Book Holiday Homes in Tall Timbers

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Featured Holiday Homes in Tall Timbers

Waterfront Scotland Beach Retreat w/ Private Beach

Waterfront Scotland Beach Retreat w/ Private Beach

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 Point Lookout State Park.
Waterfront Scotland Beach Retreat w/ Private Beach
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!
Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Scotland
Located in Scotland (Point Lookout), this vacation home is within a 5-minute drive of Confederate Memorial Park and Point Lookout State Park.
Beachy Maryland A-Frame: Steps to Chesapeake Bay!
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Riverside House w/ Kayaks, Piano & Fireplace

Riverside House w/ Kayaks, Piano & Fireplace

California
Located in California, this vacation home is by the ocean, within a 5-minute drive of Patuxent River and Drum Point Lighthouse.
Riverside House w/ Kayaks, Piano & Fireplace
Waterfront Relaxing Getaway

Waterfront Relaxing Getaway

Coltons Point
When you stay at this vacation home in Coltons Point, you'll be on the waterfront and 6 minutes by foot from St. Clement's Island State Park.
Waterfront Relaxing Getaway
It’s All about the VIEW! December rates have just been reduced !

It’s All about the VIEW! December rates have just been reduced !

Montross
When you stay at this vacation home in Montross, you'll be on the beach and 14 minutes by car from Stratford Hall.
It’s All about the VIEW! December rates have just been reduced !
Stunning secluded Luxury waterfront cottage with private deep water pier!

Stunning secluded Luxury waterfront cottage with private deep water pier!

Lusby
Located in Lusby, this vacation home is on the waterfront, within a 10-minute drive of Calvert Cliffs State Park and Annmarie Sculpture Garden and Arts ...
Stunning secluded Luxury waterfront cottage with private deep water pier!
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
When you stay at this vacation home in Hague, you'll be on the beach and 14 minutes by car from 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, within a 15-minute drive of Calvert Cliffs State Park and Annmarie Sculpture Garden and Arts ...
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
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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
136 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$217
Popular accommodation
Waterfront Scotland Beach Retreat w/ Private Beach, Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!, Beachy Maryland A-Frame: Steps to Chesapeake Bay!, Riverside House w/ Kayaks, Piano & Fireplace, Waterfront Relaxing Getaway, It’s All about the VIEW! December rates have just been reduced !, Stunning secluded Luxury waterfront cottage with private deep water pier!, 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

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$162 per night from 26 Dec to 27 Dec
AU$162
includes taxes & fees
26 Dec - 27 Dec
Located in California, La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent is within a 5-minute drive of Patuxent River Naval Air Museum and Patuxent ...
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$177 per night from 23 Dec to 24 Dec
AU$177
includes taxes & fees
23 Dec - 24 Dec
With a stay at Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel, you'll be centrally located in California, within a 10-minute drive of Patuxent ...
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
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$217 per night from 10 Jan to 11 Jan
AU$217
includes taxes & fees
10 Jan - 11 Jan 2025
With a stay at Solomons Inn Resort & Marina in Solomons, you'll be within a 5-minute drive of Drum Point Lighthouse and Patuxent River.
Solomons Inn Resort & Marina
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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$174 per night from 29 Dec to 30 Dec
AU$174
includes taxes & fees
29 Dec - 30 Dec
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
Don't see what you're looking for?
See all available properties in Tall Timbers
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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.

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^Subject to availability and chosen travel dates.