Cottages in Dorchester County

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Dorchester County

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!
'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!
Exterior

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Getaway on 1/2 Acre w/ Deck in Georgetown
House (3 Bedrooms) | Interior

Getaway on 1/2 Acre w/ Deck in Georgetown

3.0 star property
Getaway on 1/2 Acre w/ Deck in Georgetown
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!
Tilghman Island Retreat By Knapps Narrows!
House (2 Bedrooms) | Front of property

Tilghman Island Retreat By Knapps Narrows!

3.0 star property
Tilghman Island Retreat By Knapps Narrows!
Updated North Beach Cottage: Pet Friendly!
Cottage (3 Bedrooms) | Front of property

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!
Walk to Beach: Charming Maryland Home w/ Yard!
Interior

Walk to Beach: Charming Maryland Home w/ Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This little gem of a house was absolutely perfect! The house was so close to the beach and to all the places we needed to go. We were visiting from Indiana to attend my son and his wife’s baby shower! The hosts had little snacks, coffee, beach towels, etc at the ready. Everything was so clean and comfortable! Definitely give this place a 10/10! "
Walk to Beach: Charming Maryland Home w/ Yard!
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!
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
House (4 Bedrooms) | Interior

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

3.0 star property
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Riverside House w/ Kayaks, Piano & Fireplace
Exterior

Riverside House w/ Kayaks, Piano & Fireplace

3.0 star property
Riverside House w/ Kayaks, Piano & Fireplace
Pet-friendly Smith Island Cottage w/ Golf Cart!
Exterior

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

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
The price is Rp1.645.593
Rp3.877.734 total
includes taxes & fees
14 Aug - 15 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
Pet-friendly Maryland Home on the Potomac River!
Interior

Pet-friendly Maryland Home on the Potomac River!

3.0 star property
8.0 out of 10, Very good, (1)
"Quiet. Porch right on water nice. Clean."
Pet-friendly Maryland Home on the Potomac River!
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Exterior

Bayfront Maryland Retreat w/ Deck, Near Beaches!

3.0 star property
Bayfront Maryland Retreat w/ Deck, Near Beaches!
North Beach Cottage - Walk to Chesapeake Bay
Cottage (3 Bedrooms) | Interior

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
Beautiful Colonial Home on the Choptank River
House (4 Bedrooms) | Interior

Beautiful Colonial Home on the Choptank River

3.0 star property
Beautiful Colonial Home on the Choptank River
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!
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
House (4 Bedrooms) | Interior

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

3.0 star property
10.0 out of 10, Exceptional, (2)
"The most well stocked property we've ever stayed! everything from extra phone chargers to blankets, tons of games and the kitchen as well."
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
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

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

10/10 Excellent
"This hotel was very nice and clean. We enjoyed the spacious room, which was a plus for my husband and I. Check in and check out were a breeze and the staff was very friendly and responsive. They also had one of the best complimentary breakfasts I've seen in a long time. I would stay again without question."
Cynthia 1-night trip
Posted 10 hours ago
Holiday Inn Express Cambridge by IHG