Are there any 5-star vacation rentals in Eastern Shore?

Our site doesn't offer any 5-star vacation rentals in Eastern Shore. However, you will still find a range of top-rated properties where the only thing on your itinerary will be to kick back and enjoy yourself. View what's available by searching through our vacation rentals in Eastern Shore .

The Best 5 Star Hotels in Eastern Shore, MD from AED 345

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Our top choices for Eastern Shore 5-star hotels

Premium bedding, down comforters, in-room safe, desk

Inn at Perry Cabin

Downtown St. Michaels

Ellen

AED 2,073 total

includes taxes & fees

7 Feb - 8 Feb

Inn at 202 Dover

Easton

James

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Eastern Shore.

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD

AED 382

AED 428 total

12 Feb - 13 Feb

includes taxes & fees

8.8/10 Excellent! (1,347 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Eastern Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savor fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Eastern Shore?

How much you pay for a 5-star hotel in Eastern Shore can vary based on when you want to travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to score the best rate on a plush stay.

Search for the lowest price per night from AED 345

What makes a hotel 5 stars in Eastern Shore?

From high-end dining venues and all-day fitness centers to pools and superior bedding, the 5-star experience in Eastern Shore is all about luxury and comfort. But it calls for more than just upscale perks to earn a 5-star rating. Hotels must also provide outstanding guest services like in-room massages, laundry and dry cleaning and 24-hour room service.

Are there any 5-star all-inclusive resorts in Eastern Shore?

Use our handy filters to find an upscale getaway in Eastern Shore where most of what you need is included. After your initial search, narrow your results for hotels that have a rating of 5 stars and are categorized as "All inclusive." The most important thing on the itinerary at these stays? Relaxation and indulgence.

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