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.

Pool

Kitchen

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

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

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

Kitchen

Washer

Family and Pet-Friendly, Waterfront with Pier

At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Pool

Kitchen

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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

Pool

Kitchen

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

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

Kitchen

Washer

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

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

Kitchen

Washer

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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

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$108 nightly

$119 total

Apr 12 - Apr 13

Total with taxes and fees

8.8/10 Excellent! (2,361 reviews)

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

$74 nightly

$82 total

Mar 26 - Mar 27

Total with taxes and fees

9/10 Wonderful! (3,467 reviews)

Fenwick Inn

13801 Coastal Highway Ocean City MD

$84 nightly

$94 total

Apr 12 - Apr 13

Total with taxes and fees

8.8/10 Excellent! (2,036 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	61 Cottages
Lowest Price	$82
Highest Price	$119
Popular accommodation	Shore Point Cottages, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Family and Pet-Friendly, Waterfront with Pier, Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Peaceful getaway convenient to local amenities including beach, boating & food, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Cottage downtown on a quiet street