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Des Plaines vacation rentals

We found 897 vacation rentals — enter your dates for availability

Discover a selection of 37 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:May 29 - Jun 5

Image gallery for Enamored in Elmhurst

Living area
10 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)

Enamored in Elmhurst

Elmhurst

13% off
Price is $506
$3,544 for 7 nights
All fees included
Enamored in Elmhurst

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Find out more about Des Plaines

Why visit Des Plaines

  • Family-friendly attractions: Des Plaines offers various activities perfect for families, including parks and beaches that cater to all ages.
  • Outdoor adventures: Enjoy beautiful urban parks and recreational areas ideal for sports enthusiasts and nature lovers.
  • Welcoming neighborhoods: Explore inviting areas like Schiller Park, known for its friendly atmosphere and local amenities.
  • Diverse accommodations: Choose from cozy apartments, spacious vacation homes, and stylish condos to suit your travel needs.
  • Cultural experiences: Engage in local events and gatherings that showcase the community's vibrant culture.

Popular types of accommodation in Des Plaines

Explore a variety of vacation rentals in Des Plaines, where you can find the perfect accommodation for your getaway. Whether you’re looking for a cozy apartment, a spacious private vacation home, or a stylish condo, we have options to suit every traveler's needs. Don't miss out on luxury apartments and charming houses in Dekalb County, ensuring a memorable stay in this vibrant area. Start planning your Des Plaines adventure today.

  • Apartments: The top choice for travelers in Des Plaines, offering convenient amenities and a home-like feel for your stay.
  • Houses: A popular option for families and groups, providing spacious living areas and a private retreat.
  • Condos: Ideal for those seeking a blend of comfort and luxury, often located near attractions.
  • Cottages: Quaint and cozy, perfect for a charming getaway in a serene setting.
  • Cabins: A unique lodging experience, great for nature lovers wanting to escape the city.**

Top attractions near Des Plaines

Des Plaines, Illinois, offers a diverse range of activities perfect for sports enthusiasts and families alike. Visitors can enjoy beautiful beaches, urban parks, and event venues that host various conferences and gatherings. Whether you seek cultural experiences, outdoor adventures, or family-friendly attractions, Des Plaines has something for everyone, making it an ideal vacation spot for travelers of all kinds.

  • Donald E. Stephens Convention Center: This versatile venue hosts a variety of events, from trade shows to conferences, bringing a professional atmosphere to the area. Its spacious halls and modern amenities make it a hub for business and networking.
  • Northwestern University: A prestigious institution known for its beautiful campus and vibrant city vibes, Northwestern offers a rich academic environment and cultural experiences, including art galleries and theaters.
  • Parkway Bank Park Entertainment District: Perfect for families, this lively district features outdoor concerts, dining, and recreational activities, ensuring fun for visitors of all ages in a welcoming atmosphere.

Things to do recommended for couples

Searching for a romantic getaway in Des Plaines? Indulge in a medieval feast at Schaumburg Medieval Times, enjoy a concert at Ravinia Park, or relax in the luxury of Chevy Chase Country Club. Each experience promises unforgettable moments for you and your partner.

Things to do recommended for families

Families visiting Des Plaines can catch a thrilling game at Allstate Arena, explore wellness at Northbrook Sports Complex, or unwind in nature at Arndt Park—all within a short drive, making for a fun-filled and relaxing vacation experience.

Things to do recommended for groups

Your group can enjoy shopping and entertainment at Woodfield Mall, located 8 miles from Des Plaines. For a cultural experience, catch a show at the Rosemont Theatre, just 4 miles away. Don't miss the fun at LEGOLAND® Discovery Center, also 8 miles from the city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, your family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • 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 get-togethers. Luckily, you can easily narrow down your options on Vrbo to find exactly what you need and more.
  • Traveling to Des Plaines with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions for a more enjoyable experience.
  • Taking your pets with you to Des Plaines: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone, including your pet, feels at home.
  • Planning for a long term stay visiting Des Plaines: Welcome. If you're seeking vacation rentals with special 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 amenities like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in Des Plaines

Des Plaines offers a delightful blend of family-friendly attractions and urban charm, making it an ideal vacation spot. Explore the inviting neighborhoods, like nearby Schiller Park, where you'll find a warm, welcoming atmosphere. Enjoy local amenities and the perfect mix of sports and leisure activities. Whether you're seeking a relaxing family getaway or a city-themed adventure, Des Plaines and its surrounding areas promise an enriching travel experience.

  • Chicago: As a bustling metropolis, Chicago offers an exciting blend of culture, entertainment, and outdoor activities. Located near Des Plaines, travelers flock to the Windy City for family-oriented experiences, vibrant shopping districts, and renowned sports venues. Key attractions include the iconic Wrigley Field and the United Center, where you can catch a game or concert. Don't miss the picturesque Millennium Park and the Art Institute of Chicago, perfect for art enthusiasts. With its diverse neighborhoods, Chicago promises a dynamic urban adventure for every visitor.
  • Rosemont: Just 3 miles from Des Plaines, Rosemont is a lively city known for its family-friendly atmosphere and business-friendly facilities. A hub for entertainment, Rosemont features the famous Fashion Outlets of Chicago, where you can indulge in some retail therapy. Catch a show at the Rosemont Theatre or attend a conference at the Donald E. Stephens Convention Center. The city also boasts a thriving dining scene, making it a perfect stop for food lovers. With its convenient location and variety of attractions, Rosemont is an essential part of your vacation itinerary.
  • Park Ridge: Located 3 miles away from Des Plaines, Park Ridge is a charming city that combines outdoor leisure with urban amenities. Ideal for families, visitors can enjoy the beautiful parks and recreational areas, such as the Park Ridge Park District. The city also features cultural attractions like the Pickwick Theatre, a historic venue showing the latest films. With its quaint downtown area filled with shops and dining options, Park Ridge offers a relaxed atmosphere while still being close to the excitement of Chicago. A visit here is perfect for those seeking a blend of city and suburban experiences.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to impressive savings. To discover a Vrbo property that meets your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, OneKey, you can immediately access exclusive member savings and earn OneKeyCash on eligible reservations. Sign up now and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your next getaway. You can seamlessly create new trips, resume planning from where you last stopped, or manage your existing itineraries. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.vrbo.com/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 best area to stay in Des Plaines, Illinois, United States of America when booking a vacation rental?
When considering a vacation rental in Des Plaines, Illinois, the area around downtown offers a vibrant and convenient option for visitors. This neighborhood is well-connected and features a variety of dining and shopping experiences, making it a lively hub for both relaxation and exploration. One of the top attractions in this area is the beautiful Riverwalk, which provides a lovely setting for a leisurely stroll or a picnic by the water. Additionally, the nearby Woodfield Mall, one of the largest shopping malls in the country, is just a short drive away and offers an abundance of shopping and dining choices. The downtown area has a good selection of vacation rental properties, suiting different preferences and budgets, ensuring that you can find a comfortable and inviting space to enjoy your stay.
How much does it cost to rent a vacation home in Des Plaines?
Prices for vacation rentals in Des Plaines 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 Des Plaines 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 Des Plaines vacation house rentals?
You can find great discounts on house rentals in Des Plaines 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 Des Plaines?
In Des Plaines, vacation houses are the most popular rental option, with about 36 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also include outdoor spaces such as patios or gardens, great for relaxing after a day of exploring local attractions like the Riverwalk or nearby parks.
Are there any family house rentals in Des Plaines?
In Des Plaines, Illinois, there are about 20 family-friendly vacation rentals available, making it a great choice for families seeking a comfortable stay. Properties in this area often feature spacious living rooms, fully equipped kitchens ideal for preparing family meals, and outdoor spaces where children can play. Many homes come with essential amenities such as Wi-Fi and laundry facilities, ensuring a convenient experience for visitors.

Located just a short drive from attractions like the Riverwalk and the nearby Chicago Botanic Garden, families can enjoy outdoor activities and beautiful scenery. Additionally, local parks provide playgrounds and picnic areas, great for spending quality time together.
Can I rent a vacation home with a pool or hot tub in Des Plaines?
In Des Plaines, there are several vacation homes available for rent that feature pools and hot tubs. This suburban area in Illinois offers a variety of properties where travelers can enjoy these amenities. Many rentals come equipped with private pools, spacious backyards, and hot tubs, providing an ideal setting for relaxation and family gatherings. Additionally, some homes include outdoor seating areas, fully equipped kitchens, and entertainment options, making them suitable for both leisure and socializing.
Can I find long-stay vacation rentals in Des Plaines?
A long-stay vacation rental in Des Plaines is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Des Plaines?
In Des Plaines, there are several pet-friendly house rentals available, with a total of 21 options for travelers looking to bring their furry companions along. These vacation homes often come equipped with amenities such as spacious backyards, modern kitchens, and comfortable living areas, making them suitable for families or groups.

The neighborhood offers easy access to nearby parks, with areas like Lake Park providing walking trails and green spaces where pets can enjoy some outdoor time.
Are there any remote work vacation rentals in Des Plaines?
In Des Plaines, Illinois, there are several options for remote work vacation rentals, with around 38 properties available. Many of these rentals come equipped with essential amenities for remote work, including high-speed internet, dedicated desk spaces, and comfortable desk chairs. You'll find properties that offer free Wi-Fi in the rooms, ensuring a seamless working experience.

The area is conveniently located near various points of interest, such as the Riverwalk and the Des Plaines History Center, providing opportunities to unwind after a productive day. Additionally, local cafes and restaurants are nearby, making it easy to grab a meal or a coffee break. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Des Plaines vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Des Plaines with parking available—perfect for families or travelers 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 Des Plaines?
In Des Plaines, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many rentals also offer onsite parking, making it convenient for travelers with vehicles. For those who enjoy a warm beverage, coffee and tea makers are commonly provided. Additionally, pets are permitted in several properties, accommodating travelers who wish to bring their furry friends along, and service animals are also welcome.
When is the best time to visit Des Plaines for a vacation rental?
The best time to visit Des Plaines for a vacation rental is during the summer months, particularly in July, when the city is bustling with activity. This peak season, which runs from June to August, attracts families and travelers eager to explore the local attractions, parks, and vibrant community events under the warm sun.

July brings pleasant temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, making it ideal for outdoor activities like picnicking in Lake Park or enjoying recreational sports at the various facilities around town. The longer days encourage sightseeing, whether it's visiting the nearby Chicago area or participating in local festivals that showcase the rich culture and community spirit of Des Plaines.

If you're looking for a more budget-friendly experience, consider visiting in December. While this is a quieter time, the holiday season brings its own charm, complete with festive decorations and local events that capture the spirit of winter. You can enjoy cozy indoor attractions, and while the weather can be chilly, it offers a different perspective of the city.

Whether you opt for the lively summer atmosphere or the serene winter charm, Des Plaines offers diverse experiences tailored to your travel preferences.
How early should I book a Des Plaines vacation rental?
Book your Des Plaines 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 Des Plaines, Illinois, United States of America?
In Des Plaines, visitors can enjoy a variety of attractions that highlight both natural beauty and local culture. The popular Rivers Casino offers entertainment and dining options along the Des Plaines River, making it a popular spot for those looking to try their luck or enjoy a night out.

For outdoor enthusiasts, the scenic Lake Opeka features walking trails, picnic areas, and opportunities for boating and fishing, providing a peaceful retreat within the city. Families can also explore the nearby Des Plaines Park District facilities, which include sports fields and playgrounds.

Additionally, the historic downtown area showcases unique shops and restaurants, creating a charming environment for leisurely strolls. The Des Plaines History Center offers insights into the city's past and is a great spot for history buffs.

*Please play responsibly. You must be at least 21 years old to participate in any form of gambling in the United States. If you believe you have a gambling problem, seek help from professional organizations such as the National Council on Problem Gambling at www.ncpgambling.org or call their helpline at 1-800-522-4700.
Can I change or cancel my Des Plaines home rental booking on Vrbo?
To find Des Plaines 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Des Plaines 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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