Des Plaines vacation rentals

We found 781 vacation rentals — enter your dates for availability

Discover a selection of 31 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

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Find out more about Des Plaines

Why visit Des Plaines

  1. Family-Friendly Activities: Des Plaines offers a variety of attractions perfect for families, ensuring fun for all ages.
  2. Sports Events: Enjoy local sports events that bring excitement and community spirit to the area.
  3. Charming Neighborhoods: Explore cozy neighborhoods with friendly locals and a welcoming atmosphere.
  4. Outdoor Adventures: Discover beautiful beaches and outdoor spaces ideal for recreation and relaxation.
  5. Diverse Accommodation Options: Choose from a range of vacation rentals, including homes, apartments, and condos.

Popular types of accommodation in Des Plaines

If you're looking for the perfect getaway in Des Plaines, you're in the right place! Our vacation rentals feature a variety of popular accommodation options, including houses, apartments, and condos. Whether you're searching for homes for rent, apartment listings, or houses for rent, you'll find plenty of choices to suit your needs. Explore the best Des Plaines apartments and make your next trip memorable!

  • Houses: The top choice for visitors in Des Plaines, these homes offer ample space and comfort for families and groups.
  • Apartments: A popular option for those seeking convenience and a local feel, perfect for solo travelers or couples.
  • Condos: These stylish accommodations provide a blend of amenities and community living, ideal for a relaxed stay.
  • Cottages: A charming option, cottages offer a cozy atmosphere for a peaceful getaway.
  • Cabins: Perfect for nature enthusiasts, cabins provide a rustic escape with scenic surroundings.**

Top attractions near Des Plaines

Des Plaines offers a diverse range of attractions perfect for sports enthusiasts and families alike. Visitors can enjoy beautiful beaches, explore modern colleges and universities, and attend various events at conference venues. The area's points of interest cater to those seeking cultural experiences, outdoor adventures, and family fun, making it an ideal vacation destination for travelers looking to create lasting memories.

  1. Donald E. Stephens Convention Center: A hub for events and conferences, this venue offers a professional atmosphere perfect for networking and innovation. With versatile spaces and modern amenities, it's ideal for both large conventions and intimate gatherings.
  2. Northwestern University: A prestigious institution known for its stunning campus, Northwestern exudes a vibrant city vibe. Explore its beautiful architecture and engage with a diverse community of students and faculty.
  3. Parkway Bank Park Entertainment District: A lively area perfect for families, this entertainment precinct features outdoor spaces, dining, and activities, making it an ideal spot for relaxation and fun.

Things to do recommended for couples

For a romantic getaway in Des Plaines, consider dining at the enchanting Schaumburg Medieval Times for a unique experience. Enjoy a concert at the lively Ravinia Pavilion, or indulge in luxury at the Chevy Chase Country Club. Each offers a memorable atmosphere perfect for couples.

Things to do recommended for families

Families visiting Des Plaines can catch an exciting game at Allstate Arena, unwind at Arndt Park’s serene recreation area, or embark on a fun-filled adventure at Pirates Cove Children's Theme Park, offering thrills for kids just 7 miles away.

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

When planning your trip—whether you're going with a group, traveling as a family, bringing along your pets, or seeking extended stays—be sure to prioritize your filters accordingly. 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 complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many others on Vrbo.
  • Traveling to Des Plaines with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Des Plaines: For many families, a vacation isn’t truly satisfying without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Des Plaines: If you're in search of 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 parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Des Plaines

Des Plaines, Illinois, offers a delightful blend of family-friendly activities and vibrant urban experiences. Visitors can enjoy local sports events, explore cozy neighborhoods, and savor the welcoming atmosphere created by friendly locals. Just a short drive away, you can discover charming towns and exciting attractions that make for a memorable vacation. Whether you're searching for a new apartment or simply taking in the views, Des Plaines is the perfect base for your adventures.

  • Rosemont: Located a mere 3 miles from Des Plaines, Rosemont is a vibrant city known for its family-friendly atmosphere and bustling business scene. Visitors flock to Rosemont for its exciting sports venues and entertainment options. The area boasts a variety of theaters and shopping centers, making it a great destination for both leisure and retail therapy. Notable attractions include the Rosemont Theatre, where you can catch live performances, and the Fashion Outlets of Chicago, offering a unique shopping experience. The local stadium and event conference venues also host numerous events, ensuring there's always something happening in Rosemont.
  • Park Ridge: Just 3 miles away from Des Plaines, Park Ridge is a charming city that combines family-friendly activities with beautiful outdoor spaces. This picturesque area is perfect for travelers looking to enjoy recreational activities and cultural experiences. Park Ridge features several theaters and parks, making it an ideal spot for family outings and leisurely walks. Notable landmarks include the Park Ridge Community Theatre and several local parks that provide ample opportunities for outdoor fun. With its quaint downtown area filled with shops and eateries, Park Ridge offers a delightful blend of city life and nature.
  • Oakton: Nestled near Des Plaines, Oakton is a welcoming neighborhood that attracts families and business travelers alike. Known for its convenient access to shopping malls and centers, Oakton provides a variety of venues for dining and entertainment. Visitors can enjoy local theaters and recreational areas, making it a well-rounded destination for fun and relaxation. Local landmarks include a sports facility stadium and a scenic jetty pier, perfect for those looking to explore the outdoors. Oakton's close-knit community vibe and accessibility to nearby attractions make it a delightful place to visit during your stay.

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 a breeze

Are you eager to save on your upcoming getaway? One effective way to do this is by being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down your options by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash™ on your entire booking. Being the planner truly has its rewards! When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can effortlessly create new trips, continue from where you last left off, or organize your existing plans. All your saved or booked properties will be neatly sorted into categories such as Potential, Upcoming, or Current Trips. To get started with Trip Boards, just 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 Dome at the Parkway Bank Sports Complex (3.6 mi / 5.9 km)
  • The Glen Club (4.9 mi / 7.8 km)
  • Northbrook Sports Complex (6.3 mi / 10.2 km)
  • Pirates Cove Childrens Theme Park (7 mi / 11.3 km)
  • LEGOLAND® Discovery Center (7.7 mi / 12.5 km)
  • Chevy Chase Country Club (8.8 mi / 14.2 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?
Condos are the most popular style of vacation rental in Des Plaines, according to our data. Even if you have something bigger or smaller in mind, Vrbo has vacation homes in many shapes and sizes. Browse our options to find your ideal match.
How much does it cost to rent a vacation rental in Des Plaines?
Season, length of stay and property type are some of the things that can influence the price of a vacation home. Simply click on your dates of travel to find the ultimate escape. From cozy country cottages to expansive villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Des Plaines?
Prices for beach houses in Des Plaines can differ depending on the style and size of the property and when you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use the filters to tailor your search by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Des Plaines?
Yes. You can pick from 15 vacation rentals that allow pets in Des Plaines on Vrbo. Our furry companions deserve a break too, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where Spot can lap up the good times.
Can I rent a house with a pool in Des Plaines?
Add an extra layer of fun to your vacation by booking your family into one of the four houses with a private pool in Des Plaines. Use our search filter to find properties with pools on Vrbo, then spend your downtime playing and splashing in a swimming pool that's just for you.
What are popular rental amenities in Des Plaines?
A fireplace, a swimming pool and a barbecue grill top the list of most popular rental amenities in Des Plaines. Whether you're planning to travel on your own, with your spouse or as a family, Vrbo can help you find a vacation rental that fits your style with all the conveniences you're looking for.
Are there large group vacation rentals in Des Plaines?
Des Plaines has three vacation properties that can accommodate 10 or more people. These stays come with all the space you need to share good times with loved ones.
Are there vacation rentals in Des Plaines that welcome kids?
With 15 family-friendly vacation homes to select from in Des Plaines, now is a great time to introduce the little ones to the joys of travel. Just click on our "Properties good for families" filter to search for stays that feature amenities ideal for families on the move, like kitchens, outdoor spaces, entertainment units and bunk beds.
What are the top attractions for families in Des Plaines?
Have a fun family day out at Arndt Park. This major attraction is near the heart of Des Plaines.
Can I find two-bedroom vacation rentals in Des Plaines?
Gather your family and experience complete comfort and privacy in one of the four two-bedroom vacation rentals Des Plaines has to offer.
Are there vacation rentals with WiFi in Des Plaines?
Whether you'd like to keep up with the latest news, check emails or post a pic to social media, there are 12 vacation homes with WiFi in Des Plaines. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Des Plaines?
Pick your dates and then use our filters to see vacation rentals with air conditioning in Des Plaines on Vrbo. With 11 air-conditioned properties available, you can enjoy a comfy and cool stay.
How old do you have to be to rent a vacation rental in Des Plaines?
It's a good idea to check with the Des Plaines vacation home you want on Vrbo as the minimum age differs. However, it's normally 16, 18 or 21.
How long can I rent a vacation rental in Des Plaines for?
The length of time you can book a vacation rental in Des Plaines depends on the property. Simply enter your selected travel dates to see a list of options offering extended stays. With many creature comforts like kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Des Plaines.
Does Vrbo offer discounts for vacation homes in Des Plaines?
Whether you've got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some great deals and discounts on Vrbo. From mini stays to extended vacations, we've got you covered for your next Des Plaines escape.

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