Vacation rentals in Des Plaines

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Top-rated vacation rentals in Des Plaines

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

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Guest favorite
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 Plaines
4.98 out of 5 average rating, 103 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

Top guest favorite
A spacious living area is furnished with two large leather sofas, accented by a colorful throw pillow. A coffee table sits in the center, while a 49” smart TV mounted on the wall is accompanied by a sound system. Soft lighting enhances the relaxing ambiance.
Home in Des Plaines
4.96 out of 5 average rating, 48 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.

Guest favorite
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 Plaines
4.88 out of 5 average rating, 132 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
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
4.78 out of 5 average rating, 535 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 favorite
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, 431 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.

Guest favorite
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 Plaines
4.97 out of 5 average rating, 100 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)♥️🎰

Superhost
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 Plaines
4.73 out of 5 average rating, 86 reviews

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

This cozy, recently remodeled California-style apartment offers modern amenities and a private, self-contained living space, perfect for those seeking comfort and privacy. With two separate bedrooms, it’s ideal for both business and leisure travelers. Located just minutes from O'Hare, the apartment features a designated parking spot and is close to the Rivers Casino, Rosemont, and many local attractions, including Paradise Pub, a local favorite for delicious gourmet burge

Superhost
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.9 out of 5 average rating, 353 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Guest favorite
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 Plaines
4.88 out of 5 average rating, 130 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 Plaines
4.83 out of 5 average rating, 139 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.

Top guest favorite
A spacious living area features a large television mounted above a low bookshelf filled with books and movies. A wooden coffee table sits at the center, complemented by a light-colored couch. Doorways lead to other areas, with a hint of the kitchen visible in the background.
Guest suite in Portage Park
4.96 out of 5 average rating, 139 reviews

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

Guest favorite
A bright and modern living space features a gray loveseat positioned against an angled wall. Two black side tables accompany the seating area, with small potted plants displayed atop. Light-colored flooring complements the neutral wall hues, enhancing the inviting atmosphere of the apartment.
Home in Jefferson Park
4.91 out of 5 average rating, 169 reviews

Chicago getaway for two!

This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago. Conveniently located near the blue line (Jefferson Park stop) and has a bus stop for 88W right in-front! This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago.

Popular amenities for Des Plaines places to stay

When is the best time to visit Des Plaines?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,391 GYDG$30,972 GYDG$30,554 GYDG$31,391 GYDG$31,600 GYDG$38,715 GYDG$31,809 GYDG$33,484 GYDG$33,274 GYDG$33,484 GYDG$34,949 GYDG$33,274 GYD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

Frequently Asked Questions

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

    Experience the best of Des Plaines with our apartment 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 apartment rentals with a dedicated workspace in Des Plaines?

    Yes! Work meets play with ease at over 10 apartment rentals in Des Plaines featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Des Plaines has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 house rentals in Des Plaines have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Des Plaines. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • Do hotel rentals in Des Plaines have air conditioning?

    Absolutely! We offer over 30 hotel rentals with air conditioning in Des Plaines. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Des Plaines have a gym?

    Absolutely! We offer over 20 hotel rentals with a gym 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.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with air conditioning, over 70 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Des Plaines

  • Total vacation rentals

    Explore 170 vacation rentals in Des Plaines

  • Nightly prices starting at

    Des Plaines vacation rentals start at G$6,278 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Des Plaines vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Des Plaines rentals

  • 4.6 Average rating

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

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