Cobb Island Vacations from $504

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Your Cobb Island Vacation

Take the hassle out of travel planning by booking a Cobb Island vacation package. One of the best neighborhoods to base yourself in this captivating city is Swan Point, which is great for golfing and much more besides. St. Clements Island State Park is among the must-see attractions to include on your itinerary during a trip to Cobb Island. Check out Expedia's extensive range of travel options and book your perfect vacation to Cobb Island now.

The Latest Cobb Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $895, price is now $504 per person
$504
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
Staff courteous Very clean rooms

Reviewed on Feb 25, 2026

Landing at Bridge District

Landing at Bridge District

3.5 out of 5
Southeast
Save 100% on your flight
Price was $1,225, price is now $762 per person
$762
per person
Mar 31 - Apr 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
No reviews
Great property! The Landing staff went out of their way to make sure I was comfortable.

Reviewed on Jan 24, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
Price was $932, price is now $598 per person
$598
per person
May 13 - May 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
Great location, hotel was beautiful and staff was very friendly.

Reviewed on Feb 24, 2026

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Save 100% on your flight
Price was $954, price is now $627 per person
$627
per person
Mar 31 - Apr 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,915 reviews)
Staff was professional, helpful, and friendly!

Reviewed on Feb 16, 2026

Hyatt Place Arlington/Courthouse Plaza

Hyatt Place Arlington/Courthouse Plaza

3 out of 5
Court House
Save 100% on your flight
Price was $903, price is now $631 per person
$631
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,004 reviews)
Staff was courteous. Facilities were very clean

Reviewed on Feb 25, 2026

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Cobb Island Hotel Deals

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Cobb Island MD
10/10 Exceptional! (21 reviews)
Great experience! Adorable house and island! House was clean and very comfortable!

Reviewed on Nov 23, 2025

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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 MD
9.8/10 Exceptional! (81 reviews)
Everything was great. My family loved the house.

Reviewed on Jan 30, 2026

Get rates
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
$68 nightly
The price is $77 total per night from Mar 2 to Mar 3
$77 total
Mar 2 - Mar 3
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Great but need to work a little more on cleaning process.

Reviewed on Feb 18, 2026

Best Western La Plata Inn
See all 296 properties in Cobb Island
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.

Find the Best Cobb Island Vacation Packages

Cobb Island Essential Information

Language
English
Currency
U.S dollars
Population
1,150
Top Sights
Port of Leonardtown Winery, St. Clements Island State Park and New Towne Neck State Park

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Frequently asked questions

How much does a Cobb Island vacation package cost?
You can snap up a vacation package to this top destination from $504 on Expedia. However, how much your vacation to Cobb Island costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Cobb Island?
November, December and January are the best times to search for cheap Cobb Island vacation packages. Choosing to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Cobb Island?
With a well-planned itinerary, you can easily tick off the most popular Cobb Island attractions in a handful of days. But if you want to discover hidden gems or take day trips, think about booking your Cobb Island vacation for longer.
How to find the best Cobb Island package deals?
Use Expedia's filters to find some fabulous Cobb Island package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Cobb Island package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cobb Island vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Cobb Island vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Cobb Island?
Score fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Cobb Island adventure.
Does Expedia offer Book Now, Pay Later Cobb Island vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Cobb Island trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.