A marina with numerous boats docked at wooden piers under a clear sky.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Eastern Shore cottages

Deluxe Cottage | View from room

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (353 reviews)
"It was a very comfy vacation stay"
United States
Marlo
The price is £299
includes taxes & fees
6 Aug - 7 Aug
Shore Point Cottages
Exterior

2. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

Pet-Friendly Pond Cottage • Nature Escape Near Beaches
Seaford
The price is £134
includes taxes & fees
23 Aug - 24 Aug
Pet-Friendly Pond Cottage • Nature Escape Near Beaches
Exterior

3. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (51 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is £161
includes taxes & fees
11 Aug - 12 Aug
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
House (3 Bedrooms) | Front of property

4. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is £460
includes taxes & fees
21 Aug - 22 Aug
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Property grounds

5. Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (14 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is £241
includes taxes & fees
1 Sept - 2 Sept
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior

6. Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
West Ocean City
10.0 out of 10, Exceptional, (9 reviews)
"Clean with easy check in/ check out. Good location."
United States
Aaron T.
The price is £294
includes taxes & fees
25 Aug - 26 Aug
Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
Exterior

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

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (51 reviews)
"Great accomodations!"
United States
Linda S.
The price is £324
includes taxes & fees
1 Sept - 2 Sept
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

8. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is £204
includes taxes & fees
27 Aug - 28 Aug
Deal Island Bay Cottage
House (3 Bedrooms) | Front of property

9. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is £202
includes taxes & fees
10 Aug - 11 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
House (6 Bedrooms) | Interior

10. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
3.0 star property
Ocean Pines
The price is £940
includes taxes & fees
19 Aug - 20 Aug
Game Room! Waterfront Group Haven in Ocean Pines
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

11. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (608 reviews)
"Absolutely adorable, clean and staff super friendly"
United States
Misty
The price is £256
includes taxes & fees
1 Sept - 2 Sept
Key West Cottages
House (3 Bedrooms) | Interior

12. Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is £340
includes taxes & fees
13 Aug - 14 Aug
Waterfront Home on Marley Creek!
Property grounds

13. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.4 out of 10, Exceptional, (14 reviews)
"The owner was very nice "
United States
karen
The price is £196
includes taxes & fees
19 Aug - 20 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Property grounds

14. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (86 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is £285
includes taxes & fees
9 Aug - 10 Aug
Cozy Spring House in Gorgeous Chadds Ford!
Exterior

15. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (55 reviews)
"Cute, sweet spot with a peaceful vibe and lovely view!"
United States
Melinda S.
The price is £240
includes taxes & fees
3 Sept - 4 Sept
Soul Oasis - home on the Chesapeake Bay
Exterior

16. EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (56 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
The price is £162
includes taxes & fees
23 Aug - 24 Aug
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Marina

17. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is £555
includes taxes & fees
10 Aug - 11 Aug
Secluded Cozy Cottage in Historic Downtown
Exterior

18. Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (62 reviews)
"Great location, super clean and the host was very thoughtful with all the sweet treats provided for us. The coffee bar was well stocked and the kitchen had everything needed for our weekend stay."
United States
Tammy W.
The price is £201
includes taxes & fees
10 Aug - 11 Aug
Heart of Amish Country - Paradise Cottage
Outdoor dining

19. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (23 reviews)
"Excellent Property"
United States
Buu T.
The price is £491
includes taxes & fees
18 Aug - 19 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Exterior

20. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (139 reviews)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is £395
includes taxes & fees
26 Aug - 27 Aug
Pet-friendly creekside cottage w/ backyard
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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Top Eastern Shore Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Me my wife and 3 kids went we had a wonderful time everyone enjoyed it definitely would go back highly recommend to stay here"
Samora 3-night trip
Posted less than an hour ago
Princess Royale Oceanfront Resort

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,392
Accommodation
28 Cottages
Lowest Price
£161
Highest Price
£940

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between £161 and £940 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.
What are the best cottages in Eastern Shore?
Eastern Shore offers multiple cottages with a total average guest review rating of 9.7. Planning an escape to Ocean City? Travellers love Frontier Town Campground, a 2-star property with a swimming pool and a barbecue grill. Another in-demand choice where you can escape the daily grind is 103 79th Street 3 Bedroom Cottage By Redawning. It has a 3-star rating and conveniences including a patio and a nearby beach.
How many cottages are there in Eastern Shore?
Take your pick of 28 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.
Are there any family-friendly cottages in Eastern Shore?
You can find family-friendly cottages in destinations around Eastern Shore, including Ocean City. Frontier Town Campground is one property that'll suit your needs in this popular city. It has a 2-star rating and conveniences like a playground and a barbecue grill. Alternatively, enjoy the comfy surrounds of 103 79th Street 3 Bedroom Cottage By Redawning. With WiFi and clothes washing facilities, this 3-star cottage in Ocean City will make your crew feel welcome. You'll discover lots of fantastic things to do with your team in Ocean City. Assateague State Park and Golf Down Under promise a superb day out.
Why book your cottage in Eastern Shore with Expedia?
Booking a cottage in Eastern Shore is as easy as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From luxurious retreats to budget-friendly stays and cottages that feature amenities like a kitchenette, Expedia has something for all traveller tastes. As for unbeatable deals? We've have them as well!
How can I find cheap cottages in Eastern Shore?
The quickest way to score cheap cottages in Eastern Shore is with Expedia's filter tool. Narrow your search by budget, star rating and amenities to snag awesome rates in a couple of clicks.
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.

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