Flossmoor vacation rentals

We found 127 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Flossmoor to find one that's perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Flossmoor

Showing deals for:Nov 21 - Nov 28

Image gallery for Spacious home 28 miles from Downtown Chicago

Cozy Living Room
9.6 out of 10 rating
Exceptional
(34 reviews)

Spacious home 28 miles from Downtown Chicago

Hammond, IN

10% off
Price is CA $373
CA $3,320 total
includes taxes & fees
Spacious home 28 miles from Downtown Chicago

Find spaces that suit your style

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    Enjoy full kitchens, laundry, pools, yards and more

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Find out more about Flossmoor

Find out more about Flossmoor

Find the perfect vacation rental for your Flossmoor getaway

Experience the unique character of Flossmoor with a stay in a vacation home rental. Renowned for its shopping, golfing and restaurants, this city welcomes all visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Flossmoor

Are you looking for top things to see and do in the area? Venture out of your vacation home and check out everything that Flossmoor has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Ravisloe Country Club (1.5 mi / 2.4 km)
  • Cog Hill Golf & Country Club (16.4 mi / 26.4 km)
  • Coyote Run Golf Course (0.6 mi / 1 km)
  • Centennial Park Aquatic Center (10.3 mi / 16.5 km)
  • Harborside International Golf Center (11.4 mi / 18.3 km)
  • Green Garden Country Club (11.5 mi / 18.5 km)

Exploring the natural features in Flossmoor

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Flossmoor is a great place to get out in nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Centennial Park (9.3 mi / 15 km)
  • Centennial Park (10.5 mi / 16.9 km)
  • Hammond Sportsplex & Community Center (11 mi / 17.8 km)
  • Lake Katherine Nature Center (11.2 mi / 18 km)
  • Abbott Park (12.6 mi / 20.3 km)
  • Calumet Park (14.7 mi / 23.6 km)

Transportation to and around Flossmoor

Fly into Chicago Midway Airport (MDW), the closest airport, located 17.2 mi (27.7 km) from the city center.

If you prefer train travel, the main station is Flossmoor Station.

Frequently asked questions

What is the best area to stay in Flossmoor when booking a vacation rental?
When considering a vacation rental in Flossmoor, Illinois, the most appealing area to stay in is the charming neighbourhood surrounding Flossmoor Park. This area offers a delightful blend of tranquillity and convenience, making it an ideal spot for visitors seeking a peaceful retreat. The neighbourhood is well-known for its picturesque tree-lined streets and beautiful homes, contributing to a friendly setting.

Flossmoor Park itself is a top attraction, providing ample green space for leisurely strolls or picnics. The park features playgrounds and sports facilities, making it a lovely spot for families. Just a short distance away, you'll find the Flossmoor Station Restaurant and Brewery, a local favourite that combines a vibrant dining experience with a unique brewery atmosphere. This venue is great for unwinding after a day of exploring.
How much does it cost to rent a vacation home in Flossmoor?
Prices for vacation rentals in Flossmoor 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Flossmoor to more spacious homes.
Are there any discounts for Flossmoor vacation house rentals?
You can find great discounts on house rentals in Flossmoor 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.
What is the most popular type of vacation rental accomodation in Flossmoor?
In Flossmoor, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically provide spacious living arrangements with multiple bedrooms, fully equipped kitchens, and private outdoor areas, making them ideal for families or groups looking for a comfortable stay. Many of these homes are situated in quiet neighbourhoods, allowing guests to enjoy a peaceful environment while still being close to local amenities and attractions.
Are there any family house rentals in Flossmoor?
In Flossmoor, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. The neighbourhood offers a tranquil suburban atmosphere, great for families looking to relax. Many of these homes feature spacious living areas where everyone can gather, as well as fully equipped kitchens ideal for preparing family meals. Outdoor spaces, such as backyards, provide safe areas for kids to play and for families to enjoy barbecues.
Can I find long-stay vacation rentals in Flossmoor?
A long-stay vacation rental in Flossmoor 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.
Are there pet-friendly house rentals in Flossmoor?
In Flossmoor, there are several pet-friendly house rentals available, offering a comfortable stay for travellers with furry companions. Many properties come equipped with amenities such as spacious backyards, allowing pets to roam freely, and fully equipped kitchens for convenient meal preparation. The homes often feature cosy living areas and multiple bedrooms, making them suitable for families or groups.
Are there any remote work vacation rentals in Flossmoor?
In Flossmoor, Illinois, there are several remote work vacation rentals available, providing suitable options for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable desk chairs to ensure a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Flossmoor vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Flossmoor 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.
What are popular rental amenities in Flossmoor?
In Flossmoor, popular vacation rental amenities include modern kitchens equipped with essential appliances such as dishwashers and microwaves, making meal preparation convenient for guests. Many rentals also offer complimentary Wi-Fi, allowing visitors to stay connected during their stay. Additionally, some properties may include blenders, suiting those who enjoy preparing smoothies or other blended drinks.
When is the best time to visit Flossmoor for a vacation rental?
September is the most popular time to visit Flossmoor, making it an excellent choice for travellers seeking a blend of comfort and local charm. This month falls within the peak travel season, which runs from July to September, when families and groups flock to enjoy the warm weather and vibrant community events. With pleasant temperatures averaging around 20°C, September offers ideal conditions for outdoor activities and leisurely strolls through the scenic parks and neighbourhoods.

During this time, visitors can partake in various local events and festivals that showcase the area's culture and community spirit. The lush greenery and blooming gardens create a picturesque setting, superb for sightseeing or enjoying a picnic with family and friends.

If you're looking for a more budget-friendly option, consider visiting in December. Although this month marks the low season, it brings a unique charm to Flossmoor, with festive decorations and a sense of tranquillity as the vacation season approaches. The cooler temperatures, typically around 0°C, make it a great time for cosy indoor activities, such as visiting local shops and enjoying seasonal treats at nearby cafés.
How early should I book a Flossmoor vacation rental?
Book your Flossmoor vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Flossmoor home rental booking on Vrbo?
To find Flossmoor vacation 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 Flossmoor vacation 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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