you almost never want to leave the apartment itself. The apartment was fully furnished with any essentials we needed during our stay. I was able to cook breakfast in the mornings and even dinner one night. We also enjoyed the extensive gym and the complimentary Starbucks machine in the library :) The location is unbeatable. We were in walking distance of almost everything on our itinerary...Mag Mile, Millennium Park, Navy Pier, shopping, dining, etc. We HIGHLY recommend renting from Jim and Jeri-Lou for your trip to Chicago. They are so very welcoming and will accommodate you in any way you need. We will definitely be in touch with them for our next visit.
      Amazing view of the city. Super clean and cozy! The location could not be any better. We canceled our plans and stayed in a couple of nights to enjoy the view by the fireplace. Highly recommended and we will definitely go back! Very well stocked condo and organized.
      Reservation was painless as well as the check-in at the Grand Plaza. The building is perfectly maintained and all of the staff accommodating. The condo on the 52nd floor has a breathtaking view and was well appointed. Location could not have been better to enjoy all the Chicago sites. Loved it all
      This was a quiet getaway for me. I was very pleased the minute I walked in this penthouse. Very clean, very peaceful, and very welcoming. I am from Chicago so I've been in other highrises. The views here are the best! You can see far north, east, and west... all from one window! Wow! Jeri-Lou and Jim's hard work will make your stay oh so easy. The doormen were very kind and always smiled. I wish I could do this every season. I only left to get something to eat and go to the theatre. The night views are priceless! You can play where's Waldo all day. My son missed out this time. I would love to do this again soon. If you are looking for a place to call home for a few days, this is it.
      We recently visited Chicago for the first time and were lucky enough to book this penthouse. The Penthouse was awesome! In fact, we blew off some of our planned site seeing just so that we could enjoy relaxing in the penthouse and taking in the magnificent view. We plan on returning to Chicago next year and hope to book the Penthouse again.
      I recently stayed, for 3 nights, with my siblings in Penthouse #5. This was our first stay at this lovely condo and, assuredly, will not be our last. The view from every window is spectacular. The panorama can not even be captured by photos. Loving Chicago as we do, we each had an agenda of places to visit and/or revisit. It was, however, difficult to prod ourselves to leave - as the condo was an enjoyable experience in and of itself. The owners were very helpful, offering useful information about the area, as well as explicit instructions regarding directions, obtaining keys etc. Decor and cleanliness were impeccable. Could not have asked for a better experience. Thank-you!
      Great location! Close to Michigan Ave and lots of shops/restaurants within walking distance. Very quiet unit - couldn't hear sound from other units and the bedroom is removed from the living room so that stays quiet as well. We traveled with our 1 year old and there was plenty of space in the bedroom for the portable crib and we didn't have to worry about making noise and waking him up. There's a grocery store in the same building which is super convenient.
      Just returned from a long weekend. Excellent penthouse, with spectacular views. Positive are many, including great views of the city and the lake, up on the 52nd floor. View of the Hancock bldg. The building goes up to 56 floors, so you are near the top. The apartment is very clean which we appreciated. Flip side to that is as a renter, you do have to be responsible in keeping the unit in top shape, so there are some restrictions such as taking off your shoes and limits to the number of guests you can take up to check out the view. No big deal for us but if you're looking for a party unit, look somewhere else. The apt is very quiet, great location, blocks from Michigan avenue. There's a supermarket right next door, and of course tons of restaurants, bars, shopping. Amenity level is also very nice, with pool, weight room.
      We couldn't have asked for a better location for our Chicago trip! This condo not only had everything we needed for our stay, but was so close to all of the main attractions that Chicago has to offer. Just 1 block away we had a free trolley that took us to Navy Pier, and the subway red line was right outside the condo. We had children with us, so this convenience worked out wonderfully so their little legs didn't have to walk unnecessarily longer than needed. The condo had fantastic views day and night, and the pull out sleeper sofa was perfect for the kids! We would highly recommend this condo for anyone looking to be in the heart of the city with great amenities to make you feel at home.
      This was the most accommodating rental I have ever stayed in. They provided everything from pool towels to night lights. The kitchen was fully stocked. The view was beyond amazing! I stayed with my husband and our two young daughters. There was plenty of room and we walked to everything (Navy Pier, Willis Tower, John Hancock, shopping). I will definitely stay here again on our next trip to Chicago!
      JIM AND JERI LOU: We have been staying at your properties in Chicago since we sold our downtown condo years ago. We consider your properties as our home away from home. We love Chicago and we love your apartments and your attention to detail. We would never consider staying anywhere else. FORMER RESIDENTS
      This condo is absolutely beautiful and has everything you need to work and play in the city. The view is unbelievable! Thanks for a great stay!
      simply outstanding. the location is ideal. the condo is clean, fully equiped,comfortable, and offering a wonderful view. already looking forward to a chance to return. Jim and Jeri-Lou are very professional and delivered above our expectatiions.
      Always an extreme pleasure to stay at any of Jeri Lou and Jim's sites. Well maintained and thought out,they offer every comfort and amenity for your stay. I have recommended any/all of their locations to friends and family staying in the city.
      I completely recommend this penthouse. The location is perfect. The owners made the rental process extremely easy and fast. The doorman is helpful and nice. The best part... the view. Wow! Everything in the penthouse is clean and well equipped. The interior is ok and comfortable. You can't beat it for the money. There was no way to play music, so bring your own speaker. I should have asked, I would have brought my jambox.
      If you are looking for a convenient, beautifully appointed place to stay in the heart of Chicago, this is it! Just steps from the Red line and in the middle of wonderful restaurants and shops. The view is fabulous.
      This is an ideal location, walk to everything or hop on subway or train. The condo is fully equipped with everything you need, all the comforts of home. Grocery store right downstairs could not be more convenient! The owners are extremely attentive and responsive, you could not find a better spot for a Chicago getaway. We are repeat customers for sure! Thanks!

    You May Also Like...

    • $275 / night3 bed / 2 bathChicago, IL
      Luxury Rental, Modern, a+Location
      Brand new 3 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family or friends, consider our newly rehabbed Guesthouse on Ho...
    • $235 / night1 bed / 1 bathChicago, IL
      Mag Mile!- Beautiful Brownstone- the Best Location Downtown.
      City of Chicago Vacation Rental License #2125367. Rent Legally.

      Forget Lincoln Park and Wrigleyville...too far north. Enjoy the Chicago neighborhood feel while being literally right around the corner from all you are going to Chicago for. Walk...
    • $245 / night1 bed / 1 bathChicago, IL
      Gorgeous 1 Bedroom Unit In Chicago
      Experience the vibrancy of down town Chicago and delight in the modern, sleek comfort of wyndham grand Chicago river front — an intimate haven on the magnificent mile — offering chic accommodations in an exceptional setting. Just outside your door...
    See All Chicago Vacation Rentals  »
    Nearby Vacation Rentals
    This is an awesome property, with spectacular views of the city and the lake, even better than the pictures. Location in River North is convenient to everything downtown, with the train stop right outside the front door..


    Send Inquiry

    Please fill out the form to inquire about this rental

    Use of constitutes acceptance of the Tripping Terms of Use and Privacy Policy.
    Thank you! Your inquiry has been sent.

    Similar Properties in Chicago

    Using your search criteria, we found similar rentals for you. Click the button below and we'll send all the inquiries for you:

      Update Message to Host
      Hide Message

      Thanks for your inquiry!

      Head back to our search results to see all of Tripping's vacation rentals in San Francisco. Happy travels!

      Tripping Terms of Useclose
      Cancel OK