Des Plaines vacation rentals

We found 792 vacation rentals — enter your dates for availability

Discover a selection of 33 homes and other vacation rentals in Des Plaines that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you expect for your stay, such as parking and air conditioning. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Des Plaines

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

Find out more about Des Plaines

Why visit Des Plaines

  1. Outdoor Recreation: Enjoy the area's beautiful beaches and parks for hiking, picnicking, and family fun.
  2. Cultural Experiences: Discover local attractions that offer rich cultural experiences and community events.
  3. Family-Friendly Activities: Engage in various activities perfect for families, ensuring a memorable trip for all ages.
  4. Shopping Venues: Explore shopping centres that showcase local culture and provide unique retail experiences.
  5. Diverse Accommodations: Choose from a range of appealing vacation rentals, including apartments and condos, for a comfortable stay.

Popular types of accommodation in Des Plaines

When seeking vacation rentals in Des Plaines, you’ll discover a variety of appealing accommodation options. The most popular choices include apartments, houses, and condos, ensuring a perfect fit for your needs. Whether you’re searching for Des Plaines apartments, condos, or vacation homes, our platform provides transparent information and unbeatable savings, making your stay enjoyable and stress-free.

  • Apartments: The top choice for visitors to Des Plaines, offering modern amenities and a convenient urban experience.
  • Houses: A popular option for families and groups, providing spacious and comfortable settings for relaxation.
  • Condos: These stylish residences offer a mix of comfort and luxury, perfect for a memorable stay.
  • Cottages: A quaint and charming choice for a peaceful escape, ideal for couples or small families.
  • Resorts: The fifth option, featuring extensive amenities and activities, perfect for those seeking a full-service experience.**

Top attractions in Des Plaines

Des Plaines, Illinois offers a diverse range of activities ideal for sports enthusiasts, families, and city explorers. Visitors can enjoy attractions such as beaches, event venues, and modern colleges. The area's points of interest cater to those seeking cultural experiences, family fun, and outdoor adventures, making it a great destination for all types of travellers. Don't miss the chance to explore the local charm and recreational opportunities Des Plaines has to offer!

  1. Donald E. Stephens Convention Center: A premier event venue, located 6.4km from Des Plaines, it features a modern design and hosts various conferences and trade shows, making it a hub for business and networking.
  2. Northwestern University: Situated 17.7km from Des Plaines, this prestigious university boasts stunning architecture and vibrant campus life, offering a unique blend of academic excellence and city energy.
  3. Parkway Bank Park Entertainment District: Located 6.4km from Des Plaines, this lively area is perfect for families, featuring outdoor entertainment, dining options, and seasonal events in a welcoming atmosphere.

Things to do recommended for couples

For a romantic getaway in Des Plaines, indulge in a medieval feast at Schaumburg Medieval Times, enjoy an outdoor concert at Ravinia Pavilion, or unwind in luxury at Chevy Chase Country Club. Each venue offers a unique experience to create lasting memories together.

Things to do recommended for families

Your family vacation in Des Plaines, Illinois, promises fun experiences! Enjoy a thrilling game at the Allstate Arena, unwind at Arndt Park, or explore the Northbrook Sports Complex for recreational activities. Each spot offers unique vibes perfect for family bonding and relaxation.

Things to do recommended for groups

In Des Plaines, groups can enjoy the excitement of Rivers Casino, indulge in shopping at Woodfield Mall, and experience cultural performances at Rosemont Theatre, all while soaking in the vibrant local atmosphere.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to refine your search according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Des Plaines with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Des Plaines with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, considering the location of family-friendly attractions nearby can enhance your travel experience.
  • Taking your pets with you to Des Plaines: For many families, a getaway wouldn’t feel complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that both you and your pet feel perfectly at home.
  • Planning for a long term stay visiting Des Plaines: If you're seeking vacation rentals with great offers 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 rentals. 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 Des Plaines

Des Plaines, Illinois, offers a delightful mix of family-friendly activities and urban charm, making it a perfect spot for your vacation. Explore nearby neighborhoods that boast a welcoming atmosphere, ideal for both relaxation and adventure. Don't miss the shopping centres for a taste of local culture and commerce. Whether you're looking for sports, family outings, or romantic getaways, Des Plaines has something to offer every traveller.

  • Rosemont: Located a mere 4.8km from Des Plaines, Rosemont is a vibrant city renowned for its family-friendly atmosphere, business opportunities, and sports experiences. This lively locale is home to an array of attractions, including a bustling shopping centre and a variety of theatres showcasing the latest performances. Visitors can enjoy exciting sports events at the local stadium and explore the state-of-the-art event conference venues. The combination of entertainment and convenience makes Rosemont a perfect destination for those seeking a dynamic travel experience.
  • Park Ridge: Just 4.8km from Des Plaines, Park Ridge offers a charming blend of family activities, outdoor adventures, and urban experiences. This picturesque city boasts a variety of theatres and recreational areas that invite visitors to explore and unwind. The community is known for its welcoming atmosphere and commitment to education, making it an ideal place for families. Notable attractions include local stadiums and sports facilities, ensuring that there is always something exciting happening in Park Ridge.
  • Oakton: Nestled around Des Plaines, Oakton is a delightful neighbourhood that attracts families, business travellers, and sports enthusiasts alike. With easy access to shopping mall centres and theatres, visitors can indulge in retail therapy or catch a live show. The area is also home to impressive sports facilities and a convention centre, making it a hub for both leisure and business activities. Oakton’s proximity to Des Plaines ensures that you can explore the best of both worlds while enjoying a more relaxed neighbourhood vibe.

Best time to go to Des Plaines

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.3°F (-4.3°C)Light RainMostly CloudySlightly LowSlightly Low
February26.1°F (-3.3°C)Light RainMostly CloudyAverageSlightly Low
March37.6°F (3.1°C)Light RainMostly CloudyAverageSlightly Low
April46.9°F (8.3°C)Light RainMostly CloudySlightly HighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly High
July73.9°F (23.3°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
November41.4°F (5.2°C)Light RainMostly SunnySlightly LowAverage
December31.8°F (-0.1°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to narrow down your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for planning new adventures, refining your travel arrangements, or managing your bookings with ease. 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.

The captivating area of Des Plaines awaits your stay

Come and experience Des Plaines and its entertainment, opera and theater scene. Renowned for its restaurants, sporting events and shopping, this city welcomes all visitors. Wrigley Field and Michigan Avenue are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Des Plaines

Are you searching for attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Des Plaines a fun place to get away. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • The Glen Club (4.9 mi / 7.8 km)
  • LEGOLAND® Discovery Center (7.7 mi / 12.5 km)
  • Chevy Chase Country Club (8.8 mi / 14.2 km)
  • Conway Farms Golf Club (13.7 mi / 22.1 km)
  • Lincoln Park Zoo (15 mi / 24.1 km)
  • Galloping Ghost (15 mi / 24.2 km)

Exploring the natural features in Des Plaines

Whether you're an adventurous traveler or just want to appreciate the scenery, Des Plaines is a great spot to appreciate mother nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (17 mi / 27.3 km)
  • Grant Park (17.5 mi / 28.1 km)
  • Portage Park (8.2 mi / 13.1 km)
  • Chicago Botanic Garden (9.3 mi / 14.9 km)
  • North Shore Beach Park (11.8 mi / 19 km)
  • Kathy Osterman Beach (12.3 mi / 19.8 km)

Transportation to and around Des Plaines

The nearest airport is in Chicago O'Hare Intl. Airport (ORD), located 4 mi (6.5 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Chicago, IL (PWK-Chicago Executive), which is 5.8 mi (9.4 km) away.

If you prefer train travel, make your way to Des Plaines Station or Des Plaines Cumberland Station and explore the city from there.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Des Plaines?
Houses are the most popular type of vacation rental in Des Plaines, according to our data. Even if you have something else in mind, Vrbo has properties in all sizes and shapes. Browse our many options to find your perfect fit.
How much does it cost to rent a vacation rental in Des Plaines?
The average price for a vacation home in Des Plaines depends on a number of factors, including length of stay, property type and season. Whether you're dreaming about a sprawling villa with lots of bedrooms or a quaint cottage that's perfect for two, just add your travel dates to see stays with terrific value.
How much does it cost to rent a beach house in Des Plaines?
Prices for beach houses in Des Plaines may differ depending on the size and type of the property and time of year you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to narrow your search results by nearby activities, amenities, ratings and more.
Are there pet-friendly vacation rentals in Des Plaines?
There are, yes. You'll have a choice of eight vacation homes that welcome pets in Des Plaines on Vrbo. Our furry best friends deserve a break too, so simply use our search function for pet-friendly vacation rentals to find a perfect property where your doggie can join the fun.
What are popular rental amenities in Des Plaines?
A fireplace, nearby museums and a garden are rated the most popular rental amenities in Des Plaines. Whether you plan to go as a party of one, with your significant other or a bunch of friends, Vrbo can help you find a vacation home that fits your style with a load of extras you'll love.
Are there large group vacation rentals in Des Plaines?
With three Des Plaines vacation homes that can host a group of five or more people, you can bring a few extra family members or pals along. Whether you're planning a casual get-together or a celebratory event, Vrbo will help you book the ideal space for the occasion.
Are there vacation rentals in Des Plaines that welcome kids?
Des Plaines has eight family-friendly vacation rentals. And finding a stay that welcomes little ones is easy with our "Properties good for families" filter. Besides having the whole place to yourselves, you'll get conveniences and perks like multiple bedrooms, private pools and yards.
What are the top attractions for families in Des Plaines?
There are tons of wonderful things to see and do with the family in Des Plaines, such as:

  • Parkway Bank Park Entertainment District
  • Kohl Childrens Museum
  • Orbit Skate Center

Can I find two-bedroom vacation rentals in Des Plaines?
Take off with your besties and enjoy a relaxing escape in one of the two two-bedroom vacation homes Des Plaines has to offer.
Are there vacation rentals with WiFi in Des Plaines?
You'll have a choice of seven vacation rentals with WiFi in Des Plaines. If you'd like to disconnect from daily life on your vacation, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Des Plaines?
You'll have your pick of six vacation homes with air conditioning in Des Plaines giving you that cool, cool breeze and extra bit of comfort. Enter your dates of travel and then take advantage of our filter tool to locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Des Plaines?
The minimum age can differ across properties on Vrbo, so be sure to look at the rules of the vacation home in Des Plaines you're considering. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Des Plaines for?
It's up to the Des Plaines property. To view all available options offering extended stays, simply type your travel dates and number of guests into Vrbo. You can enjoy having the place to yourself, along with comforts such as a fully-equipped kitchen and outdoor spaces where the kids can run and play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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