Compare best Airbnb in Westchester, IL from 100+ providers!
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Best Vacation rentals and Airbnb offers in Westchester, IL
Westchester, IL
06/23 – 08/25
$131/nighttotal: $8253 (63 )
Guest Nest River Forest Rf_101
1 2
apartment , River Forest
This apartment is located on Park Avenue in River Forest, a short distance from downtown Chicago and its vibrant downtown area. The historic Village of River Forest is a peaceful and charming suburb with a rich history. This fully furnished rental is perfect for travelers looking for a comfortable and convenient stay. The apartment can accommodate up to 5 guests and includes amenities such as a full kitchen, washer and dryer, and dedicated parking.
8.5 9 reviews
Westchester, IL
07/06 – 07/12
$320/nighttotal: $1920 (6 )
The Karlov. Gorgeous ,Spacious 2bd/ 1ba W/ Parking
2 5
apartment , Chicago
This Chicago apartment is located just a short distance from the United Center and Lincoln Park Zoo, offering easy access to both downtown attractions and the vibrant North Side. It has received consistently high ratings for cleanliness, location, and overall experience. This 2-bedroom rental can comfortably accommodate up to 5 guests and features a spacious 1100 square foot layout. Enjoy modern conveniences like free Wi-Fi, air conditioning, a fully equipped kitchen, a private patio, and free parking.
10 3 reviews
Westchester, IL
07/06 – 07/12
$291/nighttotal: $1746 (6 )
Spacious 3br Home W Parking. Perfect For Families & Longer Stays
3 5
apartment , Chicago
This 3-bedroom, 1-bathroom apartment in Chicago's Hermosa neighborhood is located 5 minutes on foot from major bus routes, offering transit access to Michigan Avenue and Navy Pier. This rental sleeps 6 guests and features a kitchen with a fridge and microwave, air conditioning, a garden, and parking, with a backyard available for guest use.
8.0 27 reviews
Westchester, IL
07/06 – 07/12
$227/nighttotal: $1362 (6 )
Charming 2-bedroom House In Maywood With Wifi, Ac Full Basement With Sofa Bed
2 5
apartment , Maywood
This Maywood vacation home offers easy access to Chicago's United Center (12 minutes) and Art Institute (15 minutes) by car. The two-bedroom, two-bathroom house includes a fully equipped kitchen with microwave and dishwasher, in-unit laundry, air conditioning, on-site parking, and a hot tub, comfortably accommodating families or small groups.
10 2 reviews
Westchester, IL
07/06 – 07/12
$524/nighttotal: $3144 (6 )
Villa Park Fhs Rental
1 5
apartment , Lombard
This Lombard apartment is conveniently located between O'Hare Airport and the suburbs of Oakbrook and Naperville, making it easy to explore the area. The spacious home features 2,100 square feet of living space and can accommodate up to 12 guests. The apartment offers a variety of amenities, including a fully equipped kitchen, a garden, a tennis court, and a family-friendly arcade room.
9.6 32 reviews
Westchester, IL
07/06 – 07/12
$286/nighttotal: $1716 (6 )
Classy Apt/comfy Beds/25mins To Ord>mdw>dt>hosp
2 5
apartment , Berwyn
This apartment is located in Berwyn, just a short drive from restaurants, local gambling spots, and major attractions like Oak Park, Little Village, and the Chicago Zoo. It has received excellent user ratings. This two-bedroom rental comfortably sleeps six guests and features a fully equipped kitchen, a 50-inch TV with streaming services, and free parking. Enjoy the convenience of free Wi-Fi, air conditioning, a spa, and a range of local activities, including golfing, shopping, and exploring the neighborhood's unique culture.
9.8 8 reviews
Westchester, IL
07/06 – 07/12
$419/nighttotal: $2514 (6 )
Historic Oak Park Residence
4 5
apartment , Oak Park
This Oak Park apartment rental is conveniently located about 7 miles from the United Center and 9-10 miles from downtown Chicago. This spacious 1800-square-foot, four-bedroom unit sleeps eleven guests and features a fully equipped kitchen, in-unit laundry, a private patio, and free Wi-Fi.
Westchester, IL
06/23 – 08/25
$179/nighttotal: $11277 (63 )
Top Rated Condo 65 Tv Family-friendly 2br
2 2
apartment , Elmwood Park
This Elmwood Park apartment offers convenient access to dining and shopping, with a train station within walking distance and downtown Chicago a short drive away, also close to Central Park and Cinemark Melrose Park and XD. This pet-friendly rental features 2 bedrooms, 1 bathroom, and a guest capacity of 10, with a full kitchen, on-site washer/dryer, and free private parking.
9.5 4 reviews
Westchester, IL
06/23 – 08/25
$205/nighttotal: $12915 (63 )
Luxurious Brand New 3br| Walk Downtown Brookfield
1 2
apartment , Brookfield
This apartment in Brookfield offers a prime residential location, a short walk from downtown shops, restaurants, and the Metra station with direct service to Chicago. This bright, corner unit on the second floor features an open-concept living area, a fully equipped kitchen, and sleeps up to five guests with a king, queen, and twin bed, plus air conditioning and internet.
10 2 reviews
Westchester, IL
07/06 – 07/12
$390/nighttotal: $2340 (6 )
Lombard Rental - Central Ave
1 5
apartment , Lombard
This 5-bedroom home is located in Lombard, about 21 minutes from downtown Naperville, which offers a beach, bars, and restaurants. The house is perfect for families, comfortably accommodating up to 12 guests. The home includes a fully equipped kitchen, a dedicated gaming area, and plenty of entertainment options for all ages, including a pack 'n play, stroller, high chair, and booster seat for young children.
Westchester, IL
06/23 – 08/25
$232/nighttotal: $14616 (63 )
Two Bedroom One Bath Plus Parking
1 2
apartment , Melrose Park
This 2-bedroom, 1-bathroom Melrose Park apartment accommodates up to 4 guests and is located within a short distance of local attractions. This well-appointed residence offers air conditioning, a kitchen, and internet access, with a fitness center available for guest use, making it ideal for families seeking a comfortable stay.
8.4 5 reviews
Westchester, IL
06/23 – 08/25
$189/nighttotal: $11907 (63 )
Chicago Style Apt/near Hosp/ord/mdw/dt
1 2
apartment , Berwyn
This Berwyn apartment rental is conveniently located within 6 miles of the Frank Lloyd Wright Historic District, Loyola University Medical Center, and Concordia University Chicago, offering easy access to public transportation via the Berwyn LaVergne and Berwyn train stations. This one-bedroom, one-bathroom unit sleeps four guests and features free WiFi, a Smart TV, a fully equipped kitchen, in-unit laundry, and designated parking, making it ideal for exploring Berwyn's attractions and nearby Chicago.
Top Vacation Rentals for Families in Westchester, IL
These family-friendly vacation rentals in Westchester, IL offer spacious layouts and easy access to top city attractions.
Westchester, IL
07/06 – 07/12
$2619/nighttotal: $15714 (6 )
Luxury Mansion Minutes From Downtown Chicago
1 5
apartment , Burr Ridge
This luxury estate is located in a peaceful district of Burr Ridge, offering a private retreat with convenient access to local amenities. This palatial apartment accommodates 16 guests with 5 bathrooms, featuring a dedicated theatre area, an outdoor entertainment zone with a 100-inch TV and a 5ft deep pool, an outdoor kitchen, a firepit, and an on-site pool table.
10 6 reviews
Westchester, IL
07/06 – 07/12
$1558/nighttotal: $9348 (6 )
Oak Park 3000 Sq Ft, Sleep 16
6 5
apartment , Oak Park
This six-bedroom, four-bathroom home is located in Oak Park, Illinois, just a short drive from the Art Institute of Chicago and Rosemont Theatre. The 3,000-square-foot apartment comfortably accommodates up to 16 guests and features a fully equipped kitchen, a landscaped garden, a spa, and parking.
9.9 46 reviews
Westchester, IL
07/06 – 07/12
$1022/nighttotal: $6132 (6 )
New! Large/beautiful Home With 6bds/4bth + Garage!
1 5
apartment , Chicago
This six-bedroom Chicago home, located in a residential area within a 20–30 minute drive of both Midway and O'Hare International Airports, offers convenient access to the city's attractions. This spacious house sleeps up to 12 guests, boasts 4 full bathrooms, a fully equipped kitchen with a dishwasher and Keurig, a furnished back deck with a grill and ping pong table, and free street parking.
8.8 3 reviews
Westchester, IL
07/06 – 07/12
$564/nighttotal: $3384 (6 )
Chic 3br King Bed+work-friendly+ Firepit
3 5
apartment , Chicago
This three-bedroom Chicago apartment rental in Irving Park is a 9-minute walk from Milwaukee Avenue, 5 minutes from Portage Park by car, and 15 minutes from Grayland Chicago train station, offering easy access to public transportation and major attractions like Lake Michigan, Millennium Park, and Wrigley Field. The 3-bathroom home comfortably sleeps 7 guests and features a fully equipped kitchen, in-unit laundry, a private garden with a fire pit, EV charging, and family-friendly amenities including children's tableware, a crib, and a high chair.
Best Westchester, IL vacation rentals with parking
Westchester, IL
06/23 – 08/25
$619/nighttotal: $38997 (63 )
102 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Elmhurst
House rental for up to 6 guests. You will be based in Elmhurst. Facilities and services include a freeze, a dish washer and a washing machine.
9.8 20 reviews
Westchester, IL
07/06 – 07/12
$557/nighttotal: $3342 (6 )
Promo 10% Weekly And 15% Monthly! Jacuzzi, King Beds, Easy Access To Dt Chicago!
4 5
apartment , Westchester
This 4-bedroom home in Westchester is conveniently located just west of downtown Chicago, making it easy to explore the city and its surrounding attractions. With excellent user ratings, this property is a popular choice for travelers seeking a comfortable and spacious stay. This 2000 square foot home comfortably accommodates up to 10 guests and offers a range of amenities for a relaxing and enjoyable vacation. Enjoy a private backyard with a deck, pergola, grill, and fire pit, or take advantage of the in-home jacuzzi, game room, and spacious living areas.
Westchester, IL
06/23 – 08/25
$581/nighttotal: $36603 (63 )
113 M² House ∙ 4 Bedrooms ∙ 10 Guests
4 2
house , Burbank
Book this vacation rental for 10 guests. You will be in Burbank. Facilities and services include free parking, a dish washer and an iron.
10 2 reviews
Westchester, IL
07/06 – 07/12
$584/nighttotal: $3504 (6 )
Modern Spacious 4br Home Near Chicago Sleeps 10 Family & Pets Friendly
4 5
apartment , Westmont
This 4-bedroom, 2-bathroom condo in Westmont offers 10-person capacity and is located a 2-minute drive from Twin Lakes Park and a 5-minute drive from Creekside Park, with Mayslake Peabody Mansion, Graue Mill and Museum, Seven Bridges Golf Club, and Flagg Creek Golf Course also nearby. This vacation rental includes internet, air conditioning, a dryer, and toiletries, and is an 11-minute drive from Morton Arboretum and a 10-minute drive from Yorktown Shopping Center.
Frequently Asked Questions about vacation rentals in Westchester, IL
What sports or outdoor activites can visitors enjoy in and around Westchester, IL?
You can find a lot of great places to play golf in the area, including the Westchester Country Club. If you're looking for something more active, you can check out the Westchester Park District, which has a variety of sports fields and courts. You can also go fishing at the Des Plaines River or visit the nearby Waterfall Glen Forest Preserve, which has a lot of hiking trails.
What are the best Airbnb and vacation rentals in Westchester, IL?
What other towns or cities can be easily accessed from Westchester, IL?
You can easily get to Chicago, which is about 20 miles away. You can also visit other nearby towns like Elmhurst, Lombard, and Downers Grove. If you're looking for something a little further away, you can head to Naperville or Aurora, which are both about 30 miles away.
What are the most popular Airbnbs in Westchester, IL?
What amenities are commonly available in vacation rentals in Westchester, IL?
Most vacation rentals in Westchester have basic amenities like a kitchen, bathroom, and bedrooms. Some rentals may also have additional amenities like a swimming pool, hot tub, or fireplace. It's always best to check the listing details to see what amenities are included.
What are the best vacation rentals with a pool in Westchester, IL?
What time of year is best to rent a vacation rental Westchester, IL?
The best time to visit Westchester is during the summer, when you can enjoy the warm weather and outdoor activities. However, if you're looking for a more affordable trip, you can visit during the shoulder seasons, like spring or fall.
What are the best rentals for families and kids in Westchester, IL?
Best Vacation Rentals with Balconies in Westchester, IL
Start your morning right with a vacation rental in Westchester, IL featuring a private balcony and stunning views.
10 1 review
Westchester, IL
07/06 – 07/12
$895/nighttotal: $5370 (6 )
4br Bright City Retreat-sleeps 12-garage Parking
5 5
apartment , Chicago
This spacious 2000 sq ft, 5-bedroom, 3-bathroom apartment in Chicago's Belmont Cragin neighborhood offers convenient access to the Chicago History Museum, Chicago Theatre, United Center, and Wrigley Field, all within a few miles. This family-friendly residence accommodates up to 12 guests and features a fully equipped kitchen, high-speed WiFi, on-site parking, and an on-site washer and dryer for a comfortable stay.
9.0 15 reviews
Westchester, IL
07/06 – 07/12
$336/nighttotal: $2016 (6 )
Charming 2br Retreat In Chicago!
2 5
apartment , Chicago
This apartment is located in the Humboldt Park neighborhood, just a short walk from the 606 Trail and a quick drive to downtown Chicago. Guests consistently rate the apartment as excellent, highlighting its convenient location and comfortable amenities. This two-bedroom, one-bathroom rental sleeps up to five guests and offers everything you need for a comfortable stay, including a fully equipped kitchen, air conditioning, a balcony, and free street parking. Enjoy easy access to public transportation, nearby shops and restaurants, and popular attractions like the United Center and Wrigley Field.
Westchester, IL
06/23 – 08/25
$722/nighttotal: $45486 (63 )
70 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , Westmont
Vacation rental for 8 people. You will be located in Westmont. Facilities and services: a terrace, a washing machine and an iron.
Westchester, IL
07/06 – 07/12
$524/nighttotal: $3144 (6 )
First Floor Unit Of A Delightful Retreat In The Frank Lloyd Wright District.
2 5
apartment , Oak Park
This 2-bedroom, 1-bathroom Oak Park condo accommodates up to 6 guests and is located 3 blocks from Central Oak Park, 2 blocks from Trader Joe's, 6 blocks from Whole Foods, 4 blocks from the train station, and 2 blocks from Austin Gardens, with downtown Chicago a 20-minute drive away. The apartment features spacious rooms, high ceilings, a private balcony deck, air conditioning, internet, and parking, offering modern comforts within a captivating architectural design.
Our Favorite Pet-Friendly Vacation Rentals in Westchester, IL
Stay in a pet-friendly vacation rental in Westchester, IL situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.
Westchester, IL
06/23 – 08/25
$195/nighttotal: $12285 (63 )
2br Near O’hare + Oak Park • Coffee Nook
2 2
apartment , Elmwood Park
This Elmwood Park rental offers convenient access to Oak Park and O'Hare International Airport, with Chicago's city center approximately 8 miles away. This 2-bedroom, 1-bathroom apartment accommodates up to 6 guests, featuring a kitchen, air conditioning, internet, and complimentary private parking, with optional concierge services available.
9.4 32 reviews
Westchester, IL
06/23 – 08/25
$410/nighttotal: $25830 (63 )
Fabulous Apartment 9.9 Miles From Chicago
1 2
apartment , Forest Park
This two-bedroom Forest Park apartment, located approximately 9.9 miles from downtown Chicago in the Chicagoland area, offers easy access to Forest Park attractions and other Chicagoland destinations. The 2-bathroom unit sleeps up to 12 guests comfortably, featuring a full kitchen with dishwasher, in-unit laundry, a 75-inch TV, and parking; pets are welcome.
Westchester, IL
06/23 – 08/25
$280/nighttotal: $17640 (63 )
Near Downtown Chicago, Metra & O’hare Airport
1 2
apartment , River Grove
This centrally located ranch home in River Grove is situated for convenient access to O'Hare Airport, approximately 5 miles away. This single-level dwelling features a spacious open-concept layout, accommodates up to 8 guests, and includes 4 bedrooms and 2 bathrooms, with air conditioning and pet-friendly accommodations.
9.3 3 reviews
Westchester, IL
07/06 – 07/12
$311/nighttotal: $1866 (6 )
2br W/ Workspace - Coffee Bar - Near Transit
1 5
apartment , Chicago
This two-bedroom Chicago apartment rental, located near public transportation and about 7-9 miles from the United Center, Lincoln Park Zoo, and Wrigley Field, offers easy access to major attractions. The 1,076-square-foot unit features a private entrance, in-unit laundry, a fully equipped kitchen with oven and microwave, a dedicated workspace, free Wi-Fi, a garden, and accommodates up to eight guests.
