Holiday rentals in Des Plaines

4.98 out of 5 average rating, 92 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, 482 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

4.96 out of 5 average rating, 74 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

4.85 out of 5 average rating, 102 reviews

Outstanding O’Hare Oasis- by River’s Casino

Your family will be close to everything when you stay at this ideally located home that was designed for relaxation and comfort, but also equipped with a layout perfect for multiple families to enjoy. Just 10 minutes from O’hare Airport, 5 minutes from AllState Arena, 5 minutes from River’s Casino and expressways or public transportation that give you easy access to everything the beautiful city of Chicago has to offer. This beautiful home sleeps 11 adults comfortably. Enjoy sweet perfection!

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.

4.98 out of 5 average rating, 93 reviews

Townhouse in Des Plaines

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

NO CLEANING FEE!! 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

4.99 out of 5 average rating, 79 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)♥️🎰

4.9 out of 5 average rating, 58 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!

Guest suite in Des Plaines

4.9 out of 5 average rating, 31 reviews

A luxury Studio apartment

Kick back and relax in this modern luxury design conveniently located 15 minutes away from O’Hare Airport, Allstate Arena, Rivers Casino. Shopping centers/Restaurants are all nearby, ensuring a delightful experience throughout your stay. This studio has a queen size bed. One full size bathroomThe kitchen has all necessities for making a home cooked meal. Parking is available in the driveway, If you need a rental car, you can message me to assist you with booking a vehicle.

4.96 out of 5 average rating, 82 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.

4.86 out of 5 average rating, 111 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!

4.93 out of 5 average rating, 14 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.

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Popular amenities for Des Plaines holiday rentals

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Other great holiday rentals in Des Plaines

Private room in Edison Park

4.79 out of 5 average rating, 29 reviews

Private, Cozy Bedroom in Niles (4)

Dijon WilliamRating, 5 stars1 month 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 Hoffman Estates

4.81 out of 5 average rating, 286 reviews

Schaumburg Oasis with home amenities

GaneshRating, 5 stars1 week ago

the place is indeed close to mostly everything. it was a comfortable and pleasant stay.

Hotel room in Bloomingdale

4.8 out of 5 average rating, 86 reviews

Renovated Comfortable Room l NO Cleaning Fee

AyeshaRating, 5 stars2 weeks ago

We stayed for 2 nights and had a great experience. The place was clean, peaceful, and very comfortable—just what we were looking for. The host was very welcoming and proactive, which made the stay even better. It would be a nice touch to include a couple of water bottles and some hand wash, but overall everything was lovely. Highly recommend!

4.91 out of 5 average rating, 104 reviews

Private room in Evanston

Room Mins to Downtown Chicago & Northwestern!

NataliaRating, 5 stars1 week ago

Musa was very friendly and helpful the entire time we stayed at his place. The house is big, neat and located in a nice and calm neighbourhood, ideal if you want to rest after a day in downtown. Good shops nearby so I recommend go for a walk around the beautiful Evanston.

4.88 out of 5 average rating, 17 reviews

Private room in Wheeling

Stunning Private Master Bedroom with own bathroom

OmarRating, 5 stars1 month 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, 79 reviews

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

AL-JaleelRating, 5 stars2 weeks ago

Safe neighborhood, clean bedroom and great location from the airport.

4.75 out of 5 average rating, 170 reviews

Private room in Glenview

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

JulianRating, 5 stars1 month 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