Holiday rentals near Grant Park

We found 2,261 holiday rentals — enter your dates for availability

If you'd like to stay close to Grant Park, take a look at private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Grant Park

Showing deals for:31 July - 7 Aug

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What are the best holiday rentals near Grant Park?
The best holiday rentals near Grant Park are primarily located in Downtown Chicago. You will find a great selection of holiday rentals here, predominantly apartments, with some private holiday houses also available. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties.

Many top-rated holiday rentals feature amenities so you can have a comfortable stay, such as shared pools, fitness facilities, and pet-friendly options, which is great because Grant Park welcomes pets. These homes are ideal for solo travellers or small families exploring the city.
Are there any cheap holiday rentals near Grant Park?
There are several affordable holiday rentals near Grant Park, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$230 per night in areas like Downtown Chicago. Some stays even offer good deals in February and March, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as free WiFi, toiletries, and free self-parking, and can range from cosy apartments to private homes, providing a clean, comfortable base for exploring.

If you're willing to drive a bit further, renting around nearby areas can be an affordable option. You might find great value properties a little outside the immediate vicinity of Grant Park. These budget-friendly options are often efficient and great value, so you can have a comfortable stay and enjoy your visit to Grant Park.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Grant Park?
There are over 800 pet-friendly holiday rentals near Grant Park, predominantly apartments, with some private holiday houses also available. These properties are found throughout Downtown Chicago and offer essential comforts such as fully equipped kitchens and Wi-Fi, alongside specific pet-friendly features. Many of these rentals ensure a comfortable stay for both guests and their animal companions, providing a convenient base for exploring the city.

When searching for the best pet-friendly holiday rentals near Grant Park, it is important to review individual property policies regarding pet size restrictions or any additional fees. Grant Park itself is welcoming to pets, allowing them on leashes throughout its ample space to roam and paved paths.
What are the top holiday rentals with pools near Grant Park?
There are approximately 592 holiday rentals near Grant Park that offer swimming pools, ranging from shared community pools to private indoor options. The majority of these properties are apartments and condos situated in the Downtown Chicago area, providing convenient access to the park and city attractions. These homes often feature full kitchens, Wi-Fi, and comfortable living spaces, making them suitable for families or groups seeking a comfortable stay.

When selecting your rental, consider whether a shared indoor pool or a private pool best suits your preferences. Private pools offer an exclusive experience, while shared pools often come with additional facilities such as fitness centres. Given Chicago's climate, an indoor or heated pool ensures guests can enjoy swimming regardless of the weather, especially during cooler months.
What are the best family holiday rentals near Grant Park?
There are over 500 family-friendly holiday homes in the Downtown Chicago area near Grant Park, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas or yards where kids can play, and for entertainment, many offer video games, books, and other games.

When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby means less travel time and more time enjoying the surroundings.
Are there any luxury holiday rentals near Grant Park?
Near Grant Park, guests can find several luxury holiday rentals that combine urban scenery with modern comfort. These properties often feature amenities such as private heated pools, private chefs, spa-style bathrooms with designer toiletries, and premium bedding. Many offer lake views and some include fireplaces, providing a sophisticated stay.

These homes are ideal for families or larger groups, offering conveniences like air conditioning and entertainment spaces. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Grant Park?
Holiday rentals near Grant Park offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$230 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$590 per night, offering more comfort and privacy. Upscale options can cost AU$935 or more per night, especially during peak seasons.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Grant Park?
When visiting Grant Park, several areas offer excellent holiday rental options. The Loop, which borders Grant Park, is an ideal choice for guests who wish to be right in the heart of Chicago's cultural and business district. Properties here provide immediate access to Grant Park's attractions, including Millennium Park and the Art Institute of Chicago, along with numerous dining and entertainment options.

Another excellent option is the South Loop. This area offers a mix of modern and historic properties and is a short walk or quick public transport ride to Grant Park. It's top for its proximity to museums such as the Field Museum and Shedd Aquarium, making it superb for those interested in exploring Chicago's museum campus.

For those seeking a slightly different perspective, properties in the West Loop are a short drive or public transport journey from Grant Park. This area is known for its acclaimed restaurants and a more contemporary feel.
What is the cheapest month to stay near Grant Park?
The cheapest time to find holiday rentals near Grant Park is typically during the late Winter to early Spring (February to March). February is frequently the single cheapest month, often providing the best deals on homes and properties with rates that can be lower compared to peak season. Guests can often find various savings and greater availability during these months.
Are there any lakefront holiday rentals near Grant Park
Lakefront holiday rentals near Grant Park are primarily found along Lake Michigan, offering a unique urban waterfront experience. These properties are a short drive from Grant Park, offering convenient access to water activities such as swimming, paddleboating, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.