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Cottages in Dorchester County

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Dorchester County cottages

House (2 Bedrooms) | Interior

Walk to Local Eats & Docks! Crisfield Getaway

Walk to Local Eats & Docks! Crisfield Getaway
3.0 star property
Crisfield
Walk to Local Eats & Docks! Crisfield Getaway
House (3 Bedrooms) | Front of property

Marinafront Cottage Sunrise, Fire Pit, Fireworks

Marinafront Cottage Sunrise, Fire Pit, Fireworks
3.0 star property
Cambridge
Marinafront Cottage Sunrise, Fire Pit, Fireworks
House (4 Bedrooms) | Interior

Private Beach & Fishing Pier: Wicomico River House

Private Beach & Fishing Pier: Wicomico River House
3.0 star property
Princess Anne
8.0 out of 10, Very good, (1 review)
"Amenities, location, scenery and condition of the property were great! "
United States
Dixon
Private Beach & Fishing Pier: Wicomico River House
Cottage (2 Bedrooms) | Interior

Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Karl
Pet-friendly Smith Island Cottage w/ Golf Cart!
House (3 Bedrooms) | Interior

Walkable Beach Retreat on Chesapeake Bay!

Walkable Beach Retreat on Chesapeake Bay!
3.0 star property
Tangier
10.0 out of 10, Exceptional, (1 review)
"Great location, Absolutely the Cleanest! Very Friendly! Can't agree with the walkable to the beach, we rented a golf cart to get around- which was great fun! Yes, we would definitely return & love to stay here again ❤️"
United States
Lynn
Walkable Beach Retreat on Chesapeake Bay!
House (2 Bedrooms) | Front of property

Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows!
3.0 star property
Tilghman
Tilghman Island Retreat By Knapps Narrows!
Cottage (2 Bedrooms) | Interior

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
3.0 star property
Chesapeake Beach
8.0 out of 10, Very good, (2 reviews)
"It really is an adorable cottage, very tastefully decorated.the owner provided a very thoughtful gift basket on arrival. I would recommend this cottage to anyone."
United States
Anne
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
House (2 Bedrooms) | Interior

Waterfront North Beach Home ~ 2 Mi to Beach!

Waterfront North Beach Home ~ 2 Mi to Beach!
3.0 star property
North Beach
Waterfront North Beach Home ~ 2 Mi to Beach!
House (5 Bedrooms) | Front of property

Riverside House w/ Kayaks, Piano & Fireplace

Riverside House w/ Kayaks, Piano & Fireplace
3.0 star property
California
Riverside House w/ Kayaks, Piano & Fireplace
Cottage (4 Bedrooms) | Interior

Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
3.0 star property
Tangier
Unique Tangier Cottage w/ Chesapeake Bay Views!
House (3 Bedrooms) | Interior

3BR Riverfront Home w/ Kayaks & Game Room

3BR Riverfront Home w/ Kayaks & Game Room
2.0 star property
Seaford
10.0 out of 10, Exceptional, (1 review)
"The only problem I have with this property is that I can’t seem to book it again because it’s so nice it’s almost completely booked! Perfect stay. Our best part was the Kayak on our own river front property. One of the best stays we’ve had yet."
United States
Zainab Lisa
3BR Riverfront Home w/ Kayaks & Game Room
House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is Rp2.392.896
Rp4.915.588 total
includes taxes & fees
9 Aug - 10 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
Cottage (3 Bedrooms) | Front of property

Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly!
3.0 star property
North Beach
6.0 out of 10, (1 review)
"The property needs a severe cleaning. The floors were filthy. "
United States
Lacy
Updated North Beach Cottage: Pet Friendly!
House (4 Bedrooms) | Interior

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
3.0 star property
Trappe
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
House (3 Bedrooms) | Front of property

Bayfront Maryland Retreat w/ Deck, Near Beaches!

Bayfront Maryland Retreat w/ Deck, Near Beaches!
3.0 star property
North Beach
Bayfront Maryland Retreat w/ Deck, Near Beaches!
House (2 Bedrooms) | Front of property

Walk to Beach: Charming Maryland Home w/ Yard!

Walk to Beach: Charming Maryland Home w/ Yard!
3.0 star property
St. Leonard
10.0 out of 10, Exceptional, (1 review)
"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! "
United States
Tiffany
Walk to Beach: Charming Maryland Home w/ Yard!
House (2 Bedrooms) | Interior

Heathsville Home w/ Sunroom < 10 Mi to Beach!

Heathsville Home w/ Sunroom < 10 Mi to Beach!
3.0 star property
Heathsville
Heathsville Home w/ Sunroom < 10 Mi to Beach!
House (4 Bedrooms) | Interior

Bayfront Gem w/ Amazing Water Views + Pond!

Bayfront Gem w/ Amazing Water Views + Pond!
3.0 star property
Madison
Bayfront Gem w/ Amazing Water Views + Pond!
House (4 Bedrooms) | Interior

Beautiful Colonial Home on the Choptank River

Beautiful Colonial Home on the Choptank River
3.0 star property
Cambridge
Beautiful Colonial Home on the Choptank River
House (2 Bedrooms) | Interior

Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!

Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!
3.0 star property
Lusby
Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!
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

Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

8/10 Good
"Clean room staff was very helpful"
Ilyas 1-night trip
Posted less than an hour ago
Days Inn & Suites by Wyndham Seaford

Find out more about Dorchester County

Dorchester County Cottages information

Number of reviews
8
Accommodation
107 Cottages
Lowest Price
Rp4.915.588
Highest Price
Rp4.915.588