Westchester, IL vacation rentals

Vacation rentals in Westchester, IL

904 available vacation rental offers

2 1
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Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Westchester, IL

Prairie Style Apartment - Westchester, IL
9.9Excellent 147 reviews
Westchester, IL
2 1
$171/nighttotal: $1197 (7 )

Prairie Style Apartment

apartment
Oak Park
Hilton Chicago/oak Brook Hills Resort & Conference Center - Westchester, IL
8.4Very good 2622 reviews
Westchester, IL
2 1
$183/nighttotal: $1281 (7 )

Hilton Chicago/oak Brook Hills Resort & Conference Center

resort
Westmont
Eaglewood Resort And Spa - Westchester, IL
8.2Very good 1191 reviews
Westchester, IL
2 1
$184/nighttotal: $1288 (7 )

Eaglewood Resort And Spa

resort
Itasca
Cozy & Convenient 
Oak Park Incl Parking / Transit - Westchester, IL
9.7Excellent 161 reviews
Westchester, IL
2 1
$109/nighttotal: $763 (7 )

Cozy & Convenient Oak Park Incl Parking / Transit

apartment
Forest Park
Music Hot Spot’s Main Level - Westchester, IL
9.5Excellent 30 reviews
Westchester, IL
2 1
$133/nighttotal: $931 (7 )

Music Hot Spot’s Main Level

Berwyn
Upscale Condo Close To, Free Parking, Fireplace, Non Smoking Community - Westchester, IL
10Excellent 3 reviews
Westchester, IL
2 1
$171/nighttotal: $1197 (7 )

Upscale Condo Close To, Free Parking, Fireplace, Non Smoking Community

apartment
Downers Grove
Beautiful Condo - Historic Oak Park - Westchester, IL
9.8Excellent 163 reviews
Westchester, IL
2 1
$133/nighttotal: $931 (7 )

Beautiful Condo - Historic Oak Park

studio
Oak Park
Cheerful Haus - Oak Park Area-parking Public Trans - Westchester, IL
9.7Excellent 92 reviews
Westchester, IL
2 2
$152/nighttotal: $1064 (7 )

Cheerful Haus - Oak Park Area-parking Public Trans

bungalow
Forest Park
Cozy Basement Studio In Chicago (Galewood) - Westchester, IL
10Excellent 99 reviews
Westchester, IL
2 1
$145/nighttotal: $1015 (7 )

Cozy Basement Studio In Chicago (Galewood)

studio
Chicago
5 Star Upscale Entire Family Neighborhood Home - Westchester, IL
9.8Excellent 70 reviews
Westchester, IL
2 4
$427/nighttotal: $2989 (7 )

5 Star Upscale Entire Family Neighborhood Home

house
Berwyn
Classic Oak Park Home, 11 Mi To Dtwn Chicago! - Westchester, IL
8.9Very good 56 reviews
Westchester, IL
2 4
$480/nighttotal: $3360 (7 )

Classic Oak Park Home, 11 Mi To Dtwn Chicago!

house
Oak Park
A Beautiful Home In Quiet Westchester - Westchester, IL
9.8Excellent 16 reviews
Westchester, IL
2 3
$480/nighttotal: $3360 (7 )

A Beautiful Home In Quiet Westchester

house
Westchester

Best Westchester, IL vacation rentals with a pool

Among the 904 accommodations in Westchester, IL, here are the 3 best rentals with a pool

Spacious Clean Full Apartment 20 Min From Downtown Chicago - Westchester, IL
Westchester, IL
2 1
$241/nighttotal: $1687 (7 )

Spacious Clean Full Apartment 20 Min From Downtown Chicago

apartment
Westmont
Vibrant 1br Portage Park Apt Near Shops And Dining - Westchester, IL
9.2Excellent 52 reviews
Westchester, IL
2 1
$131/nighttotal: $917 (7 )

Vibrant 1br Portage Park Apt Near Shops And Dining

apartment
Chicago
Walkable Area In Chicago Suburb - Westchester, IL
10Excellent 2 reviews
Westchester, IL
2 1
$173/nighttotal: $1211 (7 )

Walkable Area In Chicago Suburb

apartment
Villa Park

Best family friendly Westchester, IL vacation rentals

Among the 904 accommodations in Westchester, IL, here are the 8 best family friendly rentals

Private Parking/near Chicago/25mins > Ord&mdw - Westchester, IL
9.9Excellent 61 reviews
Westchester, IL
2 1
$176/nighttotal: $1232 (7 )

Private Parking/near Chicago/25mins > Ord&mdw

apartment
Berwyn
Fast Wifi/comfy Bed/free Parking/22mins To Ord&mdw - Westchester, IL
9.8Excellent 52 reviews
Westchester, IL
2 1
$152/nighttotal: $1064 (7 )

Fast Wifi/comfy Bed/free Parking/22mins To Ord&mdw

apartment
Berwyn
10-15 Min From O'hare Chicago-lovely 3bedrooms Garden Apartment - Westchester, IL
8.0Very good 14 reviews
Westchester, IL
2 3
$254/nighttotal: $1778 (7 )

10-15 Min From O'hare Chicago-lovely 3bedrooms Garden Apartment

apartment
Franklin Park
Rustic Apt |Near Hosp| 25mins To Ord|mdw|dt|free Parking&wifi - Westchester, IL
9.8Excellent 6 reviews
Westchester, IL
2 1
$136/nighttotal: $952 (7 )

Rustic Apt |Near Hosp| 25mins To Ord|mdw|dt|free Parking&wifi

apartment
Berwyn
Lovely 2 Bedrooms Apartment 10min From O'hare Chicago - Westchester, IL
8.4Very good 10 reviews
Westchester, IL
2 2
$256/nighttotal: $1792 (7 )

Lovely 2 Bedrooms Apartment 10min From O'hare Chicago

apartment
Rosemont
The Cozy Home Away From Home - Westchester, IL
9.5Excellent 16 reviews
Westchester, IL
2 4
$219/nighttotal: $1533 (7 )

The Cozy Home Away From Home

apartment
Brookfield
Classy Apt\/comfy Beds\/25mins To Ord>mdw>dt>hosp - Westchester, IL
10Excellent 10 reviews
Westchester, IL
2 2
$171/nighttotal: $1197 (7 )

Classy Apt\/comfy Beds\/25mins To Ord>mdw>dt>hosp

apartment
Berwyn
10 Min Walk To Stevenson Convention Center - Westchester, IL
10Excellent 1 review
Westchester, IL
2 2
$238/nighttotal: $1666 (7 )

10 Min Walk To Stevenson Convention Center

apartment
Rosemont

Frequently asked questions for the vacation rentals in Westchester, IL

Destinations nearby

Best pet friendly Westchester, IL vacation rentals

Among the 904 accommodations in Westchester, IL, here are the 8 best pet friendly rentals

Stylishly Furnished Studio Apt In Portage Park - Pensacola 2n - Westchester, IL
9.0Excellent 2 reviews
Westchester, IL
2 1
$128/nighttotal: $896 (7 )

Stylishly Furnished Studio Apt In Portage Park - Pensacola 2n

studio
Chicago
Contemporary 1br Apartment With Wi-fi! - Lockwood 1 & 2 - Westchester, IL
8.9Very good 39 reviews
Westchester, IL
2 1
$115/nighttotal: $805 (7 )

Contemporary 1br Apartment With Wi-fi! - Lockwood 1 & 2

apartment
Chicago
Short Drive To Hospitals/airports/downtown Chicago - Westchester, IL
10Excellent 14 reviews
Westchester, IL
2 1
$180/nighttotal: $1260 (7 )

Short Drive To Hospitals/airports/downtown Chicago

apartment
Hillside
Ridgeland Retreat\/ Street Level Apt Easy Access - Westchester, IL
10Excellent 2 reviews
Westchester, IL
2 3
$184/nighttotal: $1288 (7 )

Ridgeland Retreat\/ Street Level Apt Easy Access

apartment
Berwyn
Simple & Suite 4 - Oak Park Extended Stay, Pets Ok - Westchester, IL
10Excellent 2 reviews
Westchester, IL
2 1
$129/nighttotal: $903 (7 )

Simple & Suite 4 - Oak Park Extended Stay, Pets Ok

apartment
Oak Park
Luxury King Sleep Number - Historic Safe Location - Westchester, IL
10Excellent 1 review
Westchester, IL
2 2
$198/nighttotal: $1386 (7 )

Luxury King Sleep Number - Historic Safe Location

apartment
Elmwood Park
90s Condo- Safe Family Friendly- Arcade Game! - Westchester, IL
9.8Excellent 8 reviews
Westchester, IL
2 2
$177/nighttotal: $1239 (7 )

90s Condo- Safe Family Friendly- Arcade Game!

apartment
Elmwood Park
Better Choice For Your Vacation! Near Chicago O'hare International Airport - Westchester, IL
Westchester, IL
2 1
$192/nighttotal: $1344 (7 )

Better Choice For Your Vacation! Near Chicago O'hare International Airport

apartment
Rosemont