
Vacation rentals with outdoor seating in Des Plains
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Des Plains
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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

Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Enchanted Garden Treehouse (Amenity*)
Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Historic Coach House in Evanston Near Beach & Town
Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house.

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)♥️🎰

Beautiful Condo - King Bed - Free Waffle Breakfast
Welcome to the Gem of Geneva! This peaceful home is the perfect place to rest! It's elegant, clean, and fully-equipped! It's perfect as a stop over on a work trip, a getaway with your family/partner, or a long-term stay! Come kick off your shoes after a long day, take a hot bath in the soaking tub, and then enjoy some fresh warm waffles in the morning with our complimentary waffle station. Feel free to reach out! I am happy to host you and answer any questions you have!

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.

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.

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

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!

Studio 15 Minutes From Ohare!
Please read through entire listing before booking. Enjoy a cozy, private, and spacious studio on a quiet, tree-lined street in Chicago’s Dunning neighborhood. You’ll have a full kitchen, bathroom, comfy living space, plus a large backyard and free parking. Perfect for couples or business travelers. Close to great restaurants and parks, Rosemont (10 min), O’Hare (15 min), and downtown (35–45 min; varies with traffic).
Popular amenities for Des Plains outdoor seating rentals
House rentals with outdoor seating

O’Hare Mid Century Cozy Comfort. 15 min & Relax!

Luxury New Home O’Hare WiFi Yard EV Charger

Des Plaines Home

J&D Airbnb

Casa 22 Luxury & Modern 3BD 2BA Home in Skokie

Cozy Home near O'Hare & fun Hubs

Center St. Retreat

Urban Farmhouse near O'Hare
Apartment rentals with outdoor seating

Evanston 2BR 2Bth 1 Blk to Beach

Decompress on a Sophisticated Chaise at a Glamorous Hideaway

Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)

Executive Apartment on Lake Michigan with parking

Cozy & Convenient Oak Park w Parking / Transit

Private apartment with retro vibe

Cheerful Oak Park Apartment

Whole Flat in Private Club. Walk to L, Dining & Shows
Condo rentals with outdoor seating

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Your Chicago Retreat

Two Bedroom w Porch in Wicker Park

Can't Beat This 2min Walk to Wrigley!

Susie's Space. 2BR easy parking & pet friendly

Modern Chicago Movie Themed Apt

Soft Leather & Warm Bricks in Stylish New Home

Spacious 4 Bedroom Condo
When is the best time to visit Des Plains?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 CAD | $247 CAD | $257 CAD | $266 CAD | $292 CAD | $307 CAD | $318 CAD | $289 CAD | $286 CAD | $276 CAD | $271 CAD | $262 CAD |
| Avg. temp | -4 °C | -2 °C | 4 °C | 10 °C | 16 °C | 21 °C | 24 °C | 23 °C | 19 °C | 12 °C | 5 °C | -1 °C |
Quick stats about vacation rentals with outdoor seating in Des Plains

Total vacation rentals
Explore 40 vacation rentals in Des Plains

Nightly prices starting at
Des Plains vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 3,850 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Des Plains vacation rentals include wifi 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
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- Rentals with outdoor seating Cook County
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Loyola University Chicago
- Illinois Beach State Park
- Oak Street Beach
- Museum of Science and Industry





