Find Vacation Rentals in Dorchester County

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Dorchester County
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Popular Dorchester County Vacation Rentals

Find the perfect Dorchester County vacation rental

House Cambridge
$699 per night
House ∙ 16 guests ∙ 5 bedrooms
5.0
"Excellent" (26 ratings)
Cambridge, Dorchester County, Maryland, United States
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Vrbo
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House Cambridge
$474 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (48 ratings)
Cambridge, Dorchester County, Maryland, United States
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Vrbo
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Cottage Hoopers Island
$430 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
4.3
"Very good" (14 ratings)
Hoopers Island, Dorchester County, Maryland, United States
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Vrbo
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House Taylors Island
$444 per night
House ∙ 15 guests ∙ 5 bedrooms
4.9
"Excellent" (26 ratings)
Taylors Island, Dorchester County, Maryland, United States
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Vrbo
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Cottage Fishing Creek
$151 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (45 ratings)
Fishing Creek, Hoopers Island, Dorchester County
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Vrbo
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House Cambridge
$221 per night
House ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (96 ratings)
Cambridge, Dorchester County, Maryland, United States
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Vrbo
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House Algonquin
$300 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (113 ratings)
Algonquin, Cambridge, Dorchester County
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Vrbo
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House Madison
$954 per night
House ∙ 18 guests ∙ 7 bedrooms
5.0
"Excellent" (58 ratings)
Madison, Dorchester County, Maryland, United States
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Vrbo
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House Woolford
$197 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (7 ratings)
Woolford, Madison, Dorchester County
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Cambridge
$552 per night
House ∙ 15 guests ∙ 4 bedrooms
4.8
"Excellent" (127 ratings)
Cambridge, Dorchester County, Maryland, United States
Internet
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Vrbo
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House Internet Cambridge
$821 per night
House ∙ 15 guests ∙ 6 bedrooms
5.0
"Excellent" (51 ratings)
Cambridge, Dorchester County, Maryland, United States
Internet
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Vrbo
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House Internet Fishing Creek
$244 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (6 ratings)
Fishing Creek, Hoopers Island, Dorchester County
Internet
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Vrbo
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Apartments and vacation rentals with a kitchen

House Kitchen Cambridge
$926 per night
House ∙ 18 guests ∙ 7 bedrooms
4.9
"Excellent" (51 ratings)
Cambridge, Dorchester County, Maryland, United States
Kitchen
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Vrbo
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House Kitchen Cambridge
$1,175 per night
House ∙ 15 guests ∙ 5 bedrooms
Cambridge, Dorchester County, Maryland, United States
Kitchen
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Vrbo
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Apartment Kitchen Fishing Creek
$93 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.9
"Excellent" (26 ratings)
Fishing Creek, Hoopers Island, Dorchester County
Kitchen
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Vrbo
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Vacation rentals and apartments with air conditioning

House Air conditioning Algonquin
$268 per night
House ∙ 6 guests ∙ 3 bedrooms
Algonquin, Cambridge, Dorchester County
Air conditioning
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Vrbo
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House Air conditioning Cambridge
$1,038 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
"Excellent" (52 ratings)
Cambridge, Dorchester County, Maryland, United States
Air conditioning
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Vrbo
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House Air conditioning Cambridge
$326 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (73 ratings)
Cambridge, Dorchester County, Maryland, United States
Air conditioning
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Vrbo
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Frequently Asked Questions

How much does it cost to book a vacation rental in Dorchester County?

You can book a vacation rental in Dorchester County for as little as $93 per night.

Can I book a vacation rental in Dorchester County?

On tripping.com, you will find 330 available vacation rental offers in Dorchester County.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Dorchester

Find the best Dorchester vacation rentals on Tripping.com. With over 293 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Dorchester range from $25 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 263 homes in Dorchester offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 110 rentals with pool or jacuzzi, or relax with the family in one of the 257 homes with cable TV. For all those pet owners with dogs or cats, Dorchester offers 118 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 7 vacation rental sites in Dorchester where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 210 HomeAway rentals, 28 TripAdvisor short term rentals and 22 Expedia vacation rentals.

Popular Day Trips Near Dorchester County

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