Point Lookout Vacations from $771

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Your Point Lookout Vacation

Make planning your travels easy by creating a vacation package to Point Lookout. We'll look after the finer points, so you can concentrate on enjoying everything this neighborhood has to offer. Give yourself enough time to get to leading nearby attractions like Confederate Memorial Park during your trip to Point Lookout. No matter your travel goals or the size of your budget, booking a perfect Point Lookout vacation is quick and easy with Expedia.

The Latest Point Lookout Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown
Pendry Baltimore
Rosewood Washington, D.C.
Arlo Washington DC
Riggs Washington DC

Point Lookout Hotel Deals

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Scotland MD
10/10 Exceptional! (126 reviews)
Hideaway at Hayes Beach was amazing It was a wonderful place to spend Christmas with our family. We were lucky enough to get snow! My husband and I enjoy walking so it was a prefect place to for it. Would definitely recommend this place

Reviewed on Dec 28, 2025

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Scotland MD
$367 nightly
The price is $405 total per night from Mar 25 to Mar 26
$405 total
Mar 25 - Mar 26
Total with taxes and fees
9.4/10 Exceptional! (12 reviews)
The location and the view were amazing! Such an abundance of wildlife! Deer, heard a fox, and the birds! Heron, ducks, geese, bluebirds, eagles- and as we were leaving found the eagle nest, next to the house as they came screeching in. Beautiful dark sky for star gazing. The house is good, beds comfy, ...

Reviewed on Mar 2, 2026

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland MD
9.8/10 Exceptional! (80 reviews)
Waking up to the rising sun on the Bay was spectacular. So peaceful and rejuvenating. Make sure you checkout out Calvert Cliffs State Park too. You’ll get a workout on the multiple trails and a beautiful shoreline at the end to find some natural treasures!! Sunshine Cottage was well equipped and ...

Reviewed on Oct 24, 2025

Private Beach Front Getaway at The Sunshine Beach Cottage.
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.

Discover the most popular places to visit in Point Lookout

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