Greater Grand Crossing holiday lettings

We found 74 holiday rentals — enter your dates for availability

Discover a selection of 12 apartments and other holiday rentals in Greater Grand Crossing that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include a hot tub and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Greater Grand Crossing

Showing deals for:7 Nov - 14 Nov

Image gallery for BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!

living room with smart tv in celing dimmer lights and fireplace
9.4 out of 10 rating
Exceptional
(13 reviews)

BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!

Chicago, IL

17% off
Price is £2,085
£298 per night
includes taxes & fees
BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!

Find spaces that suit your style

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Greater Grand Crossing?
In Greater Grand Crossing, apartments are quite popular, with several available throughout the neighbourhood. These properties typically provide a comfortable living space, featuring fully equipped kitchens and cosy living areas, making them ideal for both short and extended stays. Many apartments also offer amenities such as in-unit laundry facilities and access to communal spaces.
How much does it cost to rent a holiday home in Greater Grand Crossing?
Prices for holiday rentals in Greater Grand Crossing vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greater Grand Crossing to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Greater Grand Crossing holiday house rentals?
You can find great discounts on house rentals in Greater Grand Crossing on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Greater Grand Crossing holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greater Grand Crossing with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Greater Grand Crossing?
A long-stay holiday rental in Greater Grand Crossing is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Greater Grand Crossing for a holiday rental?
The prime time to visit Greater Grand Crossing is during the peak season from May to July, when the area comes alive with vibrant energy and diverse activities. July stands out as the most popular month, attracting families and adventure seekers eager to explore the local parks, enjoy outdoor festivals, and experience the rich cultural tapestry of the community.

During this time, temperatures typically hover around the mid to high 20s Celsius, creating a pleasant environment for outdoor excursions and sightseeing. The warm weather is great for leisurely strolls in the parks or enjoying picnics, making it an ideal choice for those looking to immerse themselves in the local atmosphere.

For those considering a visit on a budget, October presents an excellent opportunity. This month features mild temperatures and fewer crowds, allowing for a more relaxed experience. You can enjoy the beautiful autumn foliage and partake in local events without the hustle and bustle of peak tourist season.
Are there any remote work holiday rentals in Greater Grand Crossing?
In Greater Grand Crossing, Illinois, there are around 10 holiday rentals suitable for remote work. These properties often come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces including desks and comfortable chairs, and sometimes even computer monitors to enhance productivity. The area offers a blend of residential charm and urban convenience, with easy access to local shops, parks, and public transport, making it a practical choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Greater Grand Crossing holiday rental?
Book your Greater Grand Crossing holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Greater Grand Crossing?
In Greater Grand Crossing, visitors can experience a mix of local culture and community spirit. One of the top attractions is the beautiful Washington Park, which features walking trails, a lagoon, and the historic Frederick C. Franke Institute of Urban Ecology, providing opportunities for nature walks and educational programs. The neighbourhood is also close to the historic South Shore Cultural Centre, which offers a range of artistic and recreational activities, including performances and art exhibitions.
Can I change or cancel my Greater Grand Crossing home rental booking on Vrbo?
To find Greater Grand Crossing holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Greater Grand Crossing holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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