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Best Vacation rentals and Airbnb offers in Des Plaines, IL
8.8 5 reviews
Des Plaines, IL
06/26 – 06/28
$328/nighttotal: $656 (2 )
1br Near O'hare • Balcony • Workspace
1 2
apartment , Chicago
This 1-bedroom, 1-bathroom condo in Chicago is located near O'Hare International Airport, offering convenient access to major highways and the Rosemont area, perfect for travelers seeking proximity to the airport. This pet-friendly accommodation features a private balcony, a dedicated workspace with a computer, a fully equipped galley kitchen with dining space for four, in-building laundry, and free private parking for one vehicle, accommodating up to three guests.
Des Plaines, IL
07/17 – 07/27
$546/nighttotal: $5460 (10 )
Spacious Retreat Near Convention Centers Home
4 3
house , Des Plaines
This Des Plaines vacation home is conveniently located just 13 miles from Loyola University Chicago and 15 miles from Wrigley Field, offering easy access to popular attractions. The surrounding area provides a peaceful and suburban ambiance, perfect for a relaxing getaway. This 4-bedroom house offers ample space for families and groups, accommodating up to 19 guests. The 1,600 square foot home features a fully equipped kitchen, a balcony, free parking, and free Wi-Fi, along with a washing machine, a satellite flat-screen TV, and yoga classes.
Des Plaines, IL
06/26 – 06/28
$628/nighttotal: $1256 (2 )
Modern 4bd 2ba Family Home | Central Ac
4 2
apartment , Bensenville
This Bensenville rental is located near Bloomingdale Park District Museum and Lilacia Park, offering proximity to 390 Golf Experience, Bloomingdale Golf Club, Allstate Arena, and Edge Ice Arena. This 4-bedroom, 2-bathroom house accommodates up to 8 guests with amenities including air conditioning, internet, and parking, and features newly installed flooring and an open-concept living area.
10 2 reviews
Des Plaines, IL
07/15 – 08/15
$292/nighttotal: $9052 (31 )
4br Home W/2 Living Rooms | Families & Long Stays
1 3
apartment , Park Ridge
This furnished 4-bedroom, 2-bathroom rental is located in a residential area of Park Ridge, offering convenient access to O'Hare International Airport (ORD) within a 5- to 7.5-mile drive and downtown Park Ridge's shops and restaurants. This spacious apartment accommodates up to 8 guests with two living areas, in-unit laundry, a fully equipped kitchen with a fridge and dishwasher, and air conditioning, making it ideal for long-term stays, corporate housing, or insurance claims.
8.9 13 reviews
Des Plaines, IL
06/26 – 07/06
$692/nighttotal: $6920 (10 )
Serene & Charming 5br Des Plaines Getaway
5 2
apartment , Des Plaines
This Des Plaines house, located in a quiet neighborhood a 6-minute walk from Lake Opeka and 5 minutes from O'Hare International Airport, offers easy access to restaurants, shopping at Fashion Outlets of Chicago, and the Allstate Arena. The five-bedroom, three-bathroom home comfortably sleeps 12 guests and features a fully equipped kitchen, spacious backyard, and parking for up to six cars; enjoy nearby fishing, boating, and scenic walks at Lake Opeka.
10 11 reviews
Des Plaines, IL
07/15 – 07/29
$263/nighttotal: $3682 (14 )
The Cozy Grove – 2br Getaway Near O’hare
1 5
apartment , Niles
This 2-bedroom apartment is situated in the Golf Terrace neighborhood of Des Plaines, offering a suburban setting just 15 miles from O’Hare International Airport and convenient access to downtown Chicago via Metra trains. This pet-friendly rental accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, free parking, and in-building laundry facilities, with keypad self check-in for a smooth arrival.
Des Plaines, IL
07/15 – 08/15
$906/nighttotal: $28086 (31 )
Peaceful Oasis - Captivating Six-bedroom Escape
6 3
apartment , Chicago
This 6-bedroom, 3-bathroom rental house in Chicago's Belmont Cragin neighborhood offers convenient access to attractions such as Millennium Park, Grant Park, the Chicago Theatre, the Art Institute of Chicago, the United Center, and Wrigley Field. This spacious house accommodates up to 14 guests with amenities including a full kitchen, air conditioning, internet, and three parking spots.
9.8 23 reviews
Des Plaines, IL
07/15 – 08/15
$695/nighttotal: $21545 (31 )
Casa 22 Luxury & Modern 3bd 2ba Home In Skokie
3 3
apartment , Skokie
This Skokie vacation home, located 2.6 miles from Milwaukee Avenue and 6 miles from Lake Michigan, offers easy access to Chicago attractions like Wrigley Field and Northwestern University. This 3,680-square-foot house features three bedrooms, two bathrooms, accommodates six guests, and includes a fully equipped kitchen, jacuzzi, fitness center, and private patio.
9.6 9 reviews
Des Plaines, IL
08/01 – 05/01
$186/nighttotal: $50778 (273 )
Modern & New: The Perfect Home In Des Plaines
1 1
apartment , Des Plaines
This Des Plaines apartment rental offers three bedrooms, one bathroom, and sleeps six guests, boasting a fully renovated interior with new appliances and a 65-inch Samsung TV. The unit includes a kitchen with a dishwasher and microwave, in-unit laundry, and free street parking; precise location within Des Plaines is unspecified.
Des Plaines, IL
08/01 – 05/01
$97/nighttotal: $26481 (273 )
Mins From O'hare Safe Location Private Parking
1 1
apartment , Chicago
This one-bedroom, one-bathroom apartment in Cook County offers convenient access, located minutes from Rosemont, Rivers Casino, and O'Hare Airport, with the Blue Line providing direct access to downtown Chicago, and is close to Parkway Bank Park Entertainment District and Catherine Chevalier Woods. This pet-friendly, family-friendly dwelling accommodates up to four guests and features a full kitchen with high-end appliances, free Wi-Fi, air conditioning, and private parking, along with a Pack 'n Play and high chair for young children.
Des Plaines, IL
06/27 – 06/28
$303/nightfor 1 night
Condo ∙ 2 Bedrooms ∙ 4 Guests
2 3
apartment , Glenview
This 2-bedroom, 2-bathroom suite in Glenview's 'The Glen' business district offers convenient access to major corporations like Allstate Insurance and Northwestern University, with a Metra Station within walking distance for direct travel to downtown Chicago. This family-friendly apartment includes a fully-equipped kitchen, complimentary breakfast, free Wi-Fi, a heated indoor pool, a fitness center, and on-site parking, accommodating up to 4 guests.
10 3 reviews
Des Plaines, IL
07/15 – 08/15
$572/nighttotal: $17732 (31 )
Luxury Home With Awesome Master Bathroom & Huge Back Yard
4 3
apartment , Niles
This modern apartment in Niles, Illinois is conveniently located near four major malls, the airport, and downtown Chicago, making it an ideal base for exploring the area. It has received excellent ratings and is perfect for families or groups of friends. The home features four bedrooms and three bathrooms, offering ample space for up to 10 guests. The apartment offers a variety of amenities, including a game room, movie theater, pool table, and a backyard with fire pits, games, and music, making it perfect for entertaining or relaxing.
Choose the Right Family-Friendly Vacation Rentals in Des Plaines, IL
Ideal for family vacations, these Des Plaines, IL rentals or Airbnbs offer spacious layouts near top city attractions.
9.6 25 reviews
Des Plaines, IL
08/27 – 08/30
$218/nighttotal: $654 (3 )
Green #3
1 2
house , Glenview
This Glenview home is located just 10 minutes from O'Hare International Airport and the Rosemont Convention Center, offering easy access to both business and leisure travelers. The property has earned excellent ratings for location, cleanliness, and overall user experience. This 2-bedroom, 1-bathroom dwelling comfortably accommodates up to 5 guests. Amenities include air conditioning, a fitness center, parking, and internet access, ensuring a comfortable and convenient stay.
Des Plaines, IL
06/26 – 06/28
$448/nighttotal: $896 (2 )
Modern 2br Near O’hare • Workspace
2 2
apartment , Norridge
This 2-bedroom rental unit in Norridge offers convenient access to O'Hare International Airport, located approximately 3 miles away, and is situated near Rosemont's shopping and entertainment options. This pet-friendly apartment accommodates up to 5 guests with 2 queen beds, features a fully equipped kitchen, a dedicated workspace, and offers free street parking along with shared coin-operated laundry facilities.
9.9 126 reviews
Des Plaines, IL
08/27 – 08/30
$339/nighttotal: $1017 (3 )
Upscale 3 Bed 1.5 Bath Near Chicago O'hare Airport
1 2
house , Des Plaines
This Des Plaines home is conveniently located just a short drive from O'Hare Airport, Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago, and Rivers Casino. The house has received excellent ratings for location, cleanliness, and user experience. The three-bedroom home comfortably accommodates up to six guests. Enjoy amenities like free parking, a fully equipped kitchen, high-speed internet, and a washer and dryer.
Des Plaines, IL
07/15 – 08/15
$461/nighttotal: $14291 (31 )
84 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 3
house , Rolling Meadows
Vacation rental for up to 6 people. This accommodation is based in Rolling Meadows. Facilities and services include a fridge, a terrace and a garden. This house in Rolling Meadows also has air conditioning!
Best Des Plaines, IL vacation rentals with parking
9.4 75 reviews
Des Plaines, IL
08/01 – 05/01
$291/nighttotal: $79443 (273 )
Spacious 4br By Ohare | Free Parking, Family Home
1 1
apartment , Glenview
This Glenview apartment rental is conveniently located 15 minutes from O'Hare International Airport and 30 minutes from downtown Chicago, near shopping centers such as Old Orchard and Glen Town Center. This spacious four-bedroom, two-bathroom home comfortably sleeps eight guests and features a private fenced backyard with a fire pit and grill, a fully equipped kitchen, high-speed Wi-Fi, laundry facilities, and on-site parking.
10 1 review
Des Plaines, IL
08/27 – 08/30
$728/nighttotal: $2184 (3 )
Luxury 4br, 3ba, Game Rm Near Ohare & Down Town Free Parking
4 2
apartment , Bensenville
This comfortable home is conveniently located in Bensenville, just 17 minutes from O'Hare Airport, 30 minutes from Downtown Chicago, and 30 minutes from Woodfield Mall, offering easy access to both city attractions and suburban tranquility. The quiet neighborhood provides a peaceful retreat from the hustle and bustle of city life. This 4-bedroom, 3-bathroom house comfortably accommodates up to 10 guests. The home boasts modern amenities like a fully equipped kitchen, air conditioning, and parking, as well as internet access, making it ideal for families or groups of friends.
Des Plaines, IL
07/15 – 08/15
$2327/nighttotal: $72137 (31 )
Spacious Family Size Home With Indoor Pool
3 3
apartment , Chicago
This apartment is located in Cook County, just a short distance from Lake Michigan and Millennium Park, giving you easy access to Chicago's most popular attractions. The apartment is perfect for large groups, offering three bedrooms with king-sized beds, a spacious living area, and a full bathroom on the third floor. This rental offers a unique indoor heated pool in the basement, a game room for entertainment, and modern amenities like TVs in the living rooms and free Wi-Fi.
Des Plaines, IL
07/15 – 08/15
$690/nighttotal: $21390 (31 )
102 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 3
house , Elmhurst
House rental listing for 6 guests. Your accommodation will be based in Elmhurst. Services and facilities: air conditioning, a washing machine and free parking. This house also has a terrace!
Frequently Asked Questions about vacation rentals in Des Plaines, IL
What are the top family-friendly attractions in Des Plaines, IL?
The Des Plaines Park District offers a variety of family-friendly activities, including the Lake Opeka Park, which has a playground, picnic areas, and a fishing pier. The Des Plaines Public Library is also a great option for families, with a children's section and regular events.
What are the best Airbnb and vacation rentals in Des Plaines, IL?
When is the best time to book a vacation rental in Des Plaines, IL?
The best time to book a vacation rental is during the shoulder seasons, like spring or fall, when the weather is pleasant and the crowds are smaller. You'll get the best deals during these months.
What are the most popular Airbnbs in Des Plaines, IL?
What events or festivals should visitors check out in and around Des Plaines, IL?
The Des Plaines Riverfest is a popular summer event with live music, food vendors, and activities for all ages. The Des Plaines Farmers Market is another great option, offering local produce and crafts.
What are the best vacation rentals with a pool in Des Plaines, IL?
What are the best budget-friendly activities in Des Plaines, IL?
You can enjoy a free walk or bike ride along the Des Plaines River Trail, which stretches for miles through the city. The Des Plaines Public Library also offers free events and programs throughout the year.
What are the best rentals for families and kids in Des Plaines, IL?
What are the best restaurants with local dishes in Des Plaines, IL?
Try the famous Italian beef at The Original Gino's East, a local favorite. For a more casual meal, check out the classic American diner vibe of The Cornerstone Restaurant, which serves comfort food.
What are the best rentals or Airbnbs with a jacuzzi in Des Plaines, IL?
What are the best walking or cycling routes in Des Plaines, IL?
The Des Plaines River Trail is a great option for both walking and cycling, with scenic views of the river. You can also explore the city's residential streets, which offer a glimpse of local life.
Are there pet-friendly attractions in Des Plaines, IL?
Many parks in Des Plaines are pet-friendly, including Lake Opeka Park and the Des Plaines River Trail. Make sure to check the specific rules before bringing your furry friend.
What are the benefits of choosing a vacation rental in Des Plaines, IL?
Vacation rentals in Des Plaines offer more space and privacy compared to hotels, and often come with amenities like kitchens, allowing you to cook your own meals. You can also find rentals in different neighborhoods, giving you a more local experience.
What are the top sports attractions and facilities in Des Plaines, IL?
The Des Plaines Park District offers a variety of sports facilities, including the Prairie Lakes Park, which has baseball fields, tennis courts, and a swimming pool. You can also find several golf courses in the area.
Destinations nearby
Guest-Favorite Vacation Rentals with a Terrace in Des Plaines, IL
Enjoy a Des Plaines, IL vacation rental with a balcony and stunning city skyline views for a truly memorable stay.
Des Plaines, IL
08/27 – 08/30
$515/nighttotal: $1545 (3 )
Modern Home Near Rosemont Allstate Arena O'hare Home
3 2
house , Des Plaines
This three-bedroom vacation home in Des Plaines is situated just 0.6 miles from Chicago O'Hare International Airport, providing convenient access to downtown Chicago attractions such as Loyola University Chicago (12 miles), Wrigley Field (13 miles), Water Tower Chicago (16 miles), and 360 Chicago (16 miles). This 1100 square foot rental accommodates up to 11 guests and features a fully equipped kitchen with a dishwasher and toaster, complimentary WiFi, air conditioning, a private garden, and free private parking, with on-site yoga classes also offered.
Des Plaines, IL
06/26 – 07/06
$637/nighttotal: $6370 (10 )
New Luxuriously Detailed 4 Bedroom/2ba Home Minutes Away From Attractions&ohare
4 2
apartment , Bensenville
This Bensenville apartment rental is conveniently located near major roadways providing easy access to the Rosemont Theatre and Drury Lane Theatre, and is within driving distance of the Bloomingdale Park District Museum and the Frank Lloyd Wright Historic District. This spacious four-bedroom home features a king-size master bed, queen and double beds, a jetted jacuzzi tub, in-unit laundry, multiple smart TVs including a 65-inch 144hz screen, a private terrace/balcony, a garden, fitness center access, and sleeps up to 12 guests, with nearby ice arenas and recreational opportunities for fishing and swimming.
Des Plaines, IL
06/26 – 06/28
$386/nighttotal: $772 (2 )
1br Near O'hare Balcony Workspace
1 2
apartment , Chicago
This pet-friendly apartment in Cook County, Chicago, is located in the vicinity of O'Hare Airport and major highways, providing easy access to Allstate Arena and Norridge Park District. This 600-square-foot dwelling offers one bedroom and one bathroom, accommodates up to three guests, and features a private balcony, a full kitchen with dining space for four, a dedicated workspace, and in-unit laundry, with private parking for one vehicle.
Neighborhoods and points of interest in Des Plaines, IL
Best Des Plaines, IL vacation rentals with air conditioning
Des Plaines, IL
07/15 – 08/15
$227/nighttotal: $7037 (31 )
Charming 3-bedroom House With Ac And Wifi In Wilmette
3 3
apartment , Wilmette
This 3-bedroom, 1-bathroom rental unit in Wilmette provides convenient access to schools, I-94, public transport, and the downtown area, placing you within 2 miles of the North Shore Center for the Performing Arts, Skokie Theatre, The Glen Town Center, and Golf Mill Shopping Center. This pet-friendly house accommodates up to 6 guests and features a wood-burning fireplace, vaulted kitchen ceiling, a screened-in porch, and a large, fenced backyard, offering a comfortable stay with easy access to local entertainment like Emil Bach House and Concord Music Hall.
10 3 reviews
Des Plaines, IL
06/26 – 06/28
$306/nighttotal: $612 (2 )
Cozy Condo Near O'hare & Train, Balcony, Pet Ok
1 2
apartment , Chicago
This 2-bedroom, 1-bathroom condo is located in Chicago, offering convenient access to O'Hare International Airport and downtown via the Blue Line, with the train station just a short walk away. This pet-friendly unit accommodates up to 7 guests and features a fully equipped kitchen with a microwave, private balcony with a BBQ grill, in-unit washer/dryer, air conditioning, and on-site fitness amenities.
Des Plaines, IL
08/01 – 05/01
$240/nighttotal: $65520 (273 )
Luxury O'hare, Arena & Convention Retreat
1 1
apartment , Des Plaines
This three-bedroom, two-bathroom condo in Des Plaines, Illinois, offers proximity to O'Hare Airport (approximately 3 miles away), the Convention Center, and the Rosemont entertainment district, including Allstate Arena. This spacious rental accommodates up to six guests and features a fully equipped kitchen, a master ensuite with a rainfall shower, a central bath with a Jacuzzi tub, a backyard with a patio, and ample parking.
9.8 8 reviews
Des Plaines, IL
07/17 – 07/27
$333/nighttotal: $3330 (10 )
Comfortable 3br Near O'hare | Fast Wi-fi & Kitchen
1 3
apartment , Des Plaines
This 3-bedroom house in Des Plaines offers proximity to O'Hare International Airport, located under 5 miles away, and is within walking distance to public transit for easy access to the city. This rental features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, along with in-house laundry, a desk for working, an electric fireplace, and Wi-Fi with Netflix, accommodating up to 7 guests.
