Is the Navy Pier listed on the top of your list of Chicago must-sees? The Navy Pier is one of Chicago’s best-known landmarks. It draws hundreds to thousands of tourists every day, so it can get really crowded especially during long weekends and holidays. To help you beat the crowd and make sure you enjoy every inch of the Navy Pier without much stress, we highly suggest staying near this well-known attraction. We scoured the whole city for 10 amazing vacation rentals that are located minutes away from the Navy Pier. These properties range from compact condos perfect for couples to spacious penthouse suites. Here are the best Vrbo accommodations near the Navy Pier, Chicago.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on July 24, 2024.
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1. Family-friendly luxury loft high up in the sky (from USD 778)
Streeterville is one neighborhood you shouldn’t miss while you’re in Chicago. And what better way to experience the community by staying in a Vrbo here? This high-rise luxury loft is a worthy candidate, especially if you’re traveling with a group of six people. There are three bedrooms and three bathrooms in the apartment, along with a custom state-of-the-art kitchen with quartz countertops and duotone cabinetry. Floor-to-ceiling windows cover one side of the apartment so you and your friends can take in breathtaking views of Chicago’s most famous landmarks, the Chicago River, and Lake Michigan.
Top guest reviews
Amenities & Room:
Wonderful floor to ceiling windows facing the lake andStill cant get over the views from the roof and the condo itselfA pool game room and cable tvanywhere we wanted to be Plenty of space for 3 couples to coexist in the unitThe apartment is on a high floor with views out in two directions - city and lake (the master is in the corner with glass walls all around - stunning )Cleanliness:
Everything was clean and as describedThe decor is beautiful - exactly as picturedVery good location with satisfied facilities and reasonable price3 bathrooms were great and the best was the viewsThe location couldn't be beat and the views of the lake and river were amazingHost:
He was so helpful and responsive to our inquiriesThe host (Juan) is amazing to work with he has outstanding communication skills and is very accomodatingthe next to final day being so strongThe manager Juan was very helpful in showing us the building and answering any questions we hadYou could control the temp within the unit and all appliances were in good working orderRead more reviewsLocation:
The location of this apartment was perfect Very close to all restaurants and shopping downtownThe location and views are incredibleThe location was perfect for us an easy walk to Navy Pier parksWe stayed at this property for 4 nights and enjoyed every minute of itGreat place with good views and close walks to stores
2. Luxury condo suite with baby-friendly features (from USD 823)
It’s tough to find a great place to stay, especially when you’re traveling with babies and young kids in tow. So if that is your situation, this comfortable yet luxurious Streeterville condo is the perfect Vrbo in the Windy City. There are three bedrooms and three bathrooms in the property, with hardwood floors and Egyptian cotton finishes. As for the baby essentials, the condo is ready with high and booster chairs, kiddie books, and other helpful stuff to keep the young ones entertained. If you’re not traveling with kids, you can easily stash these items away from sight.
Top guest reviews
Amenities & Room:
Extra treat was being able to view the fireworks from the apartmentAll I can say the apartment was even better than the pictures showI was in town with a colleague for a conferenceThe property is nice and clean with a gorgous view of lake and navy pierWe really enjoyed our stay - loved having both the river view and the lake viewCleanliness:
I hope to return soon CheersJuan made our check in very easy and the apartment was clean and the beds super comfortableHost:
Great first-time experience with Vrbo Wonderful property with nice amenitiesThe property manager was super friendly helpful and very accommodatingThey were prompt in answering any questions we hadLocation accommodations and communication were greatbright quiet lovely views Worked out well for our family that included a young childRead more reviewsLocation:
The apartment is in a wonderful location just minutes form the Navy Pier walking distance to great restaurants and shops and well suited for 2 families to spread out and be comfortableA great place to stay in downtown ChicagoRight in the heart of downtown Chicago a short walk to the Navy PierThere were plenty of grocery stores restaurants and coffee shops within a block or two; same for public transitAmazing views from every window Easy to walk to Michigan avenue and other spots throughout Great location for a family trip
3. Relaxing penthouse suite with city views (from USD 844)
Sitting on the 53rd and 54th floors of the Grand Plaza is this plush loft penthouse suite great for a maximum of eight people. There are two bedrooms, and three bathrooms in the unit. From every nook and cranny of the suite, you’ll be able to admire vistas of Chicago’s skyline and the sky as it changes from dark to baby blue and fiery sunset hues. Eat out at River North or North Michigan Avenue or play chef for the night (or the rest of your stay) and make the well-equipped kitchen your playground.
Top guest reviews
Amenities & Room:
The only minor negative was that the basketball court was unavailable for 2 of the 4 daysAs mentioned in a few other reviewsThe place was as it was described but the view from up top is something to experience in personOur two teenage boys were looking forward to using that as much as possibleThe apartment is simply exquisite and absolutely enhanced our first visit to lovely ChicagoHost:
Jeri-lou and James were great hosts: answered my questions and accommodated our family graciouslySpacious clean well-stocked homeThe hosts Jim and Jeri-Lou were so helpful and accommodatingThe owners left detailed instructions and were very quick to respondrestaurants jazz clubs and music venues all within walking distance Not to mentionRead more reviewsLocation:
The location is perfect - River North neighbourhood has many barsbut it's still quite lightThe apartment is conveniently located with a subway right outside the building (Red Line) a grocery store on the ground floor and plenty of restaurants within walking distanceThis was a great location if you want to have easy access to downtown Chicagoit is also located so close to Magnificent Mile
4. Million-dollar penthouse suite with amazing city views (from USD 946)
Live the sweet life in Chicago, even if just for an extended weekend, at this gorgeous penthouse suite that occupies the 55th and 56th floors of its high-rise: the Grand Plaza. You’re going to feel on top of the world, with each level having its own set of floor-to-ceiling windows. There are three bedrooms (and a space you can convert into a fourth one) and two bathrooms, which is plenty of space for up to eight people. You’re also going to be well-situated when you stay here: elegant North Michigan Avenue, artsy River North, and Downtown Chicago are all a short distance away.
Top guest reviews
Amenities & Room:
because there are only three bedrooms 4because that will minimize the risk that you'll make marks on the staircase walls with your luggageThe online photos looked great and the reviews were glowingluggage upstairs to the 56th floor bedrooms; instead you need to exit with your luggage wait for the elevator take it up one floorVery spacious Kitchen is fully equippedCleanliness:
Very clean comfortable accommodationsThe condo is very clean and well equippedVery clean and well suppliedHost:
The communication with the owner is very thorough and in timely mannerknow that your rental rate does NOT include an amenity you would expect in any good hotel or well appointed homethey had terrible experiences with other vistors and thats why they have a super-strict and demanding tone of voiceThe most amazing things about this property are the viewsand even when Jim came the next day to untangle them sufficiently to let the blinds down most of the way the vents did not close completely and there were light leaks everywhereRead more reviewsLocation:
It is also a very convenient locationThe property is ideally located in downtown next to red line walking distance from The Magnificent Mile and lots of attractionsAnd so much else was within walking distanceThe location in the River North area is fantastic and many top ranked restaurants are within walking distanceAnd the location is amazing
5. Cozy high-rise suite with natural light (from USD 416)
This one-bedroom suite at the Grand Plaza is ideal for couples or small groups (maximum for four people). The floor-to-ceiling windows provide plenty of ventilation as well as gorgeous city and lake views. Come nightfall, go down and explore the neighborhood’s culinary offerings or stay at the suite and prepare your favorite meals using the fully equipped kitchen. When you rent this Vrbo, you also gain access to most of Grand Plaza’s shared amenities. These include an outdoor pool terrace and a fitness center.
Top guest reviews
Amenities & Room:
very well equipped kitchen comfy bedmodern and quiet An added bonus was the balconyThe place is perfect for the downtown feel of Chicagofirst i had an issue with the water pressure of the showerright downtown and the suite was awesomeCleanliness:
The place was clean and as advertisedUber drivers were reasonable and timely saving us from walking everywhereHost:
Chris the doorman was incredibly helpfulThe dog area as well as the pool area were very niceThe security guard was very pleasant and helpfulAlso a must have is Garrett's PopcornFrom the moment we entered the building I knew we had made a good choiceRead more reviewsLocation:
The Grand Vista was located in a great spotIt was easy to walk to many activitiesTwo blocks from the Grand Plazasubway stop on the corner)corner of State & Grand steps from the Red Line so very easy to get here from the airport
6. Chic and pet-friendly Downtown loft (from USD 200)
Take this once-in-a-lifetime chance to experience one of Chicago’s historic homes. Built in 1897 and updated in 2016, this spacious luxury loft in Downtown Chicago balances history and modernity. There are two bedrooms (with their own king-sized beds) and two bathrooms in the property, which can sleep a total of seven guests. The crowning glory of this loft, however, is the rooftop deck where you can enjoy panoramic views of Downtown Chicago and the Magnificent Mile.
7. Five-star condo suite in Chicago's hottest address (from USD 75)
If resort-style living in the Windy City is what you’re looking for, this spacious condo will perfectly fit the bill. It’s a three-bedroom, three-bathroom suite, meticulously decorated and furnished to give you the most luxurious, five-star hotel experience possible in a Vrbo. Those beds? Covered in Egyptian cotton sheets! The living room flows into the dining space that sets six. Here, you can enjoy views of the Chicago skyline while you savor your meal. And speaking of meals, there’s a top-of-the-line gourmet kitchen fully stocked with essentials. The host also offers an attached garage parking, completely free of charge.
Top guest reviews
Amenities & Room:
It is even more stunning in real life than in the picturesThere was plenty of space and the views are great especially in the master suiteWe stayed here during the Chicago housewares show and it worked out perfectly for our corporate retreatThe apartment was nicely furnished and many extras for cooking were already therethe master bedroom views from the lake to downtown are superbCleanliness:
The unit was clean and nicely decorated Location is excellent so convenient to everything you want to doThe apartment was well furnished comfortable and very cleanProperty was everything and more Communication was promptHost:
Michelle was a great host Nice to have the quality of gym and indoor pool onsite too ThanksWe could not have been more impressed with this propertyall necessities provided plus nice additional touches Easy check-in and check-outCheck-in was great as Michelle was easily available via text and coordinated with us as we were delayed in arriving The parking garage and included parking space was a definite plus for usSeamless check in and check outRead more reviewsLocation:
The location was perfect with an easy walk to subway stopsGreat location just a block off of Michigan AveOne block from Michigan Ave for perfect access to shopping and Navy PierThe location made it possible for us to walk everywhereThere is a large Whole Foods store just around the corner which was very convenient
8. Urban and pet-friendly retreat high up the city (from USD 525)
Pet-friendly spaces are also challenging to find, especially Vrbos. So if you’re traveling with your dog to Chicago, this great urban retreat is the place you want to book. For you and your human companions, there are two bedrooms and two bathrooms that can accommodate up to six people. As for your best friend, all you need to do is pay an additional fee and Fido can come and stay with the group.
Top guest reviews
Amenities & Room:
The beds were comfy and the view was outstandingThe unit could use a little cleaning especially dust/mold on the ceilings in bedrooms/on suite bathroomcomfortable beds fully stocked A bit warm due to no air in master BR (it spewed out heatThe unit was clean with a well equipped kitchen and comfortable bedsonly complaint is that it needs some deck furniture to enjoy some outside time Had to pull the dining room chairs out to sit on the deck would been nice if there was a comfy set of chairs or lov...Cleanliness:
was clean and spacious and in a great locationThe 2 bedroom apt was clean and spaciousHost:
The doorman was very friendly and helpfulso was a bit warm Great support with our request and would definitely rent againrunning track and dog parkLuggage drop off and reload was a breeze with assistance from the doorman who was extremely friendly and helpfulThe deck was great views were amazing Close to Navy Pier & all downtown attractionsRead more reviewsLocation:
There is a market located on the cornerPerfect location within walking distance to most placesTHANK YOU VACASA FOR THE PROFESSIONALISM IN GETTINGI visited Chicago for a conference in May of 2018 and stayed in this property withGreat choice for a centrally located condo in downtown Chicago
9. Luxury suite with grand views of Lake Michigan (from USD 567)
Located close to the Navy Pier, this luxurious suite is a great option if you’re looking for a “full Chicago experience.” It has two bedrooms and two bathrooms, accommodating a total of six people. There’s a private balcony outside where you can breathe some fresh air and enjoy stunning lake and city views. Down at the streets, you’re only a short walk away from dozens of dining, shopping, and entertainment. But if you’re not up for that, you can watch your favorite shows in the suite or experience Grand Plaza’s many amenities.
Top guest reviews
Amenities & Room:
Worth noting that the parking is in the same building-are top of the lineThe comfortable 2 bedroom and 2 bath has an excellent northwest panoramic view of the city and partial views of the Lakewe headed off up the street which was wrongAbsolutely loved the apartment and the viewsCleanliness:
Fabulous apartment with good views of the city centrally locatedthe sheets are not very softHost:
We came for a business trip and were very impressed with the accommodations here Exactly as expected and very safe comfortable and relaxing Great viewGreat visit great cityIt is a great location and made a wonderful base for a weekend break with my parentsAwesome property location and view would recommend this to everyonewe had a great time with in walking distance to everything we wanted to do and seeRead more reviewsLocation:
The location is perfect within walking distance of everything you needThis was a great location to visit Chicago but still be able to get a walk and workout inThe property was ideally located to walk to all the restaurants you could ever want and close to the Mag Mile for shopping Navy Pier only a 15 min walk alsoWell stocked with the supplies needed Close to everything we were there for including Millennium Park and Michigan Avenue Pool area and fitness centerand we even played a few rounds of pool
10. Sleek and spacious condo near Grant Park (from USD 382)
Chicago Loop is another convenient place to stay when you’re visiting Chicago, and this sleek space at The Plymouth can be the perfect home base. You can bring seven close friends and loved ones with you, as the suite has four bedrooms and three bedrooms− all enough to accommodate everyone. Other apartment highlights include the floor-to-ceiling windows, chef’s kitchen, and high-speed Wi-Fi. From here, you can also visit many of Chicago’s best-loved landmarks and attractions, such as the Navy Pier, Grant Park, and the Adler Planetarium.
Now you're only a short distance away from the Navy Pier
Once you get to Navy Pier, you can go on a cruise, check out any of the local events being hosted in the area, do some shopping, sample local food, or simply sit down and watch the day go by. For more Chicago travel guides, browse our website!
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