Search Eastern Shore Cottage Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In one month
In two months
In three months
Cottages in Eastern Shore

Shore Point Cottages
Shore Point Cottages
9.2 out of 10, Wonderful, (284)

Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (255)

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
9.8 out of 10, Exceptional, (184)

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
10.0 out of 10, Exceptional, (7)

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, (122)

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, (142)

Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (36)
The price is ¥19,837
¥53,172 total
includes taxes & fees
Sep 1 - Sep 2

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, (119)
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Eastern Shore Hotel Reviews

Ashore Resort & Beach Club
10/10 Excellent
Find out more about Eastern Shore
Find out more about Eastern Shore
Eastern Shore Cottages information
Number of reviews | 1,212 |
---|---|
Accommodation | 27 Cottages |
Lowest Price | ¥19,837 |
Highest Price | ¥49,811 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Cottages in Other Destinations
More Accommodation Types in Eastern Shore
- Condo Rentals in Eastern Shore
- Vacation Homes in Eastern Shore
- Apartments in Eastern Shore
- Motels in Eastern Shore
- B&B in Eastern Shore
- Cabin Rentals in Eastern Shore
- Guest Houses in Eastern Shore
- Houseboats in Eastern Shore
- Aparthotels in Eastern Shore
- Resorts in Eastern Shore
- Farmstay in Eastern Shore
- Inns in Eastern Shore
- Condo Resorts in Eastern Shore
- Lodges in Eastern Shore
- Villas in Eastern Shore
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Cottages in Kusatsu
- Cottages in Gotemba
- Cottages in Kouri Island
- Cottages in Kamikochi
- Cottages in Asahikawa
- Cottages in Shodoshima
- Cottages in Numazu
- Cottages in Toyako
- Cottages in Rusutsu
- Cottages in Okinawa
- Cottages in North Okinawa
- Cottages in Hatsushima
- Cottages in Ishigaki
- Cottages in Himeji
- Cottages in Chatan
- Cottages in Mishima
- Cottages in Jozankei
- Cottages in Kofu
- Cottages in Biei
- Cottages in Fujinomiya
More ways to book
Expedia's Latest Trends
Cars
General
- Visit Oahu
- Visit Catalina Island
- Visit Long Island
- Visit Arlington
- Visit Chinatown
- Visit Florida Panhandle
- Visit Aleutian Islands
- Visit Northern Arkansas
- Visit Dupont Circle
- Visit Upstate New York
- Visit National Harbor
- Visit Capitol Hill
- Visit Silicon Valley
- Visit Georgetown
- Visit Whidbey Island
- Visit Downtown Washington D.C.
- Visit Bay Area
- Visit Cape Cod
- Visit Glen Canyon National Recreation Area
- Visit Bethesda