36 Best Houses for Rent in Chicago, IL | Peerspace

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Popular houses

Classic Americana Family Home | White Kitchen & Large Yard

Lyons Township, La Grange, IL

5.0 (2)

40 guests

From

$250

/hr

4 hr min

Suburban Modern Historic home

5.0 (10)

50 guests

From

$600

/hr

4 hr min

Suburban Refined Brick Estate Blending Classic Charm & Modern Comfort

York Township, Elmhurst, IL

5.0 (3)

29 guests

From

$200

/hr

3 hr min

Beautiful Brick Bungalow with wrap around porch

River Forest Township, IL

100 guests

From

$1,000

/hr

5 hr min

Sunny Praire Bungalow with beautiful garden

Oak Park Township, IL

40 guests

From

$120

/hr

6 hr min

Modern and Airy Urban Oasis with Secret Courtyard Garden

Logan Square, Chicago, IL

5.0 (1)

60 guests

From

$350

/hr

6 hr min

1906 Large Old House with a Huge Pool

Berwyn Township, IL

5.0 (20)

50 guests

From

$75

/hr

4 hr min

Classic Brick Colonial

Lyons Township, Western Springs, IL

5.0 (14)

75 guests

From

$175

/hr

4 hr min

River Forest 9,500+ Square Ft. Single Family Home

River Forest Township, IL

100 guests

From

$500

/hr

10 hr min

Historic 1893 home in Berwyn, 3000 sq ft., authentic Victorian, Edwardian, MCM, Vintage design

Berwyn Township, IL

5.0 (1)

24 guests

From

$100

/hr

2 hr min

Renovated Historic Oak Park Home

Oak Park Township, IL

5.0 (31)

60 guests

From

$235

/hr

2 hr min

Three Story Unique/Eclectic/Colorful Chicago Single Family Home

West Town, Chicago, IL

5.0 (3)

50 guests

From

$75

/hr

4 hr min

Stylish Home on Tree-lined street

Proviso Township, Brookfield, IL

5.0 (1)

20 guests

From

$80

/hr

6 hr min

Spacious, contemporary urban home, close to downtown, neutral and roomy

Bronzeville, Chicago, IL

5.0 (1)

20 guests

From

$250

/hr

2 hr min

Sophisticated Executive Residence

Oak Park Township, IL

5.0 (1)

74 guests

From

$200

/hr

4 hr min

Northwest Side Chicago Classic Bungalow with modern flare

Portage Park, Chicago, IL

100 guests

From

$200

/hr

10 hr min

Large Single Family Home Near Suburban Chicago Downtown

York Township, Elmhurst, IL

40 guests

From

$200

/hr

5 hr min

Fantatic Rehabbed 1890's Greystone House

Uptown, Chicago, IL

4.8 (5)

30 guests

From

$175

/hr

8 hr min

Classically modern Large Family Home In Lincoln Park

West Lakeview, Chicago, IL

5.0 (31)

20 guests

From

$375

/hr

4 hr min

Recently Renovated Family-Friendly home in a coveted suburban neighborhood

Lyons Township, La Grange, IL

5.0 (2)

80 guests

From

$250

/hr

4 hr min

Serene and Private

Palos Township, Palos Park, IL

25 guests

From

$200

/hr

2 hr min

Lovely 1890's greystone by lakefront in Uptown neighborhood with wonderful backyard (rare for area) - unique 2 unit opportunity!

Uptown, Chicago, IL

30 guests

From

$175

/hr

8 hr min

Vintage Chicago Flat with Sunroom, Fireplace & Multiple Photo/Video Looks

Edgewater Glen Historic District, Chicago, IL

10 guests

From

$60

/hr

2 hr min

Where you want to be! Close to the city, 100+ year old home with large front porch, living room, dining room. Special very versatile bar area with color changing dimmable lighting.

Berwyn Township, IL

50 guests

From

$75

/hr

2 hr min

Logan Square Modern Apartment

Logan Square, Chicago, IL

25 guests

From

$500

/hr

12 hr min

La Maison Verte Andersonville

Edgewater, Chicago, IL

5.0 (21)

12 guests

From

$99

/hr

3 hr min

Gorgeous Historic Workers Cottage

West Town, Chicago, IL

5.0 (1)

20 guests

From

$250

/hr

4 hr min

Suburban home in garden setting with lofty, bright and woodsy interior spaces

Lyons Township, BURR RIDGE, IL

5.0 (2)

25 guests

From

$250

/hr

4 hr min

Artsy Urban Historic House

Oak Park Township, IL

4.7 (3)

20 guests

From

$90

/hr

2 hr min

Lakeview Lux

Lake View, Chicago, IL

5.0 (4)

25 guests

From

$160

/hr

4 hr min

Contemporary Urban Home with Bright Natural Light

West Town, CHICAGO, IL

20 guests

From

$300

/hr

4 hr min

Mid-Century Living Time Capsule

Niles Township, Morton Grove, IL

5.0 (24)

15 guests

From

$80

/hr

2 hr min

Wide Open, Flexible Home in Distinctive Suburb

River Forest Township, IL

50 guests

From

$500

/hr

6 hr min

Modern home with en-suite bathrooms and garage parking

South Shore, Chicago, IL, IL

5.0 (1)

25 guests

From

$75

/hr

8 hr min

Lincoln Park Home with Garden Oasis

Lincoln Park, Chicago, IL

5.0 (1)

20 guests

From

$125

/hr

2 hr min

Updated Suburban Home on Quiet Street

12 guests

From

$150

/hr

3 hr min

Similar searches in Chicago, IL

Updated October 17, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.