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

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home

2 out of 5
Solomons
When you stay at this vacation home in Solomons, you'll be on a lake, within a 15-minute walk of Harbor Island Marina and J.C. Lore Oyster House.
4-BR Waterfront Turret Home
Sunrise Views: Waterfront Lusby Home w/ Deck!

Sunrise Views: Waterfront Lusby Home w/ Deck!

Lusby
When you stay at this vacation home in Lusby, you'll be near the beach and 8 minutes by car from Cove Point Park.
Sunrise Views: Waterfront Lusby Home w/ Deck!
Perfect Pointe, Cobb Island, Maryland

Perfect Pointe, Cobb Island, Maryland

Cobb Island
When you stay at this vacation home in Cobb Island, you'll be on the waterfront and 4 minutes by foot from Potomac River.
Perfect Pointe, Cobb Island, Maryland
Save an average of 15% on thousands of hotels when you're signed in
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Wildlife Retreat on the Patuxent River

Lusby
Located in Lusby, this vacation home is on the waterfront, a 4-minute drive from Drum Point Lake and 6 minutes from Seahorse Beach.
Waterfront Wildlife Retreat on the Patuxent River
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
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Drayden
With a stay at this vacation home in Drayden, you'll be on the waterfront, and 11.2 mi (18.1 km) from Patuxent River Naval Air Station and 5.2 mi (8.3 km) from ...
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Beach Club: your own private "Caribbean" resort

Beach Club: your own private "Caribbean" resort

Piney Point
With a stay at this vacation home in Piney Point, you'll be on the beach, just steps from Piney Point Beach and a 2-minute drive from Piney Point ...
Beach Club: your own private "Caribbean" resort
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

Kinsale
Located in Kinsale, this vacation home is on the waterfront, a 2-minute drive from Kinsale Museum and 9 minutes from Vault Field Vineyards.
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!
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
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
141 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$230
Popular accommodation
4-BR Waterfront Turret Home, Sunrise Views: Waterfront Lusby Home w/ Deck!, Perfect Pointe, Cobb Island, Maryland, Waterfront Wildlife Retreat on the Patuxent River , Belle of the Chesapeake Bay, Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp, Beach Club: your own private "Caribbean" resort, Riverfront Paradise w/ Hot Tub & Pool in Kinsale!, Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

Top trending hotels in Tall Timbers

Potomac River Woodland Cottage, Polite Pets welcomed, Central Air, Killer Sunset

Potomac River Woodland Cottage, Polite Pets welcomed, Central Air, Killer Sunset

Tall Timbers
Located in Tall Timbers, this vacation home is on a river, a 3-minute drive from Potomac River and 7 minutes from Piney Point Beach.
Potomac River Woodland Cottage, Polite Pets welcomed, Central Air, Killer Sunset
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$168 per night from 23 Mar to 24 Mar
AU$168
includes taxes & fees
23 Mar - 24 Mar
With a stay at La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent in California, you'll be within a 5-minute drive of Patuxent River Naval Air Station ...
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 25 Mar to 26 Mar
AU$230
includes taxes & fees
25 Mar - 26 Mar
With a stay at Solomons Inn Resort & Marina in Solomons, you'll be within a 15-minute drive of Patuxent River Naval Air Station and Southern Branch Library.
Solomons Inn Resort & Marina
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina

2.5 out of 5
255 Lore Rd, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 16 Mar to 17 Mar
AU$179
includes taxes & fees
16 Mar - 17 Mar
With a stay at Quality Inn Solomons - Beacon Marina in Solomons, you'll be within a 15-minute drive of Patuxent River Naval Air Station and Drum Point ...
Quality Inn Solomons - Beacon Marina
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.