Search Cottages in Eastern Shore
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Compare 24 Cottages in Eastern Shore with updated reviews, rates, and availability.
Shore Point Cottages
Shore Point Cottages
9.2 out of 10, Wonderful, (56)
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
10.0 out of 10, Exceptional, (2)
Waterfront Cottage in Beautiful Hoopers Island
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (54)
Save an average of 15% on thousands of hotels when you're signed in
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
8.6 out of 10, Excellent, (4)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (107)
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
8.4 out of 10, Very Good, (41)
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (127)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
10.0 out of 10, Exceptional, (4)
Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and Assateague
9.6 out of 10, Exceptional, (12)
The price is AED 826
AED 1,741 total
includes taxes & fees
27 May - 28 May
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (104)
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, (151)
Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI
Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI
8.4 out of 10, Very Good, (11)
Chesapeake Romantic Waterfront Home with Private Pool
Chesapeake Romantic Waterfront Home with Private Pool
8.8 out of 10, Excellent, (5)
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
9.8 out of 10, Exceptional, (14)
Your Own Stonegate Cottage— North OC—4 blocks to the Beach
Your Own Stonegate Cottage— North OC—4 blocks to the Beach
10.0 out of 10, Exceptional, (13)
Cozy Coastal Cottage Ocean Pines
Cozy Coastal Cottage Ocean Pines
9.0 out of 10, Wonderful, (15)
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Private Carriage House Retreat on a 33 Acre Historic Working Estate
10.0 out of 10, Exceptional, (8)
Waterfront, cozy cottage with private pool on 27 acres of privacy
Waterfront, cozy cottage with private pool on 27 acres of privacy
9.8 out of 10, Exceptional, (85)
-Sunset River Shack-Amazing water views of the upper Chesapeake bay
-Sunset River Shack-Amazing water views of the upper Chesapeake bay
9.6 out of 10, Exceptional, (15)
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.
Other property types in Eastern Shore
Majestic Hotel & Apartments
Majestic Hotel & Apartments
6.4 out of 10, (70)
The price is AED 238
AED 265 total
includes taxes & fees
27 May - 28 May
Shore Point Cottages
Shore Point Cottages
9.2 out of 10, Wonderful, (56)
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Coconut Malorie Resort Ocean City a Ramada by Wyndham
7.4 out of 10, Good, (1180)
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.
Recent reviews of Eastern Shore hotelsExpedia verified reviews
5/5 Excellent
"Loved it."
A verified traveler stayed at Grand Hotel Ocean City Oceanfront
Posted 1 day ago
Popular Destinations
- Cottages in Perryville
- Cottages in North East
- Cottages in Ocean City
- Cottages in Elkton
- Cottages in Grasonville
- Cottages in Chestertown
- Cottages in Rock Hall
- Cottages in Easton
- Cottages in Tilghman
- Cottages in Cambridge
- Cottages in St. Michaels
- Cottages in Stevensville
- Cottages in Berlin
- Cottages in Bishopville
- Cottages in Snow Hill
- Cottages in Salisbury
Top Cottages in Other Destinations
More Accommodation Types in Eastern Shore
- Condo Rentals in Eastern Shore (890)
- Vacation Homes in Eastern Shore (465)
- Apartments in Eastern Shore (94)
- Motels in Eastern Shore (34)
- B&B in Eastern Shore (10)
- Houseboats in Eastern Shore (6)
- Resorts in Eastern Shore (5)
- Farmstay in Eastern Shore (3)
- Inns in Eastern Shore (3)
- Aparthotels in Eastern Shore (2)
- Cabin Rentals in Eastern Shore (2)
- Guest Houses in Eastern Shore (2)
- Villas in Eastern Shore (2)
- Condo Resorts in Eastern Shore (1)
- Lodges in Eastern Shore (1)
- Hotels (7,727)