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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

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 390
SAR 1,016 total
includes taxes & fees
25 Jun - 26 Jun
6 Mi to Salisbury: Forest-view Sanctuary!
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
10.0 out of 10, Exceptional, (44 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is SAR 659
SAR 794 total
includes taxes & fees
16 Jun - 17 Jun
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 537
SAR 979 total
includes taxes & fees
15 Jun - 16 Jun
Deal Island Bay Cottage
Outdoor dining

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, (7 reviews)
"Clean with easy check in/ check out. Good location."
United States
Aaron T.
Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
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, (48 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 1,791 total
includes taxes & fees
14 Jun - 15 Jun
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, (13 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is SAR 878
SAR 1,257 total
includes taxes & fees
14 Jun - 15 Jun
Quarry Landing - Center of Town & River View - 3 Bedroom
Terrace/patio

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is SAR 1,632
SAR 2,407 total
includes taxes & fees
23 Jun - 24 Jun
Long Beach Cottage, (romantic couple’s getaway)
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 1,659
SAR 3,486 total
includes taxes & fees
5 Jul - 6 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, (577 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is SAR 1,037
SAR 1,165 total
includes taxes & fees
14 Jun - 15 Jun
Key West Cottages
Deluxe Cottage | Private kitchen

Hideway Cottage

Hideway Cottage
2.0 star property
Dagsboro
The price is SAR 808
SAR 808 total
includes taxes & fees
14 Jun - 15 Jun
Hideway Cottage
House (3 Bedrooms) | Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is SAR 349
SAR 1,601 total
includes taxes & fees
14 Jun - 15 Jun
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
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, (48 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 422
SAR 869 total
includes taxes & fees
14 Jun - 15 Jun
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (50 reviews)
"Everything was great! Just read the book about the property and amenities…some crucial details about heat and hiking around the neighborhood. Definitely would stay again!"
United States
Chris G.
The price is SAR 604
SAR 1,222 total
includes taxes & fees
17 Jun - 18 Jun
Soul Oasis - home on the Chesapeake Bay
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, (9 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 574
SAR 995 total
includes taxes & fees
14 Jun - 15 Jun
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Outdoor spa tub

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (132 reviews)
"My husband and I had such a wonderful stay here. Kevin was an excellent host who promptly responded to any questions we had. The cabin itself was beautiful and well maintained and was nestled in such a peaceful area. The hot tub was definitely an added bonus with such beautiful scenery! We would highly recommend a stay here and hope to stay here again ourselves!"
United States
Maureen H.
The price is SAR 567
SAR 1,119 total
includes taxes & fees
2 Jul - 3 Jul
Restful and Quaint 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, (16 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 740
SAR 1,524 total
includes taxes & fees
15 Jun - 16 Jun
Charming 1-bedroom cottage with loft in Rehoboth Beach
Exterior

Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (55 reviews)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
The price is SAR 499
SAR 1,032 total
includes taxes & fees
15 Jun - 16 Jun
Heart of Amish Country - Paradise Cottage
Exterior

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is SAR 1,132
SAR 1,355 total
includes taxes & fees
14 Jun - 15 Jun
Cottage Located on the Patuxent River!
Exterior

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, (14 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
United States
William L.
The price is SAR 710
SAR 1,480 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior

Luxe 2BR Cabin with Deck and Creek View - Working Farm

Luxe 2BR Cabin with Deck and Creek View - Working Farm
Melfa
Luxe 2BR Cabin with Deck and Creek View - Working Farm
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
"Love the location. Right on the beach"
Toni 7-night trip
Posted less than an hour ago
Princess Royale Oceanfront Resort

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between SAR 794 and SAR 3,486 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.