Rent a cabin in Orland Park, IL

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Orland Park, IL

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Popular cabins

Serene and Private

Palos Township, Palos Park, IL

25 guests

From 
$200
/hr
2 hr min

Bright modern and industrial event space with a touch of rustic charm

Lemont, IL

5.0 (2)

70 guests

From 
$100
/hr
4 hr min

The Private Reserve Production & Creative Space

Longwood Manor, Chicago, IL

5.0 (1)

10 guests

From 
$125
/hr
2 hr min

Cozy 3-Bedroom Retreat with Bonus Loft in Chicago South Suburbs

Calumet Township, Calumet Park, IL

15 guests

From 
$75
/hr
2 hr min

Classic Americana Family Home | White Kitchen & Large Yard

Lyons Township, La Grange, IL

5.0 (2)

40 guests

From 
$250
/hr
4 hr min

Spacious backyard, beautiful view.

Brainerd, Chicago, IL

6 guests

From 
$100
/hr
3 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

Classic Brick Colonial

Lyons Township, Western Springs, IL

5.0 (14)

75 guests

From 
$175
/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 and Modern Bungalow Perfect for Hosting

South Shore, Chicago, IL

25 guests

From 
$75
/hr
1 hr min

Pueblo Magíco: Modern-Rustic Central City Gem

South Side, Chicago, IL

30 guests

From 
$125
/hr
4 hr min

Urban, loft space, creative space, industrial, farm house, rustic

South Side, Chicago, IL

25 guests

From 
$85
/hr
2 hr min

Sunny Praire Bungalow with beautiful garden

Oak Park Township, IL

40 guests

From 
$120
/hr
6 hr min

Charming Urban Chicago Apartment | Cozy, Stylish & Versatile Space in Little Village

Little Village, Chicago, IL

8 guests

From 
$59
/hr
2 hr min

Amazing Bridgeport Photography Studio Inside Stunning Museum

South Side, Chicago, IL

5.0 (60)

5 guests

From 
$35
/hr
1 hr min

River Forest Mid-Century Modern Ranch (10 miles outside Downtown Chicago)

River Forest, IL

5.0 (6)

60 guests

From 
$250
/hr
2 hr min

Artsy Urban Historic House

Oak Park Township, IL

4.7 (3)

20 guests

From 
$90
/hr
2 hr min

A Rustic “Intimate space with infinite vibes” tucked away in the Bronzville area and just 10 minutes from downtown

South Side, Chicago, IL

5.0 (1)

50 guests

From 
$150
/hr
4 hr min

Open and Bright, Modern Rehabbed Home, 20 mins from downtown Chicago

Oak Park Township, IL

5.0 (4)

20 guests

From 
$145
/hr
4 hr min

2.30 Acre Private Outdoor Venue in Naperville - Ideal for Shoots, Events & Workshops

Naperville Park District, IL

5.0 (7)

75 guests

From 
$99
/hr
3 hr min

Vintage Funky Farmhouse, Barn & Garden

Oak Park Township, IL

5.0 (17)

20 guests

From 
$175
/hr
3 hr min

Casa Blanca | Modern Farmhouse Estate | Pond, BBQ & Barn

St. John Township, Dyer, IN

150 guests

From 
$150
/hr
4 hr min

Modern Production Home in Pilsen w/ Parking

Lower West Side, chicago, IL

5.0 (18)

10 guests

From 
$150
/hr
5 hr min

Vintage Motel Studio with Retro Americana Vibes

Lower West Side, Chicago, IL

5.0 (11)

11 guests

From 
$40
/hr
1 hr min

South Loop Historic Venue: A Chic Urban Oasis with Timeless Interbrick Charm

Near South Side, CHICAGO, IL

200 guests

From 
$350
/hr
1 hr min

Beautiful Brick Bungalow with wrap around porch

River Forest Township, IL

100 guests

From 
$1,000
/hr
5 hr min

Rustic Mix

Garfield Park, Chicago, IL

8 guests

From 
$125
/hr
4 hr min

Charming Urban Art Cottage Close to the United Center

Garfield Park, Chicago, IL

50 guests

From 
$175
/hr
2 hr min

FILM SHOOT

East Garfield Park, Chicago, IL

4.9 (64)

25 guests

From 
$105
/hr
3 hr min

The Barrel House – Industrial, Rustic, and Highly Customizable Backdrop

Humboldt Park, Chicago, IL

250 guests

From 
$500
/hr
4 hr min

Spacious Transitional Design Blogger Home in Glen Ellyn, IL

Milton Township, Glen Ellyn, IL

5.0 (10)

15 guests

From 
$175
/hr
3 hr min

Secluded , Traditional Contemporary Split Level hone built in 1975. Completely updated, and on a tree lined acre.

Milton Township, Glen Ellyn, IL

25 guests

From 
$200
/hr
4 hr min

Timber Loft in Chicago

West Town, Chicago, IL

4 guests

From 
$150
/hr
2 hr min

Vibrant and Vintage Historical Home

Lincoln Park, Chicago, IL

5.0 (1)

6 guests

From 
$250
/hr
3 hr min

Two Level, Chic, Upscale, Rustic Studio With Plenty Of Natural Lighting But Also Intimate Coverings To Accommodate Any Event

THE CAMBRIDGE, Chicago, IL

50 guests

From 
$150
/hr
2 hr min

3614 W Irving Park Space for Events

Irving Park, Chicago, IL

50 guests

From 
$75
/hr
4 hr min

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Updated October 25, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.