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Holiday houses in Des Plains

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Des Plains

  • Total holiday rentals

    Explore 150 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 8,220 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

    100 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Des Plains holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Des Plains rentals

  • 4.7 Average rating

    Des Plains stays receive an average rating of 4.7 out of 5 from guests

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
A spacious kitchen area is shown with modern stainless steel appliances and ample cabinet storage. A large wooden dining table is centered, set with decorative placemats. Soft light illuminates the room, complementing the neutral color scheme of the walls and cabinetry.
Home in Des Plains
4.97 out of 5 average rating, 118 reviews

Newly remodeled O’hare oasis

Your family will be close to everything when you stay at this centrally-located place. This 3 bed 2 bath newly remodeled private home will have everything you need to feel comfortable during your stay! You are 3 miles from O’Hare airport ,2 miles from Rivers Casino, 1 mile from Allstate Arena, and 4 miles from Fashion outlet mall of Chicago. Enjoy spacious living room and Rec Room, large eat-in kitchen with all new appliances! King bed . 2 queen Beds and pullout sofa with queen bed for sleeping

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

Cozy family home away from home

The property is close to 1-90 using Elmhurst or Lee ramps. It is located north of O’Hare International Airport (12 min. drive via I-90. Could also be accessed locally or with Uber/Lyft; 12 min. drive to Rivers Casino; 17 min. to indoor Fashion outlets of Chicago in Rosemont; 10 min. to Allstate Arena (home to Chicago Wolves, also serving as venue for multiple events in sports and entertainments; an hour or less to downtown Chicago. Very close to groceries/gas stations/churches and restaurants.

Superhost
Home in Des Plains
4.72 out of 5 average rating, 25 reviews

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!

Top Guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 493 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

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
4.96 out of 5 average rating, 89 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

Clean, open and well appointed lower level of 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.

Guest favourite
The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.
Home in Des Plains
4.97 out of 5 average rating, 129 reviews

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨‍🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨‍👩‍👧‍👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

Top Guest favourite
A bright dining area features a large wooden table surrounded by black chairs. Natural light filters through sheer curtains, enhancing the space. A rectangular mirror hangs on the wall alongside a console table adorned with decorative vases, adding a touch of elegance.
Home in Des Plains
4.98 out of 5 average rating, 45 reviews

Des Plaines Home

Single family ranch in quiet neighborhood. Houses up to 8 people. 4 b-rooms with queen beds. 2 full size bathrooms. Well equipped kitchen. Leather couches, 60'TV, board games in Living Room. Recreational area offers foosball table, 60' TV and comfortable sectional sofa. Internet. Garage. Private fenced back yard, patio & Weber Grill. Up to 15 minutes from O'Hare Airport, Allstate Arena, Convention Center & Fashion Outlet in Rosemont & Rivers Casino. Easy access to I94 and I294.

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, 86 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!

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, 176 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, 148 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.

Superhost
Home in Des Plains
4.83 out of 5 average rating, 106 reviews

Cozy Home near O'Hare & fun Hubs

Relax with the whole family at this peaceful place to stay. Experience comfort and convenience at our newly remodeled cozy house, perfectly situated near O'Hare Airport, Allstate Arena, and Rosemont Theater. Ideal for travelers and entertainment enthusiasts, this charming Airbnb offers modern amenities and a warm ambiance, ensuring a delightful stay. Book now and enjoy the best of Rosemont!

Guest favourite
Townhouse in Des Plains
5.0 out of 5 average rating, 6 reviews

Plaines Cozy Corner

Modern Des Plaines Stay Near O'Hare Cozy town house in Des Plaines Comfortable Stay Minutes from Chicago Stylish Unit Near O'Hare Airport Quiet & Cozy Des Plaines Getaway Modern Retreat Close to Downtown Chicago Bright & Clean Stay Near Restaurants & Shops Charming Apartment with Easy Airport Access Relaxing Home Base Near O'Hare & Rosemont Convenient Des Plaines Stay with Free Parking

Popular amenities for Des Plains holiday rentals

When is the best time to visit Des Plains?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$269 NZD$267 NZD$298 NZD$255 NZD$257 NZD$315 NZD$339 NZD$342 NZD$310 NZD$288 NZD$289 NZD$289 NZD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Des Plaines?

    Stays near downtown Des Plaines offer easy access to restaurants, riverside trails, and public transit. Neighborhoods around the Des Plaines River or close to nearby parks are frequently suggested for a quieter atmosphere.

  • What are the best things to do in Des Plaines with kids?

    Lake Park playgrounds, local pools, and interactive exhibits at the Des Plaines History Center are often recommended for families. Outdoor concerts and art programs in public spaces add to kid-friendly experiences throughout the year.

  • What are some of the best things to do in Des Plaines?

    Explore the Des Plaines River Trail, walk through Lake Park, and take in a show at the Des Plaines Theatre. Visitors often enjoy the mix of green spaces, local history, and vibrant downtown activities.

  • How is the weather in Des Plaines?

    Des Plaines has cold winters around 19–32°F (-7–0°C), with snow possible, and warm summers reaching 66–85°F (19–29°C) with rain showers. Spring and autumn are milder, making layers a practical choice throughout the year.

  • When is the best time to visit Des Plaines?

    Late spring through early autumn is often recommended, with temperatures around 51–80°F (10–27°C), blooming parks, and seasonal events. Winter has a quieter pace, with snow and cold temperatures common.

  • What are the best places to visit in Des Plaines?

    Explore the Des Plaines History Center for local stories, visit Lake Park for outdoor activities, and discover performances at the Des Plaines Theatre. The downtown district has unique shops and public art displays.

  • What are some hiking trails in Des Plaines?

    Explore scenic trails along the Des Plaines River Trail or visit Lake Park for accessible walking paths nestled in nature. Nearby forest preserves around Des Plaines are frequently suggested for extended hikes.

  • What are some family activities we can do in Des Plaines?

    Families enjoy the Des Plaines History Center, playgrounds at Lake Park, and local community pools. Interactive events and public art installations are often recommended for visitors with children.

  • What are some of the best day trip ideas from Des Plaines?

    Explore nearby forest preserves, take in public gardens, or visit a museum in the greater Chicago area for deeper cultural experiences. Outdoor recreation and historic villages around Des Plaines are also frequently suggested.

  • Are there any pet friendly accommodations available in Des Plaines?

    Pet friendly options are available throughout Des Plaines, especially in rentals close to local parks and open spaces. Many neighborhoods make it easy to explore outdoor trails with your dog.

  • What are some local tips for visiting Des Plaines?

    Explore both the historic downtown and green spaces for a sense of Des Plaines' character. Locals enjoy farmers markets, river walks, and sampling a variety of global cuisines throughout the city.

  • What is Des Plaines known for?

    Des Plaines is known for its riverside trails, community parks, and role in the early development of commercial air travel. Historic sites, diverse food traditions, and neighborhood events reflect its local character.

  • What are the best hidden gems to explore in Des Plaines?

    Seek out the public gardens tucked into neighborhoods, explore the Des Plaines Methodist Campground’s historic district, or find murals along downtown streets. Community art fairs and smaller local museums are a favorite surprise for many visitors.

  • What are the best foods to try in Des Plaines?

    Des Plaines has a mix of locally rooted diners, international bakeries, and family-owned restaurants known for diverse cuisines. Chicago-style pizza, regional hot dogs, and Polish pastries are frequently suggested staples.

  • What should I bring for a trip to Des Plaines?

    Pack layers to adjust to seasonal weather, especially a warm coat for winter or a rain jacket in spring and fall. Comfortable shoes are useful for walking trails, city streets, and exploring local parks.

  • What is the nightlife in Des Plaines like?

    Des Plaines has a laid-back nightlife scene with local pubs, casual lounges, and live music venues around downtown. Visitors can also explore entertainment spaces that blend regional flavors and a welcoming atmosphere.

  • What are the most popular events or festivals in Des Plaines?

    Des Plaines has seasonal events such as Independence Day parades, music performances at the Des Plaines Theatre, and festivals in local parks. Farmer’s markets are another frequently suggested gathering during warmer months.

  • Are there family friendly vacation rentals in Des Plaines?

    Many vacation rentals in Des Plaines accommodate families, with options near parks, playgrounds, and community centers. Neighborhoods with green spaces provide opportunities for outdoor activities and relaxation.