529+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in South Side |
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Tree House Rentals in South Side

About South Side Treehouse Rentals

Explore more than 529 treehouses in South Side. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in South Side.

Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in South Side. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure

Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.

On average, treehouses in South Side offer approximately 891.63 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.

The average nightly rate for treehouses in South Side typically ranges around US $392.

Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in South Side. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.

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Top Treehouse Accommodation Types in South Side

Type Count
Holiday Apartments 431
Vacation Homes 20

Use these Quick Filters to Find a Vacation Rental in South Side

★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in South Side.

Weather in South Side, IL

View the weather forecast for South Side before booking your South Side Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around South Side, IL

Treehouse Rentals offers a diverse selection of the finest treehouses and nature-inspired retreats around the world. South Side . Research things to do on your vacation before you visit South Side.


McCormick Place
Soldier Field
John G. Shedd Aquarium
Field Museum of Natural History
Wintrust Arena
Willie Dixon's Blues Heaven
Glessner House Museum
Film Row Cinema
Olmec Head No 8
Clarke House Museum
Prairie Avenue Historic District
Chicago Women's Park
National Vietnam Veterans Art Museum
Elbridge G Keith House
Ping Tom Memorial Park
Joseph G Coleman House
William K Kimball House
Gen. John Logan Memorial
On Leong Building
Grant Park

Other Places to Stay in South Side, IL


Dearborn Park 3,774 Properties
Film Row Cinema 3,707 Properties
Gen. John Logan Memorial 3,681 Properties
Ping Tom Memorial Park 3,455 Properties
Field Museum of Natural History 3,452 Properties
Olmec Head No 8 3,414 Properties
John G. Shedd Aquarium 3,401 Properties
National Vietnam Veterans Art Museum 3,299 Properties
Chinatown 2,948 Properties
South Loop 366 Properties
Near South Side 351 Properties
Prairie District 251 Properties

Frequently Asked Questions About South Side?

What are the top treehouse rentals in South Side?

Looking for a place to stay in South Side? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:

How many treehouses with private pools are available in South Side?

Find exceptional treehouses with private pools near South Side on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.

What are the top-rated treehouses in South Side for family stays?

Searching for a family-friendly treehouse in South Side? Discover these top-rated options, each loved by families and groups who have stayed in South Side:

How many treehouses are available in South Side?

Treehouse Rentals, as of 2026, features over 529 unique treehouse, cabins and forest homes in South Side. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2026, Treehouse Rentals has curated over 529 stunning properties in South Side, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2026, Treehouse Rentals provides access to over 529 premier accommodations in South Side. Find your ideal escape among the treetops today.

Nearby Neighborhood (11) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1548
The Loop Vacation Rentals in Chicago, Illinois 717
Near West Side Vacation Rentals in Chicago, Illinois 371
South Loop Vacation Rentals in Chicago, Illinois 366
Near South Side Vacation Rentals in Chicago, Illinois 351
Prairie District Vacation Rentals in Chicago, Illinois 251
West Loop Vacation Rentals in Chicago, Illinois 214
Lower West Side Vacation Rentals in Chicago, Illinois 55
Printers Row Vacation Rentals in Chicago, Illinois 3802
Chinatown Vacation Rentals in Chicago, Illinois 2948
Chicago Museum Campus Vacation Rentals in Chicago, Illinois 3119

People Also Ask

There are 529 South Side, IL Vacation Rentals

Recently Booked Vacation Rentals in South Side