Find short term rentals in Westchester, IL at the best prices
22 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Westchester, IL
9.7 27 reviews
Westchester, IL
23/06 – 25/08
$165/nighttotal: $10395 (63 )
Guest Nest Oak Park 321_3
1 2
apartment , Oak Park
This Oak Park studio apartment is situated in the near-west suburbs, a convenient 0.8km walk from Oak Park's town centre, offering easy access to shops and restaurants. The ground-floor, pet-friendly self-catering unit sleeps three, features a fully equipped kitchen including a dishwasher, private patio, and high-speed internet; extended-stay discounts are available.
9.1 186 reviews
Westchester, IL
23/06 – 25/08
$210/nighttotal: $13230 (63 )
Close To Oakbrook Center + On-site Dining & Pool
1 2
B&B , Oak Brook
This Holiday Inn guest house is ideally located in Oak Brook's shopping and dining district, just off the I-88 motorway, a short walk from Oakbrook Center and minutes from other Chicago attractions. The pet-friendly establishment offers rooms with a microwave, mini-fridge, and tea/coffee making facilities, sleeping up to two guests, and features a heated indoor pool and fitness centre.
9.8 30 reviews
Westchester, IL
06/07 – 12/07
$336/nighttotal: $2016 (6 )
Private Parking/comfy Bed/25mins To Ord>mdw>dt>hosp
1 5
apartment , Berwyn
This one-bedroom flat is situated in Berwyn, a short walk from the BNSF Metra station and a 10-minute drive from Oak Park, Little Village, and the Chicago Zoo. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The flat features a well-equipped kitchen with a fridge, freezer, and microwave oven, allowing guests to prepare their own meals. Modern amenities include a comfortable queen bed, a 50-inch TV with streaming services, fast Wi-Fi, a spa, and parking, ensuring a comfortable stay.
10 5 reviews
Westchester, IL
06/07 – 12/07
$680/nighttotal: $4080 (6 )
Top Floor Of Historic Oak Park Villa /Grge: 2cars
4 5
apartment , Oak Park
This Oak Park apartment is situated less than 1.6km from the Frank Lloyd Wright Home and Studio and Concordia University Chicago, offering easy access to public transport and major attractions. The spacious 167 square metre, three-bedroom flat sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a DVD player, and on-site arcade games.
Westchester, IL
23/06 – 25/08
$359/nighttotal: $22617 (63 )
Stylish Turnkey Living Just Bring Your Suitcase.
4 2
apartment , Brookfield
This furnished four-bedroom flat in Brookfield is conveniently situated 5.8 kilometres from Loyola University Medical Center, offering easy access to the Field Museum of Natural History and the Galloping Ghost arcade. This property accommodates up to seven guests and includes amenities such as air conditioning, Wi-Fi, and off-street parking, with the added benefit of a garden and being pet-friendly.
9.4 21 reviews
Westchester, IL
06/07 – 12/07
$329/nighttotal: $1974 (6 )
Comfy Bed/free Parking&wifi /Nearhosp/ord/mdw/dt
1 5
apartment , Oak Park
This one-bedroom flat is located just 5 kilometres from Oak Park, offering easy access to its charming downtown, Frank Lloyd Wright's homes, and the Hemingway District. The property has received excellent user ratings, highlighting its appeal to travellers. The flat is ideal for families or groups of up to 5 people, with a comfortable living area and a fully equipped kitchen. Amenities include air conditioning, parking, internet access, and a range of entertainment options, ensuring a comfortable and enjoyable stay.
9.6 18 reviews
Westchester, IL
06/07 – 12/07
$532/nighttotal: $3192 (6 )
Promo 10% Monthly Discount!\ncomfy Home W Access To Major Roads/hwys, Huge Yard
3 5
apartment , Lombard
This Lombard family-friendly property, ideal for groups of up to eight, is situated 3.4km from Yorktown Shopping Centre and within 9.7km of both the Addison Ice Arena and the Morton Arboretum. The three-bedroom house boasts a fully equipped kitchen, private swimming pool, spa, garden, and free Wi-Fi; guests can also enjoy the on-site barbecue facilities and proximity to Oakbrook Center Mall and French Market (both within 9.7km).
Westchester, IL
06/07 – 12/07
$412/nighttotal: $2472 (6 )
Equipped Suite Near The Heart Of Chicago | Complimentary Breakfast
2 5
apartment , Oakbrook Terrace
This two-bedroom flat is situated in York Centre, Villa Park, just 3.2 kilometres from Oakbrook Centre and a 20-minute drive from Brookfield Zoo, offering convenient access to Chicago via train. This accommodation features a fully equipped kitchen, air conditioning, complimentary Wi-Fi, on-site laundry facilities, and free parking, with a guest capacity of six and daily breakfast buffets and evening receptions included.
Westchester, IL
23/06 – 25/08
$146/nighttotal: $9198 (63 )
Clean,cozy,convenient -1-bedroom Condo-malls, Museums, Nature, Chicago, And More
1 2
apartment , Oak Lawn
This ground-floor Oak Lawn condo, a 20-30 minute (32-48 kilometre) drive from Chicago city centre and near Midway Airport, offers easy access to local amenities and nature trails. The one-bedroom, one-bathroom apartment sleeps four guests and features an extra-large patio, a comfortable living room with a sofa bed, Wi-Fi, air conditioning, and is conveniently located for exploring Oak Lawn and the wider Chicago area.
9.9 92 reviews
Westchester, IL
06/07 – 12/07
$879/nighttotal: $5274 (6 )
5 Star Upscale Entire Family Neighborhood Home
4 5
apartment , Berwyn
This family-friendly house is located in central Berwyn, just six miles from the Frank Lloyd Wright Historic District, Anna and Frederick Douglass Park, and Concordia University Chicago. This property has received excellent ratings for location, cleanliness, and user experience. The house has four bedrooms and can comfortably accommodate eight guests, offering 214 square metres of living space. You can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and a fully equipped kitchen.
10 3 reviews
Westchester, IL
06/07 – 12/07
$406/nighttotal: $2436 (6 )
Spacious 3br Home W Parking. Perfect For Families & Longer Stays
3 5
apartment , Chicago
This three-bedroom flat in Chicago's Hermosa district is a short walk from public transport, parks, shopping plazas, and diners, offering convenient access to Michigan Avenue, Navy Pier, Lake Michigan, and Millennium Park, with the United Centre and Wrigley Field also within reach. This family-friendly property accommodates up to six guests, featuring a kitchen with a fridge and microwave, air conditioning, a garden, and parking, and is situated in a pet-friendly area, with Ledys available for assistance throughout your stay.
Westchester, IL
06/07 – 12/07
$375/nighttotal: $2250 (6 )
Modern Luxury 2br Near Downtown Chicago - Sleeps 6 & Designer Stay
2 5
apartment , Westchester
This two-bedroom flat in Westchester offers convenient access to Garfield Park and Norridge Park District, both within 1.5 kilometres, and is also a short drive from Madison Street Theatre and Drury Lane Theater. This apartment accommodates up to six guests with a king and a queen bed, featuring air conditioning, heating, and a bathroom, providing a comfortable base for exploring local attractions such as the United Center and SeatGeek Stadium, located approximately 16 kilometres away.
Best family friendly Westchester, IL Short term rentals
Among the 22 accommodations in Westchester, IL, here are the 4 best family friendly rentals
10 18 reviews
Westchester, IL
06/07 – 12/07
$794/nighttotal: $4764 (6 )
Wonderful In Wood Dale, Right By Ohare Airport!
3 5
apartment , Wood Dale
This Wood Dale holiday home is situated near the 390 Golf Experience (4.5km), Edge Ice Arena (9.6km), and Alexian Brothers Medical Center (9.6km), with Wood Dale Station a short walk away. This spacious 121 square metre property boasts three bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, garden, patio, and free Wi-Fi.
10 1 review
Westchester, IL
06/07 – 12/07
$577/nighttotal: $3462 (6 )
Two Kings Chicago\na Unique Royal Environment, Kingly Comfort!
3 5
apartment , Villa Park
This spacious 139 square meter flat in Villa Park offers a 20-minute commute to the Chicago Loop and is a 3-minute drive from Oakbrook Centre, located in a peaceful suburban neighbourhood. This three-bedroom residence comfortably accommodates six guests and boasts a spa-like bathroom, a fully equipped kitchen with a 4-in-1 Barista coffee maker, a 75-inch QLED TV with Dolby Atmos, and an on-site EV charging station, all within 30 seconds' walk of Lufkin Park.
9.8 175 reviews
Westchester, IL
23/06 – 25/08
$370/nighttotal: $23310 (63 )
Cozy, Comfortable And Convenient Apartment. Close To Everything!
2 2
apartment , Oak Park
This charming studio apartment is situated in Oak Park's Arts District, just a short walk from the Frank Lloyd Wright Home and Studio, and a mere 400 feet from the CTA Blue Line, making it easy to explore both Oak Park and downtown Chicago. The studio consistently receives excellent ratings for its location, cleanliness, and overall experience. This comfortable apartment offers two bedrooms and one bathroom across 86 square metres. Guests can enjoy a fully equipped kitchen, a private garden, a spa, and parking, as well as keyless access and a patio with a grill for warm weather enjoyment.
10 6 reviews
Westchester, IL
06/07 – 12/07
$2178/nighttotal: $13068 (6 )
Oak Park 3000 Sq Ft, Sleep 16
6 5
apartment , Oak Park
This six-bedroom apartment is situated in Oak Park, Illinois, a short distance from the Art Institute of Chicago and Rosemont Theatre, and within easy reach of Michigan Avenue, Navy Pier, United Center, and Soldier Field. This spacious and modern apartment, spanning 260 square metres, comfortably accommodates up to 16 guests and boasts a fully equipped kitchen, a serene outdoor space, and a range of amenities including a spa.
Best Westchester, IL lodging with a kitchen
9.0 15 reviews
Westchester, IL
06/07 – 12/07
$470/nighttotal: $2820 (6 )
Charming 2br Retreat In Chicago!
2 5
apartment , Chicago
This two-bedroom flat is situated in Humboldt Park, a lively neighbourhood in Chicago, just a short walk from the 606 Trail and a few kilometres from downtown Chicago. It has received excellent guest ratings, making it a popular choice for travellers. The flat can comfortably accommodate up to five guests and comes equipped with a kitchen, air conditioning, a balcony and free parking. You can enjoy easy access to local shops, restaurants and parks, as well as the United Center and Wrigley Field, making it ideal for exploring the city and enjoying its vibrant culture.
8.0 27 reviews
Westchester, IL
06/07 – 12/07
$317/nighttotal: $1902 (6 )
Charming 2-bedroom House In Maywood With Wifi, Ac Full Basement With Sofa Bed
2 5
apartment , Maywood
This Maywood house rental is conveniently located near major Chicago attractions, offering easy access to the United Centre and Soldier Field, and a short drive (distances vary) to the Field Museum and Lincoln Park Zoo. The two-bedroom, two-bathroom property, including a king-size and a queen-size bed plus an additional queen-size bed in an office, comfortably accommodates up to six guests and features a microwave, dishwasher, air conditioning, and parking.
9.0 42 reviews
Westchester, IL
23/06 – 25/08
$525/nighttotal: $33075 (63 )
Elegant Apartment 13 Miles From Chicago
1 2
apartment , Westchester
This two-bedroom apartment in Westchester, Chicagoland, is conveniently located approximately 21 kilometres from downtown Chicago, offering easy access to the city via car or public transport. The self-catering property sleeps eight guests and features a full kitchen with dishwasher, a living room with sofa bed, one bathroom, parking, and WiFi; local dining options are also nearby.
9.0 6 reviews
Westchester, IL
06/07 – 12/07
$370/nighttotal: $2220 (6 )
Charming 3-bedroom House With Ac And Wifi In Serene Bridgeview
3 5
apartment , Bridgeview
This detached house in Bridgeview is conveniently located within 10 kilometers of Cog Hill Golf & Country Club and Ruffled Feathers Golf Course, and a short drive from Lake Michigan, Marquette Park, the United Centre, and the Chicago Museum of Science and Industry. The accommodation offers three bedrooms sleeping up to eight guests, with two bathrooms, air conditioning, internet, a microwave oven, a dishwasher, and parking, providing a relaxing base for exploring local attractions and golf courses.
Frequently Asked Questions about short term rentals in Westchester, IL
What are the best short term rentals in Westchester, IL?
Best Westchester, IL lodging with laundry available
Westchester, IL
06/07 – 12/07
$617/nighttotal: $3702 (6 )
Music Hot Spot Three Level Home
1 5
apartment , Berwyn
This five-bedroom, three-bathroom house in Berwyn enjoys a convenient location near the CTA Blue, Green, and Pink lines, within walking distance of Fitzgerald's and Friendly Tap, and a short distance from a nature park and zoo. The multi-level property, offering two full kitchens and a kitchenette, comfortably accommodates five guests and boasts on-site amenities including a Zen garden, Tiki bar patio, grills, fire pit, and a music recording studio.
9.7 98 reviews
Westchester, IL
06/07 – 12/07
$441/nighttotal: $2646 (6 )
Beautiful & Cozy 2bd/1b Near Ohare & Metra (Md-w)
2 5
apartment , Elmwood Park
This Elmwood Park apartment is located just 1.4 km from the Frank Lloyd Wright Historic District and 2.4 km from the Ernest Hemingway Museum and House, offering easy access to these popular attractions. The apartment consistently receives excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The flat has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.
10 1 review
Westchester, IL
06/07 – 12/07
$440/nighttotal: $2640 (6 )
2br Traveler's Favorite Modern And Clean
2 5
apartment , Chicago
This two-bedroom flat in Chicago's Belmont Cragin district is located 1.6 kilometres from the Belmont Blue Line station and 800 metres from local dining and shopping options on Clark Street, with Wrigleyville nightlife 6.4 kilometres away and the Art Institute of Chicago and Millennium Park 12.9 kilometres distant. This pet-friendly accommodation offers a shared washer/dryer, free Wi-Fi, a fully equipped kitchen with essential cooking supplies, a garden with a grill and seating, and a spacious living area with a 55-inch Smart TV, suitable for up to five guests.
9.5 4 reviews
Westchester, IL
23/06 – 25/08
$286/nighttotal: $18018 (63 )
Luxurious Brand New 3br| Walk Downtown Brookfield
1 2
apartment , Brookfield
This modern, three-bedroom flat is situated on a peaceful residential street in Brookfield, just a short 500-meter walk from downtown shops, restaurants, and the Metra station offering direct rail links to Chicago. This well-appointed residence boasts an open-concept living, dining, and kitchen area, air conditioning, and accommodates up to five guests, with convenient separation of bedrooms and a fully equipped kitchen for a comfortable stay.
Best Westchester, IL lodging with air conditioning
10 2 reviews
Westchester, IL
06/07 – 12/07
$732/nighttotal: $4392 (6 )
Villa Park Fhs Rental
1 5
apartment , Lombard
This five-bedroom apartment is located just 15 kilometres from O'Hare Airport and a short drive from the suburbs of Oakbrook and Naperville, offering easy access to a range of attractions and amenities. The property is situated in a quiet residential area, providing a peaceful retreat for families and groups. The spacious 195 square metre home comfortably accommodates up to 12 guests, with a modern kitchen, a large garden, and a tennis court. The apartment is equipped with a range of amenities, including a games room, a high-speed internet connection, and a garage with ample parking space.
10 1 review
Westchester, IL
06/07 – 12/07
$490/nighttotal: $2940 (6 )
Sleeps7 2br Coffee Station Backyard W/ Grill
2 5
apartment , Chicago
This Belmont Cragin flat offers proximity to Millennium Park and Lake Michigan, placing you within reach of the Art Institute of Chicago, the United Center, and Wrigley Field. This 100 square metre flat sleeps up to seven guests across two bedrooms, featuring a fully equipped kitchen, a 55-inch Smart TV, and a private outdoor space with a grill, with a shared laundry facility available.
Westchester, IL
23/06 – 25/08
$223/nighttotal: $14049 (63 )
Cozy 2-bedroom Apartment In Peaceful Chicago With Central A/c System
2 2
apartment , Chicago
This two-bedroom flat is located in Chicago's Austin district, offering proximity to attractions such as the Chicago Theatre, Art Institute of Chicago, Field Museum of Natural History, and the Griffin Museum of Science and Industry, with easy access to sporting venues like the United Center and Wrigley Field. This accommodation for four guests provides air conditioning, internet, and a bathroom with a hair dryer, alongside two bedrooms each with a queen-size bed, and is a 12:00 PM check-out property.
Westchester, IL
23/06 – 25/08
$270/nighttotal: $17010 (63 )
2 Br 3bed Unit!
1 2
apartment , Elmhurst
This Elmhurst apartment, suitable for families, offers two bedrooms, one bathroom, and sleeps five, requiring further information to specify its proximity to Elmhurst's attractions such as the Elmhurst Art Museum or Butterfield Park. The flat includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking and internet access; further details regarding its precise location, size, and interior design are needed.