Book Holiday Homes in Cobb Island

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Featured Holiday Homes in Cobb Island

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
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!
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
When you stay at this vacation home in Mechanicsville, you'll be on the waterfront and within a 5-minute drive of Cape Saint Marys Marina.
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
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Picture Perfect  Waterfront in town  Sleeps 6  Expansive Outdoor dining area

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

Colonial Beach
A stay at this vacation home places you in the heart of Colonial Beach, within a 10-minute walk of Bayside Marina and Colonial Beach.
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Spectacular Waterfront Retreat with Pier

Spectacular Waterfront Retreat with Pier

Newburg
When you stay at this vacation home in Newburg, you'll be on the waterfront and 14 minutes by car from Potomac River.
Spectacular Waterfront Retreat with Pier
Colonial Beach Cottage, 7 minutes walk to beach!

Colonial Beach Cottage, 7 minutes walk to beach!

Colonial Beach
A stay at this vacation home places you in the heart of Colonial Beach, within a 15-minute walk of Colonial Beach and Colonial Beach Historical Society.
Colonial Beach Cottage, 7 minutes walk to beach!
Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat

Montross
The price is AU$755 per night from 5 Jan to 6 Jan
AU$755
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Montross, this vacation home is on the waterfront, within a 15-minute drive of Armstead T. Johnson High School and Montross Town Hall.
Luxury Modern Waterfront Retreat
Tranquil Private Getaway Minutes to Patuxent River

Tranquil Private Getaway Minutes to Patuxent River

Mechanicsville
When you stay at this vacation home in Mechanicsville, you'll be 11 minutes by car from Patuxent River.
Tranquil Private Getaway Minutes to Patuxent River
Waterfront Leonardtown Retreat w/ Dock Access!

Waterfront Leonardtown Retreat w/ Dock Access!

Leonardtown
With a stay at this vacation home in Leonardtown, you'll be on the waterfront, and 7.7 mi (12.4 km) from St. Mary's River State Park and 9.1 mi (14.7 km) from ...
Waterfront Leonardtown Retreat w/ Dock Access!
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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.

Cobb Island 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 Cobb Island vacation homes are the perfect way for you to wing it.

Holiday houses in Cobb Island 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 Cobb Island 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 Cobb Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cobb Island 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 Cobb Island 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.

Cobb Island Holiday Homes essential information

Accommodation
106 Holiday Homes
Lowest Price
AU$116
Highest Price
AU$755
Popular accommodation
Waterfront Relaxing Getaway, Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome! , Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC, Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area, Spectacular Waterfront Retreat with Pier, Colonial Beach Cottage, 7 minutes walk to beach!, Luxury Modern Waterfront Retreat, Tranquil Private Getaway Minutes to Patuxent River, Waterfront Leonardtown Retreat w/ Dock Access!

Top trending hotels in Cobb Island

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Cobb Island
When you stay at this vacation home in Cobb Island, you'll be on the waterfront and steps from Potomac River.
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Contemporary luxury home with spectacular water vistas

Contemporary luxury home with spectacular water vistas

Cobb Island
When you stay at this vacation home in Cobb Island, you'll be on the waterfront and steps from Potomac River.
Contemporary luxury home with spectacular water vistas
Best Western La Plata Inn

Best Western La Plata Inn

2.5 out of 5
6900 Crain Highway, La Plata, MD
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 5 Jan to 6 Jan
AU$163
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Best Western La Plata Inn places you in the heart of La Plata, within a 5-minute drive of Port Tobacco Players and UM Charles Regional Medical ...
Best Western La Plata Inn
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Red Roof Inn Dahlgren - Naval Base

Red Roof Inn Dahlgren - Naval Base

2 out of 5
4661 James Madison Pkwy, King George, VA
Fully refundableReserve now, pay when you stay
The price is AU$116 per night from 5 Jan to 6 Jan
AU$116
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Red Roof Inn Dahlgren - Naval Base in King George, you'll be within a 10-minute drive of Aqualand Marina and Potomac River.
Red Roof Inn Dahlgren - Naval Base
Don't see what you're looking for?
See all available properties in Cobb Island
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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.