Point Lookout Holidays

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Our pick of the best Point Lookout Hotel Deals

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 24 Oct 2025

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Private Beach Front Getaway at The Sunshine Beach Cottage.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

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 28 Dec 2025

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A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

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

Scotland MD
The price is NZ$513 per night from 12 Feb to 13 Feb
NZ$513
12 Feb - 13 Feb
includes taxes & fees
9.4/10 Exceptional! (10 reviews)
Property was exactly what we were expecting from the listing. It was perfect for our family of four to get away for needed time together away from the normal. Beautiful setting on the marsh. Saw a ton of water birds, owls, and many bald eagle sightings (including three separate eagles at once). We ...

Reviewed on 4 Jan 2026

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
See all 371 properties in Point Lookout
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.

Frequently asked questions

How much does a Point Lookout holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Point Lookout from just . And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Point Lookout?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Pick and choose the combination that best fits you and see your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1 000 000 hotel options worldwide, which lets you customize your Point Lookout holiday.
Where should I stay in Point Lookout?
Point Lookout features a number of interesting places to see, including Point Lookout State Park. Secure a room in a hotel near this attraction and make sightseeing simple.
What are the top hotels in Point Lookout?
Secure a room at Bay Watch - At Point Lookout On Beautiful Hays Beach In Scotland Maryland. It's one of the area's most sought-after hotels. Another top option in Point Lookout is Private Beach Front Getaway At The Sunshine Beach Cottage.
How far in advance should I book my Point Lookout holiday?
Browse Expedia to compare flights as early as possible. In many cases, you can purchase a ticket up to 12 months prior to departure. If you don't see your preferred carrier, or you've left things to the last minute, don't despair. Cheap fares to Point Lookout sometimes appear just weeks before departure.
What does an Expedia Point Lookout travel package include?
It comes down to what kind of escape you're planning. Point Lookout holiday deals can include hotels, flights and car rentals. You can mix and match to find the package that works for you! You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Point Lookout travel package?
A travel package can be more affordable than separately booking everything you need for your trip. For example, combine your hotels, flights and rental cars and score big savings. Whatever kind of holiday you're planning, there's sure to be a package that suits your budget.
Can I choose my airline with a Point Lookout Expedia holiday package?
You certainly can. We have more than 550 airline partners across the globe, so fly with the carrier that fits your travel preferences.
If I'm not able to travel, can I cancel my Point Lookout holiday package?
Yes, it's possible to cancel your Point Lookout booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Point Lookout

Point Lookout State Park

You can take time to visit Point Lookout State Park during your travels to Scotland. Wander the beautiful beaches in this relaxing area.

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