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Des Plaines holiday lettings

We found 863 holiday rentals — enter your dates for availability

Discover a selection of 36 homes and other holiday rentals in Des Plaines that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include parking and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Des Plaines

Showing deals for:27 Mar - 3 Apr

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Living area
9.8 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

6 Bedrooms Home Suburbs of Chicago

Northbrook

8% off
Price is £6,127
for 7 nights, 1 home
£875 per night
includes taxes & fees
6 Bedrooms Home Suburbs of Chicago

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    Enjoy full kitchens, pools, gardens and more

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The captivating area of Des Plaines awaits your stay

Come and experience Des Plaines and its entertainment, opera and theatre 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-see attractions 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 looking for attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Des Plaines a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • The Dome at the Parkway Bank Sports Complex (3.6 mi / 5.9 km)
  • 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)
  • Lincoln Park Zoo (15 mi / 24.1 km)
  • Dave & Buster's (15.9 mi / 25.5 km)

Exploring the natural features in Des Plaines

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Des Plaines. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (17 mi / 27.3 km)
  • Portage Park (8.2 mi / 13.1 km)
  • Chicago Botanic Garden (9.3 mi / 14.9 km)
  • Humboldt Park (12.8 mi / 20.7 km)
  • Garfield Park Conservatory (13.3 mi / 21.4 km)
  • Montrose Beach (13.4 mi / 21.6 km)

Transport to and around Des Plaines

The nearest airport is in Chicago O'Hare International Airport (ORD), located 4 mi (6.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Chicago, IL (PWK-Chicago Executive), which is 5.8 mi (9.4 km) away.

If you're travelling by train, 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 holiday rental?
When considering a holiday rental in Des Plaines, Illinois, a popular area to stay is around the downtown region. This vibrant neighbourhood is not only well-connected but also brimming with charm and local amenities. Within walking distance, you can find the picturesque Lake Park, which offers lovely walking trails, picnic spots, and a serene atmosphere great for relaxation. Additionally, the nearby Rivers Casino provides an exciting entertainment option, with dining and gaming experiences that attract visitors from all over.

Another appealing area is the vicinity of the Des Plaines River. This location not only offers beautiful views and opportunities for outdoor activities but also places you close to the historic Des Plaines Depot, a fascinating site that reflects the city's rich history. The area is known for having a variety of holiday rental properties, suiting different tastes and budgets, allowing you to find something that suits your needs.

*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
How much does it cost to rent a holiday home in Des Plaines?
Prices for holiday 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 holiday 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 holiday rental accomodation in Des Plaines?
In Des Plaines, holiday houses are the most popular type of rental accommodation, with around 30 available throughout the area. These houses typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, ideal for families or groups seeking comfort during their stay. Many properties also feature private gardens and outdoor seating areas, superb for enjoying the pleasant Illinois weather. Additionally, there are several apartments, villas, and cottages available, providing a range of choices for different preferences.
Are there any family house rentals in Des Plaines?
In Des Plaines, Illinois, there are numerous family-friendly house rentals available, with around 20 options to choose from. This vibrant suburb offers a variety of spacious homes suitable for families, featuring amenities such as fully equipped kitchens, comfortable living rooms, and outdoor spaces for children to enjoy.
Can I rent a holiday home with a pool or hot tub in Des Plaines?
In Des Plaines, there are several holiday homes available for rent that feature pools and hot tubs, providing a great option for those looking to relax and unwind. The area is known for its suburban charm, with properties often located near local parks and recreational facilities. Many of these rentals come equipped with private pools, hot tubs, spacious outdoor areas for gatherings, and fully equipped kitchens, making them ideal for families or groups. Additionally, some homes may include amenities such as barbecue grills and fire pits, enhancing the outdoor experience.
Can I find long-stay holiday rentals in Des Plaines?
A long-stay holiday 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 variety of amenities suitable for travellers with pets. Many of these properties provide spacious living areas, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups.
Are there any remote work holiday rentals in Des Plaines?
In Des Plaines, Illinois, there are numerous holiday rentals suitable for remote work, with around 32 options available throughout the area. Travellers can expect properties that come equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable office chairs, creating an ideal environment for productivity. Many rentals also feature laptop workspaces and may include additional conveniences like computer monitors, ensuring that remote workers have everything they need for a seamless working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Des Plaines holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 provide the convenience of home-cooked meals, as well as free Wi-Fi to stay connected. Most holiday rentals also feature microwaves and dishwashers, enhancing the ease of meal preparation. Additionally, cookware, dishware, and utensils are typically provided, allowing guests to enjoy a fully equipped kitchen experience.
When is the best time to visit Des Plaines for a holiday rental?
July is the most popular month to visit Des Plaines, as it falls within the peak travel season from June to August. This vibrant time of year offers a wealth of outdoor activities and events that cater to families and adventure-seekers alike. With warm temperatures averaging around 27°C, visitors can comfortably enjoy local parks, festivals, and attractions such as the beautiful Riverwalk and the top Chicago Botanic Garden, which is just a short drive away.

During the peak summer months, you'll find a myriad of activities to keep you entertained, including outdoor concerts and local fairs that showcase the rich culture of the region. The lively atmosphere is superb for those who thrive in bustling environments and want to connect with fellow travellers.

For those looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a unique charm with holiday festivities, twinkling lights, and a chance to explore the area's winter activities. The cooler temperatures, which can dip to around -3°C, create a picturesque winter landscape that transforms Des Plaines into a seasonal wonderland.
How early should I book a Des Plaines holiday rental?
Book your Des Plaines holiday 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 holiday 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 discover a variety of attractions that showcase the city's charm. The popular Rivers Casino offers entertainment and dining options, making it a popular spot for both locals and tourists. Nearby, the historic Des Plaines River is great for leisurely walks and picnics, with trails that provide a serene escape into nature.

*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
Can I change or cancel my Des Plaines home rental booking on Vrbo?
To find Des Plaines holiday 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 holiday 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, 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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