Des Plaines vacation rentals

We found 892 vacation rentals — enter your dates for availability

Discover a selection of 40 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.

Holiday rentals with weekly discounts - Des Plaines

Showing deals for:Sept 11 - Sept 18

Image gallery for Quick Access to O'Hare and Chicago downtown

Dining
9.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Quick Access to O'Hare and Chicago downtown

Melrose Park

10% off
Price is CA $382
CA $3,390 total
includes taxes & fees
Quick Access to O'Hare and Chicago downtown

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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 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)
  • Heritage Park (7.3 mi / 11.8 km)
  • Portage Park (8.2 mi / 13.1 km)
  • Chicago Botanic Garden (9.3 mi / 14.9 km)
  • Clark Street Beach (10.8 mi / 17.5 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 when booking a vacation rental?
When considering the best area to stay in Des Plaines, Illinois, for a vacation rental, the downtown area stands out as an excellent choice. This vibrant neighbourhood offers a charming mix of local shops, restaurants, and easy access to public transport, making it convenient for exploring the wider region. One of the top attractions nearby is the Rivers Casino, which provides entertainment options including gaming, dining, and live performances. Additionally, the beautiful Lake Opeka is a lovely spot for outdoor activities, such as picnicking, fishing, or simply enjoying a peaceful walk by the water.

Another appealing neighbourhood to consider is the area around the Des Plaines River. This scenic locale not only offers a variety of properties for rent but also boasts access to picturesque trails for hiking and cycling, ideal for those who enjoy spending time outdoors. The proximity to the River Trails Park is particularly attractive for families and nature enthusiasts, providing ample opportunities for recreation and relaxation.

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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 travelling 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.
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 predominant type of vacation rental, with approximately 108 available across the area. These homes typically feature multiple bedrooms, spacious living areas, and well-equipped kitchens, making them ideal for families or groups seeking a comfortable and home-like atmosphere. Many of these houses also include outdoor spaces for relaxation and gathering. In addition to vacation houses, there are around 15 apartments, which offer a more compact and convenient option for travellers, often including basic amenities such as kitchenettes and dining areas. While villas are less common, a few can be found in the area, providing additional choices for those looking for a more upscale stay.
Are there any family house rentals in Des Plaines?
In Des Plaines, Illinois, there are numerous family-friendly house rentals available—specifically around 20 options throughout the area. This suburban locale is ideal for families, with many properties offering spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces suitable for children to play. Common amenities include Wi-Fi and air conditioning, ensuring a comfortable stay for all.

Families will appreciate the proximity to local attractions, including the Des Plaines River and various parks, which provide opportunities for outdoor activities such as picnicking and walking trails. Additionally, the nearby Chicago area offers cultural experiences and entertainment options, making Des Plaines a convenient base for exploring the greater region.
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, located just northwest of Chicago, offers a mix of residential charm and easy access to urban amenities. Many of these properties can be found in quiet neighbourhoods, providing a relaxing atmosphere for families or groups.

Travellers can expect a variety of amenities in these rentals, including private pools, hot tubs for unwinding after a long day, and outdoor spaces great for gatherings. Fully equipped kitchens are common, allowing for convenient meal preparation, and many homes also offer spacious living areas and modern conveniences such as Wi-Fi and air conditioning.
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. 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 Des Plaines?
In Des Plaines, there are several pet-friendly house rentals available, offering a great selection for travellers with furry companions. Many of these properties are equipped with modern amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces, making them ideal for families or groups.

The area is conveniently located near several parks, including the picturesque Lake Opeka, which features walking paths and open green spaces superb for enjoying outdoor activities with pets. Additionally, the nearby Des Plaines River Trail offers scenic routes for walking or biking, allowing pet owners to explore the natural beauty of the region.
Are there any remote work vacation rentals in Des Plaines?
In Des Plaines, Illinois, there are numerous options for remote work vacation rentals, with around 114 available throughout the area. These properties cater well to professionals seeking a comfortable workspace away from home. Many rentals feature high-speed Wi-Fi, ensuring seamless connectivity for video calls and online tasks. Some accommodations also provide dedicated workspaces, allowing for a productive environment.

Travellers can expect a variety of amenities such as fully equipped kitchens for self-catering, spacious living areas, and comfortable bedrooms to unwind after a long day. The area is conveniently located near local parks, restaurants, and shops, providing opportunities for relaxation and leisure outside of work hours. 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 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 Des Plaines?
In Des Plaines, popular rental amenities include kitchens, which allow guests to prepare their own meals, and onsite parking for added convenience. Many properties also feature coffee and tea makers, superb for those who enjoy a warm beverage at any time. Furthermore, a top number of rentals are pet-friendly, accommodating travellers who wish to bring their furry companions along, including service animals.
When is the best time to visit Des Plaines for a vacation rental?
The peak season for visiting Des Plaines is during the summer months, particularly from June to August, when the weather is warm and inviting. This is a fantastic time for families and outdoor enthusiasts, as you can enjoy local parks, vibrant festivals, and various recreational activities. The sunny days, with temperatures often reaching the mid-20s to low 30s Celsius, create a great backdrop for exploring the area's attractions.

July stands out as the most popular month, bustling with visitors eager to take advantage of the summer vibes. You can immerse yourself in the local culture, partake in outdoor events, or simply relax in the beautiful surroundings of Des Plaines.

For those looking for a more budget-friendly experience, consider visiting in December. While this month may be quieter, it offers a unique charm, especially for those who appreciate festive decorations and vacation events. The serene atmosphere provides an excellent opportunity for cosy indoor activities and exploring the local dining scene.

Ultimately, the best time to book a vacation rental in Des Plaines will depend on your 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?
In Des Plaines, visitors can explore several top attractions that reflect the area's charm. One of the highlights is the Riverwalk, a scenic pathway along the Des Plaines River, great for leisurely strolls and enjoying the outdoors. Nearby, the Woodfield Mall in Schaumburg, just a short drive away, is one of the largest shopping centres in the United States, offering a wide range of shops and dining options.

The Des Plaines History Centre provides insights into the local heritage, featuring exhibits and historical artifacts that tell the story of the community. Additionally, the city is home to the popular Mystic Waters Family Aquatic Centre, ideal for families during the summer months. For nature enthusiasts, the nearby Busse Woods, located in Elk Grove Village, offers extensive trails for hiking, biking, and wildlife observation.

Moreover, the Park District hosts various events and activities throughout the year, contributing to the vibrant community atmosphere.
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 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 cabin or a beach house, 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.

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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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