Holiday rentals in Des Plaines

4.84 out of 5 average rating, 44 reviews

House in the Park- 5 Min from O'Hare.

Bring the whole family to this great place with lots of room across the street for fun fishing, golfing, bike track, vally ball court, picnic area, kids play ground, water splash, boat riding, Foxtail on the Lake resturant that serve modern Mediterranean cuisine. The house is only 5 minutes away from O'Hare Airport, ALLSTATE Arena, River Casino, 10 min to Stevenson Convention Center in Rosemont, 20 min to Wrigley Feild/25 min to Chicago downtown, and only 35 min to Six Flags Great America Park.

4.98 out of 5 average rating, 90 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

4.77 out of 5 average rating, 480 reviews

Flat in Park Ridge

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

4.97 out of 5 average rating, 73 reviews

Flat in West Dundee

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

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.99 out of 5 average rating, 76 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)♥️🎰

4.89 out of 5 average rating, 56 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, Xfinity, & 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!

4.96 out of 5 average rating, 81 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.

4.92 out of 5 average rating, 13 reviews

Dazzling Des Plaines: 3 BR, Single Level Home

Welcome to this beautifully updated 3-bedroom, 1.5-bath ranch in Des Plaines—your perfect blend of comfort and convenience. The fully stocked kitchen makes meal prep a breeze, and with multiple smart TVs, high-speed Wi-Fi, and even a foosball table, there’s something for everyone to enjoy. Step outside to your private backyard oasis, complete with outdoor couches, perfect for morning coffee. Located just minutes from O’Hare, downtown Chicago, shopping, & dining.

4.86 out of 5 average rating, 110 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!

4.92 out of 5 average rating, 13 reviews

Designer Furnished + Game Room | LCP Collection

Discover comfort and convenience in this newly remodeled 3BR, 1.5-bath retreat in Des Plaines. Just a 2-min walk to Shagbark Lake, and minutes from O’Hare, the Convention Center, and Allstate Arena, it’s the perfect base for exploring Chicago. Relax in the spacious living room, enjoy meals in the fully equipped kitchen, and unwind in style. Full access to the home and outdoor spaces makes this ideal for families and groups alike.

4.84 out of 5 average rating, 131 reviews

Flat in Des Plaines

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.

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Other great holiday rentals in Des Plaines

4.92 out of 5 average rating, 12 reviews

Private room in Niles

Private room in beautiful home close to O’Hare

KaitlynRating, 5 stars3 weeks ago

Great Stay! Short trip but Shawn was accommodating and nice! The place was not far from downtown and close to the airport! I would recommend.

Private room in Edison Park

4.79 out of 5 average rating, 29 reviews

Private, Cozy Bedroom in Niles (4)

Dijon WilliamRating, 5 stars3 weeks ago

Wonderful spot I would stay there again for a weekend stay. A great place if you are a more quiet individual.

Private room in West Rogers Park

4.96 out of 5 average rating, 190 reviews

Welcoming Evanston Home

JoshuaRating, 5 stars1 week ago

Jennifer was a very hospitable host and I had a very pleasant stay. The room was very clean and quiet!

5 out of 5 average rating, 16 reviews

Private room in Wheeling

Stunning Private Master Bedroom with own bathroom

OmarRating, 5 stars3 weeks ago

Great stay for a few days. Place was nice and peaceful. Highly recommend this to anyone wanting to go to Chicago but wants to stay outside of downtown.

Private room in Mount Prospect

4.95 out of 5 average rating, 78 reviews

S3 Private cozy room. NO parking. 15min to O'Hare

AdisonRating, 5 stars2 weeks ago

Very clean and easy to check in

Private room in Des Plaines

4.67 out of 5 average rating, 3 reviews

Peaceful Vintage Charm Retreat Min.from O'Hare

MarcoRating, 5 stars2 weeks ago

Patrycja was very nice , she made sure we were comfortable and always asked how we were doing . The place was very clean and organized , the neighborhood was very peaceful, with many people walking around in the day and even at night . I would definitely stay here again if I had the chance !

4.75 out of 5 average rating, 169 reviews

Private room in Glenview

Private room/shared bath. Easy access to O’Hare

JulianRating, 5 stars3 weeks ago

Susan is an amazing lady and her house is very nice and clean. I habe enjoyed my week stay at her place. I highly recommend it