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

Search Cottages in Eastern Shore

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Eastern Shore cottages

House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is SAR 496
SAR 1,018 total
includes taxes & fees
9 Jul - 10 Jul
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior

Saltwater Serenity Waterfront Cottage

Saltwater Serenity Waterfront Cottage
Deal Island Historic District
The price is SAR 612
SAR 1,425 total
includes taxes & fees
12 Jul - 13 Jul
Saltwater Serenity Waterfront Cottage
Exterior

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, (48 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is SAR 659
SAR 790 total
includes taxes & fees
14 Jul - 15 Jul
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is SAR 597
SAR 1,051 total
includes taxes & fees
13 Jul - 14 Jul
Deal Island Bay Cottage
Exterior

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, (50 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is SAR 845
SAR 1,792 total
includes taxes & fees
13 Jul - 14 Jul
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds

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 SAR 754
SAR 1,113 total
includes taxes & fees
13 Jul - 14 Jul
Quarry Landing - Center of Town & River View - 3 Bedroom
House (6 Bedrooms) | Front of property

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is SAR 1,713
SAR 3,431 total
includes taxes & fees
29 Jul - 30 Jul
'the Bayside Escape' Remote Chesapeake Bay Estate
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (594 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
The price is SAR 1,049
SAR 1,178 total
includes taxes & fees
4 Aug - 5 Aug
Key West Cottages
Exterior

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, (51 reviews)
"The place was extremely nice but the could not sleep on that bed again. Sinks way down like you are in two hammocks with a big lump in the middle. May work for some people but we couldn’t sleep. Other than that extremely nice and very well stocked. Good location to sports on the Beach complex for tournaments."
United States
Walter
The price is SAR 657
SAR 1,137 total
includes taxes & fees
27 Jul - 28 Jul
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
House (3 Bedrooms) | Interior

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
The price is SAR 1,262
SAR 2,172 total
includes taxes & fees
27 Jul - 28 Jul
3 Mi to Bethany Beach: Family Home w/ Movie Room!
Exterior

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 SAR 563
SAR 1,178 total
includes taxes & fees
20 Jul - 21 Jul
Soul Oasis - home on the Chesapeake Bay
Exterior

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, (104 reviews)
"The place was exactly as advertised. The hosts provided great tips on local cuisine. "
United States
Kevin D.
The price is SAR 526
SAR 1,061 total
includes taxes & fees
9 Jul - 10 Jul
Historic Cottage in West Chester PA - Two miles from town.
Outdoor spa tub

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (136 reviews)
"Spotlessly clean. Nice kitchen!"
United States
Julie B.
The price is SAR 504
SAR 1,033 total
includes taxes & fees
14 Jul - 15 Jul
Restful and Quaint Cottage
Property grounds

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, (10 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is SAR 575
SAR 999 total
includes taxes & fees
9 Jul - 10 Jul
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (58 reviews)
"The host was friendly and helpful. The cottage was very nice"
United States
David F.
The price is SAR 499
SAR 1,032 total
includes taxes & fees
21 Jul - 22 Jul
Heart of Amish Country - Paradise Cottage
Exterior

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, (19 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 SAR 946
SAR 1,755 total
includes taxes & fees
28 Jul - 29 Jul
Charming 1-bedroom cottage with loft in Rehoboth Beach
Property grounds

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Owings
10.0 out of 10, Exceptional, (52 reviews)
"We love this place!"
United States
Joan K.
The price is SAR 751
SAR 1,541 total
includes taxes & fees
28 Jul - 29 Jul
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Property grounds

Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (83 reviews)
"Great communication, adorable and cozy lodgings, perfect for us. "
United States
Robert B.
The price is SAR 845
SAR 1,438 total
includes taxes & fees
16 Jul - 17 Jul
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds

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

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Lewes
9.4 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Ashley Z.
The price is SAR 1,408
SAR 2,290 total
includes taxes & fees
30 Jul - 31 Jul
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
House (3 Bedrooms) | Interior

Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is SAR 1,194
SAR 1,544 total
includes taxes & fees
12 Jul - 13 Jul
Waterfront Home on Marley Creek!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Shore Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"The room was tidy. The staff were helpful."
Megan 5-night trip
Posted 3 hours ago
Grand Hotel Ocean City Oceanfront

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between SAR 790 and SAR 3,431 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 9.8. Planning a trip to Ocean City? Travelers 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 30 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.
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.