Dorchester County Holiday Homes

Choose from over 1,000,000 unique hotels, apartments & villas around the world

Get the best price available with ebookers Price GuaranteeOpens in a new window

Free cancellation on most hotels when you book with ebookers!*

Featured Holiday Homes in Dorchester County

Cottage near the Bay

Crisfield, MD

Get rates

During your stay at this holiday home, you'll be within walking distance of Gov. Tawes Library. Laundry facilities are available. The holiday home offers free WiFi and a kitchen.

Küche

Wäschetrockner

The Blue Crab Beach House - Free beach passes

North Beach, MD

Get rates

Our customers tell us they can't get enough of this holiday home's great location. During your stay, you're just a quick walk from Bayside History Museum. Features include a water park and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

Dollhouse in Central Historic St Michaels

St Michaels, MD

Get rates

During your stay at this holiday home, you're just a quick walk from Muskrat Park. You'll find features such as laundry facilities. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Greenwood, DE

Get rates

You'll find features such as a water park and laundry facilities at this holiday home. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville, MD

Get rates

During your stay at this holiday home, you'll be close to Romancoke Wharf County Park. You'll find features such as laundry facilities. Free WiFi and a kitchen are available in the holiday home.

Küche

Waschmaschine

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge, MD

Get rates

During your stay at this holiday home, you're just a quick walk from Long Wharf Park. You'll find features such as breakfast (surcharge) and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

The Cottage

Shady Side, MD

Get rates

During your stay at this holiday home, you'll be within walking distance of Shadyside Park. Laundry facilities are available. The holiday home includes amenities such as free WiFi and 2 bathrooms.

Waschmaschine

Wäschetrockner

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford, MD

Get rates

During your stay at this holiday home, you'll be close to Woods Island. You'll find features such as laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

North Beach, MD

Get rates

During your stay at this holiday home, you're just a quick walk from Bayside History Museum. A gym and laundry facilities are available. Enjoy your stay with amenities like a kitchen and 3 bathrooms in the holiday home.

Küche

Waschmaschine

FAMILIENFREUNDLICHER CREEKSIDE-AUSFLUG - AUSBLICK UND GENIESSEN SIE DIE FAMILIENMOMENTE

Ridge, MD

Get rates

During your stay at this holiday home, you'll be close to Saint Jerome Beach. Enjoy features like laundry facilities and an arcade/games room. Enjoy your stay with amenities like a kitchen and 2.5 bathrooms in the holiday home.

Küche

Waschmaschine

Belle of the Chesapeake Bay

Lusby, MD

Get rates

During your stay at this holiday home, you'll be close to Seahorse Beach. Enjoy features like laundry facilities and an arcade/games room. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

25-50% Off~Private Beach~Hot Tub~Fire Table~

Stevensville, MD

Get rates

During your stay at this holiday home, you're just a quick walk from Romancoke Wharf County Park. 1 hot tub and laundry facilities are available. The holiday home includes amenities such as free WiFi and a kitchen.

Whirlpool

Küche

Beautiful Waterfront Retreat in Cambridge!

Cambridge, MD

Get rates

During your stay at this holiday home, you'll be close to Spocott Windmill. You'll find features such as laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Küche

Waschmaschine

Waterfront Getaway with Dock

Woolford, MD

Get rates

During your stay at this holiday home, you'll be close to Harriet Tubman Underground Railroad National Historical Park. Laundry facilities are available. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

Charme der Alten Welt in Southern Maryland, Central AC, höfliche Haustiere willkommen

Tall Timbers, MD

Get rates

During your stay at this holiday home, you'll be within walking distance of Potomac River. Enjoy features like laundry facilities and an arcade/games room. The holiday home includes amenities such as free WiFi and a kitchen.

Küche

Waschmaschine

Don't see what you're looking for?

See all available properties in Dorchester County

View all properties

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.