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Compare 130 Cottages in Leonardtown with updated reviews, rates, and availability.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (20)
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The price is AED 404
AED 946 total
includes taxes & fees
23 Apr - 24 Apr
Soul Oasis - home on the Chesapeake Bay

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (64)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.

Hays Beach House - Hot Tub - Private Beach

10.0 out of 10, Exceptional, (6)
"This home sits right on the water! It is beautiful! We watched ships roll by, ducks bobbing on the water, and flocks of geese flying and landing on the water. The view from both lower and upper decks are amazing! We spent lots of time on the decks even though it was cold - we just covered ourselves with blankets. The hosts are wonderful people, always kind and patient, and gave great recommendations on shopping, sightseeing, and restaurants. They were very communicative and answered all my...
Hays Beach House - Hot Tub - Private Beach

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

9.8 out of 10, Exceptional, (128)
"Great little weekend getaway very quiet and enjoyed the relaxation . Very cute and clean cottage on the water "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (67)
"Extraordinary. Love it . "
Waterfront Cottage in Beautiful Hoopers Island

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (13)
"Nice place and convenient location"
The price is AED 422
AED 1,091 total
includes taxes & fees
13 Apr - 14 Apr
2 Bedroom Cozy Beach Cottage with Beach Access

Adorable Cottage: Fire Pit, Walk to Colonial Beach

10.0 out of 10, Exceptional, (8)
"We love the Colonial Beach area! This is our third vacation in the area and this house was fantastic. Great location with short walks to awesome restaurants and close to the water. The accommodations were very comfortable and the house was spotless. Marcie (owner) was very accommodating in changing our reservations at the last minute due a major snowstorm in mid-February, but we were easily able to shift our reservation to mid-March thanks to her flexibility and assistance. She left us some...
Adorable Cottage: Fire Pit, Walk to Colonial Beach

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (50)
"We had a chance to spend the weekend with our kids (age 18 and 20), and we couldn't have asked for a better location. The view was spectacular and the home was perfect. It was so peaceful and relaxing, yet there was so much to do—fishing, kayaking, paddleboarding, ping-pong, darts, board games, the list goes on. Everyone had a fantastic time. The only problem is that were only there for three nights!"
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

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

10.0 out of 10, Exceptional, (39)
"We enjoyed a relaxing and rejuvenating time here while we rang in the new year. The home was lovely and the community was friendly."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (34)
"This is a nice little cottage, tucked away from everything right on the river. I was looking for some peace and quiet, and that’s exactly what I got. Even though the weather wasn’t great, the sunroom still let me enjoy the views. "
Cozy Virginia Potomac Riverfront Cottage

Easter and Spring Break Available: The Hideaway in Hays Beach - Chesapeake Bay

10.0 out of 10, Exceptional, (113)
"Not my first rental in the Scotland area and was not disappointed! Jocelyn was communicative and kind and the house was lovely, cozy and clean. The house wasn't 100% ready at check-in, but she gave us advance notice and as it happened, we were running behind anyway. The property is well equipped, steps from the beach, has a beautiful backyard for warmer months, and was a great size for two couples and an infant on a winter retreat.Our only complaints were the tap water (very smelly and not...
Easter and Spring Break Available: The Hideaway in Hays Beach - Chesapeake Bay

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

10.0 out of 10, Exceptional, (1)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is AED 525
AED 1,202 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Privacy and space with world class views

9.8 out of 10, Exceptional, (80)
"House and property were great!"
Privacy and space with world class views

Brand New 2 Bedroom Cottage, 1 Block From Beach

Brand New 2 Bedroom Cottage, 1 Block From Beach

Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

9.8 out of 10, Exceptional, (9)
"It was a beautiful house. The host were great. So were the sunrises and sunsets."
Scenic Sunsets star lite sky between Pax River and Wash DC. Experiences Await!

Sunnyside Up - Small Dog Friendly Waterfront Cottage

10.0 out of 10, Exceptional, (14)
"My wife and I truly enjoyed our stay in colonial Beach! The cabin was very nicely decorated and furnished a well equipped kitchen, and we had great conversation via messaging in person with the owners of the property. We would definitely stay there again."
Sunnyside Up - Small Dog Friendly Waterfront Cottage

Refreshing Colonial Beach Vacation Rental!

10.0 out of 10, Exceptional, (17)
"Very impressed with location and amenities! Screened in porch was used a lot for sunrise and sunset watching. Peaceful but only a 5 - 10 minute drive to any action. Family loved it and will look to book again in the future!"
Refreshing Colonial Beach Vacation Rental!

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

10.0 out of 10, Exceptional, (3)
"The host is amazing and went out of her way to make sure we had everything we needed. The house is gorgeous and very comfortable. All the comforts of home and spacious. The property is well maintained and has a private backyard. And they are dog friendly. I travel with my dog all the time and I really needed a spot to stay on short notice that allowed dogs. 10 stars from me."
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

10.0 out of 10, Exceptional, (14)
"It was very clean and not cluttered. I felt it had all the essentials, however, lacked closet space in the bed-rooms. Definitely would stay there again."
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
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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Other property types in Leonardtown

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

10.0 out of 10, Exceptional, (32)
"The place had was great, hot tub overlooking private beach on the Potomac. Kitchen had nearly everything you could need. Very responsive host. There is spotty cell service at the house, but the WiFi helps. If I was going to add anything to this rental, it would definitely be a full-length mirror. "
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

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

9.8 out of 10, Exceptional, (128)
"Great little weekend getaway very quiet and enjoyed the relaxation . Very cute and clean cottage on the water "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (30)
"My husband and i live up the road but we rented this house for his parents, for the weekend. The location is absolutely fantastic and the house is gorgeous. I could have sat on the back deck for hours. Dan was very responsive to all of my questions. I wouldn't hesitate to rent from him, again. "
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
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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