
Places to stay near Navy Pier
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Top-rated holiday rentals near Navy Pier
Guests agree: these stays are highly rated for location, cleanliness and more.

The Lakefront Lookout (Rooftop Deck • Gym)
Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Stunning Corner 2BR in Streeterville | Roof Deck
Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Urban Chic Apartment by the Magnificent Mile
Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely in the bedrooms.

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.

Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

Elegant Suite in Gold Coast
Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

LIVN West Loop Chicago Queen Studio Apartment
Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Loop Loft-Subway & Art Institute
Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

2br/2ba, A+ location by Mag mile, views & spacious
Unbeatable location next to Water Tower Place, with lots of natural light and partial lake view in a quiet vintage building with lots of character. Walk to nearly any attraction in central Chicago. I'm happy to help with sightseeing advice and discounts on popular tourist attractions. (Guests love: Location, View, Comfortable room and bed, Friendly/helpful host, Flexible luggage policy, fast wifi)
Popular amenities for holiday rentals near Navy Pier
Condo rentals with Wi-Fi

Lovely top floor 2BR/2BA, steps from everything!

Your perfect place looks like?

Wrigleyville Inn. Historic Greystone, Free Parking
The Penthouse Gallery at OHC

Chicago Oasis | Spa Bath, Patio & Fireplace

Two Bedroom w Porch in Wicker Park

Spacious 4 Bedroom Condo

Chic Home! Walk to Nightlife-Comedy-Restaurants!
Family-friendly house rentals

Modern Getaway w/ Hot Tub, Lrg Yard, Parking

Cool Quiet Coach House, Private Access + Patio

Entire first floor in Lincoln Square!

Wrigleyville Southport Studio

3 bed/2 bath by United Center w/ private parking

Private Roofdeck! Location! Parking! Amazing home!

Charming 3-BED in Lincoln Park/ Old Town & Parking

Paradise on the Park
Apartment rentals with air conditioning

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Corporate Smart Home At River Walk

Decompress on a Sophisticated Chaise at a Glamorous Hideaway

Spectacular Pilsen Studio for 2!

Fulton House #1 (2bd/ 1ba)

Explore Lincoln Park from a Polished Apartment

1BR South Loop Loft I SuperHost + Top Rated!

*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Other great holiday rentals near Navy Pier

Spacious apt by the lake

Sunny Penthouse - Oakwood Beach

Upscale High-Rise Apt · Rooftop Pool + Views

Modern Gold Coast Retreat in Downtown Chicago

Kasa | Studio, Walk to Grant Park | South Loop

Chicago Row House Garden Apartmt

ChiCasa Wicker Park Paradise

Level Studio | Fulton Market
Destinations to explore
- Rentals with beach access Navy Pier
- Rentals with a fire pit Navy Pier
- Pet-friendly rentals Navy Pier
- Condo rentals Navy Pier
- Rentals with pools Navy Pier
- Apartment rentals Navy Pier
- Rentals with a patio Navy Pier
- Rentals with outdoor seating Navy Pier
- Hotel rooms Navy Pier
- Rentals with a sauna Navy Pier
- Rentals with an EV charger Navy Pier
- Fitness-friendly rentals Navy Pier
- Rentals with a hot tub Navy Pier
- Rentals with lake access Navy Pier
- Rentals with a washing machine and dryer Navy Pier
- Family-friendly rentals Navy Pier
- Rentals with a fireplace Navy Pier
- Serviced apartment rentals Navy Pier
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Millennium Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Indiana Dunes State Park
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- University of Chicago
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Washington Park Zoo
- Garfield Park Conservatory





