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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Cottages in Eastern Shore

Shore Point Cottages
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, microwave, and oven.

Shore Point Cottages

3.0 star property
9.2 out of 10, Wonderful, (254)
"Excellent stay i will come back "
Shore Point Cottages
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Relax in a serene outdoor space with a comfortable seating area and picturesque views of the surrounding forest.

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

10.0 out of 10, Exceptional, (48)
"This was our 2nd time at the house and it was just as relaxing as we hoped. Nice, quiet location and beautiful home!"
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Guests can enjoy a serene lakeside experience from this picturesque pier, featuring a table and chair for a peaceful retreat.

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

10.0 out of 10, Exceptional, (5)
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Relax in a serene park setting surrounded by lush greenery and a central gazebo.

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

9.8 out of 10, Exceptional, (183)
"Great spot for a weekend visit. Second time staying. Great communication with owner. Will stay again"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Family and Pet-Friendly, Waterfront with Pier
Escape to a serene forest retreat with a cozy cabin-style lodge featuring a sheltered front porch and breathtaking natural views.

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (250)
"Our stay was great and Rob and Clarissa were very welcoming!"
Family and Pet-Friendly, Waterfront with Pier
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Stylish entrance with a wooden staircase and a mailbox.

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

10.0 out of 10, Exceptional, (4)
"Perfect house for a long weekend. Clean, cozy and great communication with Maxine. Would definitely stay here again when I return to Cambridge. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, sink, and coffee maker.

Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

9.0 out of 10, Wonderful, (2)
"We enjoyed our stay at Parrot Bay. The decor was perfect for the beach and it had all of the amenities we needed. We liked the coffee machine, televisions in the bedrooms and living room, and cozy furniture. It was a short walk to the boardwalk, and the pool was a nice bonus!"
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
Charming 2-bedroom cottage in the heart of West Ocean City
Enjoy cooking in this well-equipped kitchen with a gas stove, sink, and coffee maker.

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

9.4 out of 10, Exceptional, (3)
"Very nice cottage and some good restaurants near by"
The price is NZ$719
includes taxes & fees
13 Aug - 14 Aug
Charming 2-bedroom cottage in the heart of West Ocean City
Comfortable cottage in gated community, 5 mins to OC and Assateague
Relax by the pool surrounded by lounge chairs and umbrellas.

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

9.8 out of 10, Exceptional, (32)
"We enjoyed staying at this property. We have stayed at Assateague point several times in the past and will be back."
The price is NZ$795
includes taxes & fees
3 Aug - 4 Aug
Comfortable cottage in gated community, 5 mins to OC and Assateague
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
Relax in style on this inviting patio, complete with a wicker table and comfortable seating.

Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower

8.4 out of 10, Very good, (49)
"This house is in a great location. Quiet, friendly neighbors, and a large park right across the street for the dogs. We would definitely stay there again."
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Cozy living space with a kitchenette, dining area, and comfortable seating area featuring a sofa and armchairs.

Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG

10.0 out of 10, Exceptional, (22)
"Close to beach and shopping"
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Private waterfront cottage with pool on Church Creek
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, microwave, and sink.

Private waterfront cottage with pool on Church Creek

10.0 out of 10, Exceptional, (61)
"Very clean, comfortable, and cozy property with gorgeous view of the water. Would definitely stay here again. Just wish we spent more time on the property this stay, but obligations in Fishing Creek kept us away most of the time. Thank you for sharing your lovely cottage!!"
Private waterfront cottage with pool on Church Creek
Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and ample countertop space.

Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette

10.0 out of 10, Exceptional, (1)
"Location and having a place to yourself was perfect for a quiet getaway weekend."
Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Stroll along the waterfront path to a historic bench, flanked by cannons, with serene views of the calm water and boats docked at the pier.

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

9.6 out of 10, Exceptional, (120)
"This was a cute historic house very close to all shops and restaurants. Location could not be better. It could use a thorough cleaning and the shower is pretty rustic. But overall a good place to stay."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Relax in a serene outdoor setting with a tranquil lawn and water view, perfect for a peaceful retreat.

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

10.0 out of 10, Exceptional, (6)
"Lovely little rustic cottage full of charm.We arrived over Thanksgiving,the off season was wonderful thank s again"
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Enjoy waterfront views from the dock, surrounded by lush greenery and serene water.

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

9.6 out of 10, Exceptional, (118)
"Perfect stay in a historic home in the heart of town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City
Cozy home with a white front porch and a small deck area, featuring a white door and a brick patio.

Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City

10.0 out of 10, Exceptional, (1)
"This place was perfect! Accommodations were fantastic. Communication with owner (Karen) was fast and efficient. Could not have asked for a better place to stay while in Ocean City for a work project. Thank you! Hope to come back on next project."
Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Enjoy serene lakeside views and moored boats, perfect for a relaxing day on the water.

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

9.6 out of 10, Exceptional, (140)
"Wow! Property was great. Like steping back in time with all the amenities. Only 1 block from shops and restaurants. Just a few blocks to beautiful boats and park. Highly recommend "
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Charming Salisbury Getaway w/ Grill & Fire Pit!
Kitchen features a central island with a bowl for food preparation, white cabinetry, microwave, and oven, along with two stools for seating.

Charming Salisbury Getaway w/ Grill & Fire Pit!

3.0 star property
Charming Salisbury Getaway w/ Grill & Fire Pit!
Long Beach Cottage, (romantic couple’s getaway)
Relax on the deck overlooking the calm water, surrounded by a potted plant and a comfortable sofa.

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
Long Beach Cottage, (romantic couple’s getaway)
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.
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Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between NZ$719 and NZ$795 per night for cottages in Eastern Shore. No matter your budget, a fantastic stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Eastern Shore?
Take your pick of 30 cottages in Eastern Shore. Whether you're travelling with the whole family, as a couple or with a group of workmates, Expedia will help you find the perfect space.
What is there to do in Eastern Shore near my cottage?
The best accessory to take on your Eastern Shore holiday is a good itinerary! Jolly Roger at the Pier, Inlet Park and Ember's Island Miniature Golf are some of the most popular sights if you're heading to Ocean City. Salisbury also has plenty of superb attractions, such as Poplar Hill Mansion. Want to explore more? Visit Pemberton Historical Park and Ward Museum of Wildfowl Art too.