
House vacation rentals in Westchester
Find and book unique houses on Airbnb
Top-rated house rentals in Westchester
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Westchester house rentals
House rentals with a pool

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Munster hide away

Spacious 3 Floor Townhome

Now Open: Heated Pool with Entire House

Highwood Haven/Indoor Pool/Hot Tub/Arcade

Unique 3BR Escape/ Pool, Vintage Decor & Big Yard

Beautiful Spanish style Home (w/inground pool)

In Ground Pool, Full Ranch Home
Weekly house rentals

Cute & Cozy Westmont, IL House Near the Best Areas

The Architectural Haven

Cozy Home in Brookfield

Charming Home Close to Loyola, Zoo & Chicagoland

European Custom Built Home 2 Bedrooms

Charming Oak Park 4bd/3.5ba and 2 Private Parking

âAunt Bettyâs Cottageâ whimsical enclosed yard

Oak Park - Wine House!
Private house rentals

5BR Historic Family Home: Unique & Cozy w/ Parking

Designer Furnished + Game Room | LCP Collection

Bliss in Brookfield- 5BR, 3BA

Culinary DREAM - Pizza Oven/BBQ/Smoker

Charming 3BR/2BA Retreat at Villa Park

Close2city 3 bedroom with private parking (MDW)

Spacious and Inviting

Near O'Hare: 2xKING, 2xQUEEN
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- St. Louis Vacation rentals
- Platteville Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Southern Indiana Vacation rentals
- Cincinnati Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- 875 North Michigan Avenue
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Wilmot Mountain Ski Resort