Tree House Rentals in Chicago
About Chicago Treehouse Rentals
Explore more than 7391 treehouses in Chicago. 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 Chicago.
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 Chicago. 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 Chicago offer approximately 740.49 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 Chicago typically ranges around US $379.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Chicago. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.
Top Treehouse Accommodation Types in Chicago
| Type | Count |
|---|---|
| Holiday Apartments | 4811 |
| Vacation Homes | 1134 |
| Villas | 7 |
| Cottages | 5 |
Use these Quick Filters to Find a Vacation Rental in Chicago
★ 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 Chicago.
Weather in Chicago, IL
View the weather forecast for Chicago before booking your Chicago Vacation Rentals to confirm your best time to go.
Top Attractions Around Chicago, IL
Treehouse Rentals offers a diverse selection of the finest treehouses and nature-inspired retreats around the world. Chicago . Research things to do on your vacation before you visit Chicago.
Other Places to Stay in Chicago, IL
Frequently Asked Questions About Chicago?
What are the top treehouse rentals in Chicago?
Looking for a place to stay in Chicago? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- The Sono Chicago
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 55th Floor Penthouse with Award-Winning Views
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- NEW LUXURY PENTHOUSE CONDO
How many treehouses with private pools are available in Chicago?
Find exceptional treehouses with private pools near Chicago 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.
- Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife
- ENVITAE 3BR Downtown Luxurious Suite Views & Pool
- Stay One Chicago
- Spacious 1 bd sleeps 4 quiet and near Michigan Ave. free gift
What are the top-rated treehouses in Chicago for family stays?
Searching for a family-friendly treehouse in Chicago? Discover these top-rated options, each loved by families and groups who have stayed in Chicago:
- Spacious 3BD Penthouse Retreat Near Wrigley Field
- Freshly Minted 2BR - Elegance & Comfort in Central Chicago
- Wrigleyville Inn
How many treehouses are available in Chicago?
Treehouse Rentals, as of 2026, features over 7391 unique treehouse, cabins and forest homes in Chicago. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 7391 stunning properties in Chicago, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 7391 premier accommodations in Chicago. Find your ideal escape among the treetops today.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1548 |
| The Loop Vacation Rentals in Chicago, Illinois | 717 |
| Near North Side Vacation Rentals in Chicago, Illinois | 617 |
| South Loop Vacation Rentals in Chicago, Illinois | 366 |
| Near South Side Vacation Rentals in Chicago, Illinois | 351 |
| River North Vacation Rentals in Chicago, Illinois | 332 |
| Lakeview Vacation Rentals in Chicago, Illinois | 266 |
| West Loop Vacation Rentals in Chicago, Illinois | 214 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 154 |
| Hyde Park Vacation Rentals in Chicago, Illinois | 103 |
| Logan Square Vacation Rentals in Chicago, Illinois | 87 |
| Edgewater Vacation Rentals in Chicago, Illinois | 78 |
| Rogers Park Vacation Rentals in Chicago, Illinois | 74 |
| O'Hare Vacation Rentals in Chicago, Illinois | 50 |
| Wrigleyville Vacation Rentals in Chicago, Illinois | 49 |
| Wicker Park Vacation Rentals in Chicago, Illinois | 46 |
