Holiday houses in Des Plains

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Top-rated holiday rentals in Des Plains

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Des Plains
5 out of 5 average rating, 17 reviews

Cozy Home near airport O’Hare

Welcome to your cozy home away from home! This peaceful suburban house is perfect for families, couples, or business travelers looking for a quiet stay near Chicago. Located just 15 minutes from O’Hare Airport, our home offers: A private backyard – great for relaxing A quiet neighborhood with a nearby playground Fully equipped kitchen & comfortable living space Fast Wi-Fi, smart TV, free parking ✅ Family-friendly ✅ Self check-in ✅ Clean, quiet, and safe Book your stay and make yourself at home!

Top Guest favourite
The spacious lower level features two comfortable leather couches, a coffee table, and a wall-mounted TV. A workstation with a desk and monitor is visible, along with a kitchenette area in the background. Ample natural light illuminates the space, creating a welcoming environment.
Home in Des Plains
4.94 out of 5 average rating, 68 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

Clean and well appointed lower level of owner-occupied home with private in/out access separated from the main level. The suite-style space includes a generous living area with two large couches, 49” smart TV w/ sound system, king bed, full bathroom, kitchenette w/ table, washer/dryer & work desk. Great location 5-10 minutes from O'Hare, Allstate Arena, Rosemont and Rivers Casino with ample transportation options. Property is within short walking distance of grocery stores, gym, parks & more.

Superhost
An open living and dining area features a large table set for meals, surrounded by comfortable chairs. A cozy sectional sofa sits nearby, complemented by a ceiling fan and a wall-mounted TV. Natural light flows in from windowed areas towards the rear.
Home in Des Plains
4.86 out of 5 average rating, 145 reviews

Entire house, close to O'Hare airport

You and your family will be close to all amenities when you stay at this centrally-located place. 5 miles from O'hare Airport, 1.3 miles from Allstate Arena, 4 miles from Rosemont Convention Center and 5 miles from Fashion Outlet of Chicago. Few mins from Rivers Casino, Shopping Centers, Restaurants, Express way. Easy access to I-90 & I-294. 15 miles away from Chicago Downtown. A newly renovated space with extremely fast WIFI up to 800mbps, suitable for WFH. Walking distance to a close by lake.

Superhost
Home in Des Plains
New place to stay

Comfortable 3BR Near O'Hare | Fast Wi-Fi & Kitchen

Welcome to your perfect retreat less than 10 minutes from O'Hare! - Spacious 3-bedroom house, perfect for families or groups - Easy remote keypad access - 1 King & 2 Queen Bedrooms - Additional sleeper sofa in living room - Lightning Fast Wifi & Netflix included - Walking distance to Bus Line - Fully equipped kitchen w/ brand new appliances - Electric Fireplace - Serene neighborhood, tree-lined street - Seperate working space w/ desk - Laundry in house - A/C & Heating Book your stay today!

Superhost
A modern kitchen area features a wooden accent bar with four metal stools. Stainless steel appliances, including a refrigerator and stove, are visible. A wall clock adds a functional element to the open concept design, with neutral tones enhancing the spacious ambiance.
Apartment in Park Ridge
4.77 out of 5 average rating, 575 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 228 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Guest favourite
A sleek wall-mounted television is set above a modern electric fireplace, framed by a stylish metallic trim. The stone feature wall provides a textured backdrop, while warm wood flooring complements the contemporary design.
Townhouse in Des Plaines
4.95 out of 5 average rating, 123 reviews

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

Free! coffee station with 12 types of Keurig pods such as Dunkin/Starbucks/McDonalds/Green tea/Decaf etc. Make your favorite coffee on our commercial brewer. Newly remodeled, luxurious, 3 bedrooms, 1.5 bathrooms duplex house located 10 minutes from O’Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is ~25 minutes away with an easy access to I-94 and I-294 Expressways.

Guest favourite
The kitchen features modern white cabinetry and sleek new appliances. A long island provides additional counter space, while natural light brightens the room through multiple windows. Adjacent to the kitchen, an open layout connects to a spacious dining and living area.
Home in Des Plaines
4.92 out of 5 average rating, 106 reviews

3bedrooms& 2 bath (king bed) in newly updated Home

Located in the West suburbs of Chicago you'll be far away from the chaos of the city, yet close to the highway to visit downtown whenever you like. You'll have a great night sleep in either the king, queen, or full size beds. All with brand new mattress and linens. Get ready for a night out in 1 of our 2 full size bathrooms. Enjoy a large backyard for kids to play and if you decide to have a family BBQ. Whether you're coming here for work or play we have you covered.

Guest favourite
The exterior of the farmhouse is presented, showcasing a welcoming porch with white railings leading to the entrance. The house features a combination of light yellow siding and dark brown window frames, complemented by a round sign displaying the property number.
Home in Des Plains
4.75 out of 5 average rating, 366 reviews

Urban Farmhouse near O'Hare

I am hosting a hundred year old farmhouse that has been renovated on the inside and outside. The beds are top quality and bought new. The neighborhood has unique places to dine and explore. It is close to Metra Rail Road to downtown Chicago. O'Hare International Airport is 7 miles from the house and Rosemont Convention Center is just 5 miles, both are accesable by car or public transportation. There is also a lot of parking. A great place to stay when you travel.

Top Guest favourite
A modern kitchen is filled with sleek cabinetry and stainless steel appliances. A central island with bar stools provides additional seating. A dining table with yellow chairs is positioned near a window, allowing natural light to enter the space.
Home in Des Plains
4.92 out of 5 average rating, 77 reviews

Suburban Fab Part Deux

Fresh and fabulous, sleek and modern, & centrally located. This 3 bedroom 1.1 bathroom home was just renovated with all modern finishes and appointments. Gorgeous kitchen with all necessary amenities. Large family room with 85 inch smart TV, & electric fireplace. Two bedrooms with king sized beds. Kids bedroom with 2 twin beds. Full bathroom with large walk in shower and rain shower. Large yard with Gazebo and outdoor dining space. 2 car garage. Truly a fab house!

Top Guest favourite
The exterior of a two-story home is depicted, featuring a combination of white and black siding. A prominent bay window enhances the facade, while landscaped flower beds with red mulch and small plants frame the entrance. Green grass and a sidewalk lead up to the house.
Home in Des Plains
4.9 out of 5 average rating, 160 reviews

Cozy Home by O'Hare + EV Plug

Family-friendly 3BR/2BA home in Des Plaines! Enjoy arcade games, board games, and an EV charger. Nestled in a quiet neighborhood near parks, shopping, and entertainment. Just minutes from Des Plaines Theatre, Rivers Casino, Mystic Waters, and Fashion Outlets of Chicago. Ideal for families or groups seeking comfort, fun, and convenience with easy access to top attractions and O'Hare Airport. Your perfect home base for exploring the Chicago area!

Superhost
A light-filled living space features a gray sofa adorned with patterned cushions, complemented by a wooden coffee table. A round dining table with three gray chairs sits nearby. Windows with blinds provide a view of the outside, enhancing the airy atmosphere.
Apartment in Des Plains
4.83 out of 5 average rating, 145 reviews

Newly Renovated, Safe, 1 Bdrm, Self Check-in

This gorgeous first-floor apartment is located only 10 minutes from O'Hare International Airport. Located near Des Plaines River Road and Toughy Ave., you will be close to not only the airport but 7 minutes to Rivers Casino, 10 minutes from the Rosemont Entertainment District, and 30 minutes from downtown Chicago. The apartment is minutes away from two major highway interstates, which makes this a commuters ideal location.

Popular amenities for Des Plains holiday rentals

When is the best time to visit Des Plains?

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Avg. price$256 NZD$253 NZD$249 NZD$256 NZD$258 NZD$316 NZD$340 NZD$343 NZD$311 NZD$288 NZD$290 NZD$290 NZD
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Frequently Asked Questions

  • Are there family-friendly house rentals in Des Plaines?

    Des Plaines has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Des Plaines?

    Experience the best of Des Plaines with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly hotel rentals in Des Plaines?

    Four-legged friends are welcome in Des Plaines. Choose from more than 20 hotel rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Des Plaines?

    Yes! Work meets play with ease at over 50 house rentals in Des Plaines featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Des Plaines vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Des Plaines, available on Airbnb. Make a splash and soak up the sun in style!

  • Do hotel rentals in Des Plaines have air conditioning?

    Absolutely! We offer over 40 hotel rentals with air conditioning in Des Plaines. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Des Plaines have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen in Des Plaines. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Des Plaines have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Des Plaines. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Des Plaines have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Des Plaines. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Des Plaines?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Des Plains

  • Total holiday rentals

    Explore 160 holiday rentals in Des Plains

  • Nightly prices starting at

    Des Plains holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Des Plains holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Des Plains rentals

  • 4.6 Average rating

    Des Plains stays receive an average rating of 4.6 out of 5 from guests

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