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Countryside vacation rentals

We found 444 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Countryside that are perfect for your trip. Vacation homes provide the best amenities for you and your friends, family, or even pets, like WiFi and a washer and dryer. At the end of the day, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Countryside

Showing deals for:Nov 14 - Nov 21
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Find out more about Countryside

Find out more about Countryside

Why visit Countryside

  1. Family-Friendly Activities: Countryside offers a range of enjoyable activities perfect for family outings, ensuring fun for all ages.
  2. Charming Accommodations: Stay in delightful country houses and holiday cottages that provide a cozy and relaxing atmosphere.
  3. Outdoor Adventures: Engage in country walks and explore the scenic beauty of the area, perfect for nature lovers.
  4. Local Culture: Immerse yourself in the welcoming vibes of friendly locals and discover the rich culture of Countryside.
  5. Historic Colleges: Visit nearby historic colleges that add a unique educational aspect to your trip.

Popular types of accommodation in Countryside

Planning a getaway to the Countryside? Now it’s time to find the perfect place to unwind. Discover the charm of country house rentals, holiday cottages, and rural home rentals. Whether you prefer cozy apartments, spacious houses, or inviting condos, our platform offers a variety of accommodations to suit your needs. Enjoy transparency and savings as you explore the best rural holiday rentals available in beautiful Canada.

  • Apartments: The top choice for vacation rentals in Countryside, offering comfortable living spaces ideal for solo travellers or groups.
  • Houses: A favourite among families and friends, these homes provide a homely atmosphere with added privacy.
  • Condos: A popular option, condos combine convenience with amenities, perfect for a relaxed getaway.
  • Cottages: Quaint and charming, cottages offer a cozy retreat for those seeking a peaceful escape.
  • Cabins: Rustic and inviting, cabins are ideal for nature lovers looking to immerse themselves in the outdoors.**

Top attractions in Countryside

Countryside, Illinois, is an ideal destination for families and sports enthusiasts, offering a blend of urban parks and historic colleges. Visitors can immerse themselves in local culture while enjoying outdoor activities like country walks and exploring charming countryside homes. The area caters to those seeking a vibrant city experience amidst great natural beauty, making it a perfect spot for a memorable vacation.

  1. Morton Arboretum: Nestled 14.5km from Countryside, this stunning arboretum offers a beautiful outdoor experience with diverse plant collections and scenic trails, perfect for families and nature lovers alike.
  2. University of Illinois Chicago: Situated 22.5km away, this historic university showcases vibrant cultural vibes through its architecture and art, making it an enriching destination for those interested in education and history.
  3. Drury Lane Theater: Located 11.3km from Countryside, this renowned venue hosts a variety of performances, providing a sophisticated atmosphere for business events and entertainment.

Things to do recommended for couples

For a romantic getaway in Countryside, indulge in a fun round at Space Golf, just 17.7km away. Dine at the Historic Michael Jordan Restaurant, 25.7km away, for a cozy atmosphere. Finally, soak in the entertainment at the Harold Washington Cultural Center, 22.5km from your stay.

Things to do recommended for families

During your family trip to Countryside, Illinois, you can experience the excitement of sports at the United Center, enjoy thrilling adventures at Galloping Ghost arcade, and relax at Veterans Memorial Park, perfect for wellness and family time.

Things to do recommended for groups

Groups visiting Countryside, Illinois, can enjoy shopping at Oakbrook Center Mall, just 11.3km away, experience the cultural charm of Chicago Theatre at 24.1km, or tee off at Flagg Creek Golf Course, conveniently located only 0.11.3km from the heart of Countryside.

What do I need to keep in mind when booking a vacation in Countryside

If you're planning a trip with a group, family, or pets, or if you're seeking longer stays, it's important to prioritize your filters effectively. Here are some helpful booking tips for using Vrbo.

  • Traveling to Countryside with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Countryside with young kids: Travelling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Countryside: For many, a family getaway isn't truly fulfilled without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Countryside: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Countryside

Countryside, Illinois, offers a delightful blend of family-friendly activities and urban charm. Visitors can explore charming holiday homes and cottages, perfect for a relaxing getaway. Nearby cities enrich your experience with a vibrant atmosphere, ideal for both romantic escapes and family adventures. Enjoy the welcoming vibes of friendly locals while engaging in various sports or relaxing in picturesque country houses. Countryside is truly a hidden gem for any traveller looking to unwind and explore.

  • Indian Head Park: Located a mere 1.3km from Countryside, Indian Head Park is a vibrant community known for its family-friendly atmosphere and diverse recreational opportunities. Visitors can enjoy various sports activities, from motor racing to golf, and take advantage of the local arena entertainment facility. The area boasts several landmarks, including a renowned sports facility stadium and a dedicated event conference venue, making it a fantastic spot for both leisure and business experiences.
  • Hodgkins: Just 1.6km away from Countryside, Hodgkins is a delightful city perfect for families and sports enthusiasts. The shopping area features a bustling shopping mall centre that caters to all your retail needs. In addition to its shopping options, Hodgkins is home to a stadium and a sports facility stadium, ensuring there are plenty of activities to engage in. The lively tourist precinct adds to the vibrant community spirit, making it a great destination for a day of exploration.
  • Burr Ridge: Situated 3.2km from Countryside, Burr Ridge is a picturesque city that attracts visitors seeking a blend of family activities, business opportunities, and urban experiences. The area features an impressive shopping centre and a shopping mall centre, making it ideal for those looking to indulge in retail therapy. Burr Ridge is also home to an arena entertainment facility, a sports facility stadium, and an event conference venue, providing a wealth of attractions that cater to a diverse range of interests.

Best time to go to Countryside

If you're planning a trip to Countryside, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.6°F (-4.1°C)Light RainMostly CloudyAverageSlightly Low
February26.6°F (-3.0°C)Light RainMostly CloudyAverageSlightly Low
March38.8°F (3.8°C)Light RainMostly CloudySlightly HighSlightly Low
April48.6°F (9.2°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June70.2°F (21.2°C)Light RainMostly SunnyAverageSlightly High
July74.5°F (23.6°C)Light RainMostly SunnySlightly HighSlightly High
August73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
September67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnySlightly LowAverage
November41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage
December32.0°F (0.0°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can lead to significant savings, as prices can vary. Additionally, opting for an extended stay often results in even greater discounts. To discover the ideal Vrbo property that fits your budget, be sure to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a dedicated area for you to plan new adventures, refine your existing itineraries, or manage your reservations. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Head to the friendly city of Countryside

Enjoy the live music and other features of Countryside. This welcoming city is known for its restaurants, shopping and zoo. McCormick Place and Michigan Avenue are just a couple of the must-sees in the area. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Countryside

Are you looking for top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Countryside has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cog Hill Golf & Country Club (7.5 mi / 12 km)
  • Cantigny Golf Club (15.3 mi / 24.6 km)
  • Bolingbrook Golf Club (15.4 mi / 24.9 km)
  • Dave & Buster's (15.8 mi / 25.4 km)
  • Lincoln Park Zoo (16.6 mi / 26.7 km)
  • Galloping Ghost (3.7 mi / 6 km)

Exploring the natural features in Countryside

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Countryside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (15.5 mi / 25 km)
  • Grant Park (15.3 mi / 24.5 km)
  • Lake Katherine Nature Center (7.2 mi / 11.6 km)
  • Morton Arboretum (9.5 mi / 15.2 km)
  • Centennial Park (11 mi / 17.7 km)
  • Anna and Frederick Douglass Park (11.4 mi / 18.4 km)

Traveling to and around Countryside

The nearest airport is in Chicago Midway Airport (MDW), located 7.3 mi (11.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Chicago O'Hare Intl. Airport (ORD), which is 14.6 mi (23.5 km) away.

Frequently asked questions

What is the best area to stay in Countryside when booking a vacation rental?
When considering a vacation rental in Countryside, Illinois, a popular area to stay in is the vicinity of the Countryside Plaza. This neighbourhood is not only conveniently located but also offers a charming suburban atmosphere with easy access to shops and dining options. A top attraction nearby is the Brookfield Zoo, which is just a short drive away and provides a fantastic day out for families and wildlife enthusiasts alike.

Another appealing area is near the Waterford Park, which features beautiful green spaces for leisurely walks or picnics, making it ideal for those who appreciate outdoor activities. In terms of vacation rentals, there are a variety of properties available in both of these areas, ranging from cosy apartments to spacious family homes, ensuring that visitors can find something that suits their needs.
How much does it cost to rent a vacation home in Countryside?
Prices for vacation rentals in Countryside 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 Countryside to more spacious homes.
Are there any discounts for Countryside vacation house rentals?
You can find great discounts on house rentals in Countryside 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.
Can I find long-stay vacation rentals in Countryside?
A long-stay vacation rental in Countryside 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 any Countryside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Countryside 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.
When is the best time to visit Countryside for a vacation rental?
The best time to visit Countryside for a vacation rental is during the peak season from May to July, with July being particularly popular among travellers. This vibrant period welcomes visitors who are keen to explore the beautiful parks and enjoy outdoor activities in warm, pleasant weather. Expect daytime temperatures to hover around the mid-20s Celsius, providing the superb backdrop for leisurely strolls and picnics.

During these months, you'll find a variety of local events and festivals that add to the lively atmosphere, making it an ideal time for families and friends looking to create lasting memories together. The proximity to Chicago also offers an easy day trip option, allowing you to experience the city while enjoying the tranquillity of Countryside.

If you're looking for a more budget-friendly option, consider visiting in October. This month may be quieter, but it offers a unique charm with the vibrant colours of autumn foliage. The cooler temperatures, typically around 10-15 degrees Celsius, make it a comfortable time for scenic walks and enjoying the beauty of nature without the summer crowds.
How early should I book a Countryside vacation rental?
Book your Countryside 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.
What are the top attractions in Countryside?
In Countryside, visitors can explore several attractions that showcase the area's charm and natural beauty. The Countryside Park offers ample green space for leisurely walks, picnics, and playgrounds, making it a great spot for families. Nearby, the Brookfield Zoo is a major draw, featuring a wide variety of animal exhibits and interactive experiences that appeal to all ages.
Can I change or cancel my Countryside home rental booking on Vrbo?
To find Countryside 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 Countryside 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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