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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Eastern Shore cottages

Deluxe Cottage | View from room

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (368 reviews)
"Good and cute environment"
United States
junghyun
The price is CA $94
CA $128 total
includes taxes & fees
Sep 13 - Sep 14
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 CA $167
CA $206 total
includes taxes & fees
Sep 9 - Sep 10
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, (52 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
The price is CA $243
CA $290 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $235
CA $834 total
includes taxes & fees
Sep 7 - Sep 8
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Exterior

5. 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, (53 reviews)
"Convenient amenities at Assateague Point, easy access to Assateague Island and OCMD. Everything in the unit was clean, in proper working order, and we had everything we needed for our family with young children. Would definitely stay here again."
United States
Alexandra
The price is CA $208
CA $531 total
includes taxes & fees
Sep 22 - Sep 23
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

6. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."
United States
Christopher M.
The price is CA $198
CA $363 total
includes taxes & fees
Sep 3 - Sep 4
Deal Island Bay Cottage
Property grounds

7. 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, (15 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $273
CA $402 total
includes taxes & fees
Sep 9 - Sep 10
Quarry Landing - Center of Town & River View - 3 Bedroom
Palm Cottage

8. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (624 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is CA $302
CA $339 total
includes taxes & fees
Sep 7 - Sep 8
Key West Cottages
Exterior

9. 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, (60 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 CA $112
CA $264 total
includes taxes & fees
Sep 4 - Sep 5
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
House (3 Bedrooms) | Interior

10. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is CA $161
CA $496 total
includes taxes & fees
Sep 16 - Sep 17
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Property grounds

11. 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
9.2 out of 10, Wonderful, (15 reviews)
"The owner was very nice "
United States
karen
The price is CA $236
CA $396 total
includes taxes & fees
Sep 26 - Sep 27
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

12. Historic Cottage in West Chester PA - Two miles from town.

Historic Cottage in West Chester PA - Two miles from town.
West Chester
10.0 out of 10, Exceptional, (109 reviews)
"Our stay was perfect."
United States
Jodi H.
The price is CA $205
CA $405 total
includes taxes & fees
Sep 17 - Sep 18
Historic Cottage in West Chester PA - Two miles from town.
Exterior

13. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (59 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is CA $200
CA $421 total
includes taxes & fees
Sep 15 - Sep 16
Soul Oasis - home on the Chesapeake Bay
Exterior

14. Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (62 reviews)
The price is CA $184
CA $379 total
includes taxes & fees
Sep 21 - Sep 22
Heart of Amish Country - Paradise Cottage
Exterior

15. Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (24 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
The price is CA $220
CA $498 total
includes taxes & fees
Sep 29 - Sep 30
Charming 1-bedroom cottage with loft in Rehoboth Beach
Exterior

16. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is CA $227
CA $464 total
includes taxes & fees
Oct 1 - Oct 2
Pet-friendly creekside cottage w/ backyard
Property grounds

17. Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Lewes
9.0 out of 10, Wonderful, (11 reviews)
"Great stay!"
United States
Ashley Z.
The price is CA $288
CA $577 total
includes taxes & fees
Sep 9 - Sep 10
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Exterior

18. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (24 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is CA $307
CA $708 total
includes taxes & fees
Sep 3 - Sep 4
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior

19. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (17 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is CA $311
CA $609 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
House (3 Bedrooms) | Interior

20. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is CA $200
CA $454 total
includes taxes & fees
Sep 8 - Sep 9
Getaway on 1/2 Acre w/ Deck in Georgetown
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

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Very clean good food and multiple pools indoor and outdoor facing the beach exits out onto boardwalk"
Shiheda 3-night trip
Posted 7 hours ago
Holiday Inn & Suites Ocean City by IHG

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
369
Accommodation
27 Cottages
Lowest Price
CA $128
Highest Price
CA $2,974

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between CA $128 and CA $2,974 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 a trip to Ocean City? Travellers prefer Frontier Town Campground, a 2-star property with a swimming pool and a barbecue grill. Another top pick where you can escape the hustle and bustle is 103 79th Street 3 Bedroom Cottage By Redawning. It has a 3-star rating and amenities such as a nearby beach and a patio.
How many cottages are there in Eastern Shore?
Take your pick of 27 cottages in Eastern Shore. Whether you're traveling 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?
There sure are. Whether it's in one of Eastern Shore's bustling cities or way out in the wilderness, the unique charm of a cottage is ideal for family fun. If Ocean City is your destination, book a stay at Frontier Town Campground. This 2-star option features a playground and clothes washing facilities. Another great choice is 103 79th Street 3 Bedroom Cottage By Redawning. Also in Ocean City, this family-friendly cottage has a 3-star rating and includes clothes washing facilities and WiFi. After you've unpacked your luggage, it's time to discover the best of Ocean City. Look forward to memorable moments together at family-friendly attractions like Ocean City Beach and Jolly Roger Amusement Park.
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 traveler 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 vacation 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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