Point Lookout Holidays

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Our pick of the best Point Lookout Hotel Deals

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Scotland
10/10 Exceptional! (120 reviews)
"This property could not have been cuter and Jocelyn has thought of everything you could possibly need. The kids play shed kept them busy for hours and the backyard was an oasis!"

Reviewed on 21 Sept 2025

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A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

Ridge
9.8/10 Exceptional! (173 reviews)
"From check-in to checkout everything was perfect. Our family including our 2 dogs really enjoyed the peace and serenity at Creekside.Ray was an excellent host and is truly a good person. We will certainly stay again!"

Reviewed on 21 Aug 2025

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**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Scotland
9.8/10 Exceptional! (123 reviews)
"Everything was perfect! Missy thought of everything that might be needed! The cottage is tastefully decorated, plenty of seating and a wonderful screened porch!"

Reviewed on 6 Sept 2025

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𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
See all 360 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.