Vacation Homes in Dorchester County

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Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Top Cities in Dorchester County

Cambridge
Vacation HomesVacation Homes

Cambridge

Cambridge

Featured Vacation Homes in Dorchester County

Outdoor dining
The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach
9.8 out of 10, Exceptional, (16)
"Great place. Just a short drive to town with shops, restaurants, and boardwalk."
United States
scott
The Cozy Crab- Your Charming Haven in Lovely North Beach!
Microwave, oven, stovetop, dishwasher
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Solomons
9.6 out of 10, Exceptional, (8)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
9.6 out of 10, Exceptional, (20)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is HK$1,090
HK$2,699 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Property grounds
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

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

Greenwood
9.8 out of 10, Exceptional, (31)
"Great place to stay with a family. Very nicely decorated and clean. "
United States
Meg E.
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Outdoor pool
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge
9.8 out of 10, Exceptional, (7)
"Wow! What an incredible property and house. We were a group of families with small kids, and it was heaven for them playing in the pool, on the dock, on the playground, and in the expansive yard. Lots of beautiful sunsets on the patio for the grown-ups too. We never had to leave. Can't recommend highly enough. "
United States
Lea F.
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Smart TV, books, printers
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
9.6 out of 10, Exceptional, (21)
"This property is beautiful and perfect for large groups. There is plenty of room and very inviting. We had a great time!"
United States
Shannon T.
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

St. Michaels
9.8 out of 10, Exceptional, (45)
"Wonderful home in excellent location!!"
United States
Sydney S.
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Games room
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Reedville
9.8 out of 10, Exceptional, (63)
"What a wonderful stay!!"
United States
Anonymous traveller
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Prince Frederick
10.0 out of 10, Exceptional, (8)
"Clean and easy "
United States
Robert R.
The price is HK$1,596
HK$3,095 total
includes taxes & fees
2 Dec - 3 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Exterior
Shewell's A-Frame on Mill Creek

Shewell's A-Frame on Mill Creek

Lusby
10.0 out of 10, Exceptional, (8)
"Very nice with full amenities. Perfect for us and our dog!"
United States
Gaynel
Shewell's A-Frame on Mill Creek
Exterior
Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

Salisbury
10.0 out of 10, Exceptional, (104)
"Great place"
United States
Frank B.
Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore
Smart TV, fireplace, books, offices
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Port Republic
10.0 out of 10, Exceptional, (124)
"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"
United States
Misael A A.
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Outdoor dining
Discover tranquility near Calvert Cliffs

Discover tranquility near Calvert Cliffs

Saint Leonard
9.8 out of 10, Exceptional, (18)
"Comfortable beds, large house with awesome views…had a great experience"
United States
Deborah R.
Discover tranquility near Calvert Cliffs
Property grounds
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Lusby
9.6 out of 10, Exceptional, (5)
"Nice lake front view. Spacious living room. "
United States
Kijung S.
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
3 bedrooms, iron/ironing board, travel cot, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Prince Frederick
9.6 out of 10, Exceptional, (4)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is HK$1,401
HK$2,864 total
includes taxes & fees
2 Dec - 3 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Fridge, microwave, oven, stovetop
Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families

Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families

Tilghman Island
10.0 out of 10, Exceptional, (14)
"The space was perfect for our group. We enjoyed the food at Two If By Sea and at the country store - both were in walking distance. "
United States
Bernadette S.
Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families
Exterior
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

2.0 star property
Reedville
8.0 out of 10, Very good, (7)
"Nice place "
United States
Luis A.
The price is HK$779
HK$1,662 total
includes taxes & fees
4 Dec - 5 Dec
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
Outdoor dining
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning

Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning

Tilghman
10.0 out of 10, Exceptional, (10)
"We were looking for a relaxing vacation spot for the week and this place exceeded our expectations! The property itself is beautiful and spacious. We loved being in the pool and watching the boats go by. The property manager also had attentive communication with us. Overall, it was a great stay and we would certainly recommend the place to anyone, and hopefully stay again for ourselves. "
United States
Kimberly R.
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
Outdoor pool
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Easton
10.0 out of 10, Exceptional, (11)
"Great property for a family summer vacation and to just relax by the pool, kayak, fish off the dock, and head to town for ice cream or crabs."
United States
Anonymous traveller
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
Outdoor dining
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
9.8 out of 10, Exceptional, (50)
"Our week at Jacob's property was excellent. It was the perfect location for a family getaway, and Jacob was helpful and responsive."
United States
Brett F.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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.
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Top Dorchester County Hotel Reviews

Tru by Hilton Georgetown

Tru by Hilton Georgetown

10/10 Excellent
"Room was very clean, the nught and morning staff were both awesome and the breakfast really hit the spot!!"
Ronald 1-night trip
Posted 4 days ago
Tru by Hilton Georgetown

Find out more about Dorchester County

Dorchester County Vacation Homes information

Number of reviews
548
Accommodation
501 Vacation Homes
Lowest Price
HK$1,662
Highest Price
HK$3,095