A lighthouse on a pier with a red roof and white walls, surrounded by calm water.

Cottages in Dorchester County

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Dorchester County cottages

A single-story house with a front porch and a staircase leading to the entrance.

1. 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
A two-story house with a balcony, a picket fence, and a front porch.

2. Marinafront Cottage Sunrise, Fire Pit, Fireworks

Marinafront Cottage Sunrise, Fire Pit, Fireworks
3.0 star property
Cambridge
Marinafront Cottage Sunrise, Fire Pit, Fireworks
A two-story house with a green metal roof, a glass conservatory, and a view of the lake.

3. 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
A two-story house with a covered porch, wooden posts, and a red and white trim.

4. 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!
A white single-story house with a front porch, a chimney, and a small front yard.

5. 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!
A small, two-story house with a porch and a staircase leading to the upper level.

6. 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, (3 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!
A covered porch with a sofa, chairs, and a coffee table.

7. 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!
A single-story house with a brick foundation and white siding, a front porch, and a stone pathway leading to the entrance.

8. 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!
A light blue house with a porch, white railings, and a flag.

9. 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!

10. Beachy Maryland A-frame: Steps to Chesapeake Bay!

Beachy Maryland A-frame: Steps to Chesapeake Bay!
3.0 star property
Point Lookout
Beachy Maryland A-frame: Steps to Chesapeake Bay!
A lakeside property with a white building, a covered driveway, and a boat dock.

11. 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
A wooden deck with outdoor furniture, a white railing, and a view of a lake.

12. Northern Neck Nature Retreat w/ Boat Ramp & Dock!

Northern Neck Nature Retreat w/ Boat Ramp & Dock!
3.0 star property
Heathsville
Northern Neck Nature Retreat w/ Boat Ramp & Dock!
A covered outdoor area with wicker furniture, a glass table, and potted plants.

13. 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!

14. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is Rp2.335.608
Rp4.797.905 total
includes taxes & fees
26 Aug - 27 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
A covered porch with wicker furniture, a potted plant, and a decorative rope on a post.

15. 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!
A covered patio with a table and chairs, a white fence, and a view of the greenery.

16. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is Rp2.551.824
Rp5.803.628 total
includes taxes & fees
8 Sept - 9 Sept
Getaway on 1/2 Acre w/ Deck in Georgetown

17. 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!
A two-story house with a front porch, a chimney, and a well-maintained lawn.

18. Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows!
3.0 star property
Tilghman
Tilghman Island Retreat By Knapps Narrows!
A waterfront patio with white Adirondack chairs and a brick walkway.

19. 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
A two-story house with a covered patio, a stone fireplace, and a wooden deck.

20. 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

Quality Inn & Suites Georgetown - Seaford

Quality Inn & Suites Georgetown - Seaford

10/10 Excellent
"My kids loves the pool. My only complaint was the pool towels were miniature. My very thin son could barely wrap it around his waist. The breakfast was great. The beds were comfortable. The pull out couch was like most pullout couches. The front desk lady was super helpful and very accommodating. We would definitely go back."
Marissa 2-night trip
Posted 3 hours ago
Quality Inn & Suites Georgetown - Seaford

Find out more about Dorchester County

Dorchester County Cottages information

Number of reviews
10
Accommodation
109 Cottages
Lowest Price
Rp4.797.905
Highest Price
Rp5.803.628