4 Best Vrbo Vacation Rentals Near The Navy Pier, Chicago, Illinois

vrbo chicago navy pier
Vanna
Vanna 
Updated
| 5 min read

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 March 13, 2023.

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.

Stayed at this property?
37 reviews   Wifi Available
Apartment 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Wonderful floor to ceiling windows facing the lake and
Still cant get over the views from the roof and the condo itself
A pool game room and cable tv
anywhere we wanted to be Plenty of space for 3 couples to coexist in the unit
The 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 described
The decor is beautiful - exactly as pictured
Very good location with satisfied facilities and reasonable price
3 bathrooms were great and the best was the views
The location couldn't be beat and the views of the lake and river were amazing
Host:
He was so helpful and responsive to our inquiries
The host (Juan) is amazing to work with he has outstanding communication skills and is very accomodating
the next to final day being so strong
The manager Juan was very helpful in showing us the building and answering any questions we had
You could control the temp within the unit and all appliances were in good working order
Location:
The location of this apartment was perfect Very close to all restaurants and shopping downtown
The location and views are incredible
The location was perfect for us an easy walk to Navy Pier parks
We stayed at this property for 4 nights and enjoyed every minute of it
Great place with good views and close walks to stores
Read more reviews
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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.

Stayed at this property?
49 reviews   Wifi Available
Apartment 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
Extra treat was being able to view the fireworks from the apartment
All I can say the apartment was even better than the pictures show
I was in town with a colleague for a conference
The property is nice and clean with a gorgous view of lake and navy pier
We really enjoyed our stay - loved having both the river view and the lake view
Cleanliness:
I hope to return soon Cheers
Juan made our check in very easy and the apartment was clean and the beds super comfortable
Host:
Great first-time experience with Vrbo Wonderful property with nice amenities
The property manager was super friendly helpful and very accommodating
They were prompt in answering any questions we had
Location accommodations and communication were great
bright quiet lovely views Worked out well for our family that included a young child
Location:
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 comfortable
A great place to stay in downtown Chicago
Right in the heart of downtown Chicago a short walk to the Navy Pier
There were plenty of grocery stores restaurants and coffee shops within a block or two; same for public transit
Amazing views from every window Easy to walk to Michigan avenue and other spots throughout Great location for a family trip
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
165 reviews   Wifi Available
hotel suites 8 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The only minor negative was that the basketball court was unavailable for 2 of the 4 days
As mentioned in a few other reviews
The place was as it was described but the view from up top is something to experience in person
Our two teenage boys were looking forward to using that as much as possible
The apartment is simply exquisite and absolutely enhanced our first visit to lovely Chicago
Cleanliness:
You can't beat the location
Great location and very clean
Host:
Jeri-lou and James were great hosts: answered my questions and accommodated our family graciously
Spacious clean well-stocked home
The hosts Jim and Jeri-Lou were so helpful and accommodating
The owners left detailed instructions and were very quick to respond
restaurants jazz clubs and music venues all within walking distance Not to mention
Location:
The location is perfect - River North neighbourhood has many bars
but it's still quite light
The 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 distance
This was a great location if you want to have easy access to downtown Chicago
it is also located so close to Magnificent Mile
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
240 reviews   Wifi Available
hotel suites 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
because there are only three bedrooms 4
because that will minimize the risk that you'll make marks on the staircase walls with your luggage
The online photos looked great and the reviews were glowing
luggage upstairs to the 56th floor bedrooms; instead you need to exit with your luggage wait for the elevator take it up one floor
Very spacious Kitchen is fully equipped
Cleanliness:
Very clean comfortable accommodations
The condo is very clean and well equipped
Very clean and well supplied
Host:
The communication with the owner is very thorough and in timely manner
know that your rental rate does NOT include an amenity you would expect in any good hotel or well appointed home
they had terrible experiences with other vistors and thats why they have a super-strict and demanding tone of voice
The most amazing things about this property are the views
and 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 everywhere
Location:
It is also a very convenient location
The property is ideally located in downtown next to red line walking distance from The Magnificent Mile and lots of attractions
And so much else was within walking distance
The location in the River North area is fantastic and many top ranked restaurants are within walking distance
And the location is amazing
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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!

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Vanna is born and raised in the Philippines and describes herself as a local tourist-- she's made it her mission to see as many of the country's 7,000+ islands. But that doesn't mean she's not...Read more

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