1256+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Annapolis |
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Tree House Rentals in Annapolis

About Annapolis Treehouse Rentals

Explore more than 1256 treehouses in Annapolis. 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 Annapolis.

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 Annapolis. 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 Annapolis offer approximately 982.82 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 Annapolis typically ranges around US $560.

Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Annapolis. 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 Annapolis

Type Count
Vacation Homes 887
Holiday Apartments 127
Cottages 34
Villas 7

Use these Quick Filters to Find a Vacation Rental in Annapolis

★ 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 Annapolis.

Weather in Annapolis, MD

View the weather forecast for Annapolis before booking your Annapolis 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 Annapolis, MD

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


U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Bowie State University
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
Annapolis Maritime Museum
Allen Pond Park
Maryland Quiet Waters Park
St John's College
Bay Hills Golf Club
Maryland World War II Memorial
William Paca House
The Kunta Kinte Alex Haley Memorial

Other Places to Stay in Annapolis, MD


Northern Chesapeake Bay 13,010 Properties
Historic District 458 Properties
Kent Island 89 Properties
Parole 89 Properties
Bowie 84 Properties
Stevensville 71 Properties
Eastport 63 Properties
Edgewater 58 Properties
Selby-on-the-Bay 45 Properties
Lake Arbor 35 Properties
Cape Saint Claire 30 Properties
Arnold 26 Properties

Frequently Asked Questions About Annapolis?

What are the top treehouse rentals in Annapolis?

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

How many treehouses with private pools are available in Annapolis?

Find exceptional treehouses with private pools near Annapolis 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 Annapolis for family stays?

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

How many treehouses are available in Annapolis?

Treehouse Rentals, as of 2025, features over 1256 unique treehouse, cabins and forest homes in Annapolis. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 1256 stunning properties in Annapolis, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 1256 premier accommodations in Annapolis. Find your ideal escape among the treetops today.

Nearby Neighborhood (16) 
Neighborhood Property Count
Historic District Vacation Rentals in Annapolis, Maryland 458
Eastport Vacation Rentals in Annapolis, Maryland 63
Hillsmere Vacation Rentals in Annapolis, Maryland 24
Murray Hill Vacation Rentals in Annapolis, Maryland 24
Arundel on the Bay Vacation Rentals in Annapolis, Maryland 155
West Annapolis Vacation Rentals in Annapolis, Maryland 710
Homewood Vacation Rentals in Annapolis, Maryland 722
Epping Forest Vacation Rentals in Annapolis, Maryland 329
Atlantis Vacation Rentals in Annapolis, Maryland 89
Oyster Harbor Vacation Rentals in Annapolis, Maryland 220
Cape St. John Vacation Rentals in Annapolis, Maryland 176
Anchorage Vacation Rentals in Annapolis, Maryland 631
Hunt Meadows Vacation Rentals in Annapolis, Maryland 776
Kingsport Vacation Rentals in Annapolis, Maryland 737
Winchester-on-the-Severn Vacation Rentals in Annapolis, Maryland 505
Downs on the Severn Vacation Rentals in Annapolis, Maryland 149

People Also Ask

There are 1256 Annapolis, MD Vacation Rentals

Recently Booked Vacation Rentals in Annapolis