Holiday rentals in Des Plaines

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Des Plaines

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

%{current} / %{total}1 / 1
Top guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Flat in Chicago
5 out of 5 average rating, 71 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Guest favourite
Home in Des Plaines
5 out of 5 average rating, 10 reviews

Cozy Home near playground

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
Home in Des Plaines
4.96 out of 5 average rating, 50 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
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.
Flat in Park Ridge
4.77 out of 5 average rating, 548 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 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, 435 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 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, 105 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)♥️🎰

A classic farmhouse is presented with a welcoming porch supported by white railings. The exterior features light yellow siding and a dark roof. The house sits on a raised foundation, with trees and clouds visible in the background.
Home in Des Plaines
4.75 out of 5 average rating, 355 reviews

Urban Farmhouse near O'Hare

I am hosting a hundred year old farmhouse that has been completely 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.

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.
Flat in Des Plaines
4.74 out of 5 average rating, 88 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

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
4.93 out of 5 average rating, 99 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 a modern, renovated home is presented, featuring a mix of gray siding and brick. Large windows allow natural light to enter, and a welcoming front entrance is complemented by landscaped greenery and a neatly maintained lawn. A garage is visible to the right.
Home in Des Plaines
4.87 out of 5 average rating, 62 reviews

RR Oasis

Welcome to Your Sweet Oasis! Discover the perfect getaway for all groups or solo travelers in our beautifully renovated home, accommodating 7+ guests. With modern amenities, we ensure your stay is both comfortable and enjoyable. Unwind in a safe, friendly neighborhood, conveniently located near Lake Park, Allstate Arena, Chicago O'Hare International Airport, River Casino, Fashion Outlets, and a variety of restaurants. We guarantee relaxation and plenty of fun!

Superhost
A modern living area features an exposed brick wall adorned with a large artwork of a lion. Chic furniture includes a black sofa with a soft blanket draped over it and a stylish armchair. A round coffee table sits on a patterned rug, enhancing the room's artistic flair.
Flat in Little Village
4.86 out of 5 average rating, 81 reviews

Modern Haven in Little Village

Step into The Artistic Brick Loft, featuring modern amenities and artistic flair. The bedroom includes ample storage and unique décor. The living area boasts an exposed brick wall, chic furniture, and captivating artwork. The kitchen offers modern appliances and a dining area. The bathroom features a sleek design with a walk-in shower. In-unit laundry and easy street parking compared to other city locations ensure a hassle-free stay. Enjoy comfort and style.

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 Plaines
4.88 out of 5 average rating, 136 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!

Popular amenities for Des Plaines holiday rentals

When is the best time to visit Des Plaines?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$196 SGD$193 SGD$191 SGD$196 SGD$197 SGD$242 SGD$260 SGD$263 SGD$238 SGD$206 SGD$218 SGD$208 SGD
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 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 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 family-friendly apartment rentals in Des Plaines?

    Des Plaines has more than 10 family-friendly apartment 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 house rentals in Des Plaines?

    Four-legged friends are welcome in Des Plaines. Choose from more than 30 house rentals for guests traveling with pets.

  • 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 hotel rentals in Des Plaines have a gym?

    Absolutely! We offer over 30 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 80 homes with air conditioning, over 80 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Des Plaines

  • Total holiday rentals

    Explore 170 holiday rentals in Des Plaines

  • Nightly prices starting at

    Des Plaines holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    160 of Des Plaines holiday rentals include wifi 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

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Des Plaines