
Places to stay near Navy Pier
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Top-rated holiday rentals near Navy Pier
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Explore Lincoln Park from a Polished Apartment
This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Panoramic 2BR Penthouse in the Sky | Roof Deck
[NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2nd rooftop remains open and available for guests to use.] This sunny top floor penthouse is in a perfect location with panoramic lakefront and city views in multiple directions. With over 1,300 square feet of space, 13+ foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two bathroom apartmen

Andersonville Luxe Pool Escape
Welcome to the only chic, two-story pool house just steps from the heart of Andersonville. Enjoy a full kitchen, queen bed, spa-style bath, washer/dryer, and high-speed Wi-Fi. Outside, unwind in your private heated pool and spa in a tranquil, secure setting shared with the owner. Perfectly located near vibrant shops, dining, and a pleasant walk to the beach, this stylish retreat blends comfort, privacy, and convenience for the ideal city escape. The pool and spa are heated heated through 12/31.

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.

Luxury Loft Collection 01 - Terrace - River North
BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious building in bustling River North-the city's center of main nightlife and restaurants. This ultra high-end apartment features a private elevator, private terrace, free secured parking, 24 hour doorman, 3 bedrooms/3 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

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.

Sonder Onterie | King Studio Apartment
Welcome to Onterie, where modern style meets an unbeatable location in the heart of Chicago's Magnificent Mile. You'll have world-class shopping and award-winning dining at your fingertips. Each apartment includes a fully equipped kitchen, in-suite laundry, and a Roku to stream your favorite shows. Unwind in the outdoor courtyard, or find focus in our co-working space. Onterie offers the perfect blend of city and lakeside living.

Chic 2BR Gem with Fireplace
Discover urban luxury in our 2BR, 2BA Gold Coast haven. This stylish apartment boasts a warm fireplace, sleek granite countertops, and a cozy layout. Immerse yourself in city living at its finest, right in the heart of Chicago's prestigious Gold Coast neighborhood. Perfect for both business and leisure travelers, our space combines modern comfort with the vibrant energy of one of the city's most coveted neighborhoods.

Full Luxury Home in Wrigleyville
Enjoy your stay in Chicago like a TRUE "Chicagoan" would. Enjoy the charm of exposed brick in a historic Chicago brick walk-up building steps away from the Left Field wall of Wrigley Field. Home features a king bed, pull-out couch, Amazon Fire TV, and exposed brick. This quiet tree-lined street is walking distance to the lake, Red Line, Clark Street bars / restaurants and Wrigley Field.

Hancock Lookout|Steps to Beach&Transit, CHI Views
Wake up in Chicago’s Gold Coast with stunning views of Lake Michigan and the Hancock Tower. This top-floor high-rise apartment offers modern style, natural light, and a prime location. Walk to Oak Street Beach, luxury shopping, fine dining, and the Magnificent Mile. Enjoy skyline sunsets, lake breezes, and the perfect mix of comfort and convenience for an unforgettable stay.

Great location. Free parking.
Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.
Popular amenities for holiday rentals near Navy Pier
Apartment rentals with wifi

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

Modern Izakaya Studio in Wicker Park

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

East Lakeview Designer Condo with 2 Bd, 2 Bath

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Cabin 207 at 747 Lofts
Family-friendly house rentals

Private room close to IIT, McCormick free parking2

Private 3rd Floor Apartment

Garden: Clean, Central Location & Parking Sleeps 4

Private Twin Bedroom with Private Bathroom

Skyline Room, near Medical Ctr, Upstairs

Chicago Row House Garden Apartmt

Paradise on the Park

Private, Cozy Bedroom Near O’hare in Norwood Park
Apartment rentals with air conditioning

River North | Private Deck With In&Out Parking

Long Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi

Modern Apt with style & comfort in Pilsen Chicago

Stylish 2BR with Skyline Views Near Riverwalk

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Dugout in Wrigleyville

Unwind in Style Steps from the Magnificent Mile

Millennium park 10 min Free P-Spot&Balcony Sleep 8
Other great holiday rentals near Navy Pier

A comfortable retreat in a vintage city cottage

05a. Common Room King

An easy walk to the Art Institute

Spacious Southroom

Bohemian Retreat Room – Near Downtown & UC!

HydePark007, Chinatown, UC, Shared kitchen

ChicagoRiver Double Room

Priv. BR/BA in French Bungalow - Near Lincoln Sq.
Quick stats about holiday rentals near Navy Pier
Total rentals
240 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
190 properties have a pool
Destinations to explore
- Rentals with an EV charger Navy Pier
- Fitness-friendly rentals Navy Pier
- Flat rentals Navy Pier
- Rentals with a patio Navy Pier
- Rentals with a fireplace Navy Pier
- Rentals with a sauna Navy Pier
- Rentals with beach access Navy Pier
- Rentals with pools Navy Pier
- Rentals with a firepit Navy Pier
- Apartment rentals Navy Pier
- Rentals with a hot tub Navy Pier
- Rentals with a washing machine and dryer Navy Pier
- Family-friendly rentals Navy Pier
- Rentals with outdoor seating Navy Pier
- Pet-friendly rentals Navy Pier
- Rentals with lake access Navy Pier
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Olympia Fields Country Club