Cottages in Dorchester County

Compare and save

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Cottages in Dorchester County

6 Mi to Salisbury: Forest-view Sanctuary!
House (3 Bedrooms) | Interior

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
The price is Rp1.646.300
Rp3.879.400 total
includes taxes & fees
24 Jul - 25 Jul
6 Mi to Salisbury: Forest-view Sanctuary!
'river's Edge Retreat With Kayaks & River Access!
Terrace/patio

'river's Edge Retreat With Kayaks & River Access!

3.0 star property
'river's Edge Retreat With Kayaks & River Access!
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
House (3 Bedrooms) | Interior

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Tilghman Island Retreat By Knapps Narrows!
Interior

Tilghman Island Retreat By Knapps Narrows!

3.0 star property
Tilghman Island Retreat By Knapps Narrows!
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Interior

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
8.0 out of 10, Very good, (2)
"The water is well water and it stinks, water treatment could improve that. This is more in the woods than beachy. In a rundown area. Get some Damprid to cut down on musty smell. Cute decor."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Waterfront North Beach Home ~ 2 Mi to Beach!
House (2 Bedrooms) | Interior

Waterfront North Beach Home ~ 2 Mi to Beach!

3.0 star property
Waterfront North Beach Home ~ 2 Mi to Beach!
Beautiful Colonial Home on the Choptank River
Miscellaneous

Beautiful Colonial Home on the Choptank River

3.0 star property
Beautiful Colonial Home on the Choptank River
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

3.0 star property
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
North Beach Cottage - Walk to Chesapeake Bay
Games room

North Beach Cottage - Walk to Chesapeake Bay

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house condition was very cleran,beautiful. we appreciate the house owner's guidance&help. we made very good memories!"
North Beach Cottage - Walk to Chesapeake Bay
Tranquil Port Republic Home w/ Water Views!
Property grounds

Tranquil Port Republic Home w/ Water Views!

3.0 star property
Tranquil Port Republic Home w/ Water Views!
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Interior

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Osprey House was the perfect location for our getaway! The owners were amazing and the house was gorgeous! The view from the back yard was exactly what we needed after a long day at a wrestling tournament! "
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Updated North Beach Cottage: Pet Friendly!
Cottage (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Updated North Beach Cottage: Pet Friendly!

3.0 star property
6.0 out of 10, (1)
"The property needs a severe cleaning. The floors were filthy. "
Updated North Beach Cottage: Pet Friendly!
Bayfront Gem w/ Amazing Water Views + Pond!
House (4 Bedrooms) | Interior

Bayfront Gem w/ Amazing Water Views + Pond!

3.0 star property
Bayfront Gem w/ Amazing Water Views + Pond!
Riverside House w/ Kayaks, Piano & Fireplace
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Riverside House w/ Kayaks, Piano & Fireplace

3.0 star property
Riverside House w/ Kayaks, Piano & Fireplace
Beachy Maryland A-frame: Steps to Chesapeake Bay!
Interior

Beachy Maryland A-frame: Steps to Chesapeake Bay!

3.0 star property
Beachy Maryland A-frame: Steps to Chesapeake Bay!
Pet-friendly Smith Island Cottage w/ Golf Cart!
Miscellaneous

Pet-friendly Smith Island Cottage w/ Golf Cart!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
Pet-friendly Smith Island Cottage w/ Golf Cart!
Unique Tangier Cottage w/ Chesapeake Bay Views!
Interior

Unique Tangier Cottage w/ Chesapeake Bay Views!

3.0 star property
Unique Tangier Cottage w/ Chesapeake Bay Views!
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
House (4 Bedrooms) | Interior

Waterfront Retreat < 4 Mi to Dtwn Cambridge!

3.0 star property
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
Tranquil Delmar Home ~ 7 Mi to Salisbury!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Tranquil Delmar Home ~ 7 Mi to Salisbury!

3.0 star property
10.0 out of 10, Exceptional, (1)
Tranquil Delmar Home ~ 7 Mi to Salisbury!
Dog-friendly Westover Cottage w/ River Access!
Cottage (2 Bedrooms) | Front of property

Dog-friendly Westover Cottage w/ River Access!

3.0 star property
8.0 out of 10, Very good, (1)
"It was great and family enjoyed our relaxation "
Dog-friendly Westover Cottage w/ River Access!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free