Top Eastern Shore Holiday Cottages in 2025
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Featured Cottages in Eastern Shore
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Shore Point Cottages
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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Comfortable cottage in gated community, 5 mins to OC and Assateague

Charming 2-bedroom cottage in the heart of West Ocean City

Peaceful getaway convenient to local amenities including beach, boating & food

cottage, community pool, playground, boating, crabbing kayaking and fishing!!!

Your Own Stonegate Cottage— North OC—4 blocks to the Beach
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Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
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Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Secluded Waterfront Cottage on 200 acre farm near Queenstown
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Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
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Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Immerse yourself in local style in Eastern Shore Cottages
If you're the sort of traveller who finds yourself seeking out local architecture wherever you visit, and relish the idea of getting a real feel for the cultural identity of destination as embodied by the local landmarks, then you'll probably love Eastern Shore Cottages. That's because local styles and local architecture are what tend to set a cottage apart from the crowd. There's none of the cookie-cutter looks of large-scale hotels to be found in this type of accommodation. It's all about immersing yourself in the styles of the region – something that culture lovers are bound to enjoy. Just be ready to wake up in a place that really fits the bill and channels the Eastern Shore vibe.
Getting cosy in Eastern Shore Cottages
There are few accommodation types in Eastern Shore that will have you feeling quite as cosy as a cottage. Quaint and charming, these little boltholes might be just a bed and a bathroom, snug and compact and nestled in their very own little gardens. Others are larger, suited to families looking for somewhere warm and welcoming. They could pack in kitchen areas and dining rooms, lounges with real fires or cushiony sofas, TVs and outdoor porches for curling up and watching the world go by.
A stay in a holiday cottage also brings the added comfort of seclusion. Whether you're a pair of honeymooners in search of somewhere a little more private than a sprawling holiday resort, or a family who need just a tad extra space to spread out, you can rest assured that you'll get it by opting for a cottage from ebookers.
Save money on Eastern Shore Cottages
Eastern Shore Cottages don't have to break the bank. Far from it. These cosy little nooks could actually help you save money on that next adventure. For starters, they tend to be smaller and more compact than large-scale pads, making them an affordable alternative to other popular family accommodations. What's more, many come with on-site kitchen areas. That means you can rustle up your own food whenever you want, using tasty produce from local markets and drinking wines from local farms. That all saves plenty, especially if you're skipping restaurant trips for the whole family.
Search ebookers to choose the best Eastern Shore Cottages
With such a wide range of Eastern Shore Cottages on offer on ebookers, you might think it would be tricky to home in on the one that's perfect for you. That's where our accommodation search and travel map come in. They let you filter out all other hotel types and discard cottages that don't have the facilities you're after. And you'll be able to zoom in and out of the destination to discover that hidden holiday cottage you've been pining for. All you need to do is enter the dates you're planning on travelling and ebookers will do the rest.
Eastern Shore Cottages essential information
Accommodation | 21 Cottages |
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Lowest Price | €148 |
Highest Price | €376 |
Popular accommodation | Shore Point Cottages, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Comfortable cottage in gated community, 5 mins to OC and Assateague, Charming 2-bedroom cottage in the heart of West Ocean City, Peaceful getaway convenient to local amenities including beach, boating & food, cottage, community pool, playground, boating, crabbing kayaking and fishing!!!, Your Own Stonegate Cottage— North OC—4 blocks to the Beach, Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower, Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Cozy Coastal Cottage Ocean Pines |