252+ Private Villas and Holiday Rentals in Dorchester County |
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Dorchester County Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Dorchester County

Discover more than 252 vacation rentals available in Dorchester County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Dorchester County.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Dorchester County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Dorchester County. On average, places to stay near Dorchester County offer 1552.31 ft², with nightly prices averaging ZA R10,083.

With Casai, finding and comparing holiday rentals in Dorchester County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Dorchester County

Type Count
Vacation Homes 195
Holiday Apartments 14
Cottages 13
Villas 2

Use these Quick Filters to Find a Holiday Rental in Dorchester County

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Dorchester County.

Weather in Dorchester County, MD

View the weather forecast for Dorchester County before booking your Dorchester County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Dorchester County, MD

Casai offers a large selection of top attractions around Dorchester County . Research things to do on your vacation before you visit Dorchester County.


Great Marsh Park
Blackwater National Wildlife Refuge
Harriet Tubman Museum and Educational Center
Harriet Tubman Underground Railroad National Historical Park
Long Wharf Park
Layton's Chance Vineyard and Winery
Bay Country Shop
Dorchester County Visitors Center
Elliott Island
Spocott Windmill
Ruark Boatworks
Middle Hooper Island
Harriet Tubman Birthplace Marker
Christ Episcopal Church
Brannock Maritime Museum
Sand Point
Lower Hooper Island
Shark Fin Shoal
Choptank River Lighthouse
Richardson Maritime Museum
Dorchester General Hospital

Other Places to Stay in Dorchester County, MD


Williamsburg 262 Properties
Harriet Tubman Underground Railroad National Historical Park 228 Properties
Taylors Island 213 Properties
Cambridge 145 Properties
Downtown Cambridge 143 Properties
Algonquin 104 Properties
Madison 48 Properties
Woolford 44 Properties
Fishing Creek 30 Properties
Sand Point 30 Properties
Secretary 30 Properties
Hoopers Island 25 Properties

Frequently Asked Questions About Dorchester County?

What are the top holiday rentals in Dorchester County?

With numerous options available in Dorchester County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Dorchester County:

How many holiday rentals have private pools in Dorchester County?

Discover a selection of holiday rentals with private pools near Dorchester County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Dorchester County are best for families?

If you're searching for a family-friendly holiday home in Dorchester County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Dorchester County:

How many Casai.co.za holiday rentals are available in Dorchester County?

As of 2025, Casai boasts over 252 properties listed in the Dorchester County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Dorchester County.


People Also Ask

There are 252 Dorchester County, MD Holiday Rentals

Recently Booked Holiday Rentals in Dorchester County