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Cottages in Caroline County

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Caroline County cottages

Terrace/patio

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

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (161 reviews)
"Lovely place and location!"
United States
Christa W.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Exterior

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

Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Colonial Beach
10.0 out of 10, Exceptional, (53 reviews)
"Property was exactly as expressed clean, convenient.. Highly recommended."
United States
Harry L.
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Exterior

Sunnyside Up - Small Dog Friendly Waterfront Cottage

Sunnyside Up - Small Dog Friendly Waterfront Cottage
Colonial Beach
9.8 out of 10, Exceptional, (29 reviews)
"Very comfortabe with excellent location."
United States
Ray W.
Sunnyside Up - Small Dog Friendly Waterfront Cottage
Exterior

Adorable Cottage: Fire Pit, Walk to Colonial Beach

Adorable Cottage: Fire Pit, Walk to Colonial Beach
Colonial Beach
10.0 out of 10, Exceptional, (21 reviews)
"the kitchen was fully equipped, there were plenty of spaces to sleep. very nice fenced outdoor area. close to beach."
United States
Kate M.
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Terrace/patio

Chic Cottage w/ Private Yard: Steps to Beach!

Chic Cottage w/ Private Yard: Steps to Beach!
Colonial Beach
9.8 out of 10, Exceptional, (28 reviews)
"We love this place! This was a return visit & perfectly suits our needs. We would give 5 stars for the decor, cleanliness, location and the host! You should book soon because we are definitely coming back. "
United States
Diane O.
Chic Cottage w/ Private Yard: Steps to Beach!
Exterior

Cozy Cape Cod Home!

Cozy Cape Cod Home!
Dumbarton
9.6 out of 10, Exceptional, (59 reviews)
"Comfortable house, enjoyed the firepit"
United States
john W.
Cozy Cape Cod Home!
Cottage (3 Bedrooms) | Interior

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

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

Fish, Swim & Boat: Colonial Beach Bungalow

Fish, Swim & Boat: Colonial Beach Bungalow
3.0 star property
Colonial Beach
Fish, Swim & Boat: Colonial Beach Bungalow
Exterior

Cottage on Historic Property w/ Working Farm - Beautiful Pool & Fire Pit

Cottage on Historic Property w/ Working Farm - Beautiful Pool & Fire Pit
Aylett
10.0 out of 10, Exceptional, (62 reviews)
"We had a wonderfully relaxing stay at the Retreat! The space, the property, and the hosts are gracious, quiet, and behind peaceful. We’ll be back to enjoy another time!"
United States
Alexsandra R.
Cottage on Historic Property w/ Working Farm - Beautiful Pool & Fire Pit
Exterior

Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck

Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Bumpass
9.6 out of 10, Exceptional, (9 reviews)
"Nice, relaxing get away. "
United States
Jana O.
Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Outdoor dining

Chesapeake Bay Vacation Rental w/ Boat Dock!

Chesapeake Bay Vacation Rental w/ Boat Dock!
Newburg
8.2 out of 10, Very Good, (17 reviews)
"Outdoor space is amazing. Sitting out by the fire was great"
United States
Ryan E.
Chesapeake Bay Vacation Rental w/ Boat Dock!
Property grounds

Charming 1950s family cottage along Piscataway Creek just minutes from town

Charming 1950s family cottage along Piscataway Creek just minutes from town
Dunnsville
Charming 1950s family cottage along Piscataway Creek just minutes from town
Exterior

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

Boaty McBeach House: A Short Walk to Beach, Waterfront Sunsets & Restaurants!
Colonial Beach
10.0 out of 10, Exceptional, (4 reviews)
"The house is in a great location, and is very nicely decorated and extremely well provisioned. The owner is very welcoming and responsive."
United States
Lesley B.
Boaty McBeach House: A Short Walk to Beach, Waterfront Sunsets & Restaurants!
Terrace/patio

3 Blocks to Beach & Potomac River: Virginia Escape

3 Blocks to Beach & Potomac River: Virginia Escape
Colonial Beach
9.8 out of 10, Exceptional, (8 reviews)
"This home was nicely appointed, comfortable and cozy, perfect for our weekend stay in Colonial Beach."
United States
Patricia S.
3 Blocks to Beach & Potomac River: Virginia Escape
Exterior

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

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (19 reviews)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveler
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Exterior

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

'The Blue Crab Cottage' - 3 Blocks From The Beach!
Colonial Beach
9.6 out of 10, Exceptional, (73 reviews)
"The Blue Crab Cottage met all of our needs during our 4 night stay!"
United States
Greg M.
'The Blue Crab Cottage' - 3 Blocks From The Beach!
Property grounds

Refreshing Colonial Beach Vacation Rental!

Refreshing Colonial Beach Vacation Rental!
Colonial Beach
10.0 out of 10, Exceptional, (24 reviews)
"We really enjoyed this house. The outside porches, deck, and beach area were gorgeous!"
United States
kristin f.
Refreshing Colonial Beach Vacation Rental!
Cottage (1 Bedroom) | Interior

Chic Cottage w/ Private Yard: Steps to Beach!

Chic Cottage w/ Private Yard: Steps to Beach!
3.0 star property
Colonial Beach
9.2 out of 10, Wonderful, (5 reviews)
"Very cute cottage with beach theme! "
United States
Debra
Chic Cottage w/ Private Yard: Steps to Beach!
Cottage (4 Bedrooms) | Interior

Adorable Cottage: Fire Pit, Walk to Colonial Beach

Adorable Cottage: Fire Pit, Walk to Colonial Beach
3.0 star property
Colonial Beach
10.0 out of 10, Exceptional, (3 reviews)
"This an amazing stay! Beautiful house, it was so cozy and relaxing! "
United States
Nicole
Adorable Cottage: Fire Pit, Walk to Colonial Beach
House (3 Bedrooms) | Interior

Fish, Relax & Enjoy Lake Views: Colonial Beach Gem

Fish, Relax & Enjoy Lake Views: Colonial Beach Gem
3.0 star property
Colonial Beach
Fish, Relax & Enjoy Lake Views: Colonial Beach Gem
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 Caroline County Hotel Reviews

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

10/10 Excellent
"We stopped after a long day and were pleasantly surprised to find they had dinner/appetizers available at no charge for guests. The pool was great and the room was incredibly clean! The staff was very friendly and welcoming"
Jennifer 1-night trip
Posted 9 hours ago
Drury Plaza Hotel Richmond