Compare Eastern Shore Cottage Rentals

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Featured Cottages in Eastern Shore

At Shore Point Cottages, guests have access to a seasonal outdoor pool, laundry facilities, and a vending machine. A stay here includes free parking.

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Pool

Kitchen

Charming Cottage - Northeast River / Chesapeake Bay

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Comfortable cottage in gated community, 5 mins to OC and Assateague

$429 nightly

$480 total

Jun 14 - Jun 15

Total with taxes and fees

Guests staying at this cottage enjoy an outdoor pool, an arcade/game room, and laundry facilities. This family-friendly cottage also has a garden.

Secluded Waterfront Cottage on 200 acre farm near Queenstown

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Charming Waterfront Cottage with Private Boat Dock

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

At this cottage, guests have access to barbecue grills.

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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.

Hotel Options in Eastern Shore

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

$154 nightly

$173 total

Jun 8 - Jun 9

Total with taxes and fees

9/10 Wonderful! (3,634 reviews)

Fenwick Inn

13801 Coastal Highway Ocean City MD

$112 nightly

$126 total

Jun 8 - Jun 9

Total with taxes and fees

8.8/10 Excellent! (2,075 reviews)

Howard Johnson by Wyndham Ocean City Oceanfront

2401 Atlantic Ave Ocean City MD

$176 nightly

$197 total

Jun 7 - Jun 8

Total with taxes and fees

8.6/10 Excellent! (1,004 reviews)

Cottages

Book a cottage in Eastern Shore
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Eastern Shore. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Eastern Shore better.

Cottage apartments in Eastern Shore range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Eastern Shore
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Eastern Shore and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Eastern Shore cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Eastern Shore. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Eastern Shore Cottages essential information

Accommodation	33 Cottages
Lowest Price	$126
Highest Price	$480
Popular accommodation	Shore Point Cottages, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Charming Cottage - Northeast River / Chesapeake Bay, Comfortable cottage in gated community, 5 mins to OC and Assateague, Secluded Waterfront Cottage on 200 acre farm near Queenstown, "Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C., Charming Waterfront Cottage with Private Boat Dock, Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland