Holiday rentals in Grant Park

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Grant Park

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Flat in Lincoln Park

5 out of 5 average rating, 276 reviews

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.

Guest favourite

Flat in The Loop

4.9 out of 5 average rating, 20 reviews

Panoramic 2BR Penthouse in the Sky | Roof Deck

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 apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The building has an outdoor pool and an amazing outdoor rooftop ter

Guest favourite

Flat in Near Southside

5 out of 5 average rating, 23 reviews

The Stadium Overlook

Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city. Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 1 bedroom apartment offers guests all the comforts of home, whether on the road for work or play.

Superhost

Flat in West Loop

4.91 out of 5 average rating, 32 reviews

Chic 1 BR w Birdseye View | Heart of Downtown

-Prime location in Downtown Chicago – steps from -West Loop dining, cafes, and nightlife -Elevator access, 45th floor with an amazing view - 1 California king size bed -Fully equipped kitchen with dining essentials -Full bathroom with bathtub, fresh towels, and toiletries -Smart TV, fast Wi-Fi, workspace -Washer/dryer in the building This spacious unit has 1 California king bed, 1 large sofa that could be use as another bed and 1 airbed so you can plan your stay with your family or friends.

Guest favourite

Home in Near North Side

5 out of 5 average rating, 6 reviews

Large Luxury House in River North Sleeps up to 10!

Centrally located River North Penthouse in boutique building has everything you would want with city living. 2-story condo ALL 3 bedrooms featuring en-suites and an additional 1/2 bath. Large living room with fireplace expands on to the outdoor deck with beautiful built-in grill, Second story features 2 bedrooms and a bright sun room. Spacious primary cozy fireplace along with steamed shower and jacuzzi tub. So much more with this luxury style living. Steps to all River North has to offer!!!

Guest favourite

Apartment in Little Italy

4.94 out of 5 average rating, 216 reviews

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.

Superhost

Flat in Near North Side

4.71 out of 5 average rating, 1,113 reviews

Kasa | Spectacular City Views | 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.

Guest favourite

Apartment in The Loop

4.9 out of 5 average rating, 135 reviews

Downtown Park #11 - Mich Ave PH | gym+rooftop

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Superhost

Flat in The Loop

4.72 out of 5 average rating, 163 reviews

Sentral Studio Apt in South Loop Chicago

Experience a lifestyle where everything you need is right at your fingertips in the vibrant heart of Downtown Chicago. Explore the area effortlessly: ✔ Breathtaking views of Lake Michigan and the Chicago skyline ✔ Close to major business hubs and the Loop District ✔ Enjoy a walk along the scenic Lakefront Trail ✔ A lively array of world-class museums, gourmet restaurants, and iconic architecture ✔ Quick access to Millennium Park, the Art Institute of Chicago, and Grant Park

Guest favourite

Flat in The Loop

4.89 out of 5 average rating, 247 reviews

1BR South Loop Loft I SuperHost + Top Rated!

Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Guest favourite

Flat in The Loop

4.89 out of 5 average rating, 173 reviews

Lovely 1-bedroom serviced apartment near Museums!

Superhost

Apartment in The Loop

5 out of 5 average rating, 3 reviews

The Lauren Highrise® w/ City Views, Gym, King Bed

The Lauren by World Class® Welcome to your luxury one-bedroom condo in the heart of Downtown Chicago. This stunning residence boasts a contemporary design, with sleek finishes and state-of-the-art amenities. The unit is fully stocked with the following: → High Speed Wi-Fi → Comfortable King Bed → Fully Stocked Kitchen → Fresh Towels and Linens → Premium Appliances → 65” Living Room Smart TV → Dedicated Workspace → Washer & Dryer → Private Parking (Paid)