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Holiday houses in Des Plains

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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

FamilyLocationOutdoor spaces

Guest favourite
A warm-toned room features wooden wall paneling and large windows adorned with draped curtains. A small round table sits at the center, complemented by a floral arrangement. Natural light enters through the windows, creating a bright ambiance in this cozy space.
Guesthouse in Des Plains
4.93 out of 5 average rating, 45 reviews

Where Style and Substance Coexist.

9min - Ohare ORD airport 5min - Casino 4min - Allstate arena 3min - Hway Smoke-free home — strictly no indoor smoking. 1 Gig fiber - Internet* 1st floor - 14 steps Charming 2-bedroom ( 1 bed queen, 1 couch for one person - living room, 1 foldable single bed ) guest house above the garage. One of the bedrooms is set up as an office with single foldable bed, perfect for working from home. Enjoy modern living with a new bath and ample space. Ideal for those seeking comfort and convenience.

FamilyValueDecor

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, 501 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.

LocationValueParks

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, 46 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.

LocationFamilyIndoor spaces

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, 135 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

ValueLocationComfort

Guest favourite
Home in Des Plains
5 out of 5 average rating, 7 reviews

O’Hare 7-Bed Home | Workers & Insurance

Your family will be close to everything when you stay at this centrally-located place. Comfortable 4BR/2BA home in Des Plaines with 7 beds, ideal for families displaced by fire, water, or storm damage. Fully furnished with equipped kitchen, fast WiFi, multiple TVs, and spacious living areas. Quiet neighborhood near O’Hare, hospitals, shopping, and major highways. Flexible weekly & monthly stays. Clean, private, and move-in ready for your temporary housing needs.

FamilyLocationHospitality

Top Guest favourite
A modern kitchen is showcased with sleek gray cabinets and stainless-steel appliances. A large island, equipped with a white countertop, features seating for six on black wooden stools. Natural light filters in through a nearby window, illuminating the space.
Home in Des Plaines
4.93 out of 5 average rating, 83 reviews

Luxury Home in Des Plaines

This gorgeous home that was designed for relaxation and comfort is a perfect spot for a stay in Chicago area. Des Plaines is full of lively restaurants and the Subway station is just 8 minutes away, which is the best way to visit Chicago! This attractive fully remodeled home sleeps 8 and features a fireplace, 65in Smart TV, 2 additional Smart TV's, a full kitchen with a large island for 6, 3 bedrooms, and 2 full bathrooms with double sink vanities.

LocationFamilyAccuracy

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, 178 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!

LocationValueCheck-in

Guest favourite
A bright sleeping area features a black metal bed dressed with a yellow quilt and accented by a green decorative pillow. A light blue sofa sits nearby, complementing the space. Natural light filters through the window, partially covered by blue curtains.
Apartment in Des Plains
4.84 out of 5 average rating, 130 reviews

Safe, Great Location 2 Bedroom Apt, Self Check-In

This gorgeous second-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.

LocationValueCheckout

Guest favourite
Home in Des Plains
4.83 out of 5 average rating, 108 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!

ValueFamilyBackyard

Superhost
Townhouse in Des Plaines
4.8 out of 5 average rating, 10 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

LocationValueCleanliness

Guest favourite
The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.
Condo in Elk Grove Village
4.92 out of 5 average rating, 122 reviews

Just remodeled apartment close to airport and mall

This is just remodeled first floor 1 bedroom apartment that has everything you need for a comfortable stay. Conveniently located 14 min from O'hare airport and 10 min from Woodfield mall that has to offer variety of stores and huge amount of restaurants. All kitchenware for cooking your meals, board games for fun, pool to relax on summer so you get most out of your stay here.

ValueFamilyComfort

Popular amenities for Des Plains holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Des Plains's top sights

Allstate Arena

50 locals recommend

Rivers Casino

134 locals recommend

Advocate Lutheran General Hospital

7 locals recommend

Mystic Waters Family Aquatic Center

6 locals recommend

Lake Park

5 locals recommend

Randhurst Village

5 locals recommend

Other great holiday rentals in Des Plains

Guest favourite
Home in Des Plains
4.92 out of 5 average rating, 12 reviews

Private 4BR Retreat by O’Hare | Garden & Lake View

FamilyLocationWalkability

Guest favourite
A modern living area is highlighted by a sleek black sofa with coordinating cushions. A round mirror enhances the space, while a minimalist desk and chair are positioned nearby. Natural light streams through white blinds on a large window, illuminating the light wood floor.
Apartment in Arlington Heights
4.71 out of 5 average rating, 134 reviews

Chic 1BR Apt -Arlington Heights

ValueFamilyNearby

Guest favourite
A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.
Home in Des Plains
5 out of 5 average rating, 26 reviews

Rosemont 4BD2BA house with Pool

ValueFamilyBackyard

Superhost
Home in Des Plains
4.67 out of 5 average rating, 76 reviews

Entire House 5 min: •O’Hare •AllstateArena •Casino

ValueFamilyAccuracy

A serene bedroom is presented with light blue walls and polished hardwood floors. A spacious bed is dressed in soft, neutral bedding, complemented by decorative pillows. Two modern framed prints hang above the bed. Natural light filters through a window partially covered by blinds.
Apartment in Des Plains
4.73 out of 5 average rating, 97 reviews

Private 2-Bed by O'Hare –Modern, Close to Rosemont

FamilyValueDecor

Guest favourite
Home in Des Plains
4.92 out of 5 average rating, 39 reviews

Cozy Home near airport O’Hare

FamilyValueBreakfast

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, 377 reviews

Urban Farmhouse near O'Hare

LocationValueCondition

Guest favourite
A brightly lit living room features a blue-toned couch and armchairs, accented with yellow pillows. A neutral area rug lies on the floor, and a large smart TV is positioned on a stand. Windows allow natural light to fill the space, enhancing the inviting atmosphere.
Home in Des Plains
4.9 out of 5 average rating, 40 reviews

Dazzling Des Plaines: 3 BR, Single Level Home

ValueLocationSleep quality

When is the best time to visit Des Plains?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$269 NZD$267 NZD$298 NZD$313 NZD$342 NZD$354 NZD$338 NZD$342 NZD$310 NZD$287 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.

Destinations to explore