49+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Shady Side |
  1. USA
  2. Maryland
  3. Shady Side

Tree House Rentals in Shady Side

About Shady Side Treehouse Rentals

Explore more than 49 treehouses in Shady 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 Shady 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 Shady 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 Shady Side offer approximately 1196.12 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 Shady Side typically ranges around US $536.

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

Show more
Show less

Top Treehouse Accommodation Types in Shady Side

Type Count
Vacation Homes 38
Cottages 5
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Shady 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 Shady Side.

Weather in Shady Side, MD

View the weather forecast for Shady Side before booking your Shady 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 Shady Side, MD

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


Shadyside Park
Captain Avery Museum
FedEx Field
U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Show Place Arena
Bowie State University
Chesapeake Beach Water Park
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Rod n Reel Charter Fishing
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
St. Michaels Winery
Prince George's Community College

Other Places to Stay in Shady Side, MD


Captain Avery Museum 38 Properties
Shadyside Park 36 Properties

Frequently Asked Questions About Shady Side?

What are the top treehouse rentals in Shady Side?

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

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

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

How many treehouses are available in Shady Side?

Treehouse Rentals, as of 2025, features over 49 unique treehouse, cabins and forest homes in Shady Side. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 49 stunning properties in Shady Side, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 49 premier accommodations in Shady Side. Find your ideal escape among the treetops today.


People Also Ask

There are 49 Shady Side, MD Vacation Rentals

Recently Booked Vacation Rentals in Shady Side