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Cottages in Cobb Island

Our top choices for Cobb Island cottages

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Terrace/patio

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (147)
"We enjoyed our stay at the waterfront cottage with yoga on the dock in the morning, afternoon kayaking and dinner at Captain Billy’s Seafood restaurant. Down time spent reading and nature watching made the for the perfect weekend."
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Exterior

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (52)
"As advertised, had a great time!"
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Cozy Virginia Potomac Riverfront Cottage
Outdoor dining

Cozy Virginia Potomac Riverfront Cottage

9.6 out of 10, Exceptional, (43)
"The place is a little outdated but very charming...the only reason I say outdated is because we could not use the shower in the main bathroom, there was no water pressure, just a dribble. Other than that, I would stay there again."
Cozy Virginia Potomac Riverfront Cottage
Sunnyside Up - Small Dog Friendly Waterfront Cottage
Exterior

Sunnyside Up - Small Dog Friendly Waterfront Cottage

10.0 out of 10, Exceptional, (21)
"It was very important to have a fenced yard for our little dog she is really part of our family enjoyed the use of the pier for veiwing the Potomac and a little light fishing the cottage was very clean and comfortable if we can we would like to return sometime "
Sunnyside Up - Small Dog Friendly Waterfront Cottage
Privacy and space with world class views
Property grounds

Privacy and space with world class views

9.8 out of 10, Exceptional, (87)
"We absolutely loved our stay! What a beautiful home and property. We definitely want to come back. Enjoyed relaxing, kayaking, and Shark Tooth Island. "
Privacy and space with world class views
Waterfront Island Cottage with Loft and Private Pier
Exterior

Waterfront Island Cottage with Loft and Private Pier

2.0 star property
10.0 out of 10, Exceptional, (1)
"This property was everything we hoped for and more. Impeccably clean, beautifully maintained, and the view was just breathtaking — even better than the photos. The host was incredibly responsive and helpful, which made our stay even more seamless and enjoyable. Every detail was perfect, and we loved every minute. We’ll definitely be back and highly recommend this gem!! Thanks, Allen. "
Waterfront Island Cottage with Loft and Private Pier
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Exterior

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

9.8 out of 10, Exceptional, (13)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Property grounds

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (14)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Fish, Relax & Enjoy Lake Views: Colonial Beach Gem
House (3 Bedrooms) | Interior

Fish, Relax & Enjoy Lake Views: Colonial Beach Gem

3.0 star property
Fish, Relax & Enjoy Lake Views: Colonial Beach Gem
Chesapeake Bay Vacation Rental w/ Boat Dock!
Outdoor dining

Chesapeake Bay Vacation Rental w/ Boat Dock!

7.8 out of 10, Good, (14)
"The front deck woods is popping up, fridge has no light, range hood not working and mattress are very old no mattress frames. Up the addict, there are bunches of old mattress. Creepy!! Windows cover with spider webs."
Chesapeake Bay Vacation Rental w/ Boat Dock!
< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches
Interior

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches

3.0 star property
10.0 out of 10, Exceptional, (1)
"Really nice area Quiet lots of pretty trees close to river and restaurants "
< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches
Walk to Potomac River: Colonial Virginia Retreat
Cottage (3 Bedrooms) | Interior

Walk to Potomac River: Colonial Virginia Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely charming updated cottage in the heart of Colonial Beach. Spotless, with a screen porch, back patio, and walking distance to river and downtown Colonial Beach. Co-host Kim was welcoming and helpful. Would definitely recommend! "
Walk to Potomac River: Colonial Virginia Retreat
'the Blue Crab Cottage' - 3 Blocks From The Beach!
Cottage (3 Bedrooms) | Interior

'the Blue Crab Cottage' - 3 Blocks From The Beach!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Clean house and beach was close but they’re some jellyfish nothing crazy overall it was a nice stay."
'the Blue Crab Cottage' - 3 Blocks From The Beach!
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Cottage (4 Bedrooms) | Interior

Adorable Cottage: Fire Pit, Walk to Colonial Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
"Well appointed cottage in central location close beach and bay. Many extras not found in other rentals. Owner did a beautiful job decorating, and it was one of the cleanest rentals I've ever stayed at. "
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Waterfront Rock Point Vacation Rental w/ Sunroom!
House (3 Bedrooms) | Interior

Waterfront Rock Point Vacation Rental w/ Sunroom!

3.0 star property
2.0 out of 10, (1)
"Absolutely the grossest property I've been too. 5 spiders, 1 centipede, 1 dead cockroach. Master bedroom and bathroom both had see through curtains so people could look through. Hair in the sink and wads of hair stuck to the bathroom hinge. Window AC units had gaps in them so bugs could come in without hindrance. Leaves in the ac ducts(how). Couldn’t even cut the grass for before guest arrive. We didn't even stay there. "
Waterfront Rock Point Vacation Rental w/ Sunroom!
Chic Cottage w/ Private Yard: Steps to Beach!
Cottage (1 Bedroom) | Interior

Chic Cottage w/ Private Yard: Steps to Beach!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very cute cottage with beach theme! "
Chic Cottage w/ Private Yard: Steps to Beach!
Family-friendly Home w/ Deck Near Colonial Beach!
House (3 Bedrooms) | Interior

Family-friendly Home w/ Deck Near Colonial Beach!

3.0 star property
Family-friendly Home w/ Deck Near Colonial Beach!
Pet-friendly Maryland Home on the Potomac River!
House (2 Bedrooms) | 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!
Boaty McBeach House: A Short Walk to Beach, Waterfront Sunsets & Restaurants!
Exterior

Boaty McBeach House: A Short Walk to Beach, Waterfront Sunsets & Restaurants!

10.0 out of 10, Exceptional, (2)
"The house is in a great location, and is very nicely decorated and extremely well provisioned. The owner is very welcoming and responsive."
Boaty McBeach House: A Short Walk to Beach, Waterfront Sunsets & Restaurants!
Cottage w/ Potomac River Views in Newburg!
Property grounds

Cottage w/ Potomac River Views in Newburg!

10.0 out of 10, Exceptional, (5)
"Wonderful place loved the way was decorated very clean well kept. Hosts were fantastic met all our needs. Very relaxing couple of days"
Cottage w/ Potomac River Views in Newburg!
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 Cobb Island Hotel Reviews

The Inn at Leonardtown, an Ascend Collection Hotel

The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent
"Incredible staff, great place"
Ryan 1-night trip
Posted 5 days ago
The Inn at Leonardtown, an Ascend Collection Hotel

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