Caroline County Holiday Homes
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Featured Holiday Homes in Caroline County

Grace Cottage, St Michaels Walk to everything!
Saint Michaels MD
During your stay at this holiday home, you're just a quick walk from Muskrat Park. Enjoy features like laundry facilities. Enjoy your stay with amenities like 2.5 bathrooms and a fireplace in the holiday home.

Cozy 3BR/2Bath Retreat on Half Acre Near Dover Attractions DE Turf
Dover DE
During your stay at this holiday home, you're just a quick walk from Logan School. Laundry facilities are available. The holiday home offers free WiFi and a kitchen.

Waterfront Family Retreat mit Deepwater Dock
Cambridge MD
During your stay at this holiday home, you'll be close to Ragged Island. Features include laundry facilities. Free WiFi and a kitchen are available in the holiday home.

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
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.

Dollhouse in Central Historic St Michaels
St Michaels MD
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.

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Tilghman Island MD
During your stay at this holiday home, you'll be within walking distance of Chesapeake Bay. Features include laundry facilities. The holiday home includes amenities such as a kitchen and 2.5 bathrooms.

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Greenwood DE
You'll find features such as laundry facilities at this holiday home. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Gorgeous Creek Side Ranch-Style Estate With Dock
Queenstown MD
The price is CHF 649 per night
CHF 649
1 Jul - 2 Jul
includes taxes & fees
During your stay at this holiday home, you'll be close to Queenstown Premium Outlets. Features include laundry facilities. Enjoy your stay with amenities like a kitchen and 2.5 bathrooms in the holiday home.

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches.
Easton MD
During your stay at this holiday home, you'll be within walking distance of Easton Cycle and Sport. You'll find features such as laundry facilities. The holiday home offers a kitchen and 2 bathrooms.

Vacation Home in Delmar
Delmar MD
During your stay at this holiday home, you'll be close to Wicomico County Tourist Information Center. Laundry facilities are available. The holiday home includes amenities such as a kitchen and 3 bathrooms.

6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Sherwood MD
During your stay at this holiday home, you'll be close to Back Creek Community Park. Features include 1 hot tub and laundry facilities. The holiday home includes amenities such as a private pool and a kitchen.

Serene Waterfront Cottage mit Dock und herrlichem Blick.
Rock Hall MD
During your stay at this holiday home, you'll be close to The Mainstay. Laundry facilities are available. Enjoy your stay with amenities like a kitchen and 1.5 bathrooms in the holiday home.

Cottage with Private Water Access | Pet-Friendly | Near St. Michaels
Neavitt MD
During your stay at this holiday home, you're just a quick walk from Neavitt Park. The holiday home offers a kitchen and 2 bathrooms.

NewSt. Michaels Estate-Pier, Pool, Gas Feuerstelle, Fahrräder und Kajaks
Easton MD
During your stay at this holiday home, you'll be close to Saint Michaels Village. Enjoy features like an outdoor pool, laundry facilities and an arcade/games room. The holiday home offers free WiFi and a private pool.
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View all propertiesLowest 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.
Caroline County Holiday Homes essential information
Accommodation | 303 Holiday Homes |
|---|---|
Lowest Price | CHF 649 |
Highest Price | CHF 649 |
Popular accommodation | Grace Cottage, St Michaels Walk to everything!, Cozy 3BR/2Bath Retreat on Half Acre Near Dover Attractions DE Turf, Waterfront Family Retreat mit Deepwater Dock, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Dollhouse in Central Historic St Michaels, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf, Gorgeous Creek Side Ranch-Style Estate With Dock, “It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches., Vacation Home in Delmar, 6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access, Serene Waterfront Cottage mit Dock und herrlichem Blick., Cottage with Private Water Access | Pet-Friendly | Near St. Michaels, NewSt. Michaels Estate-Pier, Pool, Gas Feuerstelle, Fahrräder und Kajaks, Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways |

