Book Holiday Homes in Tall Timbers
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Tall Timbers

Waterfront Wildlife Retreat on the Patuxent River

Where peace is sitting by the moonlight

Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

Belle of the Chesapeake Bay

High River Bank with $1M Sunset View, 3 min to College

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Waterfront Relaxing Getaway

Waterfront - renovated 3 bedrooms 2 full baths cottage
Tall Timbers Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Tall Timbers vacation homes are the perfect way for you to wing it.
Holiday houses in Tall Timbers let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Tall Timbers in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Tall Timbers adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Tall Timbers with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Tall Timbers vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Tall Timbers Holiday Homes essential information
Accommodation | 180 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Waterfront Wildlife Retreat on the Patuxent River , Where peace is sitting by the moonlight, Lottsburg's Landing - Your Waterfront Escape on Wrights Cove, **FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**, Belle of the Chesapeake Bay, High River Bank with $1M Sunset View, 3 min to College, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, Waterfront Relaxing Getaway, Waterfront - renovated 3 bedrooms 2 full baths cottage |
Top Locations for Holiday Homes in Tall Timbers
Top trending hotels in Tall Timbers

Solomons Inn Resort & Marina

Quality Inn Warsaw near Rappahannock River

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Quality Inn Solomons - Beacon Marina
More ways to explore Tall Timbers
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.