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

Screened Patio, Deck & Grill: Saint Inigoes Home!

Screened Patio, Deck & Grill: Saint Inigoes Home!

St Inigoes
Located in Saint Inigoes, this vacation home is on the waterfront, a 3-minute drive from Saint Inigoes State Forest and 7 minutes from Cardinal Gibbons ...
Screened Patio, Deck & Grill: Saint Inigoes Home!
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

St Leonard
With a stay at this vacation home in St. Leonard, you'll be near the beach, just steps from Jefferson Patterson Park and Museum and a 3-minute drive from Perigeaux ...
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

Ridge
With a stay at this vacation home in Ridge (Point Lookout), you'll be within a 10-minute drive of Confederate Memorial Park and Cardinal Gibbons Park.
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Save an average of 15% on thousands of hotels when you're signed in
Belle of the Chesapeake Bay

Belle of the Chesapeake Bay

Lusby
When you stay at this vacation home in Lusby, you'll be within a 10-minute drive of Cove Point Park and Calvert Cliffs State Park.
Belle of the Chesapeake Bay
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

Lusby
Located in Lusby, this vacation home is by the ocean, a 4-minute drive from Drum Point Lake and 5 minutes from Seahorse Beach.
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Sea Glass Beach House!  Large sand beach, dock and hot tub! Pets welcome!

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Hague
Located in Hague, this vacation home is by the ocean, within a 15-minute drive of Coles Point Marina and Hague Winery.
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

Lusby
Located in Lusby, this vacation home is on the waterfront, a 1-minute drive from Vera's White Sands Marina and 9 minutes from BGE Field.
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

Mechanicsville
Located in Mechanicsville, this vacation home is on the waterfront, a 5-minute drive from Cape Saint Marys Marina and 8 minutes from John Baggett Park at Laurel ...
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
18-Acre Waterfront Sanctuary: Peace & Privacy

18-Acre Waterfront Sanctuary: Peace & Privacy

Ridge
With a stay at this vacation home in Ridge (Point Lookout), you'll be within a 10-minute drive of Confederate Memorial Park and Cardinal Gibbons Park.
18-Acre Waterfront Sanctuary: Peace & Privacy
Don't see what you're looking for?
See all available properties in Tall Timbers
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
137 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$188
Popular accommodation
Screened Patio, Deck & Grill: Saint Inigoes Home!, Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!, Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks, Belle of the Chesapeake Bay, Waterfront Lusby Retreat w/ Deep-Water Dock & Slip, Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome! , Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat, Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC, 18-Acre Waterfront Sanctuary: Peace & Privacy

Top trending hotels in Tall Timbers

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

2.5 out of 5
22769 Three Notch Rd, California, MD
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 25 Jan to 26 Jan
AU$164
includes taxes & fees
25 Jan - 26 Jan
Located in California, La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent is within a 5-minute drive of San Souci Shopping Center and Dunleigh Neighborhood ...
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel

Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel

2.5 out of 5
45260 Abell House Lane, California, MD
Fully refundable
The price is AU$182 per night from 31 Jan to 1 Feb
AU$182
includes taxes & fees
31 Jan - 1 Feb
A stay at Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel places you in the heart of California, within a 5-minute drive of First Colony ...
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD

Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD

2.5 out of 5
44941 Worth Ave, California, MD
Fully refundable
The price is AU$188 per night from 9 Feb to 10 Feb
AU$188
includes taxes & fees
9 Feb - 10 Feb
When you stay at Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD in California, you'll be in the historical district, ...
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
Save an average of 15% on thousands of hotels when you're signed in
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
23428 Three Notch Rd, California, MD
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 25 Jan to 26 Jan
AU$181
includes taxes & fees
25 Jan - 26 Jan
Located in California, Sleep Inn & Suites is within a 5-minute drive of Wildewood Shopping Center and First Colony Shopping Center.
Sleep Inn & Suites
Don't see what you're looking for?
See all available properties in Tall Timbers
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.