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

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 AU$152
includes taxes & fees
13 Sept - 14 Sept
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 AU$210
includes taxes & fees
9 Sept - 10 Sept
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 AU$294
includes taxes & fees
6 Sept - 7 Sept
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 AU$838
includes taxes & fees
7 Sept - 8 Sept
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 AU$530
includes taxes & fees
21 Sept - 22 Sept
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 AU$365
includes taxes & fees
3 Sept - 4 Sept
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 AU$417
includes taxes & fees
3 Sept - 4 Sept
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 AU$342
includes taxes & fees
7 Sept - 8 Sept
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 AU$285
includes taxes & fees
3 Sept - 4 Sept
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 AU$508
includes taxes & fees
16 Sept - 17 Sept
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 AU$402
includes taxes & fees
8 Sept - 9 Sept
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 AU$405
includes taxes & fees
17 Sept - 18 Sept
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 AU$415
includes taxes & fees
15 Sept - 16 Sept
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)
"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 AU$378
includes taxes & fees
9 Sept - 10 Sept
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 AU$487
includes taxes & fees
29 Sept - 30 Sept
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 AU$611
includes taxes & fees
7 Sept - 8 Sept
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 AU$588
includes taxes & fees
3 Sept - 4 Sept
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 AU$711
includes taxes & fees
3 Sept - 4 Sept
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 AU$596
includes taxes & fees
29 Sept - 30 Sept
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 AU$458
includes taxes & fees
8 Sept - 9 Sept
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

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent
"."
Ann 2-night trip
Posted 1 hour ago
Days Inn by Wyndham Ocean City Oceanfront

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,031
Accommodation
27 Cottages
Lowest Price
AU$152
Highest Price
AU$838

Frequently asked questions

How much do cottages in Eastern Shore cost?
Cottages in Eastern Shore range between AU$152 and AU$838 per night. These stays offer a chance to soak up nature's beauty — at a price you can afford. This price was 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?
You can select from 27 cottages in Eastern Shore. Whether you're travelling with the entire family, as a duo or with a group of workmates, Expedia will help you find the perfect place.
What is there to do in Eastern Shore near my cottage?
The most important travel accessory for your Eastern Shore getaway is a good itinerary! Ocean City Beach, Seacrets Distilling Company and Trimpers Rides are some of the top sights if you're off to Ocean City. Berlin also has plenty of big-name attractions, such as Globe Theatre. Eager to explore more? Check out Main Street Berlin and The Bay Club too.

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